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Cheap flights from Cape Town to Chicago from R12 485

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 26/8. 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 391Ethiopian 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
R14 763Ethiopian Air
Fri, Sep 11 - Thu, Sep 24
Delta Logo
20:05 - 22:36CPT  Cape Town Intl-MDW Chicago Midway
33h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:24 - 17:50MDW  Chicago Midway-CPT Cape Town Intl
25h 26m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
R15 764Delta
Sun, Aug 23 - Sat, Sep 5
Delta Logo
20:05 - 22:36CPT  Cape Town Intl-MDW Chicago Midway
33h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:56 - 17:50MDW  Chicago Midway-CPT Cape Town Intl
23h 54m1 stop Atlanta Hartsfield-Jackson
R15 764Delta
Sun, Aug 23 - Sat, Sep 5
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 184KLM
Fri, Sep 18 - Sun, Sep 27
KLM Logo
23:15 - 14:15CPT  Cape Town Intl-ORD Chicago O'Hare Intl
22h 00m1 stop Amsterdam Schiphol
KLM Logo
16:15 - 21:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
21h 55m1 stop Amsterdam Schiphol
R16 184KLM
Sat, Sep 19 - Sun, Sep 27
United Airlines Logo
19:50 - 16:52CPT  Cape Town Intl-ORD Chicago O'Hare Intl
28h 02m2 stops Newark Washington, D.C. Reagan-National
United Airlines Logo
11:00 - 15:20ORD  Chicago O'Hare Intl-CPT Cape Town Intl
21h 20m2 stops New York LaGuardia Washington, D.C. Dulles Intl
R16 297United Airlines
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
19:50 - 12:59CPT  Cape Town Intl-ORD Chicago O'Hare Intl
24h 09m1 stop Newark
United Airlines Logo
14:37 - 15:20ORD  Chicago O'Hare Intl-CPT Cape Town Intl
17h 43m1 stop Washington, D.C. Dulles Intl
R16 297United Airlines
Thu, Sep 17 - Sat, Sep 26
Turkish Airlines Logo
16:35 - 9:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
24h 05m1 stop Istanbul
Turkish Airlines Logo
20:10 - 11:50ORD  Chicago O'Hare Intl-CPT Cape Town Intl
32h 40m1 stop Istanbul
R17 169Turkish Airlines
Sun, Oct 4 - Tue, Oct 20
Turkish Airlines Logo
16:35 - 9:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
24h 05m1 stop Istanbul
Turkish Airlines Logo
20:10 - 11:50ORD  Chicago O'Hare Intl-CPT Cape Town Intl
32h 40m1 stop Istanbul
R17 282Turkish Airlines
Sun, Oct 4 - Tue, Oct 20

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United Airlines flights from Cape Town to Chicago

Our best United Airlines deals on Cape Town to Chicago flight tickets
United Airlines
Sept 17
CPT19:50Cape Town Intl
28h 02m
2 stops
ORD16:52Chicago O'Hare Intl
Sept 28
ORD14:37Chicago O'Hare Intl
17h 43m
1 stop
CPT15:20Cape Town Intl
R16 297
United Airlines
Sept 18
CPT20:00Cape Town Intl
22h 59m
1 stop
ORD11:59Chicago O'Hare Intl
Oct 2
ORD18:12Chicago O'Hare Intl
38h 08m
1 stop
CPT15:20Cape Town Intl
R16 329
United Airlines
Sept 16
CPT17:55Cape Town Intl
31h 20m
2 stops
ORD18:15Chicago O'Hare Intl
Oct 1
ORD11:00Chicago O'Hare Intl
21h 20m
2 stops
CPT15:20Cape Town Intl
R18 623

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets
Turkish Airlines
Oct 4
CPT16:35Cape Town Intl
24h 05m
1 stop
ORD9:40Chicago O'Hare Intl
Oct 20
ORD20:10Chicago O'Hare Intl
32h 40m
1 stop
CPT11:50Cape Town Intl
R17 282
Turkish Airlines
Feb 4
CPT17:20Cape Town Intl
33h 00m
1 stop
ORD18:20Chicago O'Hare Intl
Feb 8
ORD11:45Chicago O'Hare Intl
27h 15m
1 stop
CPT23:00Cape Town Intl
R17 961
Turkish Airlines
Feb 4
CPT17:20Cape Town Intl
33h 00m
1 stop
ORD18:20Chicago O'Hare Intl
Feb 8
ORD11:45Chicago O'Hare Intl
27h 15m
1 stop
CPT23:00Cape Town Intl
R17 977

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 13 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 391

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

Thu 24/9

10:15-14:10

1 stop20h 55m

R14 763

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 23/8

20:05-22:36

1 stop33h 31m

Chicago Midway

Sat 5/9

9:24-17:50

2 stops25h 26m

R15 764

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 23/8

20:05-22:36

1 stop33h 31m

Chicago Midway

Sat 5/9

10:56-17:50

1 stop23h 54m

R15 764

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 18/9

7:40-14:15

1 stop37h 35m

Chicago O'Hare Intl

Sun 27/9

16:15-21:10

1 stop21h 55m

R16 184

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 19/9

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Sun 27/9

16:15-21:10

1 stop21h 55m

R16 184

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 19/9

19:50-16:52

2 stops28h 02m

Chicago O'Hare Intl

Sat 26/9

11:00-15:20

2 stops21h 20m

R16 297
Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/9

19:50-12:59

1 stop24h 09m

Chicago O'Hare Intl

Sat 26/9

14:37-15:20

1 stop17h 43m

R16 297

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 4/10

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Tue 20/10

20:10-11:50

1 stop32h 40m

R17 169

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 4/10

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Tue 20/10

20:10-11:50

1 stop32h 40m

R17 282

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 103 to R22 192.
The lowest price recently found on this route was R14 391.

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 394. 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 539.

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 579Free CancellationRating
7,2
1 025 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 000Free CancellationRating
7,4
10 113 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 096Free CancellationRating
7,4
4 482 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 545Free CancellationRating
7,8
1 557 reviews
Search KLM flights
Qatar AirwaysPriceFrom R18 021Free CancellationRating
7,4
3 742 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