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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 7/16. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cape Town to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
KLM Logo
11:15 pm - 2:15 pm
CPT
-
ORD
22h 00m
1 stop
KLM Logo
4:50 pm - 9:25 pm
ORD
-
CPT
21h 35m
1 stop
$997KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
11:15 pm - 2:15 pm
CPT
-
ORD
22h 00m
1 stop
KLM Logo
4:50 pm - 9:25 pm
ORD
-
CPT
21h 35m
1 stop
$998KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
11:15 pm - 2:15 pm
CPT
-
ORD
22h 00m
1 stop
KLM Logo
1:59 pm - 9:25 pm
ORD
-
CPT
24h 26m
2 stops
$1,001KLM
Wed, Jul 29 - Wed, Aug 5
KLM Logo
11:15 pm - 2:15 pm
CPT
-
ORD
22h 00m
1 stop
KLM Logo
1:59 pm - 9:25 pm
ORD
-
CPT
24h 26m
2 stops
$1,003KLM
Wed, Jul 29 - Wed, Aug 5
United Airlines Logo
8:00 pm - 4:14 pm
CPT
-
ORD
27h 14m
2 stops
United Airlines Logo
12:11 pm - 5:10 pm
ORD
-
CPT
21h 59m
1 stop
$1,007United Airlines
Tue, Jul 21 - Sun, Aug 9
United Airlines Logo
8:00 pm - 2:26 pm
CPT
-
ORD
25h 26m
1 stop
United Airlines Logo
6:25 am - 4:10 pm
ORD
-
CPT
25h 45m
1 stop
$1,010United Airlines
Fri, Oct 9 - Sat, Nov 14
United Airlines Logo
8:00 pm - 2:26 pm
CPT
-
ORD
25h 26m
1 stop
United Airlines Logo
6:25 am - 4:10 pm
ORD
-
CPT
25h 45m
1 stop
$1,012United Airlines
Fri, Oct 9 - Sat, Nov 14
Delta Logo
11:15 pm - 8:30 pm
CPT
-
ORD
28h 15m
2 stops
Delta Logo
1:26 pm - 5:50 pm
ORD
-
CPT
21h 24m
1 stop
$1,048Delta
Wed, Oct 7 - Sat, Oct 17
Delta Logo
11:15 pm - 10:25 pm
CPT
-
MDW
30h 10m
2 stops
Delta Logo
4:25 pm - 5:50 pm
MDW
-
CPT
18h 25m
1 stop
$1,208Delta
Wed, Oct 7 - Sat, Oct 17
Multiple Airlines Logo
6:10 pm - 10:36 pm
CPT
-
MDW
35h 26m
2 stops
Multiple Airlines Logo
6:05 am - 11:35 pm
MDW
-
CPT
34h 30m
2 stops
$4,107Multiple Airlines
Thu, Aug 27 - Wed, Sep 9

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Ethiopian Air flights from Cape Town to Chicago

Our best Ethiopian Air deals on Cape Town to Chicago flight tickets
Ethiopian Air
Sep 11
CPT1:50 pmCape Town Intl
25h 25m
2 stops
ORD8:15 amChicago O'Hare Intl
Sep 27
ORD10:15 amChicago O'Hare Intl
20h 55m
1 stop
CPT2:10 pmCape Town Intl
$1,203
Ethiopian Air
Sep 11
CPT1:50 pmCape Town Intl
25h 25m
2 stops
ORD8:15 amChicago O'Hare Intl
Sep 27
ORD10:15 amChicago O'Hare Intl
20h 55m
1 stop
CPT2:10 pmCape Town Intl
$1,236
Ethiopian Air
Jul 12
CPT7:00 amCape Town Intl
32h 15m
3 stops
ORD8:15 amChicago O'Hare Intl
Jul 31
ORD10:15 amChicago O'Hare Intl
25h 40m
2 stops
CPT6:55 pmCape Town Intl
$2,865

Kenya Airways flights from Cape Town to Chicago

Our best Kenya Airways deals on Cape Town to Chicago flight tickets
Kenya Airways
Aug 4
CPT2:25 pmCape Town Intl
28h 52m
3 stops
ORD12:17 pmChicago O'Hare Intl
Aug 11
ORD6:00 amChicago O'Hare Intl
48h 35m
3 stops
CPT1:35 pmCape Town Intl
$1,338
Kenya Airways
Aug 4
CPT2:25 pmCape Town Intl
33h 36m
3 stops
ORD5:01 pmChicago O'Hare Intl
Aug 11
ORD6:00 amChicago O'Hare Intl
48h 35m
3 stops
CPT1:35 pmCape Town Intl
$1,373
Kenya Airways
Jul 12
CPT2:25 pmCape Town Intl
32h 51m
3 stops
ORD4:16 pmChicago O'Hare Intl
Jul 24
ORD6:00 amChicago O'Hare Intl
48h 35m
3 stops
CPT1:35 pmCape Town Intl
$2,005

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 July 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

Cheapest round-trip
Quickest round-trip

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/29

11:15 pm-2:15 pm

1 stop22h 00m

Chicago O'Hare Intl

Wed 8/5

4:50 pm-9:25 pm

1 stop21h 35m

$997

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/29

11:15 pm-2:15 pm

1 stop22h 00m

Chicago O'Hare Intl

Wed 8/5

4:50 pm-9:25 pm

1 stop21h 35m

$998

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/29

11:15 pm-2:15 pm

1 stop22h 00m

Chicago O'Hare Intl

Wed 8/5

1:59 pm-9:25 pm

2 stops24h 26m

$1,001

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 7/29

11:15 pm-2:15 pm

1 stop22h 00m

Chicago O'Hare Intl

Wed 8/5

1:59 pm-9:25 pm

2 stops24h 26m

$1,003

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/21

8:00 pm-4:14 pm

2 stops27h 14m

Chicago O'Hare Intl

Sun 8/9

12:11 pm-5:10 pm

1 stop21h 59m

$1,007

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 10/9

8:00 pm-2:26 pm

1 stop25h 26m

Chicago O'Hare Intl

Sat 11/14

6:25 am-4:10 pm

1 stop25h 45m

$1,010

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 10/9

8:00 pm-2:26 pm

1 stop25h 26m

Chicago O'Hare Intl

Sat 11/14

6:25 am-4:10 pm

1 stop25h 45m

$1,012

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 10/7

11:15 pm-8:30 pm

2 stops28h 15m

Chicago O'Hare Intl

Sat 10/17

1:26 pm-5:50 pm

1 stop21h 24m

$1,048

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 10/7

11:15 pm-10:25 pm

2 stops30h 10m

Chicago Midway

Sat 10/17

4:25 pm-5:50 pm

1 stop18h 25m

$1,208

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 8/27

6:10 pm-10:36 pm

2 stops35h 26m

Chicago Midway

Wed 9/9

6:05 am-11:35 pm

2 stops34h 30m

$4,107

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

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around $345. If you’re not able to fly to Chicago in March, then June is your next best option. Flight prices from Cape Town to Chicago during June average around $347.

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

You could potentially save up to 11% 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 July 2026, prices for Cape Town to Chicago flights are approximately 2% 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

23h 33m

Direct flights

None
The fastest flight from Cape Town to Chicago takes 23h 33m
There are no direct flights from Cape Town to Chicago. There are no popular flight routes from Cape Town to Chicago.
Search flight deals

Frequently asked questions about flying from Cape Town to Chicago

  • 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 23h 33m, 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 $916Free CancellationRating
7.4
9,927 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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