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Cheap flights from Cape Town to Chicago from R9 810

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cape Town to Chicago departing on 29/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Cape Town to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
13:50 - 8:15CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 25m2 stops Addis Ababa Bole Rome Fiumicino
Ethiopian Air Logo
10:15 - 14:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
20h 55m1 stop Addis Ababa Bole
R14 481Ethiopian Air
Wed, Sep 23 - Wed, Sep 30
Ethiopian Air Logo
13:50 - 8:15CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 25m2 stops Addis Ababa Bole Rome Fiumicino
Ethiopian Air Logo
10:15 - 14:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
20h 55m1 stop Addis Ababa Bole
R15 126Ethiopian Air
Fri, Sep 11 - Sun, Sep 27
United Airlines Logo
20:00 - 14:45CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 45m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
14:32 - 17:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
19h 38m1 stop Newark
R16 301United Airlines
Fri, Sep 4 - Fri, Sep 11
United Airlines Logo
20:00 - 15:00CPT  Cape Town Intl-ORD Chicago O'Hare Intl
26h 00m2 stops Washington, D.C. Dulles Intl Denver Intl
United Airlines Logo
12:55 - 17:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
21h 15m2 stops Washington, D.C. Dulles Intl Newark
R16 301United Airlines
Fri, Sep 4 - Fri, Sep 11
KLM Logo
7:40 - 14:15CPT  Cape Town Intl-ORD Chicago O'Hare Intl
37h 35m1 stop Amsterdam Schiphol
KLM Logo
16:15 - 21:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
21h 55m1 stop Amsterdam Schiphol
R16 398KLM
Fri, Sep 11 - Sun, Sep 27
KLM Logo
7:40 - 14:15CPT  Cape Town Intl-ORD Chicago O'Hare Intl
37h 35m1 stop Amsterdam Schiphol
KLM Logo
16:15 - 21:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
21h 55m1 stop Amsterdam Schiphol
R16 414KLM
Fri, Sep 11 - Sun, Sep 27
Turkish Airlines Logo
17:20 - 11:00CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 40m1 stop Istanbul
Turkish Airlines Logo
11:45 - 23:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
27h 15m1 stop Istanbul
R17 316Turkish Airlines
Sun, Nov 1 - Fri, Jan 15
Qatar Airways Logo
13:15 - 15:05CPT  Cape Town Intl-ORD Chicago O'Hare Intl
32h 50m1 stop Doha Hamad Intl
Qatar Airways Logo
19:50 - 10:30ORD  Chicago O'Hare Intl-CPT Cape Town Intl
31h 40m1 stop Doha Hamad Intl
R17 816Qatar Airways
Fri, Oct 23 - Mon, Oct 26
Turkish Airlines Logo
17:20 - 18:20CPT  Cape Town Intl-ORD Chicago O'Hare Intl
33h 00m1 stop Istanbul
Turkish Airlines Logo
11:45 - 23:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
27h 15m1 stop Istanbul
R17 944Turkish Airlines
Thu, Feb 4 - Mon, Feb 8
Qatar Airways Logo
13:15 - 15:05CPT  Cape Town Intl-ORD Chicago O'Hare Intl
32h 50m1 stop Doha Hamad Intl
Qatar Airways Logo
19:20 - 10:15ORD  Chicago O'Hare Intl-CPT Cape Town Intl
31h 55m1 stop Doha Hamad Intl
R18 959Qatar Airways
Wed, Sep 23 - Wed, Sep 30

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Ethiopian Air flights from Cape Town to Chicago

Our best Ethiopian Air deals on Cape Town to Chicago flight tickets
Ethiopian Air
Sept 23
CPT13:50Cape Town Intl
25h 25m
2 stops
ORD8:15Chicago O'Hare Intl
Sept 30
ORD10:15Chicago O'Hare Intl
20h 55m
1 stop
CPT14:10Cape Town Intl
R14 481
Ethiopian Air
Sept 11
CPT13:50Cape Town Intl
25h 25m
2 stops
ORD8:15Chicago O'Hare Intl
Sept 27
ORD10:15Chicago O'Hare Intl
20h 55m
1 stop
CPT14:10Cape Town Intl
R15 126
Ethiopian Air
Sept 11
CPT13:50Cape Town Intl
25h 25m
2 stops
ORD8:15Chicago O'Hare Intl
Sept 27
ORD10:15Chicago O'Hare Intl
20h 55m
1 stop
CPT14:10Cape Town Intl
R15 142

