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Cheap flights from Cape Town to Chicago from R10 344

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 29/12. 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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United Airlines Logo
20:50 - 14:54CPT-ORD
26h 04m2 stops
United Airlines Logo
14:00 - 18:00ORD-CPT
20h 00m2 stops
R16 096United Airlines
Find Deal
Thu, Nov 13 - Wed, Dec 3
United Airlines Logo
20:50 - 9:48CPT-ORD
20h 58m1 stop
United Airlines Logo
14:24 - 18:00ORD-CPT
19h 36m1 stop
R16 252United Airlines
Find Deal
Wed, Nov 12 - Tue, Dec 2
Turkish Airlines Logo
17:15 - 10:05CPT-ORD
24h 50m1 stop
Turkish Airlines Logo
11:50 - 11:50ORD-CPT
40h 00m1 stop
R17 031Turkish Airlines
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Mon, Dec 15 - Sat, Jan 3
KLM Logo
23:45 - 14:20CPT-ORD
22h 35m1 stop
KLM Logo
11:00 - 21:55ORD-CPT
26h 55m2 stops
R17 776KLM
Find Deal
Fri, Nov 14 - Tue, Dec 2
Turkish Airlines Logo
17:15 - 19:25CPT-ORD
33h 10m1 stop
Turkish Airlines Logo
12:50 - 11:50ORD-CPT
40h 00m1 stop
R18 175Turkish Airlines
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Wed, Mar 11 - Sun, Mar 15
Ethiopian Air Logo
13:50 - 7:40CPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 - 13:00ORD-CPT
43h 15m1 stop
R18 955Ethiopian Air
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Sun, Dec 14 - Sun, Jan 4
British Airways Logo
20:35 - 17:33CPT-ORD
27h 58m2 stops
British Airways Logo
21:45 - 12:40ORD-CPT
31h 55m2 stops
R19 041British Airways
Find Deal
Wed, Mar 11 - Sun, Mar 15
British Airways Logo
20:35 - 17:33CPT-ORD
27h 58m2 stops
British Airways Logo
21:45 - 12:40ORD-CPT
31h 55m2 stops
R19 162British Airways
Find Deal
Wed, Mar 11 - Sun, Mar 15
Ethiopian Air Logo
13:50 - 7:40CPT-ORD
25h 50m2 stops
Ethiopian Air Logo
13:05 - 14:35ORD-CPT
41h 30m3 stops
R29 055Ethiopian Air
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Thu, Dec 4 - Thu, Dec 11
KLM Logo
15:20 - 15:10CPT-ORD
31h 50m2 stops
KLM Logo
17:20 - 5:50ORD-CPT
28h 30m1 stop
R58 094KLM
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Thu, Nov 13 - Thu, Dec 4

United Airlines flights from Cape Town to Chicago

Our best United Airlines deals on Cape Town to Chicago flight tickets
United Airlines
Nov 13
CPT20:50Cape Town Intl
26h 04m
2 stops
ORD14:54Chicago O'Hare Intl
Dec 3
ORD14:00Chicago O'Hare Intl
20h 00m
2 stops
CPT18:00Cape Town Intl
R16 096
Find similar
United Airlines
Nov 12
CPT20:50Cape Town Intl
20h 58m
1 stop
ORD9:48Chicago O'Hare Intl
Dec 2
ORD14:24Chicago O'Hare Intl
19h 36m
1 stop
CPT18:00Cape Town Intl
R16 252
Find similar
United Airlines
Dec 14
CPT20:50Cape Town Intl
24h 19m
2 stops
ORD13:09Chicago O'Hare Intl
Jan 4
ORD9:00Chicago O'Hare Intl
25h 00m
2 stops
CPT18:00Cape Town Intl
R23 338
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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 13
CPT21:30Cape Town Intl
27h 16m
1 stop
ORD16:46Chicago O'Hare Intl
Dec 3
ORD11:15Chicago O'Hare Intl
24h 00m
1 stop
CPT19:15Cape Town Intl
R16 286
Find similar
Virgin Atlantic
Dec 4
CPT21:30Cape Town Intl
34h 17m
1 stop
MDW23:47Chicago Midway
Dec 11
MDW10:36Chicago Midway
24h 39m
1 stop
CPT19:15Cape Town Intl
R30 112
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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 21 October 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

Thu 13/11

20:50-14:54

2 stops26h 04m

Chicago O'Hare Intl

Wed 3/12

14:00-18:00

2 stops20h 00m

R16 096

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 12/11

20:50-9:48

1 stop20h 58m

Chicago O'Hare Intl

Tue 2/12

14:24-18:00

1 stop19h 36m

R16 252

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 15/12

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sat 3/1

11:50-11:50

1 stop40h 00m

R17 031

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 14/11

23:45-14:20

1 stop22h 35m

Chicago O'Hare Intl

Tue 2/12

11:00-21:55

2 stops26h 55m

R17 776

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

12:50-11:50

1 stop40h 00m

R18 175

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 14/12

13:50-7:40

2 stops25h 50m

Chicago O'Hare Intl

Sun 4/1

9:45-13:00

1 stop43h 15m

R18 955

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

20:35-17:33

2 stops27h 58m

Chicago O'Hare Intl

Sun 15/3

21:45-12:40

2 stops31h 55m

R19 041

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

20:35-17:33

2 stops27h 58m

Chicago O'Hare Intl

Sun 15/3

21:45-12:40

2 stops31h 55m

R19 162

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 4/12

13:50-7:40

2 stops25h 50m

Chicago O'Hare Intl

Thu 11/12

13:05-14:35

3 stops41h 30m

R29 055

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 13/11

15:20-15:10

2 stops31h 50m

Chicago O'Hare Intl

Thu 4/12

17:20-5:50

1 stop28h 30m

R58 094

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 November is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around R17 205. If you are unable to visit Chicago during the month of November, then departing from Cape Town during the month September is also very affordable. Most momondo users find prices during this month for around R17 343.

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 650. 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 413.

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 R19 094. Try not to purchase tickets in the afternoon because they tend to be around R20 389. 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 R19 142 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 039 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 October 2025, prices for Cape Town to Chicago flights are approximately 14% 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 27m.

  • 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 817Free CancellationRating
7,2
877 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R16 091Free CancellationRating
7,4
8 988 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R16 854Free CancellationRating
7,3
4 022 reviews
Search Turkish Airlines flights
KLMPriceFrom R17 011Free CancellationRating
7,7
1 404 reviews
Search KLM flights
DeltaPriceFrom R17 210Free CancellationRating
7,9
7 979 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