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Cheap flights from Cape Town to Chicago from R10 032

CPT — CHI
Sep 26 — Oct 31
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

Wed 7/1013:50 -
2 stops25h 25m
Wed 14/1010:15 -
1 stop20h 55m
Deal found 23/8R13 834
Fri 18/920:05 -
1 stop26h 19m
Thu 1/1013:00 -
1 stop21h 50m
Deal found 24/8R15 368
Fri 18/920:05 -
1 stop27h 32m
Thu 1/1011:29 -
1 stop23h 21m
Deal found 24/8R15 368
Fri 18/920:05 -
2 stops24h 15m
Thu 1/1013:00 -
1 stop21h 50m
Deal found 24/8R15 735
Sun 30/820:05 -
2 stops27h 12m
Sat 12/911:17 -
2 stops23h 33m
Deal found 23/8R15 735
Fri 11/97:40 -
1 stop37h 35m
Sun 27/916:15 -
1 stop21h 55m
Deal found 23/8R16 406
Sun 30/820:05 -
1 stop26h 39m
Sat 12/96:05 -
1 stop28h 45m
Deal found 23/8R16 422
Sun 11/1020:05 -
1 stop34h 52m
Sun 18/1015:40 -
2 stops24h 55m
Deal found 27/8R16 949
Sun 11/1020:05 -
1 stop33h 28m
Sun 18/1017:09 -
2 stops23h 26m
Deal found 27/8R17 093
Tue 6/1020:05 -
1 stop33h 28m
Tue 13/1017:09 -
2 stops34h 16m
Deal found 23/8R17 125
Tue 6/1020:05 -
1 stop34h 52m
Tue 13/1018:08 -
2 stops33h 17m
Deal found 23/8R17 125
Wed 7/1013:15 -
1 stop32h 50m
Wed 14/1019:20 -
1 stop39h 10m
Deal found 24/8R17 301

Find flight deals from Cape Town to Chicago

Round-trip from

R13 834

One-way from

R10 032

Popular in

January

Cheapest in

October

Average price

R16 981
Ethiopian Air
  • Ethiopian Air
  • 7/10-14/10
  • 3 total stops
  • 46h 20m total
  • Cape Town to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 7/11
  • 1 total stop
  • 33h 55m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (R37 730 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R6 487 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 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

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Fri 18/9

20:05-15:24

1 stop26h 19m

Chicago Midway

Thu 1/10

13:00-17:50

1 stop21h 50m

R15 368

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 11/9

7:40-14:15

1 stop37h 35m

Chicago O'Hare Intl

Sun 27/9

16:15-21:10

1 stop21h 55m

R16 406

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 11/10

20:05-23:57

1 stop34h 52m

Chicago O'Hare Intl

Sun 18/10

15:40-23:35

2 stops24h 55m

R16 949

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 11/10

20:05-22:33

1 stop33h 28m

Chicago Midway

Sun 18/10

17:09-23:35

2 stops23h 26m

R17 093

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Tue 6/10

20:05-22:33

1 stop33h 28m

Chicago Midway

Tue 13/10

17:09-10:25

2 stops34h 16m

R17 125

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 7/10

17:55-23:32

2 stops36h 37m

Chicago O'Hare Intl

Wed 14/10

16:00-17:10

1 stop18h 10m

R17 380

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 11/9

20:05-16:37

1 stop27h 32m

Chicago O'Hare Intl

Sun 27/9

16:15-21:10

1 stop21h 55m

R18 131
Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 8/10

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Thu 15/10

13:55-22:10

2 stops25h 15m

R18 994

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Wed 7/10

8:15-16:14

2 stops38h 59m

Chicago Midway

Wed 14/10

17:09-10:25

2 stops34h 16m

R24 329

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Thu 8/10

17:25-22:33

2 stops36h 08m

Chicago Midway

Thu 15/10

17:09-23:35

2 stops23h 26m

R26 119

Flights are sorted by cheapest return flights first.

Deals found on 23/8

Showing 1-10 of 28 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, July is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 358). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 601). 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 below average for this route at the moment.
Cape Town to Chicago flights typically cost between R17 812 and R26 470 in October.
The cheapest return price found within the last 5 days was R13 834 on Ethiopian Air (Oct 7–Oct 14).

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

Istanbul (IST) – 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 R11 768.

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

Flights via Newark (EWR) have the shortest average one-way travel time for one-stop routes: 20h 47m.

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

Flights via Newark (EWR) offer the fastest connection on this route, with an average stopover time of 2h 31m.

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
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful
KLM
7,8
Good
1 565 reviews
KLM
7,8
Good
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful
Qatar Airways
7,4
Good
3 728 reviews
KLM
7,8
Good
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful
Turkish Airlines
7,4
Good
4 484 reviews
KLM
7,8
Good
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful
United Airlines
7,4
Good
10 127 reviews
KLM
7,8
Good
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful
Ethiopian Air
7,2
Good
1 033 reviews
KLM
7,8
Good
1 565 reviews
Check prices

Overall

7,8

Food

7,3

Crew

8,4

Boarding

7,8

Comfort

7,7

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Meghana,Aug 2026

QRO - ATL

It was a good one. They were very friendly and helpful

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 Virgin Atlantic, KLM, and United Airlines fly from Cape Town to Chicago in about 26h 19m. The time it takes to get you to your destination can typically vary by up to 11h 16m. Cape Town and Chicago are separated by a distance of 13681 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 518. Other airlines that can offer you cheap pricing are United Airlines, from R14 836, and Turkish Airlines, from R14 930. 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, July is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 358). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 601). 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 518AverageR17 308FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR14 836AverageR16 043FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR14 930AverageR17 000FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 177AverageR20 651FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR17 824AverageR20 781FlexibilityNo 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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