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Cheap flights from Cape Town to Chicago from R10 201

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 15/12. 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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0 bags

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Cheap return flights

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Ethiopian Air Logo
13:50 - 7:40CPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 - 14:35ORD-CPT
20h 50m1 stop
R14 985Ethiopian Air
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Tue, Dec 2 - Mon, Jan 12
United Airlines Logo
20:50 - 9:36CPT-ORD
20h 46m1 stop
United Airlines Logo
19:50 - 16:10ORD-CPT
36h 20m2 stops
R15 874United Airlines
Find Deal
Tue, Dec 2 - Sun, Jan 11
United Airlines Logo
20:50 - 14:40CPT-ORD
25h 50m2 stops
United Airlines Logo
10:00 - 16:10ORD-CPT
22h 10m2 stops
R15 925United Airlines
Find Deal
Tue, Dec 2 - Mon, Jan 12
Delta Logo
20:50 - 20:35CPT-ORD
31h 45m2 stops
Delta Logo
7:05 - 19:15ORD-CPT
28h 10m1 stop
R17 121Delta
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Mon, Dec 1 - Sun, Jan 11
Delta Logo
21:30 - 18:43CPT-ORD
29h 13m1 stop
Delta Logo
7:05 - 19:15ORD-CPT
28h 10m1 stop
R17 155Delta
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Mon, Dec 1 - Sun, Jan 11
Delta Logo
23:45 - 14:20CPT-ORD
22h 35m1 stop
Delta Logo
7:05 - 19:15ORD-CPT
28h 10m1 stop
R17 223Delta
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Sat, Dec 6 - Sun, Jan 11
Delta Logo
20:50 - 20:35CPT-ORD
31h 45m2 stops
Delta Logo
17:20 - 5:50ORD-CPT
28h 30m1 stop
R17 292Delta
Find Deal
Mon, Dec 1 - Mon, Jan 12
Delta Logo
21:30 - 18:43CPT-ORD
29h 13m1 stop
Delta Logo
17:20 - 5:50ORD-CPT
28h 30m1 stop
R17 326Delta
Find Deal
Mon, Dec 1 - Mon, Jan 12
Turkish Airlines Logo
17:15 - 19:25CPT-ORD
33h 10m1 stop
Turkish Airlines Logo
21:20 - 11:50ORD-CPT
31h 30m1 stop
R17 890Turkish Airlines
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Wed, Mar 11 - Sun, Mar 15
KLM Logo
23:45 - 18:18CPT-MDW
26h 33m2 stops
KLM Logo
13:28 - 21:55MDW-CPT
24h 27m2 stops
R18 966KLM
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Tue, Dec 2 - Mon, Jan 12

Ethiopian Air flights from Cape Town to Chicago

Our best Ethiopian Air deals on Cape Town to Chicago flight tickets
Ethiopian Air
Dec 2
CPT13:50Cape Town Intl
25h 50m
2 stops
ORD7:40Chicago O'Hare Intl
Jan 12
ORD9:45Chicago O'Hare Intl
20h 50m
1 stop
CPT14:35Cape Town Intl
R14 985
Find similar
Ethiopian Air
Mar 11
CPT14:35Cape Town Intl
25h 05m
2 stops
ORD8:40Chicago O'Hare Intl
Mar 15
ORD10:15Chicago O'Hare Intl
43h 45m
1 stop
CPT13:00Cape Town Intl
R19 052
Find similar
Ethiopian Air
Mar 11
CPT14:35Cape Town Intl
25h 05m
2 stops
ORD8:40Chicago O'Hare Intl
Mar 15
ORD10:15Chicago O'Hare Intl
43h 45m
1 stop
CPT13:00Cape Town Intl
R19 769
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United Airlines flights from Cape Town to Chicago

