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One Way Flights from Chicago to Cape Town (CHI to CPT)

Discover alternate routes & cheap one way flights from Chicago to Cape Town (CHI to CPT) within a departure date range.

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USD 1184
6:00pm - 2:00pm
Mon Jun 16th
37h 0m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 15h 0m
Tue Jun 17th 2025 TAAG Angola Airlines · DT 653 Depart at 11:00pm from Lisbon (LIS) Fly for 8h 30m Arrive at 7:30am in Luanda (LAD)
Layover in Luanda for 1h 30m
Wed Jun 18th 2025 TAAG Angola Airlines · DT 579 Depart at 9:00am from Luanda (LAD) Fly for 4h 0m Arrive at 2:00pm in Cape Town (CPT)
Book Flight
USD 1248
6:00pm - 11:35am
Mon Jun 16th
58h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 7h 20m
Tue Jun 17th 2025 TAP Portugal · TP 1324 Depart at 3:20pm from Lisbon (LIS) Fly for 2h 50m Arrive at 6:10pm in Dublin (DUB)
Layover in Dublin for 20h 10m
Wed Jun 18th 2025 Emirates · EK 162 Depart at 2:20pm from Dublin (DUB) Fly for 7h 30m Arrive at 12:50am in Dubai (DXB)
Layover in Dubai for 3h 0m
Thu Jun 19th 2025 Emirates · EK 772 Depart at 3:50am from Dubai (DXB) Fly for 9h 45m Arrive at 11:35am in Cape Town (CPT)
Book Flight
USD 1251
7:40pm - 9:40pm
Tue Jun 17th
43h 0m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Qatar Airways · QR 726 Depart at 7:40pm from Chicago (ORD) Fly for 13h 5m Arrive at 4:45pm in Doha (DOH)
Layover in Doha for 4h 0m
Wed Jun 18th 2025 Qatar Airways · QR 556 Depart at 8:45pm from Doha (DOH) Fly for 3h 25m Arrive at 2:40am in Mumbai (BOM)
Layover in Mumbai for 4h 5m
Thu Jun 19th 2025 Kenya Airways · KQ 205 Depart at 6:45am from Mumbai (BOM) Fly for 6h 15m Arrive at 10:30am in Nairobi (NBO)
Layover in Nairobi for 6h 25m
Thu Jun 19th 2025 Kenya Airways · KQ 784 Depart at 4:55pm from Nairobi (NBO) Fly for 5h 45m Arrive at 9:40pm in Cape Town (CPT)
Book Flight
USD 1283
10:15pm - 10:50am
Tue Jun 17th
53h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Wed Jun 18th 2025 Icelandair · FI 308 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 10m Arrive at 3:40pm in Stockholm (ARN)
Layover in Stockholm for 17h 25m
Thu Jun 19th 2025 Qatar Airways · QR 170 Depart at 9:05am from Stockholm (ARN) Fly for 6h 10m Arrive at 4:15pm in Doha (DOH)
Layover in Doha for 9h 45m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1283
10:15pm - 10:50am
Tue Jun 17th
53h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Wed Jun 18th 2025 Icelandair · FI 308 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 10m Arrive at 3:40pm in Stockholm (ARN)
Layover in Stockholm for 24h 30m
Thu Jun 19th 2025 Qatar Airways · QR 6123 Depart at 4:10pm from Stockholm (ARN) Fly for 6h 40m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1287
6:00pm - 10:50am
Mon Jun 16th
57h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 7h 20m
Tue Jun 17th 2025 TAP Portugal · TP 1324 Depart at 3:20pm from Lisbon (LIS) Fly for 2h 50m Arrive at 6:10pm in Dublin (DUB)
Layover in Dublin for 20h 50m
Wed Jun 18th 2025 Qatar Airways · QR 18 Depart at 3:00pm from Dublin (DUB) Fly for 7h 5m Arrive at 12:05am in Doha (DOH)
Layover in Doha for 1h 55m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1291
9:30pm - 10:50am
Tue Jun 17th
54h 20m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Finnair · AY 10 Depart at 9:30pm from Chicago (ORD) Fly for 8h 45m Arrive at 2:15pm in Helsinki (HEL)
Layover in Helsinki for 2h 40m
Wed Jun 18th 2025 Finnair · AY 815 Depart at 4:55pm from Helsinki (HEL) Fly for 1h 0m Arrive at 4:55pm in Stockholm (ARN)
Layover in Stockholm for 16h 10m
Thu Jun 19th 2025 Qatar Airways · QR 170 Depart at 9:05am from Stockholm (ARN) Fly for 6h 10m Arrive at 4:15pm in Doha (DOH)
Layover in Doha for 9h 45m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1297
6:00pm - 4:50pm
Mon Jun 16th
39h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 4h 50m
Tue Jun 17th 2025 TAP Portugal · TP 834 Depart at 12:50pm from Lisbon (LIS) Fly for 2h 55m Arrive at 4:45pm in Rome (FCO)
Layover in Rome for 5h 25m
Tue Jun 17th 2025 Emirates · EK 96 Depart at 10:10pm from Rome (FCO) Fly for 5h 40m Arrive at 5:50am in Dubai (DXB)
Layover in Dubai for 3h 20m
