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 45% 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, Emirates, and Delta 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 562 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

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21:00 - 21:42CPT Cape Town Intl-ORD Chicago O'Hare Intl

32h 42m2 stops London Heathrow New York John F Kennedy Intl

15:59 - 18:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

18h 36m1 stop Atlanta Hartsfield-Jackson

R14 931Virgin Atlantic

Thu, Nov 12 - Wed, Nov 25

21:00 - 18:04CPT Cape Town Intl-MDW Chicago Midway

29h 04m2 stops London Heathrow Detroit Metropolitan Wayne County

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

23h 08m1 stop Atlanta Hartsfield-Jackson

R15 112Virgin Atlantic

Thu, Nov 12 - Wed, Nov 25

13:50 - 7:40CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

9:45 - 13:30ORD Chicago O'Hare Intl-CPT Cape Town Intl

43h 45m1 stop Addis Ababa Bole

R15 871Ethiopian Air

Wed, Nov 25 - Wed, Dec 2

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 399KLM

Wed, Nov 11 - Wed, Nov 25

20:50 - 23:39CPT Cape Town Intl-ORD Chicago O'Hare Intl

34h 49m1 stop Newark

14:26 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

19h 34m1 stop Newark

R16 531United Airlines

Mon, Dec 21 - Tue, Jan 19

20:50 - 0:01CPT Cape Town Intl-ORD Chicago O'Hare Intl

35h 11m2 stops Newark Washington, D.C. Dulles Intl

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

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

R16 531United Airlines

Mon, Dec 21 - Tue, Jan 19

0:55 - 18:20CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 25m1 stop Istanbul

20:20 - 12:05ORD Chicago O'Hare Intl-CPT Cape Town Intl

55h 45m2 stops Seattle/Tacoma Intl Istanbul

R26 050Turkish Airlines

Mon, Nov 23 - Tue, Nov 24

9:00 - 7:40CPT Cape Town Intl-ORD Chicago O'Hare Intl

30h 40m3 stops Johannesburg OR Tambo Addis Ababa Bole Rome Fiumicino

21:35 - 13:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

55h 25m3 stops Washington, D.C. Dulles Intl Lome Addis Ababa Bole

R46 656Ethiopian Air

Fri, Nov 27 - Fri, Dec 4

0:55 - 10:00CPT Cape Town Intl-ORD Chicago O'Hare Intl

41h 05m1 stop Istanbul

20:15 - 23:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 45m1 stop Istanbul

R69 077Turkish Airlines

Tue, Jan 19 - Thu, Jan 28

8:30 - 16:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

39h 45m1 stop Paris Charles de Gaulle

18:10 - 5:45ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 35m2 stops New York John F Kennedy Intl Amsterdam Schiphol

R83 249KLM

Mon, Jan 18 - Wed, Jan 27

Cheap last-minute flights

Enter your travel dates to find the best prices.

20:05 - 16:58CPT Cape Town Intl-ORD Chicago O'Hare Intl

27h 53m1 stop Atlanta Hartsfield-Jackson

13:23 - 18:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

22h 12m1 stop Atlanta Hartsfield-Jackson

R15 426Virgin Atlantic

Fri, Oct 16 - Thu, Oct 29

13:50 - 8:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 25m2 stops Addis Ababa Bole Rome Fiumicino

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

20h 55m1 stop Addis Ababa Bole

R15 508Ethiopian Air

Fri, Oct 16 - Thu, Oct 29

20:05 - 22:33CPT Cape Town Intl-MDW Chicago Midway

33h 28m1 stop Atlanta Hartsfield-Jackson

6:04 - 18:35MDW Chicago Midway-CPT Cape Town Intl

29h 31m1 stop Atlanta Hartsfield-Jackson

R15 756Delta

Fri, Oct 16 - Thu, Oct 29

20:05 - 18:00CPT Cape Town Intl-MDW Chicago Midway

28h 55m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

9:29 - 18:35MDW Chicago Midway-CPT Cape Town Intl

26h 06m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

R15 756Delta

Fri, Oct 16 - Thu, Oct 29

20:05 - 18:00CPT Cape Town Intl-MDW Chicago Midway

28h 55m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

17:09 - 18:35MDW Chicago Midway-CPT Cape Town Intl

18h 26m1 stop Atlanta Hartsfield-Jackson

R15 756Delta

Fri, Oct 16 - Thu, Oct 29

19:50 - 14:45CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 55m1 stop Newark

11:25 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

22h 35m1 stop Newark

R16 416United Airlines

Thu, Oct 15 - Tue, Jan 19

19:50 - 9:42CPT Cape Town Intl-ORD Chicago O'Hare Intl

20h 52m1 stop Newark

11:00 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

23h 00m2 stops Washington, D.C. Reagan-National Newark

R16 416United Airlines

Thu, Oct 15 - Tue, Jan 19

19:50 - 13:13CPT Cape Town Intl-ORD Chicago O'Hare Intl

24h 23m2 stops Newark Washington, D.C. Reagan-National

12:29 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

21h 31m2 stops Washington, D.C. Reagan-National Newark

R16 416United Airlines

Thu, Oct 15 - Tue, Jan 19

19:50 - 9:00CPT Cape Town Intl-ORD Chicago O'Hare Intl

20h 10m1 stop Newark

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

27h 00m1 stop Newark

R16 498United Airlines

Thu, Oct 15 - Tue, Jan 19

13:50 - 14:26CPT Cape Town Intl-ORD Chicago O'Hare Intl

31h 36m3 stops Addis Ababa Bole Rome Fiumicino Washington, D.C. Dulles Intl

21:47 - 13:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

55h 13m3 stops Washington, D.C. Dulles Intl Lome Addis Ababa Bole

R43 852Ethiopian Air

Thu, Oct 15 - Tue, Jan 19

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Virgin Atlantic flights from Cape Town to Chicago

