Which airlines fly to Chicago?

United Airlines, KLM and Ethiopian Air are the top three most popular airlines that fly to Chicago from Cape Town according to our data. United Airlines is the first choice among our users, with 32% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Cape Town Intl to Chicago?

Turkish Airlines, Ethiopian Air, and Kenya Airways are the most popular carriers operating from Cape Town Intl to Chicago

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?

There are 6 operators available for flights from Cape Town Intl Airport to Chicago as of August 2025.

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.

R10 830 Cheap Flights from Cape Town to Chicago (CPT-CHI) in 2025

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Find the cheapest flights from Cape Town to Chicago (CPT-CHI)

Round-trip

One-way

Last minute

Cheap return flights

14:35 - 7:40CPT-ORD

25h 05m2 stops

9:45 - 14:35ORD-CPT

20h 50m1 stop

R17 029Ethiopian Air

Find Deal

Fri, Nov 21 - Fri, Dec 12

8:50 - 15:10CPT-ORD

38h 20m1 stop

14:10 - 6:45ORD-CPT

32h 35m2 stops

R17 875Air France

Find Deal

Sat, Nov 22 - Sat, Dec 6

20:05 - 17:37CPT-MDW

28h 32m2 stops

6:00 - 21:25MDW-CPT

32h 25m2 stops

R17 892Delta

Find Deal

Tue, Sep 9 - Tue, Sep 16

23:15 - 14:10CPT-ORD

21h 55m1 stop

16:40 - 21:25ORD-CPT

21h 45m1 stop

R21 309KLM

Find Deal

Wed, Oct 1 - Wed, Oct 8

19:50 - 14:55CPT-ORD

26h 05m2 stops

7:10 - 15:20ORD-CPT

25h 10m2 stops

R21 449United Airlines

Find Deal

Thu, Sep 25 - Sat, Oct 11

18:25 - 14:10CPT-ORD

26h 45m2 stops

16:40 - 21:25ORD-CPT

21h 45m1 stop

R21 485KLM

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Wed, Oct 1 - Wed, Oct 8

18:25 - 15:45CPT-ORD

28h 20m1 stop

20:35 - 11:35ORD-CPT

32h 00m1 stop

R22 383Emirates

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Fri, Oct 3 - Sat, Oct 11

20:00 - 19:40CPT-ORD

30h 40m2 stops

7:10 - 15:20ORD-CPT

25h 10m2 stops

R23 404United Airlines

Find Deal

Fri, Oct 3 - Sat, Oct 11

18:25 - 15:45CPT-ORD

28h 20m1 stop

20:35 - 16:50ORD-CPT

37h 15m1 stop

R24 478Emirates

Find Deal

Thu, Sep 25 - Fri, Oct 10

18:55 - 21:01CPT-ORD

57h 06m2 stops

21:15 - 11:00ORD-CPT

54h 45m2 stops

R27 860British Airways

Find Deal

Wed, Sep 24 - Sat, Oct 11

Air France flights from Cape Town to Chicago

Our best Air France deals on Cape Town to Chicago flight tickets

Air France

Nov 22

CPT8:50Cape Town Intl

38h 20m

1 stop

ORD15:10Chicago O'Hare Intl

Dec 6

ORD14:10Chicago O'Hare Intl

32h 35m

2 stops

CPT6:45Cape Town Intl

R17 874

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Air France

Nov 22

CPT8:50Cape Town Intl

38h 20m

1 stop

ORD15:10Chicago O'Hare Intl

Dec 6

ORD17:20Chicago O'Hare Intl

29h 25m

1 stop

CPT6:45Cape Town Intl

R17 910

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Air France

Nov 22

CPT8:50Cape Town Intl

40h 46m

2 stops

ORD17:36Chicago O'Hare Intl

Dec 6

ORD14:10Chicago O'Hare Intl

32h 35m

2 stops

CPT6:45Cape Town Intl

R17 945

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Ethiopian Air flights from Cape Town to Chicago