Wed Jun 18th 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 1388
7:25pm - 10:50am
Wed Jun 18th
32h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 852 Depart at 7:25pm from Chicago (ORD) Fly for 6h 15m Arrive at 6:40am in Reykjavik (KEF)
Layover in Reykjavik for 1h 20m
Thu Jun 19th 2025 Icelandair · FI 440 Depart at 8:00am from Reykjavik (KEF) Fly for 1h 45m Arrive at 10:45am in Manchester (MAN)
Layover in Manchester for 4h 10m
Thu Jun 19th 2025 Qatar Airways · QR 28 Depart at 2:55pm from Manchester (MAN) Fly for 6h 50m Arrive at 11:45pm in Doha (DOH)
Layover in Doha for 2h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1399
7:15pm - 10:50am
Mon Jun 16th
56h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 20h 15m
Wed Jun 18th 2025 Swiss International Air Lines · LX 390 Depart at 7:05am from Zürich (ZRH) Fly for 2h 0m Arrive at 8:05am in Manchester (MAN)
Layover in Manchester for 6h 50m
Wed Jun 18th 2025 Qatar Airways · QR 28 Depart at 2:55pm from Manchester (MAN) Fly for 6h 50m Arrive at 11:45pm in Doha (DOH)
Layover in Doha for 2h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1406
2:20pm - 10:50am
Wed Jun 18th
37h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Swiss International Air Lines · LX 7 Depart at 2:20pm from Chicago (ORD) Fly for 8h 50m Arrive at 6:10am in Zürich (ZRH)
Layover in Zürich for 0h 55m
Thu Jun 19th 2025 Swiss International Air Lines · LX 390 Depart at 7:05am from Zürich (ZRH) Fly for 2h 0m Arrive at 8:05am in Manchester (MAN)
Layover in Manchester for 6h 50m
Thu Jun 19th 2025 Qatar Airways · QR 28 Depart at 2:55pm from Manchester (MAN) Fly for 6h 50m Arrive at 11:45pm in Doha (DOH)
Layover in Doha for 2h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1410
5:15pm - 10:50am
Tue Jun 17th
58h 35m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Tue Jun 17th 2025 Air France · AF 137 Depart at 5:15pm from Chicago (ORD) Fly for 7h 55m Arrive at 8:10am in Paris (CDG)
Layover in Paris for 14h 15m
Wed Jun 18th 2025 Qatar Airways · QR 38 Depart at 10:25pm from Paris (CDG) Fly for 6h 25m Arrive at 5:50am in Doha (DOH)
Layover in Doha for 20h 10m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1425
7:25pm - 10:50am
Tue Jun 17th
32h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 852 Depart at 7:25pm from Chicago (ORD) Fly for 6h 15m Arrive at 6:40am in Reykjavik (KEF)
Layover in Reykjavik for 0h 55m
Wed Jun 18th 2025 Icelandair · FI 542 Depart at 7:35am from Reykjavik (KEF) Fly for 3h 25m Arrive at 1:00pm in Paris (CDG)
Layover in Paris for 3h 25m
Wed Jun 18th 2025 Qatar Airways · QR 40 Depart at 4:25pm from Paris (CDG) Fly for 6h 25m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1428
7:25pm - 10:50am
Wed Jun 18th
32h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 852 Depart at 7:25pm from Chicago (ORD) Fly for 6h 15m Arrive at 6:40am in Reykjavik (KEF)
Layover in Reykjavik for 0h 55m
Thu Jun 19th 2025 Icelandair · FI 542 Depart at 7:35am from Reykjavik (KEF) Fly for 3h 25m Arrive at 1:00pm in Paris (CDG)
Layover in Paris for 4h 20m
Thu Jun 19th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1428
7:25pm - 10:50am
Wed Jun 18th
32h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 852 Depart at 7:25pm from Chicago (ORD) Fly for 6h 15m Arrive at 6:40am in Reykjavik (KEF)
Layover in Reykjavik for 0h 55m
Thu Jun 19th 2025 Icelandair · FI 542 Depart at 7:35am from Reykjavik (KEF) Fly for 3h 25m Arrive at 1:00pm in Paris (CDG)
Layover in Paris for 3h 25m
Thu Jun 19th 2025 Qatar Airways · QR 40 Depart at 4:25pm from Paris (CDG) Fly for 6h 25m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1430
3:40pm - 10:50am
Tue Jun 17th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Air Canada · AC 524 Depart at 3:40pm from Chicago (ORD) Fly for 2h 18m Arrive at 6:58pm in Montreal (YUL)
Layover in Montreal for 2h 22m
Tue Jun 17th 2025 Air Canada · AC 870 Depart at 9:20pm from Montreal (YUL) Fly for 7h 0m Arrive at 10:20am in Paris (CDG)
Layover in Paris for 6h 5m
Wed Jun 18th 2025 Qatar Airways · QR 40 Depart at 4:25pm from Paris (CDG) Fly for 6h 25m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1434
7:15pm - 10:50am
Wed Jun 18th
32h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 2h 5m
