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Cheap flights from Cape Town to Chicago from R9 864

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 29/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap return flights

Enter your travel dates to find the best prices.
Turkish Airlines Logo
16:35 - 9:40
CPT
-
ORD
24h 05m
1 stop
Turkish Airlines Logo
11:25 - 11:50
ORD
-
CPT
41h 25m
1 stop
R17 202Turkish Airlines
Thu, May 28 - Thu, Jun 4
Multiple Airlines Logo
18:25 - 9:40
CPT
-
ORD
46h 15m
2 stops
Multiple Airlines Logo
20:10 - 11:50
ORD
-
CPT
32h 40m
1 stop
R17 409Multiple Airlines
Tue, Apr 7 - Sat, Apr 18
Turkish Airlines Logo
17:15 - 11:05
CPT
-
ORD
24h 50m
1 stop
Turkish Airlines Logo
20:10 - 11:50
ORD
-
CPT
32h 40m
1 stop
R17 711Turkish Airlines
Thu, Mar 26 - Thu, Apr 2
Delta Logo
23:45 - 15:10
CPT
-
ORD
22h 25m
1 stop
Delta Logo
8:15 - 17:50
ORD
-
CPT
26h 35m
1 stop
R17 806Delta
Tue, Apr 7 - Sat, Apr 18
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 933Delta
Thu, May 28 - Thu, Jun 4
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 949Delta
Thu, May 28 - Thu, Jun 4
KLM Logo
18:25 - 14:15
CPT
-
ORD
26h 50m
2 stops
KLM Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 981KLM
Thu, May 28 - Thu, Jun 4
United Airlines Logo
17:55 - 12:55
CPT
-
ORD
26h 00m
1 stop
United Airlines Logo
21:21 - 15:20
ORD
-
CPT
58h 59m
2 stops
R19 394United Airlines
Thu, May 28 - Thu, Jun 4
United Airlines Logo
17:55 - 19:55
CPT
-
ORD
33h 00m
1 stop
United Airlines Logo
21:21 - 15:20
ORD
-
CPT
58h 59m
2 stops
R19 426United Airlines
Thu, May 28 - Thu, Jun 4
Virgin Atlantic Logo
21:30 - 17:22
CPT
-
MDW
26h 52m
1 stop
Virgin Atlantic Logo
10:45 - 17:50
MDW
-
CPT
24h 05m
1 stop
R26 828Virgin Atlantic
Thu, Mar 26 - Thu, Apr 2

United Airlines flights from Cape Town to Chicago

Our best United Airlines deals on Cape Town to Chicago flight tickets
United Airlines
May 28
CPT17:55Cape Town Intl
26h 00m
1 stop
ORD12:55Chicago O'Hare Intl
Jun 4
ORD21:21Chicago O'Hare Intl
58h 59m
2 stops
CPT15:20Cape Town Intl
R19 394
United Airlines
May 28
CPT17:55Cape Town Intl
33h 00m
1 stop
ORD19:55Chicago O'Hare Intl
Jun 4
ORD21:21Chicago O'Hare Intl
58h 59m
2 stops
CPT15:20Cape Town Intl
R19 426
United Airlines
Mar 27
CPT20:50Cape Town Intl
41h 59m
2 stops
ORD7:49Chicago O'Hare Intl
Apr 5
ORD14:30Chicago O'Hare Intl
19h 40m
1 stop
CPT17:10Cape Town Intl
R21 491

Delta flights from Cape Town to Chicago

Our best Delta deals on Cape Town to Chicago flight tickets
Delta
Apr 7
CPT23:45Cape Town Intl
22h 25m
1 stop
ORD15:10Chicago O'Hare Intl
Apr 18
ORD8:15Chicago O'Hare Intl
26h 35m
1 stop
CPT17:50Cape Town Intl
R17 806
Delta
May 28
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Jun 4
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R17 933
Delta
May 28
CPT23:15Cape Town Intl
22h 00m
1 stop
ORD14:15Chicago O'Hare Intl
Jun 4
ORD16:20Chicago O'Hare Intl
22h 05m
1 stop
CPT21:25Cape Town Intl
R17 949

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 12 February 2026.
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 28/5

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Thu 4/6

11:25-11:50

1 stop41h 25m

R17 202

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/4

18:25-9:40

2 stops46h 15m

Chicago O'Hare Intl

Sat 18/4

20:10-11:50

1 stop32h 40m

R17 409

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 26/3

17:15-11:05

1 stop24h 50m

Chicago O'Hare Intl

Thu 2/4

20:10-11:50

1 stop32h 40m

R17 711

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/4

23:45-15:10

1 stop22h 25m

Chicago O'Hare Intl

Sat 18/4

8:15-17:50

1 stop26h 35m

R17 806

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Thu 4/6

16:20-21:25

1 stop22h 05m

R17 933

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Thu 4/6

16:20-21:25

1 stop22h 05m

R17 949

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

18:25-14:15

2 stops26h 50m

Chicago O'Hare Intl

Thu 4/6

16:20-21:25

1 stop22h 05m

R17 981

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

17:55-12:55

1 stop26h 00m

Chicago O'Hare Intl

Thu 4/6

21:21-15:20

2 stops58h 59m

R19 394

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

17:55-19:55

1 stop33h 00m

Chicago O'Hare Intl

Thu 4/6

21:21-15:20

2 stops58h 59m

R19 426

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 26/3

21:30-17:22

1 stop26h 52m

Chicago Midway

Thu 2/4

10:45-17:50

1 stop24h 05m

R26 828

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest 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 R15 900. If you are unable to visit Chicago during the month of September, then departing from Cape Town during the month January is also very affordable. Most momondo users find prices during this month for around R16 265.

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 R17 030 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 106 on momondo.

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

You could potentially save up to 19% 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 February 2026, prices for Cape Town to Chicago flights are approximately 20% 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

Fastest flight time

25h 25m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 25h 25m
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 25h 25m.

  • 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 R13 584Free CancellationRating
7,2
958 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom R14 768Free CancellationRating
7,4
9 274 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom R15 138Free CancellationRating
7,3
4 211 reviews
Search Turkish Airlines flights
KLMPriceFrom R15 595Free CancellationRating
7,7
1 451 reviews
Search KLM flights
DeltaPriceFrom R15 778Free CancellationRating
7,9
8 175 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