Which airlines fly to Chicago?

United Airlines, KLM and Qatar Airways 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 43% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 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, Qatar Airways, and Virgin Atlantic 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 5 operators available for flights from Cape Town Intl Airport to Chicago as of October 2026.

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.

R8 810 Cheap Flights from Cape Town to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cape Town to Chicago

Return

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

21:00 - 22:54CPT Cape Town Intl-MDW Chicago Midway

33h 54m2 stops London Heathrow Atlanta Hartsfield-Jackson

11:27 - 18:35MDW Chicago Midway-CPT Cape Town Intl

23h 08m1 stop Atlanta Hartsfield-Jackson

R15 059Virgin Atlantic

Thu, Nov 12 - Wed, Nov 25

21:00 - 20:49CPT Cape Town Intl-ORD Chicago O'Hare Intl

31h 49m2 stops London Heathrow Atlanta Hartsfield-Jackson

10:32 - 18:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

24h 03m1 stop Atlanta Hartsfield-Jackson

R15 059Virgin Atlantic

Thu, Nov 12 - Wed, Nov 25

13:50 - 8:40CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

10:15 - 14:10ORD Chicago O'Hare Intl-CPT Cape Town Intl

20h 55m1 stop Addis Ababa Bole

R16 057Ethiopian Air

Wed, Mar 17 - Thu, Apr 1

13:50 - 8:40CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

10:15 - 14:10ORD Chicago O'Hare Intl-CPT Cape Town Intl

20h 55m1 stop Addis Ababa Bole

R16 057Ethiopian Air

Tue, Mar 16 - Mon, Apr 5

0:30 - 18:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

26h 00m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

11:19 - 22:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 21m2 stops Detroit Metropolitan Wayne County Amsterdam Schiphol

R16 323KLM

Wed, Nov 11 - Wed, Nov 25

20:50 - 18:38CPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 48m1 stop Newark

7:10 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

26h 50m1 stop Newark

R16 987United Airlines

Wed, Feb 3 - Wed, Feb 24

20:50 - 15:49CPT Cape Town Intl-ORD Chicago O'Hare Intl

26h 59m2 stops Newark Washington, D.C. Reagan-National

14:00 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

20h 00m2 stops Washington, D.C. Reagan-National Newark

R16 987United Airlines

Wed, Feb 3 - Wed, Feb 24

12:35 - 14:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 55m1 stop Doha Hamad Intl

18:50 - 10:30ORD Chicago O'Hare Intl-CPT Cape Town Intl

31h 40m1 stop Doha Hamad Intl

R17 469Qatar Airways

Wed, Feb 10 - Fri, Feb 26

12:35 - 14:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 55m1 stop Doha Hamad Intl

18:50 - 10:30ORD Chicago O'Hare Intl-CPT Cape Town Intl

31h 40m1 stop Doha Hamad Intl

R17 469Qatar Airways

Thu, Feb 11 - Fri, Feb 26

15:20 - 17:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

32h 55m2 stops Johannesburg OR Tambo Paris Charles de Gaulle

13:30 - 21:25ORD Chicago O'Hare Intl-CPT Cape Town Intl

24h 55m2 stops New York John F Kennedy Intl Amsterdam Schiphol

R29 553KLM

Thu, Mar 18 - Fri, Apr 2

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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