Thu Jun 19th 2025 Swiss International Air Lines · LX 638 Depart at 12:55pm from Zürich (ZRH) Fly for 1h 20m Arrive at 2:15pm in Paris (CDG)
Layover in Paris for 3h 5m
Thu Jun 19th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1434
2:20pm - 10:50am
Wed Jun 18th
37h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Swiss International Air Lines · LX 7 Depart at 2:20pm from Chicago (ORD) Fly for 8h 50m Arrive at 6:10am in Zürich (ZRH)
Layover in Zürich for 1h 15m
Thu Jun 19th 2025 Swiss International Air Lines · LX 632 Depart at 7:25am from Zürich (ZRH) Fly for 1h 30m Arrive at 8:55am in Paris (CDG)
Layover in Paris for 8h 25m
Thu Jun 19th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1434
2:20pm - 10:50am
Wed Jun 18th
37h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Swiss International Air Lines · LX 7 Depart at 2:20pm from Chicago (ORD) Fly for 8h 50m Arrive at 6:10am in Zürich (ZRH)
Layover in Zürich for 1h 15m
Thu Jun 19th 2025 Swiss International Air Lines · LX 632 Depart at 7:25am from Zürich (ZRH) Fly for 1h 30m Arrive at 8:55am in Paris (CDG)
Layover in Paris for 7h 30m
Thu Jun 19th 2025 Qatar Airways · QR 40 Depart at 4:25pm from Paris (CDG) Fly for 6h 25m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1435
8:45pm - 10:50am
Mon Jun 16th
31h 5m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Mon Jun 16th 2025 Emirates · EK 236 Depart at 8:45pm from Chicago (ORD) Fly for 13h 25m Arrive at 7:10pm in Dubai (DXB)
Layover in Dubai for 4h 15m
Tue Jun 17th 2025 Qatar Airways · QR 1019 Depart at 11:25pm from Dubai (DXB) Fly for 1h 15m Arrive at 11:40pm in Doha (DOH)
Layover in Doha for 2h 20m
Wed Jun 18th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1437
7:25pm - 10:50am
Tue Jun 17th
32h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 852 Depart at 7:25pm from Chicago (ORD) Fly for 6h 15m Arrive at 6:40am in Reykjavik (KEF)
Layover in Reykjavik for 0h 55m
Wed Jun 18th 2025 Icelandair · FI 542 Depart at 7:35am from Reykjavik (KEF) Fly for 3h 25m Arrive at 1:00pm in Paris (CDG)
Layover in Paris for 4h 20m
Wed Jun 18th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1438
5:15pm - 10:50am
Tue Jun 17th
34h 35m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Tue Jun 17th 2025 Air France · AF 137 Depart at 5:15pm from Chicago (ORD) Fly for 7h 55m Arrive at 8:10am in Paris (CDG)
Layover in Paris for 8h 15m
Wed Jun 18th 2025 Qatar Airways · QR 40 Depart at 4:25pm from Paris (CDG) Fly for 6h 25m Arrive at 11:50pm in Doha (DOH)
Layover in Doha for 2h 10m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1442
3:40pm - 10:50am
Tue Jun 17th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Air Canada · AC 524 Depart at 3:40pm from Chicago (ORD) Fly for 2h 18m Arrive at 6:58pm in Montreal (YUL)
Layover in Montreal for 2h 22m
Tue Jun 17th 2025 Air Canada · AC 870 Depart at 9:20pm from Montreal (YUL) Fly for 7h 0m Arrive at 10:20am in Paris (CDG)
Layover in Paris for 7h 0m
Wed Jun 18th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1450
10:15pm - 10:50am
Wed Jun 18th
53h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Thu Jun 19th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 6h 30m
Thu Jun 19th 2025 Qatar Airways · QR 38 Depart at 10:25pm from Paris (CDG) Fly for 6h 25m Arrive at 5:50am in Doha (DOH)
Layover in Doha for 20h 10m
Sat Jun 21st 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1450
5:15pm - 10:50am
Tue Jun 17th
34h 35m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Tue Jun 17th 2025 Air France · AF 137 Depart at 5:15pm from Chicago (ORD) Fly for 7h 55m Arrive at 8:10am in Paris (CDG)
Layover in Paris for 9h 10m
Wed Jun 18th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1453
9:40pm - 10:50am
Thu Jun 19th
54h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 TAP Portugal · TP 242 Depart at 9:40pm from Chicago (ORD) Fly for 8h 0m Arrive at 11:40am in Lisbon (LIS)
Layover in Lisbon for 11h 0m
Fri Jun 20th 2025 TAP Portugal · TP 1040 Depart at 10:40pm from Lisbon (LIS) Fly for 1h 50m Arrive at 1:30am in Barcelona (BCN)
Layover in Barcelona for 14h 55m
Sat Jun 21st 2025 Qatar Airways · QR 146 Depart at 4:25pm from Barcelona (BCN) Fly for 6h 10m Arrive at 11:35pm in Doha (DOH)
