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Cheap flights from Cape Town to Chicago from R10 071

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 16/7. 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.
KLM Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
KLM Logo
16:50 - 21:25
ORD
-
CPT
21h 35m
1 stop
R16 169KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
KLM Logo
16:50 - 21:25
ORD
-
CPT
21h 35m
1 stop
R16 185KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
KLM Logo
13:59 - 21:25
ORD
-
CPT
24h 26m
2 stops
R16 234KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
KLM Logo
13:59 - 21:25
ORD
-
CPT
24h 26m
2 stops
R16 266KLM
Wed, Jul 29 - Wed, Aug 5
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 412United Airlines
Fri, Oct 9 - Sat, Nov 14
United Airlines Logo
20:00 - 9:38
CPT
-
ORD
20h 38m
1 stop
United Airlines Logo
10:00 - 16:10
ORD
-
CPT
22h 10m
2 stops
R16 477United Airlines
Fri, Oct 9 - Sat, Nov 14
Delta Logo
23:15 - 20:30
CPT
-
ORD
28h 15m
2 stops
Delta Logo
13:26 - 17:50
ORD
-
CPT
21h 24m
1 stop
R16 996Delta
Wed, Oct 7 - Sat, Oct 17
United Airlines Logo
17:55 - 23:59
CPT
-
ORD
37h 04m
2 stops
United Airlines Logo
10:55 - 15:20
ORD
-
CPT
21h 25m
2 stops
R17 240United Airlines
Wed, Oct 7 - Sat, Oct 17
Delta Logo
23:15 - 21:52
CPT
-
ORD
29h 37m
2 stops
Delta Logo
8:48 - 21:25
ORD
-
CPT
29h 37m
2 stops
R18 002Delta
Wed, Jul 29 - Wed, Aug 5
Multiple Airlines Logo
18:10 - 22:36
CPT
-
MDW
35h 26m
2 stops
Multiple Airlines Logo
6:05 - 23:35
MDW
-
CPT
34h 30m
2 stops
R66 606Multiple Airlines
Thu, Aug 27 - Wed, Sep 9

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Kenya Airways flights from Cape Town to Chicago

Our best Kenya Airways deals on Cape Town to Chicago flight tickets
Kenya Airways
Aug 4
CPT14:25Cape Town Intl
28h 52m
3 stops
ORD12:17Chicago O'Hare Intl
Aug 11
ORD6:00Chicago O'Hare Intl
48h 35m
3 stops
CPT13:35Cape Town Intl
R21 699
Kenya Airways
Aug 4
CPT14:25Cape Town Intl
33h 36m
3 stops
ORD17:01Chicago O'Hare Intl
Aug 11
ORD6:00Chicago O'Hare Intl
48h 35m
3 stops
CPT13:35Cape Town Intl
R22 267
Kenya Airways
Aug 4
CPT14:25Cape Town Intl
33h 36m
3 stops
ORD17:01Chicago O'Hare Intl
Aug 11
ORD6:00Chicago O'Hare Intl
33h 10m
2 stops
CPT22:10Cape Town Intl
R22 364

KLM flights from Cape Town to Chicago

Our best KLM deals on Cape Town to Chicago flight tickets
KLM
Jul 29
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Aug 5
ORD16:50Chicago O'Hare Intl
21h 35m
1 stop
CPT21:25Cape Town Intl
R16 169
KLM
Jul 29
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Aug 5
ORD16:50Chicago O'Hare Intl
21h 35m
1 stop
CPT21:25Cape Town Intl
R16 185
KLM
Jul 29
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Aug 5
ORD13:59Chicago O'Hare Intl
24h 26m
2 stops
CPT21:25Cape Town Intl
R16 234

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 4 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 - ORD

CPTORD

Cape Town Intl

Wed 29/7

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 5/8

16:50-21:25

1 stop21h 35m

R16 169

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 29/7

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 5/8

16:50-21:25

1 stop21h 35m

R16 185

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 29/7

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 5/8

13:59-21:25

2 stops24h 26m

R16 234

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 29/7

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 5/8

13:59-21:25

2 stops24h 26m

R16 266

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 412
Fastest return journey

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 9/10

20:00-9:38

1 stop20h 38m

Chicago O'Hare Intl

Sat 14/11

10:00-16:10

2 stops22h 10m

R16 477

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/10

23:15-20:30

2 stops28h 15m

Chicago O'Hare Intl

Sat 17/10

13:26-17:50

1 stop21h 24m

R16 996

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/10

17:55-23:59

2 stops37h 04m

Chicago O'Hare Intl

Sat 17/10

10:55-15:20

2 stops21h 25m

R17 240

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 29/7

23:15-21:52

2 stops29h 37m

Chicago O'Hare Intl

Wed 5/8

8:48-21:25

2 stops29h 37m

R18 002

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 27/8

18:10-22:36

2 stops35h 26m

Chicago Midway

Wed 9/9

6:05-23:35

2 stops34h 30m

R66 606

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 595. 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 628.

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 July 2026, prices for Cape Town to Chicago flights are approximately 2% cheaper 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

23h 33m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 23h 33m
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 23h 33m.

  • 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 622Free CancellationRating
7,2
1 008 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 062Free CancellationRating
7,4
9 931 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 157Free CancellationRating
7,4
4 439 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 613Free CancellationRating
7,8
1 533 reviews
Search KLM flights
Qatar AirwaysPriceFrom R18 095Free CancellationRating
7,3
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