Our best Ethiopian Air deals on Cape Town to Chicago flight tickets

Ethiopian Air

Nov 21

CPT14:35Cape Town Intl

25h 05m

2 stops

ORD7:40Chicago O'Hare Intl

Dec 12

ORD9:45Chicago O'Hare Intl

20h 50m

1 stop

CPT14:35Cape Town Intl

R17 029

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Ethiopian Air

Oct 2

CPT13:50Cape Town Intl

25h 25m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 9

ORD10:15Chicago O'Hare Intl

43h 45m

1 stop

CPT13:00Cape Town Intl

R18 614

Find similar

Ethiopian Air

Sept 24

CPT14:35Cape Town Intl

24h 40m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 11

ORD10:15Chicago O'Hare Intl

21h 20m

1 stop

CPT14:35Cape Town Intl

R19 776

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 21/11

14:35-7:40

2 stops25h 05m

Chicago O'Hare Intl

Fri 12/12

9:45-14:35

1 stop20h 50m

R17 029

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 22/11

8:50-15:10

1 stop38h 20m

Chicago O'Hare Intl

Sat 6/12

14:10-6:45

2 stops32h 35m

R17 874

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 9/9

20:05-17:37

2 stops28h 32m

Chicago Midway

Tue 16/9

6:00-21:25

2 stops32h 25m

R17 892

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 1/10

23:15-14:10

1 stop21h 55m

Chicago O'Hare Intl

Wed 8/10

16:40-21:25

1 stop21h 45m

R21 309

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 25/9

19:50-14:55

2 stops26h 05m

Chicago O'Hare Intl

Sat 11/10

7:10-15:20

2 stops25h 10m

R21 449

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 1/10

18:25-14:10

2 stops26h 45m

Chicago O'Hare Intl

Wed 8/10

16:40-21:25

1 stop21h 45m

R21 485

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 3/10

18:25-15:45

1 stop28h 20m

Chicago O'Hare Intl

Sat 11/10

20:35-11:35

1 stop32h 00m

R22 383

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 3/10

20:00-19:40

2 stops30h 40m

Chicago O'Hare Intl

Sat 11/10

7:10-15:20

2 stops25h 10m

R23 404

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 25/9

18:25-15:45

1 stop28h 20m

Chicago O'Hare Intl

Fri 10/10

20:35-16:50

1 stop37h 15m

R24 478

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 24/9

18:55-21:01

2 stops57h 06m

Chicago O'Hare Intl

Sat 11/10

21:15-11:00

2 stops54h 45m

R27 860

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R17 082. If you are unable to visit Chicago during the month of November, then departing from Cape Town during the month September is also very affordable. Most momondo users find prices during this month for around R17 628.

What is the cheapest day to depart on your flight to Chicago?

On average, the least expensive day to fly to Chicago from Cape Town is on a Sunday. momondo users have found tickets for Sunday departures for as low as R18 956. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Wednesday is R21 765.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest Cape Town to Chicago flights are usually those with departure times at midday. Our users have found flights to Chicago at midday for as low as R19 407. Try not to purchase tickets in the afternoon because they tend to be around R20 723. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 R19 853 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 409 on momondo.

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

You could potentially save up to 22% 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 August 2025, prices for Cape Town to Chicago flights are approximately 18% 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

Best price found	R10 830
Fastest flight time	20h 35m
Direct flights	None
Airports in Chicago	2 airports

The best one-way flight to Chicago from Cape Town in the past 72 hours is R10 830. The best return flight deal from Cape Town to Chicago found on momondo in the last 72 hours is R17 029.

The fastest flight from Cape Town to Chicago takes 20h 35m

There are no direct flights from Cape Town to Chicago. Popular non-direct routes for this connection are Cape Town Intl Airport - Chicago O'Hare Intl Airport and Cape Town Intl Airport - Chicago Midway Airport.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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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 20h 35m.
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?
There are 6 operators available for flights from Cape Town Intl Airport to Chicago as of August 2025.
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?
momondo data reveals that the most frequently booked airline on the route from Cape Town to Chicago is United Airlines, representing 42% of all bookings. The subsequent popular airlines are Ethiopian Air at 17%, KLM at 14%, and Turkish Airlines at 12%.

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 Air	PriceFrom R15 061	Free Cancellation	Rating 7,2 835 reviews	Search Ethiopian Air flights
United Airlines	PriceFrom R16 373	Free Cancellation	Rating 7,4 8 922 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom R17 131	Free Cancellation	Rating 7,3 3 950 reviews	Search Turkish Airlines flights
KLM	PriceFrom R17 290	Free Cancellation	Rating 7,8 1 386 reviews	Search KLM flights
Delta	PriceFrom R17 493	Free Cancellation	Rating 7,9 7 981 reviews	Search Delta flights
British Airways	PriceFrom R18 541	Free Cancellation	Rating 6,7 7 283 reviews	Search British Airways flights

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.