Layover in Doha for 2h 25m
Sun Jun 22nd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1456
6:00pm - 10:50am
Fri Jun 20th
57h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Fri Jun 20th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 7h 55m Arrive at 7:55am in Lisbon (LIS)
Layover in Lisbon for 8h 35m
Sat Jun 21st 2025 TAP Portugal · TP 1036 Depart at 4:30pm from Lisbon (LIS) Fly for 1h 50m Arrive at 7:20pm in Barcelona (BCN)
Layover in Barcelona for 3h 30m
Sat Jun 21st 2025 Qatar Airways · QR 142 Depart at 10:50pm from Barcelona (BCN) Fly for 6h 10m Arrive at 6:00am in Doha (DOH)
Layover in Doha for 20h 0m
Mon Jun 23rd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1468
6:00pm - 11:35am
Mon Jun 16th
34h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 2h 5m
Tue Jun 17th 2025 TAP Portugal · TP 1352 Depart at 10:05am from Lisbon (LIS) Fly for 2h 40m Arrive at 12:45pm in London (LHR)
Layover in London for 4h 5m
Tue Jun 17th 2025 Emirates · EK 30 Depart at 4:50pm from London (LHR) Fly for 6h 55m Arrive at 2:45am in Dubai (DXB)
Layover in Dubai for 1h 5m
Wed Jun 18th 2025 Emirates · EK 772 Depart at 3:50am from Dubai (DXB) Fly for 9h 45m Arrive at 11:35am in Cape Town (CPT)
Book Flight
USD 1470
12:00pm - 10:50am
Wed Jun 18th
39h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Air India Limited · AI 126 Depart at 12:00pm from Chicago (ORD) Fly for 14h 15m Arrive at 12:45pm in New Delhi (DEL)
Layover in New Delhi for 2h 0m
Thu Jun 19th 2025 Air India Limited · AI 856 Depart at 2:45pm from New Delhi (DEL) Fly for 2h 15m Arrive at 5:00pm in Mumbai (BOM)
Layover in Mumbai for 4h 50m
Thu Jun 19th 2025 Qatar Airways · QR 4773 Depart at 9:50pm from Mumbai (BOM) Fly for 3h 25m Arrive at 10:45pm in Doha (DOH)
Layover in Doha for 3h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1470
12:00pm - 10:50am
Tue Jun 17th
39h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Air India Limited · AI 126 Depart at 12:00pm from Chicago (ORD) Fly for 14h 15m Arrive at 12:45pm in New Delhi (DEL)
Layover in New Delhi for 2h 0m
Wed Jun 18th 2025 Air India Limited · AI 856 Depart at 2:45pm from New Delhi (DEL) Fly for 2h 15m Arrive at 5:00pm in Mumbai (BOM)
Layover in Mumbai for 4h 50m
Wed Jun 18th 2025 Qatar Airways · QR 4773 Depart at 9:50pm from Mumbai (BOM) Fly for 3h 25m Arrive at 10:45pm in Doha (DOH)
Layover in Doha for 3h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1473
7:15pm - 10:50am
Tue Jun 17th
32h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 2h 5m
Wed Jun 18th 2025 Swiss International Air Lines · LX 638 Depart at 12:55pm from Zürich (ZRH) Fly for 1h 20m Arrive at 2:15pm in Paris (CDG)
Layover in Paris for 3h 5m
Wed Jun 18th 2025 Qatar Airways · QR 44 Depart at 5:20pm from Paris (CDG) Fly for 6h 25m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1482
6:00pm - 10:50am
Mon Jun 16th
33h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 8h 0m Arrive at 8:00am in Lisbon (LIS)
Layover in Lisbon for 2h 5m
Tue Jun 17th 2025 TAP Portugal · TP 1352 Depart at 10:05am from Lisbon (LIS) Fly for 2h 40m Arrive at 12:45pm in London (LHR)
Layover in London for 3h 15m
Tue Jun 17th 2025 Qatar Airways · QR 8 Depart at 4:00pm from London (LHR) Fly for 6h 45m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Wed Jun 18th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1497
7:15pm - 10:50am
Tue Jun 17th
32h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 1h 30m
Wed Jun 18th 2025 Swiss International Air Lines · LX 1838 Depart at 12:20pm from Zürich (ZRH) Fly for 2h 40m Arrive at 4:00pm in Athens (ATH)
Layover in Athens for 3h 40m
Wed Jun 18th 2025 Qatar Airways · QR 208 Depart at 7:40pm from Athens (ATH) Fly for 4h 25m Arrive at 12:05am in Doha (DOH)
Layover in Doha for 1h 55m
Thu Jun 19th 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1586
6:00pm - 10:50am
Fri Jun 20th
33h 50m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Fri Jun 20th 2025 TAP Portugal · TP 244 Depart at 6:00pm from Chicago (ORD) Fly for 7h 55m Arrive at 7:55am in Lisbon (LIS)
Layover in Lisbon for 3h 25m
Sat Jun 21st 2025 TAP Portugal · TP 1032 Depart at 11:20am from Lisbon (LIS) Fly for 1h 50m Arrive at 2:10pm in Barcelona (BCN)
