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Cheap flights from Cape Town to Chicago from R12 761

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 1/7. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cape Town to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
20:50 - 11:56
CPT
-
MDW
23h 06m
1 stop
Delta Logo
17:59 - 18:35
MDW
-
CPT
40h 36m
2 stops
R16 338Delta
Tue, Dec 8 - Tue, Jan 19
Delta Logo
20:50 - 12:06
CPT
-
ORD
23h 16m
1 stop
Delta Logo
19:55 - 18:35
ORD
-
CPT
38h 40m
1 stop
R16 338Delta
Tue, Dec 8 - Tue, Jan 19
Delta Logo
20:05 - 12:39
CPT
-
MDW
23h 34m
2 stops
Delta Logo
12:46 - 17:50
MDW
-
CPT
22h 04m
1 stop
R16 404Delta
Sun, Aug 2 - Thu, Aug 13
Delta Logo
20:05 - 8:44
CPT
-
ORD
19h 39m
1 stop
Delta Logo
20:20 - 17:50
ORD
-
CPT
38h 30m
2 stops
R16 404Delta
Sun, Aug 2 - Fri, Aug 14
Virgin Atlantic Logo
19:35 - 22:04
CPT
-
ORD
34h 29m
2 stops
Virgin Atlantic Logo
17:55 - 10:35
ORD
-
CPT
32h 40m
2 stops
R16 454Virgin Atlantic
Tue, Dec 8 - Tue, Jan 19
Multiple Airlines Logo
7:40 - 14:15
CPT
-
ORD
37h 35m
1 stop
Multiple Airlines Logo
13:55 - 22:10
ORD
-
CPT
25h 15m
2 stops
R16 520Multiple Airlines
Fri, Sep 11 - Mon, Sep 28
KLM Logo
7:40 - 14:15
CPT
-
ORD
37h 35m
1 stop
KLM Logo
16:20 - 5:50
ORD
-
CPT
30h 30m
1 stop
R16 536KLM
Fri, Sep 11 - Sat, Sep 26
United Airlines Logo
20:00 - 14:26
CPT
-
ORD
25h 26m
1 stop
United Airlines Logo
6:25 - 16:10
ORD
-
CPT
25h 45m
1 stop
R16 734United Airlines
Fri, Oct 9 - Sat, Nov 14
United Airlines Logo
20:00 - 17:20
CPT
-
ORD
28h 20m
1 stop
United Airlines Logo
8:00 - 16:10
ORD
-
CPT
24h 10m
2 stops
R16 800United Airlines
Fri, Oct 9 - Sat, Nov 14
KLM Logo
23:15 - 19:30
CPT
-
ORD
27h 15m
2 stops
KLM Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 097KLM
Sun, Jul 12 - Sun, Jul 26

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Delta flights from Cape Town to Chicago

Our best Delta deals on Cape Town to Chicago flight tickets
Delta
Dec 8
CPT20:50Cape Town Intl
23h 16m
1 stop
ORD12:06Chicago O'Hare Intl
Jan 19
ORD19:55Chicago O'Hare Intl
38h 40m
1 stop
CPT18:35Cape Town Intl
R16 338
Delta
Aug 2
CPT20:05Cape Town Intl
21h 08m
1 stop
ORD10:13Chicago O'Hare Intl
Aug 12
ORD20:20Chicago O'Hare Intl
38h 30m
2 stops
CPT17:50Cape Town Intl
R16 404
Delta
Aug 2
CPT20:05Cape Town Intl
21h 08m
1 stop
ORD10:13Chicago O'Hare Intl
Aug 10
ORD16:50Chicago O'Hare Intl
21h 35m
1 stop
CPT21:25Cape Town Intl
R17 459

KLM flights from Cape Town to Chicago

Our best KLM deals on Cape Town to Chicago flight tickets
KLM
Sept 11
CPT7:40Cape Town Intl
37h 35m
1 stop
ORD14:15Chicago O'Hare Intl
Sept 26
ORD16:20Chicago O'Hare Intl
30h 30m
1 stop
CPT5:50Cape Town Intl
R16 536
KLM
Jul 12
CPT23:15Cape Town Intl
27h 15m
2 stops
ORD19:30Chicago O'Hare Intl
Jul 26
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R17 097
KLM
Aug 3
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Aug 11
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R18 646

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 23 June 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 - MDW

CPTMDW

Cape Town Intl

Tue 8/12

20:50-11:56

1 stop23h 06m

Chicago Midway

Tue 19/1

17:59-18:35

2 stops40h 36m

R16 338

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 8/12

20:50-12:06

1 stop23h 16m

Chicago O'Hare Intl

Tue 19/1

19:55-18:35

1 stop38h 40m

R16 338
Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 2/8

20:05-12:39

2 stops23h 34m

Chicago Midway

Thu 13/8

12:46-17:50

1 stop22h 04m

R16 404

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 2/8

20:05-8:44

1 stop19h 39m

Chicago O'Hare Intl

Fri 14/8

20:20-17:50

2 stops38h 30m

R16 404

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 8/12

19:35-22:04

2 stops34h 29m

Chicago O'Hare Intl

Tue 19/1

17:55-10:35

2 stops32h 40m

R16 454

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 11/9

7:40-14:15

1 stop37h 35m

Chicago O'Hare Intl

Mon 28/9

13:55-22:10

2 stops25h 15m

R16 520

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 11/9

7:40-14:15

1 stop37h 35m

Chicago O'Hare Intl

Sat 26/9

16:20-5:50

1 stop30h 30m

R16 536

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 9/10

20:00-14:26

1 stop25h 26m

Chicago O'Hare Intl

Sat 14/11

6:25-16:10

1 stop25h 45m

R16 734

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 9/10

20:00-17:20

1 stop28h 20m

Chicago O'Hare Intl

Sat 14/11

8:00-16:10

2 stops24h 10m

R16 800

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 12/7

23:15-19:30

2 stops27h 15m

Chicago O'Hare Intl

Sun 26/7

16:20-21:25

1 stop22h 05m

R17 097

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?

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R5 688. If you are unable to visit Chicago during the month of March, then departing from Cape Town during the month June is also very affordable. Most momondo users find prices during this month for around R5 721.

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

You could potentially save up to 7% 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 June 2026, prices for Cape Town to Chicago flights are approximately 6% 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

22h 15m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 22h 15m
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 22h 15m.

  • 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 715Free CancellationRating
7,2
1 007 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 312Free CancellationRating
7,4
9 879 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 409Free CancellationRating
7,4
4 414 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 889Free CancellationRating
7,8
1 530 reviews
Search KLM flights
Qatar AirwaysPriceFrom R18 395Free CancellationRating
7,3
3 730 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