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Cheap flights from Cape Town to Chicago from R9 932

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 29/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R14 971Ethiopian Air
Sun, Apr 12 - Sat, Apr 18
Ethiopian Air Logo
15:25 - 8:40
CPT
-
ORD
48h 15m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R15 578Ethiopian Air
Thu, Mar 19 - Thu, May 7
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R15 898Ethiopian Air
Sat, Jun 27 - Thu, Jul 23
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R16 298Ethiopian Air
Mon, Jun 29 - Thu, Jul 23
United Airlines Logo
19:50 - 17:33
CPT
-
ORD
28h 43m
2 stops
United Airlines Logo
13:18 - 15:20
ORD
-
CPT
19h 02m
1 stop
R16 938United Airlines
Mon, Jun 29 - Mon, Jul 27
Turkish Airlines Logo
17:15 - 10:05
CPT
-
ORD
24h 50m
1 stop
Turkish Airlines Logo
11:50 - 11:50
ORD
-
CPT
40h 00m
1 stop
R16 954Turkish Airlines
Wed, Feb 18 - Sun, Feb 22
Turkish Airlines Logo
17:15 - 10:05
CPT
-
ORD
24h 50m
1 stop
Turkish Airlines Logo
20:20 - 11:50
ORD
-
CPT
31h 30m
1 stop
R17 066Turkish Airlines
Wed, Feb 18 - Sun, Feb 22
Delta Logo
20:25 - 18:34
CPT
-
ORD
29h 09m
2 stops
Delta Logo
8:15 - 17:50
ORD
-
CPT
26h 35m
1 stop
R17 130Delta
Tue, Apr 7 - Sat, Apr 18
Delta Logo
21:30 - 17:54
CPT
-
MDW
27h 24m
2 stops
Delta Logo
9:22 - 21:25
MDW
-
CPT
29h 03m
2 stops
R18 121Delta
Thu, Mar 19 - Thu, May 7
KLM Logo
23:15 - 17:56
CPT
-
MDW
25h 41m
2 stops
KLM Logo
13:22 - 21:25
MDW
-
CPT
25h 03m
2 stops
R25 207KLM
Thu, May 28 - Thu, Jun 4

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets
Turkish Airlines
Feb 18
CPT17:15Cape Town Intl
24h 50m
1 stop
ORD10:05Chicago O'Hare Intl
Feb 22
ORD20:20Chicago O'Hare Intl
31h 30m
1 stop
CPT11:50Cape Town Intl
R16 922
Turkish Airlines
Feb 18
CPT17:15Cape Town Intl
24h 50m
1 stop
ORD10:05Chicago O'Hare Intl
Feb 22
ORD11:50Chicago O'Hare Intl
40h 00m
1 stop
CPT11:50Cape Town Intl
R16 954
Turkish Airlines
Feb 18
CPT17:15Cape Town Intl
24h 50m
1 stop
ORD10:05Chicago O'Hare Intl
Feb 22
ORD20:20Chicago O'Hare Intl
31h 30m
1 stop
CPT11:50Cape Town Intl
R17 066

British Airways flights from Cape Town to Chicago

Our best British Airways deals on Cape Town to Chicago flight tickets
British Airways
Feb 18
CPT20:35Cape Town Intl
30h 40m
2 stops
ORD19:15Chicago O'Hare Intl
Feb 22
ORD21:45Chicago O'Hare Intl
26h 20m
1 stop
CPT8:05Cape Town Intl
R18 233
British Airways
Feb 18
CPT20:35Cape Town Intl
30h 40m
2 stops
ORD19:15Chicago O'Hare Intl
Feb 22
ORD17:10Chicago O'Hare Intl
35h 00m
1 stop
CPT12:10Cape Town Intl
R18 281
British Airways
Feb 18
CPT20:35Cape Town Intl
30h 40m
2 stops
ORD19:15Chicago O'Hare Intl
Feb 22
ORD17:10Chicago O'Hare Intl
35h 00m
1 stop
CPT12:10Cape Town Intl
R18 393

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 5 February 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

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 12/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sat 18/4

10:15-14:35

1 stop21h 20m

R14 971

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 19/3

15:25-8:40

2 stops48h 15m

Chicago O'Hare Intl

Thu 7/5

10:15-14:35

1 stop21h 20m

R15 578

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 27/6

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Thu 23/7

10:15-14:35

1 stop21h 20m

R15 898

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 29/6

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Thu 23/7

10:15-14:35

1 stop21h 20m

R16 298

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 29/6

19:50-17:33

2 stops28h 43m

Chicago O'Hare Intl

Mon 27/7

13:18-15:20

1 stop19h 02m

R16 938

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 18/2

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sun 22/2

11:50-11:50

1 stop40h 00m

R16 954

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 18/2

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sun 22/2

20:20-11:50

1 stop31h 30m

R17 066

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/4

20:25-18:34

2 stops29h 09m

Chicago O'Hare Intl

Sat 18/4

8:15-17:50

1 stop26h 35m

R17 130

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 19/3

21:30-17:54

2 stops27h 24m

Chicago Midway

Thu 7/5

9:22-21:25

2 stops29h 03m

R18 121

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

13:22-21:25

2 stops25h 03m

R25 207

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 cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 010. If you are unable to visit Chicago during the month of September, then departing from Cape Town during the month July is also very affordable. Most momondo users find prices during this month for around R16 154.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Cape Town when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R17 556 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cape Town for as low as R15 210 on momondo.

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

You could potentially save up to 19% 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 February 2026, prices for Cape Town to Chicago flights are approximately 20% 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

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

  • 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 R13 678Free CancellationRating
7,2
955 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R14 871Free CancellationRating
7,4
9 235 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 243Free CancellationRating
7,3
4 210 reviews
Search Turkish Airlines flights
KLMPriceFrom R15 703Free CancellationRating
7,7
1 449 reviews
Search KLM flights
DeltaPriceFrom R15 887Free CancellationRating
7,9
8 147 reviews
Search Delta 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