Layover in Barcelona for 2h 15m
Sat Jun 21st 2025 Qatar Airways · QR 146 Depart at 4:25pm from Barcelona (BCN) Fly for 6h 10m Arrive at 11:35pm in Doha (DOH)
Layover in Doha for 2h 25m
Sun Jun 22nd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1614
12:30am - 12:45pm
Thu Jun 19th
53h 15m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 Thai Airways International · TG 6273 Depart at 12:30am from Chicago (ORD) Fly for 15h 5m Arrive at 4:35am in Taipei (TPE)
Layover in Taipei for 3h 15m
Fri Jun 20th 2025 Thai Airways International · TG 637 Depart at 7:50am from Taipei (TPE) Fly for 3h 45m Arrive at 10:35am in Bangkok (BKK)
Layover in Bangkok for 14h 25m
Sat Jun 21st 2025 Kenya Airways · KQ 887 Depart at 1:00am from Bangkok (BKK) Fly for 9h 15m Arrive at 6:15am in Nairobi (NBO)
Layover in Nairobi for 1h 45m
Sat Jun 21st 2025 Kenya Airways · KQ 784 Depart at 8:00am from Nairobi (NBO) Fly for 5h 45m Arrive at 12:45pm in Cape Town (CPT)
Book Flight
USD 1633
9:40pm - 4:50pm
Thu Jun 19th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 TAP Portugal · TP 242 Depart at 9:40pm from Chicago (ORD) Fly for 8h 0m Arrive at 11:40am in Lisbon (LIS)
Layover in Lisbon for 2h 25m
Fri Jun 20th 2025 TAP Portugal · TP 1034 Depart at 2:05pm from Lisbon (LIS) Fly for 1h 50m Arrive at 4:55pm in Barcelona (BCN)
Layover in Barcelona for 4h 5m
Fri Jun 20th 2025 Emirates · EK 188 Depart at 9:00pm from Barcelona (BCN) Fly for 6h 30m Arrive at 5:30am in Dubai (DXB)
Layover in Dubai for 3h 40m
Sat Jun 21st 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 1643
9:40pm - 4:50pm
Thu Jun 19th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 TAP Portugal · TP 242 Depart at 9:40pm from Chicago (ORD) Fly for 8h 0m Arrive at 11:40am in Lisbon (LIS)
Layover in Lisbon for 3h 35m
Fri Jun 20th 2025 TAP Portugal · TP 836 Depart at 3:15pm from Lisbon (LIS) Fly for 2h 55m Arrive at 7:10pm in Rome (FCO)
Layover in Rome for 3h 0m
Fri Jun 20th 2025 Emirates · EK 96 Depart at 10:10pm from Rome (FCO) Fly for 5h 40m Arrive at 5:50am in Dubai (DXB)
Layover in Dubai for 3h 20m
Sat Jun 21st 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 1650
8:45pm - 10:50am
Thu Jun 19th
31h 5m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Thu Jun 19th 2025 Emirates · EK 236 Depart at 8:45pm from Chicago (ORD) Fly for 13h 25m Arrive at 7:10pm in Dubai (DXB)
Layover in Dubai for 4h 15m
Fri Jun 20th 2025 Qatar Airways · QR 1019 Depart at 11:25pm from Dubai (DXB) Fly for 1h 15m Arrive at 11:40pm in Doha (DOH)
Layover in Doha for 2h 20m
Sat Jun 21st 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1709
5:10pm - 10:50am
Sat Jun 21st
34h 40m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Sat Jun 21st 2025 LOT Polish Airlines · LO 2 Depart at 5:10pm from Chicago (ORD) Fly for 9h 10m Arrive at 9:20am in Warsaw (WAW)
Layover in Warsaw for 3h 35m
Sun Jun 22nd 2025 LOT Polish Airlines · LO 135 Depart at 12:55pm from Warsaw (WAW) Fly for 2h 50m Arrive at 4:45pm in Istanbul (IST)
Layover in Istanbul for 3h 20m
Sun Jun 22nd 2025 Qatar Airways · QR 246 Depart at 8:05pm from Istanbul (IST) Fly for 4h 10m Arrive at 12:15am in Doha (DOH)
Layover in Doha for 1h 45m
Mon Jun 23rd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 1730
10:15pm - 10:40pm
Tue Jun 17th
41h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Wed Jun 18th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Wed Jun 18th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 12h 20m
Thu Jun 19th 2025 South African Airways · SA 369 Depart at 8:30pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 10:40pm in Cape Town (CPT)
Book Flight
USD 1730
10:15pm - 6:50pm
Mon Jun 16th
37h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Tue Jun 17th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Tue Jun 17th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 8h 30m
Wed Jun 18th 2025 South African Airways · SA 357 Depart at 4:40pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 6:50pm in Cape Town (CPT)
Book Flight
USD 1738
10:15pm - 12:40pm
Mon Jun 16th
31h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Tue Jun 17th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Tue Jun 17th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 2h 15m
