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 47% 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?

Qatar Airways, Turkish Airlines, 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 September 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.

R9 882 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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One-way

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19:35 - 19:05CPT Cape Town Intl-ORD Chicago O'Hare Intl

31h 30m2 stops London Heathrow Atlanta Hartsfield-Jackson

9:30 - 18:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

25h 05m1 stop Atlanta Hartsfield-Jackson

R15 139Virgin Atlantic

Sat, Dec 12 - Sun, Jan 10

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 220Ethiopian Air

Tue, Oct 6 - Mon, Oct 12

23:15 - 14:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

22h 15m1 stop Amsterdam Schiphol

17:10 - 22:10ORD Chicago O'Hare Intl-CPT Cape Town Intl

22h 00m1 stop Paris Charles de Gaulle

R16 177Multiple Airlines

Tue, Oct 6 - Mon, Oct 12

20:50 - 14:23CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 33m2 stops Washington, D.C. Dulles Intl Newark

10:30 - 7:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

37h 10m2 stops Washington, D.C. Dulles Intl Munich Franz Josef Strauss

R17 702United Airlines

Tue, Dec 15 - Tue, Jan 5

20:50 - 9:37CPT Cape Town Intl-ORD Chicago O'Hare Intl

20h 47m1 stop Washington, D.C. Dulles Intl

10:30 - 7:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

37h 10m2 stops Washington, D.C. Dulles Intl Munich Franz Josef Strauss

R17 702United Airlines

Tue, Dec 15 - Tue, Jan 5

17:15 - 10:00CPT Cape Town Intl-ORD Chicago O'Hare Intl

24h 45m1 stop Istanbul

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

42h 45m1 stop Istanbul

R17 881Turkish Airlines

Sat, Dec 12 - Sun, Jan 10

14:00 - 10:00CPT Cape Town Intl-ORD Chicago O'Hare Intl

28h 00m2 stops Johannesburg OR Tambo Istanbul

11:45 - 23:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 15m1 stop Istanbul

R18 514Turkish Airlines

Sat, Dec 12 - Sun, Jan 10

13:15 - 15:35CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 20m1 stop Doha Hamad Intl

19:20 - 17:30ORD Chicago O'Hare Intl-CPT Cape Town Intl

39h 10m1 stop Doha Hamad Intl

R19 082Qatar Airways

Wed, Oct 7 - Mon, Oct 12

19:25 - 14:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

27h 05m1 stop Doha Hamad Intl

18:50 - 12:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

57h 50m3 stops Doha Hamad Intl Lusaka Harare

R26 805Qatar Airways

Fri, Dec 18 - Sun, Dec 27

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

32h 40m3 stops Johannesburg OR Tambo Addis Ababa Bole Rome Fiumicino

21:41 - 14:10ORD Chicago O'Hare Intl-CPT Cape Town Intl

56h 29m3 stops Washington, D.C. Dulles Intl Lome Addis Ababa Bole

R46 860Ethiopian Air

Sat, Dec 12 - Sun, Jan 10

Cheap last-minute flights

Enter your travel dates to find the best prices.

14:30 - 8:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

24h 45m2 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 382Ethiopian Air

Tue, Sep 29 - Sat, Oct 3

14:30 - 8:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

24h 45m2 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 431Ethiopian Air

Tue, Sep 29 - Thu, Oct 1

19:50 - 9:45CPT Cape Town Intl-ORD Chicago O'Hare Intl

20h 55m1 stop Newark

5:00 - 15:20ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 20m2 stops Newark Washington, D.C. Reagan-National

R18 643United Airlines

Sat, Sep 26 - Sat, Oct 3

19:50 - 11:47CPT Cape Town Intl-ORD Chicago O'Hare Intl

22h 57m2 stops Newark Washington, D.C. Reagan-National

10:55 - 15:20ORD Chicago O'Hare Intl-CPT Cape Town Intl

21h 25m2 stops Newark Washington, D.C. Dulles Intl

R18 643United Airlines

Sat, Sep 26 - Sat, Oct 3

14:25 - 16:59CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 34m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

6:00 - 13:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

48h 35m3 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl Victoria Falls

R23 041Kenya Airways

Mon, Sep 28 - Wed, Sep 30

14:25 - 16:59CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 34m3 stops Livingstone Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

6:00 - 13:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

48h 35m3 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl Victoria Falls

R25 572Kenya Airways

Sun, Sep 27 - Wed, Sep 30

13:15 - 15:25CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 10m1 stop Doha Hamad Intl

19:00 - 10:15ORD Chicago O'Hare Intl-CPT Cape Town Intl

56h 15m2 stops Seattle/Tacoma Intl Doha Hamad Intl

R33 214Qatar Airways

Mon, Sep 28 - Fri, Oct 2

13:15 - 15:25CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 10m1 stop Doha Hamad Intl

9:00 - 10:15ORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 15m2 stops Seattle/Tacoma Intl Doha Hamad Intl