Mar 16

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD8:40Chicago O'Hare Intl

Apr 5

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R16 057

Ethiopian Air

Mar 20

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD8:40Chicago O'Hare Intl

Apr 5

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R19 813

Ethiopian Air

Mar 20

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD8:40Chicago O'Hare Intl

Apr 3

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R20 644

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets

Turkish Airlines

Nov 3

CPT17:15Cape Town Intl

25h 45m

1 stop

ORD11:00Chicago O'Hare Intl

Feb 2

ORD20:15Chicago O'Hare Intl

31h 50m

1 stop

CPT12:05Cape Town Intl

R16 140

Turkish Airlines

Feb 14

CPT17:15Cape Town Intl

24h 45m

1 stop

ORD10:00Chicago O'Hare Intl

Feb 24

ORD20:15Chicago O'Hare Intl

31h 50m

1 stop

CPT12:05Cape Town Intl

R18 683

Turkish Airlines

Mar 16

CPT0:55Cape Town Intl

41h 05m

1 stop

ORD11:00Chicago O'Hare Intl

Apr 1

ORD11:20Chicago O'Hare Intl

29h 00m

1 stop

CPT23:20Cape Town Intl

R18 733

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Thu 12/11

21:00-22:54

2 stops33h 54m

Chicago Midway

Wed 25/11

11:27-18:35

1 stop23h 08m

R15 059

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 12/11

21:00-20:49

2 stops31h 49m

Chicago O'Hare Intl

Wed 25/11

10:32-18:35

1 stop24h 03m

R15 059

Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 17/3

13:50-8:40

2 stops25h 50m

Chicago O'Hare Intl

Thu 1/4

10:15-14:10

1 stop20h 55m

R16 057

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 16/3

13:50-8:40

2 stops25h 50m

Chicago O'Hare Intl

Mon 5/4

10:15-14:10

1 stop20h 55m

R16 057

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 11/11

0:30-18:30

2 stops26h 00m

Chicago O'Hare Intl

Wed 25/11

11:19-22:40

2 stops27h 21m

R16 323

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 3/2

20:50-18:38

1 stop29h 48m

Chicago O'Hare Intl

Wed 24/2

7:10-18:00

1 stop26h 50m

R16 987

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 3/2

20:50-15:49

2 stops26h 59m

Chicago O'Hare Intl

Wed 24/2

14:00-18:00

2 stops20h 00m

R16 987

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 10/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Fri 26/2

18:50-10:30

1 stop31h 40m

R17 469

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 11/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Fri 26/2

18:50-10:30

1 stop31h 40m

R17 469

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 18/3

15:20-17:15

2 stops32h 55m

Chicago O'Hare Intl

Fri 2/4

13:30-21:25

2 stops24h 55m

R29 553

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 typical price of a round-trip flight between Cape Town and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from R16 090 to R20 827.
The lowest price recently found on this route was R15 059.

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 871. If you are unable to visit Chicago during the month of October, then departing from Cape Town during the month September is also very affordable. Most momondo users find prices during this month for around R16 938.

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

You could potentially save up to 5% 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 October 2026, prices for Cape Town to Chicago flights are approximately 20% 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	R8 810
Fastest flight time	20h 47m
Direct flights	None

The best one-way flight to Chicago from Cape Town in the past 72 hours is R8 810. The best return flight deal from Cape Town to Chicago found on momondo in the last 72 hours is R15 059.

The fastest flight from Cape Town to Chicago takes 20h 47m

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 20h 47m.
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 5 operators available for flights from Cape Town Intl Airport to Chicago as of October 2026.
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 40% of all bookings. The subsequent popular airlines are KLM at 17%, Qatar Airways at 16%, and Ethiopian Air at 14%.

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 R5 741	Free Cancellation	Rating 7,1 1 043 reviews	Search Ethiopian Air flights
United Airlines	PriceFrom R15 535	Free Cancellation	Rating 7,3 10 448 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom R15 535	Free Cancellation	Rating 7,4 4 461 reviews	Search Turkish Airlines flights
KLM	PriceFrom R16 832	Free Cancellation	Rating 7,8 1 595 reviews	Search KLM flights
Qatar Airways	PriceFrom R18 505	Free Cancellation	Rating 7,3 3 715 reviews	Search Qatar 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.

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Cheap flights from Cape Town to Chicago from R8 810

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 24/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Ethiopian Air flights from Cape Town to Chicago

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

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets

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Use the filters below to find and compare flights from Cape Town to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Cape Town to Chicago

What is the typical price of a round-trip flight between Cape Town and Chicago?

What is the cheapest month to fly to Chicago?

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

How have Cape Town to Chicago flight prices changed over time?

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

Which airlines fly to Chicago?

When to book flights from Cape Town to Chicago

Cheap Cape Town to Chicago (CPT to CHI) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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