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Cheap flights from Cape Town to Chicago from R8 915

CPT — CHI
Dec 4 — Dec 111
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Cape Town to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Cape Town to Chicago

Fri 6/1120:50 -
1 stop28h 08m
Sun 22/1118:15 -
1 stop40h 20m
Deal found 2/11R14 832
Fri 6/1121:00 -
2 stops33h 33m
Sun 22/1113:05 -
1 stop21h 30m
Deal found 2/11R14 881
Thu 12/1121:00 -
2 stops30h 05m
Tue 24/1118:15 -
1 stop40h 20m
Deal found 1/11R14 881
Fri 6/1120:50 -
2 stops25h 46m
Sun 22/1114:44 -
2 stops19h 51m
Deal found 2/11R15 639
Fri 6/1120:50 -
2 stops23h 57m
Sun 22/1113:31 -
2 stops21h 04m
Deal found 2/11R15 705
Sat 7/118:30 -
1 stop39h 45m
Thu 21/118:25 -
1 stop28h 00m
Deal found 2/11R16 216
Sat 7/1114:00 -
2 stops32h 25m
Thu 21/118:25 -
1 stop28h 00m
Deal found 2/11R16 232
Sat 7/1120:50 -
2 stops25h 46m
Thu 21/18:50 -
2 stops23h 20m
Deal found 2/11R16 826
Wed 2/1220:50 -
1 stop24h 12m
Wed 9/1214:30 -
2 stops33h 10m
Deal found 2/11R19 116
Wed 2/1220:50 -
1 stop26h 39m
Wed 9/1216:10 -
1 stop31h 25m
Deal found 2/11R19 644
Thu 17/1220:50 -
1 stop34h 06m
Thu 24/129:58 -
2 stops29h 37m
Deal found 2/11R19 990
Thu 17/1220:50 -
1 stop35h 06m
Thu 24/1217:00 -
2 stops22h 35m
Deal found 2/11R19 990

Find flight deals from Cape Town to Chicago

Round-trip from

R17 468

One-way from

R8 915

Popular in

April

Cheapest in

September

Average price

R18 045
JetBlue
  • JetBlue
  • 11/2-15/2
  • 2 total stops
  • 65h 35m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 24/11-31/12
  • 1 total stop
  • 24h 45m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R17 980 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R7 398 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Cape Town to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R8 915

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 23/4

1:15-9:35

1 stop39h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 844

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/4

19:30-15:05

1 stop26h 35m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 360

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

6:00-7:35

2 stops33h 35m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 551

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

14:25-17:20

3 stops34h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 540

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 29/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Mon 3/5

19:20-10:15

1 stop31h 55m

R17 468

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 11/2

17:15-18:20

1 stop33h 05m

Chicago O'Hare Intl

Mon 15/2

11:45-12:05

1 stop40h 20m

R17 518

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 11/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Mon 15/2

18:50-10:30

1 stop31h 40m

R17 617

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 2/12

20:50-11:51

2 stops23h 01m

Chicago O'Hare Intl

Wed 9/12

14:30-7:40

2 stops33h 10m

R19 116

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/12

20:50-23:56

1 stop35h 06m

Chicago O'Hare Intl

Thu 24/12

17:00-23:35

2 stops22h 35m

R19 990

Flights are sorted by cheapest return flights first.

Deals found on 31/10

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Cape Town to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cape Town with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Cape Town to Chicago

What is the cheapest month to book a flight from Cape Town to Chicago?

Currently, October is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 727). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 241). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Cape Town to Chicago?

Airfare is typical for this route at the moment.
Cape Town to Chicago flights typically cost between R15 952 and R20 649 in February.
The cheapest return price found within the last 5 days was R17 468 on JetBlue (Feb 11–Feb 15).

What’s the top stopover airport for flights from Cape Town to Chicago?

Amsterdam (AMS) – chosen by Cheapflights users on 26% of one-stop itineraries from Cape Town to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from Cape Town to Chicago?

Atlanta (ATL) is the most affordable one-stop option, with an average return flight price of R12 140.

What’s the fastest stopover option from Cape Town to Chicago?

Flights via Washington, D.C. (IAD) have the shortest average one-way travel time for one-stop routes: 20h 46m.

Which airport typically offers the quickest stopover for flights from Cape Town to Chicago?

Flights via Washington, D.C. (IAD) offer the fastest connection on this route, with an average stopover time of 2h 21m.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM,Qatar Airways, andTurkish Airlines from Cape Town to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
KLM
7,8
Good
1 596 reviews
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Qatar Airways
7,4
Good
3 711 reviews
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Turkish Airlines
7,4
Good
4 467 reviews
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
United Airlines
7,3
Good
10 463 reviews
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Ethiopian Air
7,2
Good
1 046 reviews
KLM
7,8
Good
1 596 reviews
Check prices

Boarding

7,8

Food

7,4

Entertainment

7,2

Crew

8,4

Comfort

7,7

Overall

7,8

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Related info for your journey

  • What airport do you fly from for flights from Cape Town to Chicago?

    For a flight from Cape Town to Chicago, you will be flying from Cape Town Intl. Cape Town Intl (CPT) is just 15,6 km from the centre of the city. Cape Town Intl is the only Cape Town airport and it handles 0 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Cape Town Intl on a regular basis.

  • How long is the flight from Cape Town to Chicago?

    Airlines like Qatar Airways, Turkish Airlines, and JetBlue fly from Cape Town to Chicago in about 32h 50m. The time it takes to get you to your destination can typically vary by up to 1h 05m. Cape Town and Chicago are separated by a distance of 13700 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Cape Town to Chicago round-trip?

    Cheapflights users have booked flights from Cape Town to Chicago round-trip from R5 692. Other airlines that can offer you cheap pricing are United Airlines, from R15 402, and Turkish Airlines, from R15 402. Ethiopian Air is 70% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Cape Town to Chicago that include hotel bookings?

    Yes. In addition to deals on Cape Town to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Cape Town to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cape Town to Chicago.

  • Can I find deals for business class flights from Cape Town to Chicago?

    Yes. Cheapflights offers flight deals from Cape Town to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cape Town to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 727). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 241). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Fly from Cape Town to Chicago on these airlines

United Airlines flights from Cape Town Intl to Chicago
KLM flights from Cape Town Intl to Chicago
Qatar Airways flights from Cape Town Intl to Chicago

Top 5 airlines flying from Cape Town to Chicago

AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 692AverageR17 855FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR15 402AverageR17 598FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 402AverageR16 259FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 688AverageR20 907FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 346AverageR20 763FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights

Fly with Cheapflights

How does Cheapflights help users find flights from Cape Town to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cape Town to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Cape Town to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Cape Town by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Cape Town to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Cape Town? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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