Our best Virgin Atlantic deals on Cape Town to Chicago flight tickets

Virgin Atlantic

Nov 12

CPT21:00Cape Town Intl

32h 42m

2 stops

ORD21:42Chicago O'Hare Intl

Nov 25

ORD15:59Chicago O'Hare Intl

18h 36m

1 stop

CPT18:35Cape Town Intl

R14 931

Virgin Atlantic

Nov 12

CPT21:00Cape Town Intl

29h 04m

2 stops

MDW18:04Chicago Midway

Nov 25

MDW11:27Chicago Midway

23h 08m

1 stop

CPT18:35Cape Town Intl

R15 112

Virgin Atlantic

Oct 16

CPT20:05Cape Town Intl

27h 53m

1 stop

ORD16:58Chicago O'Hare Intl

Oct 29

ORD13:23Chicago O'Hare Intl

22h 12m

1 stop

CPT18:35Cape Town Intl

R15 426

Ethiopian Air flights from Cape Town to Chicago

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

Ethiopian Air

Oct 16

CPT13:50Cape Town Intl

25h 25m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 29

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R15 508

Ethiopian Air

Nov 25

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD7:40Chicago O'Hare Intl

Dec 2

ORD9:45Chicago O'Hare Intl

43h 45m

1 stop

CPT13:30Cape Town Intl

R15 871

Ethiopian Air

Oct 15

CPT13:50Cape Town Intl

31h 36m

3 stops

ORD14:26Chicago O'Hare Intl

Jan 19

ORD21:47Chicago O'Hare Intl

55h 13m

3 stops

CPT13:00Cape Town Intl

R43 852

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 12/11

21:00-21:42

2 stops32h 42m

Chicago O'Hare Intl

Wed 25/11

15:59-18:35

1 stop18h 36m

R14 931

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Thu 12/11

21:00-18:04

2 stops29h 04m

Chicago Midway

Wed 25/11

11:27-18:35

1 stop23h 08m

R15 112

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 25/11

13:50-7:40

2 stops25h 50m

Chicago O'Hare Intl

Wed 2/12

9:45-13:30

1 stop43h 45m

R15 871

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 399

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 21/12

20:50-23:39

1 stop34h 49m

Chicago O'Hare Intl

Tue 19/1

14:26-18:00

1 stop19h 34m

R16 531

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 21/12

20:50-0:01

2 stops35h 11m

Chicago O'Hare Intl

Tue 19/1

14:00-18:00

2 stops20h 00m

R16 531

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 23/11

0:55-18:20

1 stop25h 25m

Chicago O'Hare Intl

Tue 24/11

20:20-12:05

2 stops55h 45m

R26 050

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 27/11

9:00-7:40

3 stops30h 40m

Chicago O'Hare Intl

Fri 4/12

21:35-13:00

3 stops55h 25m

R46 656

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 19/1

0:55-10:00

1 stop41h 05m

Chicago O'Hare Intl

Thu 28/1

20:15-23:00

1 stop42h 45m

R69 077

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 18/1

8:30-16:15

1 stop39h 45m

Chicago O'Hare Intl

Wed 27/1

18:10-5:45

2 stops27h 35m

R83 249

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 R15 442 to R19 616.
The lowest price recently found on this route was R14 931.

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 811. 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 894.

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 15% 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 562
Fastest flight time	20h 52m
Direct flights	None

The best one-way flight to Chicago from Cape Town in the past 72 hours is R8 562. The best return flight deal from Cape Town to Chicago found on momondo in the last 72 hours is R14 931.

The fastest flight from Cape Town to Chicago takes 20h 52m

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 52m.
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 41% of all bookings. The subsequent popular airlines are KLM at 16%, 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 698	Free Cancellation	Rating 7,2 1 042 reviews	Search Ethiopian Air flights
Turkish Airlines	PriceFrom R15 419	Free Cancellation	Rating 7,4 4 455 reviews	Search Turkish Airlines flights
United Airlines	PriceFrom R15 448	Free Cancellation	Rating 7,4 10 361 reviews	Search United Airlines flights
KLM	PriceFrom R16 707	Free Cancellation	Rating 7,8 1 588 reviews	Search KLM flights
Qatar Airways	PriceFrom R18 367	Free Cancellation	Rating 7,3 3 721 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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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Cape Town to Chicago from R8 562

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 23/11. 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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Virgin Atlantic flights from Cape Town to Chicago

Our best Virgin Atlantic deals on Cape Town to Chicago flight tickets

Ethiopian Air flights from Cape Town to Chicago

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

momondo Fare Finder

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

Popular Cities in the United States

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

Fly to other destinations from Cape Town

According to popular flight searches on momondo this year

Complete your trip to Chicago

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