Wed Jun 18th 2025 Airlink (SAA) · 4Z 927 Depart at 10:25am from Johannesburg (JNB) Fly for 2h 15m Arrive at 12:40pm in Cape Town (CPT)
Book Flight
USD 1739
10:15pm - 12:40pm
Tue Jun 17th
31h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Wed Jun 18th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Wed Jun 18th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 2h 15m
Thu Jun 19th 2025 Airlink (SAA) · 4Z 927 Depart at 10:25am from Johannesburg (JNB) Fly for 2h 15m Arrive at 12:40pm in Cape Town (CPT)
Book Flight
USD 1741
8:45pm - 10:40pm
Tue Jun 17th
42h 55m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Emirates · EK 236 Depart at 8:45pm from Chicago (ORD) Fly for 13h 25m Arrive at 7:10pm in Dubai (DXB)
Layover in Dubai for 10h 20m
Thu Jun 19th 2025 Qatar Airways · QR 1003 Depart at 5:30am from Dubai (DXB) Fly for 1h 15m Arrive at 5:45am in Doha (DOH)
Layover in Doha for 2h 55m
Thu Jun 19th 2025 Qatar Airways · QR 1377 Depart at 8:40am from Doha (DOH) Fly for 8h 30m Arrive at 4:10pm in Johannesburg (JNB)
Layover in Johannesburg for 4h 20m
Thu Jun 19th 2025 South African Airways · SA 369 Depart at 8:30pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 10:40pm in Cape Town (CPT)
Book Flight
USD 1745
8:45pm - 9:40pm
Tue Jun 17th
41h 55m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 Emirates · EK 236 Depart at 8:45pm from Chicago (ORD) Fly for 13h 25m Arrive at 7:10pm in Dubai (DXB)
Layover in Dubai for 4h 30m
Wed Jun 18th 2025 Air India Limited · AI 984 Depart at 11:40pm from Dubai (DXB) Fly for 3h 10m Arrive at 4:20am in Mumbai (BOM)
Layover in Mumbai for 2h 25m
Thu Jun 19th 2025 Kenya Airways · KQ 205 Depart at 6:45am from Mumbai (BOM) Fly for 6h 15m Arrive at 10:30am in Nairobi (NBO)
Layover in Nairobi for 6h 25m
Thu Jun 19th 2025 Kenya Airways · KQ 784 Depart at 4:55pm from Nairobi (NBO) Fly for 5h 45m Arrive at 9:40pm in Cape Town (CPT)
Book Flight
USD 1827
9:40pm - 4:50pm
Mon Jun 16th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Mon Jun 16th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 2h 40m
Tue Jun 17th 2025 LOT Polish Airlines · LO 303 Depart at 4:30pm from Warsaw (WAW) Fly for 2h 10m Arrive at 6:40pm in Rome (FCO)
Layover in Rome for 3h 30m
Tue Jun 17th 2025 Emirates · EK 96 Depart at 10:10pm from Rome (FCO) Fly for 5h 40m Arrive at 5:50am in Dubai (DXB)
Layover in Dubai for 3h 20m
Wed Jun 18th 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 1830
9:40pm - 4:50pm
Tue Jun 17th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Tue Jun 17th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 2h 40m
Wed Jun 18th 2025 LOT Polish Airlines · LO 303 Depart at 4:30pm from Warsaw (WAW) Fly for 2h 10m Arrive at 6:40pm in Rome (FCO)
Layover in Rome for 3h 30m
Wed Jun 18th 2025 Emirates · EK 96 Depart at 10:10pm from Rome (FCO) Fly for 5h 40m Arrive at 5:50am in Dubai (DXB)
Layover in Dubai for 3h 20m
Thu Jun 19th 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 1854
10:15pm - 2:35pm
Wed Jun 18th
33h 20m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Thu Jun 19th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Thu Jun 19th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 4h 10m
Fri Jun 20th 2025 Airlink (SAA) · 4Z 923 Depart at 12:20pm from Johannesburg (JNB) Fly for 2h 15m Arrive at 2:35pm in Cape Town (CPT)
Book Flight
USD 1876
10:15pm - 12:40pm
Wed Jun 18th
31h 25m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Thu Jun 19th 2025 Icelandair · FI 546 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 25m Arrive at 3:55pm in Paris (CDG)
Layover in Paris for 5h 40m
Thu Jun 19th 2025 Air France · AF 990 Depart at 9:35pm from Paris (CDG) Fly for 10h 35m Arrive at 8:10am in Johannesburg (JNB)
Layover in Johannesburg for 2h 15m
Fri Jun 20th 2025 Airlink (SAA) · 4Z 927 Depart at 10:25am from Johannesburg (JNB) Fly for 2h 15m Arrive at 12:40pm in Cape Town (CPT)
Book Flight
USD 1899
10:15pm - 12:45pm
Thu Jun 19th
31h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 Icelandair · FI 856 Depart at 10:15pm from Chicago (ORD) Fly for 6h 5m Arrive at 9:20am in Reykjavik (KEF)
Layover in Reykjavik for 1h 10m