United Airlines flights from Cape Town to Chicago

Our best United Airlines deals on Cape Town to Chicago flight tickets
United Airlines
Sept 4
CPT20:00Cape Town Intl
20h 38m
1 stop
ORD9:38Chicago O'Hare Intl
Sept 11
ORD8:40Chicago O'Hare Intl
25h 30m
1 stop
CPT17:10Cape Town Intl
R16 301
United Airlines
Aug 11
CPT20:00Cape Town Intl
27h 59m
1 stop
ORD16:59Chicago O'Hare Intl
Sept 21
ORD10:50Chicago O'Hare Intl
21h 30m
1 stop
CPT15:20Cape Town Intl
R16 398
United Airlines
Aug 11
CPT20:00Cape Town Intl
27h 59m
1 stop
ORD16:59Chicago O'Hare Intl
Sept 21
ORD7:55Chicago O'Hare Intl
24h 25m
2 stops
CPT15:20Cape Town Intl
R16 479

momondo Fare Finder

 
Customise your flight search to find flights from Cape Town to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 13 550 searches. Data last updated 9 August 2026.
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 - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 23/9

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Wed 30/9

10:15-14:10

1 stop20h 55m

R14 481

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 11/9

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sun 27/9

10:15-14:10

1 stop20h 55m

R15 126
Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 4/9

20:00-14:45

2 stops25h 45m

Chicago O'Hare Intl

Fri 11/9

14:32-17:10

1 stop19h 38m

R16 301

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 4/9

20:00-15:00

2 stops26h 00m

Chicago O'Hare Intl

Fri 11/9

12:55-17:10

2 stops21h 15m

R16 301

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 398

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 414

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 1/11

17:20-11:00

1 stop25h 40m

Chicago O'Hare Intl

Fri 15/1

11:45-23:00

1 stop27h 15m

R17 316

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 23/10

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Mon 26/10

19:50-10:30

1 stop31h 40m

R17 816

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 4/2

17:20-18:20

1 stop33h 00m

Chicago O'Hare Intl

Mon 8/2

11:45-23:00

1 stop27h 15m

R17 944

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 23/9

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 30/9

19:20-10:15

1 stop31h 55m

R18 959

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Cape Town to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Cape Town and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from R16 060 to R22 133.
The lowest price recently found on this route was R14 481.

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 350. If you are unable to visit Chicago during the month of December, then departing from Cape Town during the month July is also very affordable. Most momondo users find prices during this month for around R16 495.

Can stopping save me money on Cape Town to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Cape Town to Chicago flight.

How have Cape Town to Chicago flight prices changed over time?

As of August 2026, prices for Cape Town to Chicago flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from Cape Town to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cape Town to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Cape Town to Chicago (CPT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cape Town to Chicago

Fastest flight time

25h 25m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 25h 25m
There are no direct flights from Cape Town to Chicago. There are no popular flight routes from Cape Town to Chicago.
Search flight deals

Frequently asked questions about flying from Cape Town to Chicago

  • How far is Cape Town Intl to Chicago by plane?

    Chicago is 13659,5 km away from Cape Town Intl. A reasonable flight in good conditions will take 25h 25m.

  • When did momondo last update prices for flights from Cape Town Intl Airport to Chicago?

    Prices for flights from Cape Town Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Cape Town Intl Airport to Chicago?

  • How old do you have to be to fly from Cape Town Intl Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Cape Town Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Cape Town to Chicago?

Best airlines flying from Cape Town to Chicago

Compare and see reviews for airlines that fly from Cape Town to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Ethiopian AirPriceFrom R5 564Free CancellationRating
7,2
1 021 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R14 960Free CancellationRating
7,4
10 089 reviews
Search United Airlines flights
KLMPriceFrom R16 501Free CancellationRating
7,8
1 555 reviews
Search KLM flights
Qatar AirwaysPriceFrom R17 973Free CancellationRating
7,4
3 739 reviews
Search Qatar Airways flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond

Why use momondo?

Why should I use momondo to find a flight deal from Cape Town to Chicago?

Finding the right flight to Chicago from Cape Town is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Cape Town to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Cape Town to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Cape Town to Chicago?

Once you have performed a search for Cape Town to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Cape Town to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Cape Town to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport