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Cheap flights from Cape Town to Chicago from $621

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 4/29. 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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Find the cheapest flights from Cape Town to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
1:50 pm - 8:15 am
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 am - 2:35 pm
ORD
-
CPT
21h 20m
1 stop
$937Ethiopian Air
Sun, Apr 12 - Sat, Apr 18
Ethiopian Air Logo
3:25 pm - 8:40 am
CPT
-
ORD
48h 15m
2 stops
Ethiopian Air Logo
10:15 am - 2:35 pm
ORD
-
CPT
21h 20m
1 stop
$974Ethiopian Air
Thu, Mar 19 - Thu, May 7
Ethiopian Air Logo
1:50 pm - 8:15 am
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 am - 2:35 pm
ORD
-
CPT
21h 20m
1 stop
$994Ethiopian Air
Sat, Jun 27 - Thu, Jul 23
Turkish Airlines Logo
5:15 pm - 10:05 am
CPT
-
ORD
24h 50m
1 stop
Turkish Airlines Logo
8:20 pm - 11:50 am
ORD
-
CPT
31h 30m
1 stop
$1,032Turkish Airlines
Wed, Feb 18 - Sun, Feb 22
United Airlines Logo
7:50 pm - 5:33 pm
CPT
-
ORD
28h 43m
2 stops
United Airlines Logo
5:00 am - 3:20 pm
ORD
-
CPT
27h 20m
2 stops
$1,059United Airlines
Mon, Jun 29 - Mon, Jul 27
Turkish Airlines Logo
5:15 pm - 10:05 am
CPT
-
ORD
24h 50m
1 stop
Turkish Airlines Logo
11:50 am - 11:50 am
ORD
-
CPT
40h 00m
1 stop
$1,060Turkish Airlines
Wed, Feb 18 - Sun, Feb 22
Delta Logo
8:25 pm - 6:34 pm
CPT
-
ORD
29h 09m
2 stops
Delta Logo
8:15 am - 5:50 pm
ORD
-
CPT
26h 35m
1 stop
$1,071Delta
Tue, Apr 7 - Sat, Apr 18
Delta Logo
9:30 pm - 5:54 pm
CPT
-
MDW
27h 24m
2 stops
Delta Logo
9:22 am - 9:25 pm
MDW
-
CPT
29h 03m
2 stops
$1,133Delta
Thu, Mar 19 - Thu, May 7
Multiple Airlines Logo
9:30 pm - 5:22 pm
CPT
-
MDW
26h 52m
1 stop
Multiple Airlines Logo
5:14 pm - 11:35 pm
MDW
-
CPT
23h 21m
2 stops
$1,295Multiple Airlines
Thu, Mar 19 - Thu, May 7
Multiple Airlines Logo
9:30 pm - 12:02 pm
CPT
-
MDW
21h 32m
1 stop
Multiple Airlines Logo
12:51 pm - 5:50 pm
MDW
-
CPT
21h 59m
1 stop
$1,348Multiple Airlines
Thu, Mar 19 - Thu, May 7

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets
Turkish Airlines
Feb 18
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
Feb 22
ORD8:20 pmChicago O'Hare Intl
31h 30m
1 stop
CPT11:50 amCape Town Intl
$1,032
Turkish Airlines
Feb 18
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
Feb 22
ORD11:50 amChicago O'Hare Intl
40h 00m
1 stop
CPT11:50 amCape Town Intl
$1,060
Turkish Airlines
Mar 19
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD11:05 amChicago O'Hare Intl
May 7
ORD8:10 pmChicago O'Hare Intl
32h 40m
1 stop
CPT11:50 amCape Town Intl
$1,117

British Airways flights from Cape Town to Chicago

Our best British Airways deals on Cape Town to Chicago flight tickets
British Airways
Feb 18
CPT8:35 pmCape Town Intl
30h 40m
2 stops
ORD7:15 pmChicago O'Hare Intl
Feb 22
ORD9:45 pmChicago O'Hare Intl
35h 35m
2 stops
CPT5:20 pmCape Town Intl
$1,128
British Airways
Feb 18
CPT8:35 pmCape Town Intl
30h 40m
2 stops
ORD7:15 pmChicago O'Hare Intl
Feb 22
ORD5:10 pmChicago O'Hare Intl
35h 00m
1 stop
CPT12:10 pmCape Town Intl
$1,143

momondo Fare Finder

 
Customize 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 832,500 searches. Data last updated February 3, 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

Sun 4/12

1:50 pm-8:15 am

2 stops25h 25m

Chicago O'Hare Intl

Sat 4/18

10:15 am-2:35 pm

1 stop21h 20m

$937

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 3/19

3:25 pm-8:40 am

2 stops48h 15m

Chicago O'Hare Intl

Thu 5/7

10:15 am-2:35 pm

1 stop21h 20m

$974

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 6/27

1:50 pm-8:15 am

2 stops25h 25m

Chicago O'Hare Intl

Thu 7/23

10:15 am-2:35 pm

1 stop21h 20m

$994

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 2/18

5:15 pm-10:05 am

1 stop24h 50m

Chicago O'Hare Intl

Sun 2/22

8:20 pm-11:50 am

1 stop31h 30m

$1,032

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 6/29

7:50 pm-5:33 pm

2 stops28h 43m

Chicago O'Hare Intl

Mon 7/27

5:00 am-3:20 pm

2 stops27h 20m

$1,059

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 2/18

5:15 pm-10:05 am

1 stop24h 50m

Chicago O'Hare Intl

Sun 2/22

11:50 am-11:50 am

1 stop40h 00m

$1,060

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 4/7

8:25 pm-6:34 pm

2 stops29h 09m

Chicago O'Hare Intl

Sat 4/18

8:15 am-5:50 pm

1 stop26h 35m

$1,071

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 3/19

9:30 pm-5:54 pm

2 stops27h 24m

Chicago Midway

Thu 5/7

9:22 am-9:25 pm

2 stops29h 03m

$1,133

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 3/19

9:30 pm-5:22 pm

1 stop26h 52m

Chicago Midway

Thu 5/7

5:14 pm-11:35 pm

2 stops23h 21m

$1,295

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 3/19

9:30 pm-12:02 pm

1 stop21h 32m

Chicago Midway

Thu 5/7

12:51 pm-5:50 pm

1 stop21h 59m

$1,348

Flights are sorted by cheapest round-trip 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 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 $1,001. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Cape Town to Chicago during July average around $1,010.

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 $1,098 when searching weeks out. 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 $951 on momondo.

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

You could potentially save up to 7% 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 round-trip 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

22h 00m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 22h 00m
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 8487.6 mi away from Cape Town Intl. Flights usually cover this in 22h 00m, depending on flying conditions and air traffic around both airports.

  • 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 were last updated today.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 license 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
United AirlinesPriceFrom $935Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
DeltaPriceFrom $986Free CancellationRating
7.9
8,138 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cape Town to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cape Town to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Cape Town to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Cape Town on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Cape Town to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Cape Town to Chicago.

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 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport