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Cheap flights from Cape Town to Chicago from R10 325

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 11/7. 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
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.
Delta Logo
20:05 - 10:09
CPT
-
MDW
21h 04m
1 stop
Delta Logo
13:05 - 17:50
MDW
-
CPT
21h 45m
1 stop
R16 328Delta
Tue, Jun 16 - Thu, Oct 22
Delta Logo
20:05 - 13:04
CPT
-
ORD
23h 59m
2 stops
Delta Logo
19:55 - 18:35
ORD
-
CPT
39h 40m
1 stop
R16 328Delta
Tue, Jun 16 - Fri, Oct 23
United Airlines Logo
20:00 - 14:29
CPT
-
ORD
25h 29m
1 stop
United Airlines Logo
10:54 - 15:20
ORD
-
CPT
21h 26m
1 stop
R16 540United Airlines
Tue, Jun 16 - Mon, Oct 19
Delta Logo
20:05 - 13:14
CPT
-
ORD
24h 09m
2 stops
Delta Logo
19:35 - 17:50
ORD
-
CPT
39h 15m
2 stops
R16 589Delta
Sun, Jun 21 - Wed, Oct 21
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
12:15 - 17:50
ORD
-
CPT
22h 35m
2 stops
R17 291Delta
Mon, Jun 15 - Thu, Oct 22
United Airlines Logo
19:50 - 22:07
CPT
-
ORD
33h 17m
1 stop
United Airlines Logo
21:45 - 17:10
ORD
-
CPT
36h 25m
2 stops
R17 535United Airlines
Thu, Jun 18 - Tue, Oct 20
United Airlines Logo
19:50 - 22:07
CPT
-
ORD
33h 17m
1 stop
United Airlines Logo
21:30 - 17:10
ORD
-
CPT
36h 40m
1 stop
R17 845United Airlines
Thu, Jun 18 - Tue, Oct 20
KLM Logo
23:15 - 22:15
CPT
-
MDW
30h 00m
2 stops
KLM Logo
10:54 - 21:25
MDW
-
CPT
27h 31m
2 stops
R25 202KLM
Mon, Jul 13 - Tue, Aug 4
KLM Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
KLM Logo
13:18 - 21:25
MDW
-
CPT
25h 07m
2 stops
R27 208KLM
Thu, Jun 18 - Thu, Jul 9
KLM Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
KLM Logo
13:18 - 21:25
MDW
-
CPT
25h 07m
2 stops
R29 002KLM
Wed, Jul 8 - Sun, Jul 19

KLM flights from Cape Town to Chicago

Our best KLM deals on Cape Town to Chicago flight tickets
KLM
Jun 2
CPT18:25Cape Town Intl
27h 05m
2 stops
ORD14:30Chicago O'Hare Intl
Jun 28
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R20 373
KLM
May 31
CPT23:15Cape Town Intl
22h 15m
1 stop
ORD14:30Chicago O'Hare Intl
Jun 13
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R20 667
KLM
Jul 13
CPT23:15Cape Town Intl
29h 37m
2 stops
ORD21:52Chicago O'Hare Intl
Aug 4
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R20 781

Qatar Airways flights from Cape Town to Chicago

Our best Qatar Airways deals on Cape Town to Chicago flight tickets
Qatar Airways
Jul 8
CPT13:15Cape Town Intl
32h 50m
1 stop
ORD15:05Chicago O'Hare Intl
Jul 19
ORD19:20Chicago O'Hare Intl
31h 55m
1 stop
CPT10:15Cape Town Intl
R19 803
Qatar Airways
Jul 8
CPT13:15Cape Town Intl
32h 50m
1 stop
ORD15:05Chicago O'Hare Intl
Jul 19
ORD19:20Chicago O'Hare Intl
31h 55m
1 stop
CPT10:15Cape Town Intl
R19 868
Qatar Airways
Jul 13
CPT15:20Cape Town Intl
30h 45m
2 stops
ORD15:05Chicago O'Hare Intl
Aug 7
ORD19:20Chicago O'Hare Intl
39h 10m
1 stop
CPT17:30Cape Town Intl
R20 749

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 26 May 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
Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 16/6

20:05-10:09

1 stop21h 04m

Chicago Midway

Thu 22/10

13:05-17:50

1 stop21h 45m

R16 328

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 16/6

20:05-13:04

2 stops23h 59m

Chicago O'Hare Intl

Fri 23/10

19:55-18:35

1 stop39h 40m

R16 328

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 16/6

20:00-14:29

1 stop25h 29m

Chicago O'Hare Intl

Mon 19/10

10:54-15:20

1 stop21h 26m

R16 540

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 21/6

20:05-13:14

2 stops24h 09m

Chicago O'Hare Intl

Wed 21/10

19:35-17:50

2 stops39h 15m

R16 589

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 15/6

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Thu 22/10

12:15-17:50

2 stops22h 35m

R17 291

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 18/6

19:50-22:07

1 stop33h 17m

Chicago O'Hare Intl

Tue 20/10

21:45-17:10

2 stops36h 25m

R17 535

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 18/6

19:50-22:07

1 stop33h 17m

Chicago O'Hare Intl

Tue 20/10

21:30-17:10

1 stop36h 40m

R17 845

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 13/7

23:15-22:15

2 stops30h 00m

Chicago Midway

Tue 4/8

10:54-21:25

2 stops27h 31m

R25 202

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 18/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Thu 9/7

13:18-21:25

2 stops25h 07m

R27 208

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 8/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Sun 19/7

13:18-21:25

2 stops25h 07m

R29 002

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 628. 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 660.

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

24h 25m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 24h 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 24h 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 654Free CancellationRating
7,2
1 003 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 149Free CancellationRating
7,4
9 753 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 459Free CancellationRating
7,4
4 396 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 709Free CancellationRating
7,8
1 524 reviews
Search KLM flights
Qatar AirwaysPriceFrom R18 200Free CancellationRating
7,4
3 726 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