Our best United Airlines deals on Cape Town to Chicago flight tickets
United Airlines
Dec 2
CPT20:50Cape Town Intl
20h 46m
1 stop
ORD9:36Chicago O'Hare Intl
Jan 11
ORD19:50Chicago O'Hare Intl
36h 20m
2 stops
CPT16:10Cape Town Intl
R15 874
Find similar
United Airlines
Dec 2
CPT20:50Cape Town Intl
25h 35m
1 stop
ORD14:25Chicago O'Hare Intl
Jan 12
ORD13:00Chicago O'Hare Intl
19h 10m
1 stop
CPT16:10Cape Town Intl
R15 925
Find similar
United Airlines
Dec 6
CPT20:50Cape Town Intl
24h 22m
2 stops
ORD13:12Chicago O'Hare Intl
Jan 11
ORD12:38Chicago O'Hare Intl
21h 22m
2 stops
CPT18:00Cape Town Intl
R18 180
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momondo Fare Finder

 
Customise your flight search to find flights from Cape Town to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 13 550 searches. Data last updated 15 November 2025.
Use the filters below to find and compare flights from Cape Town to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 2/12

13:50-7:40

2 stops25h 50m

Chicago O'Hare Intl

Mon 12/1

9:45-14:35

1 stop20h 50m

R14 985

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 2/12

20:50-9:36

1 stop20h 46m

Chicago O'Hare Intl

Sun 11/1

19:50-16:10

2 stops36h 20m

R15 874

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 2/12

20:50-14:40

2 stops25h 50m

Chicago O'Hare Intl

Mon 12/1

10:00-16:10

2 stops22h 10m

R15 925

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 1/12

20:50-20:35

2 stops31h 45m

Chicago O'Hare Intl

Sun 11/1

7:05-19:15

1 stop28h 10m

R17 121

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 1/12

21:30-18:43

1 stop29h 13m

Chicago O'Hare Intl

Sun 11/1

7:05-19:15

1 stop28h 10m

R17 155

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 6/12

23:45-14:20

1 stop22h 35m

Chicago O'Hare Intl

Sun 11/1

7:05-19:15

1 stop28h 10m

R17 223

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 1/12

20:50-20:35

2 stops31h 45m

Chicago O'Hare Intl

Mon 12/1

17:20-5:50

1 stop28h 30m

R17 292

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 1/12

21:30-18:43

1 stop29h 13m

Chicago O'Hare Intl

Mon 12/1

17:20-5:50

1 stop28h 30m

R17 326

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

17:15-19:25

1 stop33h 10m

Chicago O'Hare Intl

Sun 15/3

21:20-11:50

1 stop31h 30m

R17 890

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 2/12

23:45-18:18

2 stops26h 33m

Chicago Midway

Mon 12/1

13:28-21:55

2 stops24h 27m

R18 966

Flights are sorted by cheapest return flights first.

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See travel insights to Chicago from

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

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

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 R17 104. If you are unable to visit Chicago during the month of September, then departing from Cape Town during the month October is also very affordable. Most momondo users find prices during this month for around R18 351.

What is the cheapest day to depart on your flight to Chicago?

On average, the least expensive day to fly to Chicago from Cape Town is on a Sunday. momondo users have found tickets for Sunday departures for as low as R18 393. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Wednesday is R21 118.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest Cape Town to Chicago flights are usually those with departure times at midday. Our users have found flights to Chicago at midday for as low as R18 830. Try not to purchase tickets in the afternoon because they tend to be around R20 107. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 891 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 R16 250 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 November 2025, prices for Cape Town to Chicago flights are approximately 27% 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

Direct flights

None
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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  • 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 24m.

  • 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?

  • 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?

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 AirPriceFrom R14 613Free CancellationRating
7,2
894 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R15 869Free CancellationRating
7,4
9 017 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R16 622Free CancellationRating
7,3
4 044 reviews
Search Turkish Airlines flights
KLMPriceFrom R16 776Free CancellationRating
7,7
1 411 reviews
Search KLM flights
DeltaPriceFrom R16 972Free CancellationRating
7,9
8 009 reviews
Search Delta flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport