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Cheap flights from Cape Town to Chicago from R10 156

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 1/11. 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.
Virgin Atlantic Logo
20:05 - 22:36
CPT
-
MDW
33h 31m
1 stop
Virgin Atlantic Logo
12:46 - 17:50
MDW
-
CPT
22h 04m
1 stop
R15 908Virgin Atlantic
Tue, Aug 18 - Mon, Aug 24
Virgin Atlantic Logo
20:05 - 16:51
CPT
-
ORD
27h 46m
1 stop
Virgin Atlantic Logo
13:50 - 17:50
ORD
-
CPT
21h 00m
1 stop
R15 908Virgin Atlantic
Tue, Aug 18 - Mon, Aug 24
Delta Logo
20:05 - 18:33
CPT
-
MDW
29h 28m
2 stops
Delta Logo
12:46 - 17:50
MDW
-
CPT
22h 04m
1 stop
R15 957Delta
Tue, Aug 18 - Mon, Aug 24
United Airlines Logo
19:50 - 15:16
CPT
-
ORD
26h 26m
2 stops
United Airlines Logo
15:55 - 17:10
ORD
-
CPT
18h 15m
1 stop
R16 417United Airlines
Thu, Aug 27 - Wed, Sep 9
United Airlines Logo
19:50 - 15:16
CPT
-
ORD
26h 26m
2 stops
United Airlines Logo
15:55 - 17:10
ORD
-
CPT
18h 15m
1 stop
R16 565United Airlines
Thu, Aug 27 - Wed, Sep 9
Multiple Airlines Logo
7:00 - 16:20
CPT
-
MDW
40h 20m
2 stops
Multiple Airlines Logo
17:25 - 12:05
MDW
-
CPT
34h 40m
2 stops
R16 598Multiple Airlines
Wed, Oct 14 - Sun, Jan 24
Multiple Airlines Logo
15:20 - 18:59
CPT
-
ORD
34h 39m
2 stops
Multiple Airlines Logo
13:30 - 12:05
ORD
-
CPT
38h 35m
2 stops
R16 598Multiple Airlines
Wed, Oct 14 - Sun, Jan 24
KLM Logo
7:40 - 14:15
CPT
-
ORD
37h 35m
1 stop
KLM Logo
16:20 - 21:10
ORD
-
CPT
21h 50m
1 stop
R16 663KLM
Fri, Sep 11 - Sun, Sep 27
Delta Logo
23:15 - 23:57
CPT
-
ORD
31h 42m
2 stops
Delta Logo
6:40 - 17:50
ORD
-
CPT
28h 10m
1 stop
R16 992Delta
Tue, Aug 18 - Mon, Aug 24
KLM Logo
23:15 - 18:01
CPT
-
MDW
25h 46m
2 stops
KLM Logo
11:35 - 21:25
MDW
-
CPT
26h 50m
2 stops
R19 293KLM
Thu, Aug 27 - Wed, Sep 9

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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
Aug 27
CPT19:50Cape Town Intl
26h 26m
2 stops
ORD15:16Chicago O'Hare Intl
Sept 9
ORD15:55Chicago O'Hare Intl
18h 15m
1 stop
CPT17:10Cape Town Intl
R16 417
United Airlines
Jul 25
CPT19:50Cape Town Intl
20h 10m
1 stop
ORD9:00Chicago O'Hare Intl
May 1
ORD9:00Chicago O'Hare Intl
23h 20m
2 stops
CPT15:20Cape Town Intl
R16 516
United Airlines
Jul 25
CPT19:50Cape Town Intl
22h 58m
2 stops
ORD11:48Chicago O'Hare Intl
Aug 26
ORD10:00Chicago O'Hare Intl
24h 10m
2 stops
CPT17:10Cape Town Intl
R16 548

Delta flights from Cape Town to Chicago

Our best Delta deals on Cape Town to Chicago flight tickets
Delta
Aug 18
CPT20:05Cape Town Intl
29h 28m
2 stops
MDW18:33Chicago Midway
Aug 24
MDW12:46Chicago Midway
22h 04m
1 stop
CPT17:50Cape Town Intl
R15 957
Delta
Aug 18
CPT23:15Cape Town Intl
31h 42m
2 stops
ORD23:57Chicago O'Hare Intl
Aug 24
ORD6:40Chicago O'Hare Intl
28h 10m
1 stop
CPT17:50Cape Town Intl
R16 992
Delta
Aug 16
CPT20:05Cape Town Intl
29h 44m
1 stop
ORD18:49Chicago O'Hare Intl
Aug 23
ORD12:29Chicago O'Hare Intl
25h 41m
2 stops
CPT21:10Cape Town Intl
R17 009

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 July 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 18/8

20:05-22:36

1 stop33h 31m

Chicago Midway

Mon 24/8

12:46-17:50

1 stop22h 04m

R15 908

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 18/8

20:05-16:51

1 stop27h 46m

Chicago O'Hare Intl

Mon 24/8

13:50-17:50

1 stop21h 00m

R15 908

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 18/8

20:05-18:33

2 stops29h 28m

Chicago Midway

Mon 24/8

12:46-17:50

1 stop22h 04m

R15 957
Fastest return journey

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 27/8

19:50-15:16

2 stops26h 26m

Chicago O'Hare Intl

Wed 9/9

15:55-17:10

1 stop18h 15m

R16 417

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 27/8

19:50-15:16

2 stops26h 26m

Chicago O'Hare Intl

Wed 9/9

15:55-17:10

1 stop18h 15m

R16 565

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 14/10

7:00-16:20

2 stops40h 20m

Chicago Midway

Sun 24/1

17:25-12:05

2 stops34h 40m

R16 598

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 14/10

15:20-18:59

2 stops34h 39m

Chicago O'Hare Intl

Sun 24/1

13:30-12:05

2 stops38h 35m

R16 598

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 11/9

7:40-14:15

1 stop37h 35m

Chicago O'Hare Intl

Sun 27/9

16:20-21:10

1 stop21h 50m

R16 663

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 18/8

23:15-23:57

2 stops31h 42m

Chicago O'Hare Intl

Mon 24/8

6:40-17:50

1 stop28h 10m

R16 992

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 27/8

23:15-18:01

2 stops25h 46m

Chicago Midway

Wed 9/9

11:35-21:25

2 stops26h 50m

R19 293

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 December is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 433. 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 762.

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 July 2026, prices for Cape Town to Chicago flights are approximately 82% 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 00m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 22h 00m
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 00m.

  • 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 676Free CancellationRating
7,2
1 009 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 262Free CancellationRating
7,4
10 025 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 359Free CancellationRating
7,4
4 449 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 642Free CancellationRating
7,8
1 544 reviews
Search KLM flights
Qatar AirwaysPriceFrom R18 336Free CancellationRating
7,3
3 747 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