Which airlines fly to Chicago?

United Airlines, KLM and Turkish Airlines 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 42% 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 and Qatar 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 January 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 975 Cheap Flights from Cape Town to Chicago in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Cape Town to Chicago

Round-trip

One-way

Cheap return flights

Enter your travel dates to find the best prices.

13:50 - 8:15

CPT

ORD

25h 25m2 stops

10:15 - 14:35

ORD

CPT

21h 20m1 stop

R14 764Ethiopian Air

Thu, Apr 2 - Fri, Apr 10

21:30 - 17:45

CPT

MDW

28h 15m1 stop

12:45 - 19:15

MDW

CPT

22h 30m1 stop

R15 508Virgin Atlantic

Mon, Feb 23 - Mon, Mar 2

21:30 - 19:19

CPT

ORD

29h 49m1 stop

11:18 - 19:15

ORD

CPT

23h 57m1 stop

R15 508Virgin Atlantic

Mon, Feb 23 - Mon, Mar 2

13:50 - 8:15

CPT

ORD

25h 25m2 stops

10:15 - 14:35

ORD

CPT

21h 20m1 stop

R15 607Ethiopian Air

Sat, Apr 4 - Fri, Apr 10

13:50 - 8:15

CPT

ORD

25h 25m2 stops

10:15 - 14:35

ORD

CPT

21h 20m1 stop

R15 722Ethiopian Air

Thu, Apr 2 - Thu, Apr 9

20:50 - 18:37

CPT

ORD

29h 47m1 stop

18:17 - 16:10

ORD

CPT

37h 53m1 stop

R15 755United Airlines

Fri, Jan 30 - Fri, Feb 6

21:30 - 13:05

CPT

MDW

23h 35m2 stops

9:50 - 19:15

MDW

CPT

25h 25m2 stops

R16 697Delta

Mon, Feb 23 - Mon, Mar 2

21:30 - 12:02

CPT

MDW

21h 32m1 stop

9:35 - 17:50

MDW

CPT

25h 15m2 stops

R16 713Delta

Thu, Mar 26 - Mon, Apr 6

17:15 - 11:05

CPT

ORD

24h 50m1 stop

19:50 - 11:50

ORD

CPT

33h 00m1 stop

R16 961Turkish Airlines

Thu, Mar 26 - Mon, Apr 6

23:45 - 22:33

CPT

MDW

30h 48m2 stops

10:49 - 21:55

MDW

CPT

27h 06m2 stops

R20 892KLM

Mon, Feb 23 - Mon, Mar 2

United Airlines flights from Cape Town to Chicago

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

United Airlines

Jan 16

CPT20:50Cape Town Intl

23h 21m

2 stops

ORD12:11Chicago O'Hare Intl

Jan 29

ORD7:10Chicago O'Hare Intl

25h 00m

2 stops

CPT16:10Cape Town Intl

R15 359

United Airlines

Jan 30

CPT20:50Cape Town Intl

29h 47m

1 stop

ORD18:37Chicago O'Hare Intl

Feb 6

ORD18:17Chicago O'Hare Intl

37h 53m

1 stop

CPT16:10Cape Town Intl

R15 755

United Airlines

Mar 26

CPT20:50Cape Town Intl

31h 39m

2 stops

ORD21:29Chicago O'Hare Intl

Apr 6

ORD7:00Chicago O'Hare Intl

25h 20m

2 stops

CPT15:20Cape Town Intl

R17 605

Turkish Airlines flights from Cape Town to Chicago

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

Turkish Airlines

Mar 26

CPT17:15Cape Town Intl

24h 50m

1 stop

ORD11:05Chicago O'Hare Intl

Apr 6

ORD19:50Chicago O'Hare Intl

33h 00m

1 stop

CPT11:50Cape Town Intl

R16 961

Turkish Airlines

May 28

CPT16:35Cape Town Intl

32h 40m

1 stop

ORD18:15Chicago O'Hare Intl

Jun 4

ORD11:25Chicago O'Hare Intl

41h 25m

1 stop

CPT11:50Cape Town Intl

R17 093

Turkish Airlines

May 28

CPT16:35Cape Town Intl

24h 05m

1 stop

ORD9:40Chicago O'Hare Intl

Jun 4

ORD11:25Chicago O'Hare Intl

41h 25m

1 stop

CPT11:50Cape Town Intl

R17 143

Fly from

Fly to

Route

Depart

Return

Price

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 2/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Fri 10/4

10:15-14:35

1 stop21h 20m

R14 764

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 23/2

21:30-17:45

1 stop28h 15m

Chicago Midway

Mon 2/3

12:45-19:15

1 stop22h 30m

R15 508

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 23/2

21:30-19:19

1 stop29h 49m

Chicago O'Hare Intl

Mon 2/3

11:18-19:15

1 stop23h 57m

R15 508

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 4/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Fri 10/4

10:15-14:35

1 stop21h 20m

R15 607

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 2/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Thu 9/4

10:15-14:35

1 stop21h 20m

R15 722

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 30/1

20:50-18:37

1 stop29h 47m

Chicago O'Hare Intl

Fri 6/2

18:17-16:10

1 stop37h 53m

R15 755

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 23/2

21:30-13:05

2 stops23h 35m

Chicago Midway

Mon 2/3

9:50-19:15

2 stops25h 25m

R16 697

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 26/3

21:30-12:02

1 stop21h 32m

Chicago Midway

Mon 6/4

9:35-17:50

2 stops25h 15m

R16 713

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 26/3

17:15-11:05

1 stop24h 50m

Chicago O'Hare Intl

Mon 6/4

19:50-11:50

1 stop33h 00m

R16 961

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 23/2

23:45-22:33

2 stops30h 48m

Chicago Midway

Mon 2/3

10:49-21:55

2 stops27h 06m

R20 892

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 September is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R16 532. 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 746.

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 R18 194 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 128 on momondo.

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

You could potentially save up to 24% 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 January 2026, prices for Cape Town to Chicago flights are approximately 0% 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

Fastest flight time	20h 46m
Direct flights	None

The fastest flight from Cape Town to Chicago takes 20h 46m

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

Search flight deals

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 46m.
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 January 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 43% of all bookings. The subsequent popular airlines are Ethiopian Air at 19%, KLM at 14%, 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 R14 124	Free Cancellation	Rating 7,2 939 reviews	Search Ethiopian Air flights
United Airlines	PriceFrom R15 338	Free Cancellation	Rating 7,4 9 145 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom R15 740	Free Cancellation	Rating 7,3 4 157 reviews	Search Turkish Airlines flights
KLM	PriceFrom R16 215	Free Cancellation	Rating 7,7 1 435 reviews	Search KLM flights
Delta	PriceFrom R16 405	Free Cancellation	Rating 7,9 8 039 reviews	Search Delta flights
British Airways	PriceFrom R17 387	Free Cancellation	Rating 6,7 7 667 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.