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 49% 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 KLM 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 721 Cheap Flights from Cape Town to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cape Town to Chicago

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23:45 - 9:27CPT Cape Town Intl-ORD Chicago O'Hare Intl

40h 42m2 stops London Heathrow New York John F Kennedy Intl

18:08 - 18:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

17h 27m1 stop Atlanta Hartsfield-Jackson

R14 964Virgin Atlantic

Sat, Oct 17 - Sat, Oct 24

23:45 - 9:27CPT Cape Town Intl-ORD Chicago O'Hare Intl

40h 42m2 stops London Heathrow New York John F Kennedy Intl

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

25h 00m1 stop Atlanta Hartsfield-Jackson

R14 964Virgin Atlantic

Sat, Oct 17 - Sat, Oct 24

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

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

9:45 - 13:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

43h 15m1 stop Addis Ababa Bole

R15 012Ethiopian Air

Sun, Nov 15 - Sun, Nov 22

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

25h 25m2 stops Addis Ababa Bole Rome Fiumicino

10:15 - 13:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

43h 45m1 stop Addis Ababa Bole

R15 267Ethiopian Air

Wed, Oct 7 - Sat, Oct 17

19:50 - 9:44CPT Cape Town Intl-ORD Chicago O'Hare Intl

20h 54m1 stop Newark

18:20 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

39h 40m1 stop Newark

R16 144United Airlines

Thu, Sep 17 - Sat, Jan 23

19:50 - 11:46CPT Cape Town Intl-ORD Chicago O'Hare Intl

22h 56m2 stops Newark Washington, D.C. Reagan-National

21:20 - 18:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

36h 40m1 stop Newark

R16 144United Airlines

Thu, Sep 17 - Sat, Jan 23

23:15 - 19:33CPT Cape Town Intl-ORD Chicago O'Hare Intl

27h 18m2 stops Amsterdam Schiphol Minneapolis St Paul

11:10 - 22:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 30m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol

R16 399KLM

Thu, Sep 17 - Sat, Jan 23

23:15 - 21:37CPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 22m2 stops Amsterdam Schiphol New York John F Kennedy Intl

11:30 - 22:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

27h 10m2 stops Detroit Metropolitan Wayne County Amsterdam Schiphol

R16 431KLM

Thu, Sep 17 - Sat, Jan 23

16:35 - 9:40CPT Cape Town Intl-ORD Chicago O'Hare Intl

24h 05m1 stop Istanbul

21:15 - 23:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 45m1 stop Istanbul

R16 797Turkish Airlines

Sun, Oct 18 - Sun, Oct 25

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

41h 05m1 stop Istanbul

11:45 - 14:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 50m2 stops Istanbul Johannesburg OR Tambo

R18 088Turkish Airlines

Mon, Dec 14 - Tue, Jan 5

Cheap last-minute flights

Enter your travel dates to find the best prices.

20:00 - 14:27CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 27m1 stop Washington, D.C. Dulles Intl

19:47 - 15:20ORD Chicago O'Hare Intl-CPT Cape Town Intl

36h 33m1 stop Washington, D.C. Dulles Intl

R16 462United Airlines

Fri, Sep 11 - Sun, Sep 27

20:00 - 14:27CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 27m1 stop Washington, D.C. Dulles Intl

19:47 - 15:20ORD Chicago O'Hare Intl-CPT Cape Town Intl

36h 33m1 stop Washington, D.C. Dulles Intl

R16 478United Airlines

Fri, Sep 11 - Sun, Sep 27

20:00 - 14:27CPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 27m1 stop Washington, D.C. Dulles Intl

19:47 - 15:20ORD Chicago O'Hare Intl-CPT Cape Town Intl

36h 33m1 stop Washington, D.C. Dulles Intl

R16 494United Airlines

Fri, Sep 11 - Sun, Sep 27

14:25 - 21:37CPT Cape Town Intl-ORD Chicago O'Hare Intl

38h 12m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

7:00 - 6:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

40h 00m2 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl

R22 040Multiple Airlines

Fri, Sep 11 - Sun, Sep 27

14:25 - 21:37CPT Cape Town Intl-ORD Chicago O'Hare Intl

38h 12m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

7:00 - 13:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

47h 35m3 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl Livingstone

R22 040Multiple Airlines

Fri, Sep 11 - Sun, Sep 27

14:25 - 12:25CPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 00m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

7:00 - 6:00ORD Chicago O'Hare Intl-CPT Cape Town Intl

40h 00m2 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl

R23 219Kenya Airways

Fri, Sep 11 - Sun, Sep 27

19:30 - 15:05CPT Cape Town Intl-ORD Chicago O'Hare Intl

26h 35m1 stop Doha Hamad Intl

19:20 - 14:35ORD Chicago O'Hare Intl-CPT Cape Town Intl

36h 15m2 stops Doha Hamad Intl Johannesburg OR Tambo

R28 526Qatar Airways

Fri, Sep 11 - Sun, Sep 27

13:15 - 12:14CPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 59m2 stops Doha Hamad Intl New York John F Kennedy Intl

19:20 - 12:40ORD Chicago O'Hare Intl-CPT Cape Town Intl

34h 20m2 stops Doha Hamad Intl Johannesburg OR Tambo

R30 742Qatar Airways

Fri, Sep 11 - Sun, Sep 27

19:30 - 22:00CPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 30m2 stops Doha Hamad Intl Houston George Bush Intcntl