R33 376Qatar Airways

Mon, Sep 28 - Sat, Oct 3

7:40 - 14:15CPT Cape Town Intl-ORD Chicago O'Hare Intl

37h 35m1 stop Amsterdam Schiphol

16:15 - 21:25ORD Chicago O'Hare Intl-CPT Cape Town Intl

22h 10m1 stop Amsterdam Schiphol

R36 833KLM

Mon, Sep 28 - Fri, Oct 2

23:15 - 14:30CPT Cape Town Intl-ORD Chicago O'Hare Intl

22h 15m1 stop Amsterdam Schiphol

16:15 - 21:25ORD Chicago O'Hare Intl-CPT Cape Town Intl

22h 10m1 stop Amsterdam Schiphol

R36 833KLM

Sun, Sep 27 - Fri, Oct 2

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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

Dec 12

CPT19:35Cape Town Intl

31h 30m

2 stops

ORD19:05Chicago O'Hare Intl

Jan 10

ORD9:30Chicago O'Hare Intl

25h 05m

1 stop

CPT18:35Cape Town Intl

R15 139

Virgin Atlantic

Dec 12

CPT19:35Cape Town Intl

35h 19m

2 stops

MDW22:54Chicago Midway

Jan 10

MDW17:25Chicago Midway

17h 10m

1 stop

CPT18:35Cape Town Intl

R17 719

Virgin Atlantic

Dec 15

CPT20:50Cape Town Intl

27h 26m

1 stop

MDW16:16Chicago Midway

Jan 5

MDW10:35Chicago Midway

40h 10m

2 stops

CPT10:45Cape Town Intl

R20 526

Ethiopian Air flights from Cape Town to Chicago

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

Ethiopian Air

Oct 6

CPT13:50Cape Town Intl

25h 25m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 12

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R15 220

Ethiopian Air

Sept 29

CPT14:30Cape Town Intl

24h 45m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 3

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R15 382

Ethiopian Air

Sept 29

CPT14:30Cape Town Intl

24h 45m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 1

ORD10:15Chicago O'Hare Intl

20h 55m

1 stop

CPT14:10Cape Town Intl

R15 431

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 12/12

19:35-19:05

2 stops31h 30m

Chicago O'Hare Intl

Sun 10/1

9:30-18:35

1 stop25h 05m

R15 139

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 6/10

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Mon 12/10

10:15-14:10

1 stop20h 55m

R15 220

Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 6/10

23:15-14:30

1 stop22h 15m

Chicago O'Hare Intl

Mon 12/10

17:10-22:10

1 stop22h 00m

R16 177

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 15/12

20:50-14:23

2 stops25h 33m

Chicago O'Hare Intl

Tue 5/1

10:30-7:40

2 stops37h 10m

R17 702

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 15/12

20:50-9:37

1 stop20h 47m

Chicago O'Hare Intl

Tue 5/1

10:30-7:40

2 stops37h 10m

R17 702

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 12/12

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Sun 10/1

20:15-23:00

1 stop42h 45m

R17 881

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 12/12

14:00-10:00

2 stops28h 00m

Chicago O'Hare Intl

Sun 10/1

11:45-23:00

1 stop27h 15m

R18 514

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 7/10

13:15-15:35

1 stop33h 20m

Chicago O'Hare Intl

Mon 12/10

19:20-17:30

1 stop39h 10m

R19 082

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 18/12

19:25-14:30

1 stop27h 05m

Chicago O'Hare Intl

Sun 27/12

18:50-12:40

3 stops57h 50m

R26 805

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 12/12

7:00-7:40

3 stops32h 40m

Chicago O'Hare Intl

Sun 10/1

21:41-14:10

3 stops56h 29m

R46 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 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 601 to R19 049.
The lowest price recently found on this route was R15 139.

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 534. 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 615.

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 September 2026, prices for Cape Town to Chicago flights are approximately 13% 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

Best price found	R9 882
Fastest flight time	24h 45m
Direct flights	None

The best one-way flight to Chicago from Cape Town in the past 72 hours is R9 882. The best return flight deal from Cape Town to Chicago found on momondo in the last 72 hours is R15 139.

The fastest flight from Cape Town to Chicago takes 24h 45m

There are no direct flights from Cape Town to Chicago. There are no popular flight routes from Cape Town to Chicago.

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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 45m.
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 September 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 17%, Qatar Airways at 17%, and Turkish Airlines at 13%.

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 604	Free Cancellation	Rating 7,2 1 045 reviews	Search Ethiopian Air flights
United Airlines	PriceFrom R15 069	Free Cancellation	Rating 7,4 10 231 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom R15 165	Free Cancellation	Rating 7,4 4 464 reviews	Search Turkish Airlines flights
KLM	PriceFrom R16 431	Free Cancellation	Rating 7,8 1 575 reviews	Search KLM flights
Qatar Airways	PriceFrom R18 064	Free Cancellation	Rating 7,3 3 732 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

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Chicago O'Hare Intl Airport

Cheap flights from Cape Town to Chicago from R9 882

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 5/11. 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

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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

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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According to popular flight searches on momondo this year