Fri Jun 20th 2025 Icelandair · FI 506 Depart at 10:30am from Reykjavik (KEF) Fly for 3h 15m Arrive at 3:45pm in Amsterdam (AMS)
Layover in Amsterdam for 4h 50m
Fri Jun 20th 2025 Kenya Airways · KQ 117 Depart at 8:35pm from Amsterdam (AMS) Fly for 8h 35m Arrive at 6:10am in Nairobi (NBO)
Layover in Nairobi for 1h 50m
Sat Jun 21st 2025 Kenya Airways · KQ 784 Depart at 8:00am from Nairobi (NBO) Fly for 5h 45m Arrive at 12:45pm in Cape Town (CPT)
Book Flight
USD 1961
9:40pm - 4:50pm
Fri Jun 20th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Fri Jun 20th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 2h 40m
Sat Jun 21st 2025 LOT Polish Airlines · LO 303 Depart at 4:30pm from Warsaw (WAW) Fly for 2h 10m Arrive at 6:40pm in Rome (FCO)
Layover in Rome for 3h 30m
Sat Jun 21st 2025 Emirates · EK 96 Depart at 10:10pm from Rome (FCO) Fly for 5h 40m Arrive at 5:50am in Dubai (DXB)
Layover in Dubai for 3h 20m
Sun Jun 22nd 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 2110
9:30pm - 4:50pm
Wed Jun 18th
36h 20m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 Finnair · AY 10 Depart at 9:30pm from Chicago (ORD) Fly for 8h 45m Arrive at 2:15pm in Helsinki (HEL)
Layover in Helsinki for 2h 50m
Thu Jun 19th 2025 Finnair · AY 1475 Depart at 5:05pm from Helsinki (HEL) Fly for 2h 25m Arrive at 6:30pm in Vienna (VIE)
Layover in Vienna for 4h 10m
Thu Jun 19th 2025 Emirates · EK 126 Depart at 10:40pm from Vienna (VIE) Fly for 5h 35m Arrive at 6:15am in Dubai (DXB)
Layover in Dubai for 2h 55m
Fri Jun 20th 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 2133
3:00pm - 10:50am
Sat Jun 21st
36h 50m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Sat Jun 21st 2025 ITA Airways · AZ 629 Depart at 3:00pm from Chicago (ORD) Fly for 9h 20m Arrive at 7:20am in Rome (FCO)
Layover in Rome for 8h 55m
Sun Jun 22nd 2025 Qatar Airways · QR 132 Depart at 4:15pm from Rome (FCO) Fly for 5h 25m Arrive at 10:40pm in Doha (DOH)
Layover in Doha for 3h 20m
Mon Jun 23rd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 2140
5:15pm - 10:50am
Sat Jun 21st
34h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Sat Jun 21st 2025 Air France · AF 137 Depart at 5:15pm from Chicago (ORD) Fly for 7h 55m Arrive at 8:10am in Paris (CDG)
Layover in Paris for 3h 30m
Sun Jun 22nd 2025 ITA Airways · AZ 319 Depart at 11:40am from Paris (CDG) Fly for 2h 5m Arrive at 1:45pm in Rome (FCO)
Layover in Rome for 2h 30m
Sun Jun 22nd 2025 Qatar Airways · QR 132 Depart at 4:15pm from Rome (FCO) Fly for 5h 25m Arrive at 10:40pm in Doha (DOH)
Layover in Doha for 3h 20m
Mon Jun 23rd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 2144
9:40pm - 4:50pm
Wed Jun 18th
36h 10m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 3h 10m
Thu Jun 19th 2025 LOT Polish Airlines · LO 409 Depart at 5:00pm from Warsaw (WAW) Fly for 2h 5m Arrive at 7:05pm in Zürich (ZRH)
Layover in Zürich for 3h 10m
Thu Jun 19th 2025 Emirates · EK 86 Depart at 10:15pm from Zürich (ZRH) Fly for 6h 10m Arrive at 6:25am in Dubai (DXB)
Layover in Dubai for 2h 45m
Fri Jun 20th 2025 Emirates · EK 770 Depart at 9:10am from Dubai (DXB) Fly for 9h 40m Arrive at 4:50pm in Cape Town (CPT)
Book Flight
USD 2157
7:15pm - 10:50am
Sat Jun 21st
32h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Sat Jun 21st 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 1h 55m
Sun Jun 22nd 2025 Swiss International Air Lines · LX 1736 Depart at 12:45pm from Zürich (ZRH) Fly for 1h 30m Arrive at 2:15pm in Rome (FCO)
Layover in Rome for 2h 0m
Sun Jun 22nd 2025 Qatar Airways · QR 132 Depart at 4:15pm from Rome (FCO) Fly for 5h 25m Arrive at 10:40pm in Doha (DOH)
Layover in Doha for 3h 20m
Mon Jun 23rd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
Book Flight
USD 2603
9:40pm - 4:40pm
Sat Jun 21st
36h 0m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Sat Jun 21st 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 3h 10m
Sun Jun 22nd 2025 LOT Polish Airlines · LO 409 Depart at 5:00pm from Warsaw (WAW) Fly for 2h 5m Arrive at 7:05pm in Zürich (ZRH)
Layover in Zürich for 3h 35m
Sun Jun 22nd 2025 Swiss International Air Lines · LX 282 Depart at 10:40pm from Zürich (ZRH) Fly for 10h 30m Arrive at 9:10am in Johannesburg (JNB)