19:20 - 9:45ORD Chicago O'Hare Intl-CPT Cape Town Intl

31h 25m2 stops Doha Hamad Intl Johannesburg OR Tambo

R31 427Qatar Airways

Fri, Sep 11 - Sun, Sep 27

23:15 - 18:19CPT Cape Town Intl-MDW Chicago Midway

26h 04m2 stops Amsterdam Schiphol Minneapolis St Paul

10:48 - 21:25MDW Chicago Midway-CPT Cape Town Intl

27h 37m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol

R186 361KLM

Wed, Sep 9 - Wed, Sep 16

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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 15

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD7:40Chicago O'Hare Intl

Nov 22

ORD9:45Chicago O'Hare Intl

43h 15m

1 stop

CPT13:00Cape Town Intl

R15 012

Ethiopian Air

Oct 7

CPT13:50Cape Town Intl

25h 25m

2 stops

ORD8:15Chicago O'Hare Intl

Oct 17

ORD10:15Chicago O'Hare Intl

43h 45m

1 stop

CPT13:00Cape Town Intl

R15 267

Ethiopian Air

Nov 15

CPT13:50Cape Town Intl

25h 50m

2 stops

ORD7:40Chicago O'Hare Intl

Nov 19

ORD9:45Chicago O'Hare Intl

43h 15m

1 stop

CPT13:00Cape Town Intl

R15 458

Delta flights from Cape Town to Chicago

Our best Delta deals on Cape Town to Chicago flight tickets

Delta

Nov 15

CPT20:50Cape Town Intl

19h 51m

1 stop

ORD8:41Chicago O'Hare Intl

Nov 22

ORD5:30Chicago O'Hare Intl

29h 05m

1 stop

CPT18:35Cape Town Intl

R15 889

Delta

Nov 15

CPT20:50Cape Town Intl

25h 59m

1 stop

ORD14:49Chicago O'Hare Intl

Nov 23

ORD15:59Chicago O'Hare Intl

18h 36m

1 stop

CPT18:35Cape Town Intl

R16 032

Delta

Nov 15

CPT20:50Cape Town Intl

25h 09m

2 stops

ORD13:59Chicago O'Hare Intl

Nov 25

ORD9:59Chicago O'Hare Intl

24h 36m

2 stops

CPT18:35Cape Town Intl

R16 112

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 17/10

23:45-9:27

2 stops40h 42m

Chicago O'Hare Intl

Sat 24/10

18:08-18:35

1 stop17h 27m

R14 964

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 17/10

23:45-9:27

2 stops40h 42m

Chicago O'Hare Intl

Sat 24/10

10:35-18:35

1 stop25h 00m

R14 964

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 15/11

13:50-7:40

2 stops25h 50m

Chicago O'Hare Intl

Sun 22/11

9:45-13:00

1 stop43h 15m

R15 012

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 7/10

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sat 17/10

10:15-13:00

1 stop43h 45m

R15 267

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/9

19:50-9:44

1 stop20h 54m

Chicago O'Hare Intl

Sat 23/1

18:20-18:00

1 stop39h 40m

R16 144

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/9

19:50-11:46

2 stops22h 56m

Chicago O'Hare Intl

Sat 23/1

21:20-18:00

1 stop36h 40m

R16 144

Fastest return journey

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/9

23:15-19:33

2 stops27h 18m

Chicago O'Hare Intl

Sat 23/1

11:10-22:40

2 stops27h 30m

R16 399

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 17/9

23:15-21:37

2 stops29h 22m

Chicago O'Hare Intl

Sat 23/1

11:30-22:40

2 stops27h 10m

R16 431

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 18/10

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Sun 25/10

21:15-23:00

1 stop42h 45m

R16 797

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 14/12

0:55-10:00

1 stop41h 05m

Chicago O'Hare Intl

Tue 5/1

11:45-14:35

2 stops42h 50m

R18 088

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 080 to R23 873.
The lowest price recently found on this route was R14 964.

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 319. If you are unable to visit Chicago during the month of July, then departing from Cape Town during the month October is also very affordable. Most momondo users find prices during this month for around R16 845.

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

You could potentially save up to 6% 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 721
Fastest flight time	20h 54m
Direct flights	None

The best one-way flight to Chicago from Cape Town in the past 72 hours is R9 721. The best return flight deal from Cape Town to Chicago found on momondo in the last 72 hours is R14 964.

The fastest flight from Cape Town to Chicago takes 20h 54m

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 54m.
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 40% of all bookings. The subsequent popular airlines are KLM at 17%, Qatar Airways at 15%, 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 504	Free Cancellation	Rating 7,2 1 040 reviews	Search Ethiopian Air flights
United Airlines	PriceFrom R14 801	Free Cancellation	Rating 7,4 10 172 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom R14 895	Free Cancellation	Rating 7,4 4 480 reviews	Search Turkish Airlines flights
KLM	PriceFrom R16 138	Free Cancellation	Rating 7,8 1 569 reviews	Search KLM flights
Qatar Airways	PriceFrom R17 781	Free Cancellation	Rating 7,3 3 729 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 R9 721

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 25/9. 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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Big names, great deals

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Ethiopian Air flights from Cape Town to Chicago

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

Delta flights from Cape Town to Chicago

Our best Delta 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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According to popular flight searches on momondo this year