Layover in Johannesburg for 5h 20m
Mon Jun 23rd 2025 Swiss International Air Lines · LX 4130 Depart at 2:30pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 4:40pm in Cape Town (CPT)
Book Flight
USD 2615
9:40pm - 4:40pm
Wed Jun 18th
36h 0m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Wed Jun 18th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 3h 10m
Thu Jun 19th 2025 LOT Polish Airlines · LO 409 Depart at 5:00pm from Warsaw (WAW) Fly for 2h 5m Arrive at 7:05pm in Zürich (ZRH)
Layover in Zürich for 3h 35m
Thu Jun 19th 2025 Swiss International Air Lines · LX 282 Depart at 10:40pm from Zürich (ZRH) Fly for 10h 30m Arrive at 9:10am in Johannesburg (JNB)
Layover in Johannesburg for 5h 20m
Fri Jun 20th 2025 Swiss International Air Lines · LX 4130 Depart at 2:30pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 4:40pm in Cape Town (CPT)
Book Flight
USD 2621
9:40pm - 3:10pm
Thu Jun 19th
34h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Thu Jun 19th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 3h 10m
Fri Jun 20th 2025 LOT Polish Airlines · LO 409 Depart at 5:00pm from Warsaw (WAW) Fly for 2h 5m Arrive at 7:05pm in Zürich (ZRH)
Layover in Zürich for 3h 35m
Fri Jun 20th 2025 Swiss International Air Lines · LX 282 Depart at 10:40pm from Zürich (ZRH) Fly for 10h 30m Arrive at 9:10am in Johannesburg (JNB)
Layover in Johannesburg for 3h 50m
Sat Jun 21st 2025 Swiss International Air Lines · LX 4130 Depart at 1:00pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 3:10pm in Cape Town (CPT)
Book Flight
USD 2868
9:40pm - 3:10pm
Fri Jun 20th
34h 30m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Fri Jun 20th 2025 LOT Polish Airlines · LO 4 Depart at 9:40pm from Chicago (ORD) Fly for 9h 10m Arrive at 1:50pm in Warsaw (WAW)
Layover in Warsaw for 3h 10m
Sat Jun 21st 2025 LOT Polish Airlines · LO 409 Depart at 5:00pm from Warsaw (WAW) Fly for 2h 5m Arrive at 7:05pm in Zürich (ZRH)
Layover in Zürich for 3h 35m
Sat Jun 21st 2025 Swiss International Air Lines · LX 282 Depart at 10:40pm from Zürich (ZRH) Fly for 10h 30m Arrive at 9:10am in Johannesburg (JNB)
Layover in Johannesburg for 3h 50m
Sun Jun 22nd 2025 Swiss International Air Lines · LX 4130 Depart at 1:00pm from Johannesburg (JNB) Fly for 2h 10m Arrive at 3:10pm in Cape Town (CPT)
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USD 3047
7:40pm - 11:35am
Tue Jun 17th
32h 55m
Chicago (ORD) → Cape Town (CPT)
2 Stops
Tue Jun 17th 2025 Qatar Airways · QR 726 Depart at 7:40pm from Chicago (ORD) Fly for 13h 5m Arrive at 4:45pm in Doha (DOH)
Layover in Doha for 5h 40m
Wed Jun 18th 2025 Fly Dubai · FZ 20 Depart at 10:25pm from Doha (DOH) Fly for 1h 15m Arrive at 12:40am in Dubai (DXB)
Layover in Dubai for 3h 10m
Thu Jun 19th 2025 Emirates · EK 772 Depart at 3:50am from Dubai (DXB) Fly for 9h 45m Arrive at 11:35am in Cape Town (CPT)
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USD 4052
7:15pm - 10:50am
Fri Jun 20th
32h 35m
Chicago (ORD) → Cape Town (CPT)
3 Stops
Fri Jun 20th 2025 Swiss International Air Lines · LX 9 Depart at 7:15pm from Chicago (ORD) Fly for 8h 35m Arrive at 10:50am in Zürich (ZRH)
Layover in Zürich for 1h 15m
Sat Jun 21st 2025 Swiss International Air Lines · LX 332 Depart at 12:05pm from Zürich (ZRH) Fly for 1h 55m Arrive at 1:00pm in London (LHR)
Layover in London for 3h 0m
Sat Jun 21st 2025 Qatar Airways · QR 8 Depart at 4:00pm from London (LHR) Fly for 6h 45m Arrive at 12:45am in Doha (DOH)
Layover in Doha for 1h 15m
Sun Jun 22nd 2025 Qatar Airways · QR 1369 Depart at 2:00am from Doha (DOH) Fly for 9h 50m Arrive at 10:50am in Cape Town (CPT)
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Sarah Belizaire

@sarahbb1

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John.

@eyupitsjohn

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ANDY TRAVELS

@andy_travels

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Travel With Bender

@travelwitbender

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Read Josh's Ultimate Guide To Find Cheap One Way Flights

One Way Flights from Chicago to Cape Town (CHI to CPT)

Sarah Belizaire

John.

ANDY TRAVELS

Travel With Bender

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