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Cheap flights from Cape Town to Chicago from $545

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 11/10. 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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Find the cheapest flights from Cape Town to Chicago

Cheap round-trip flights

Ethiopian Air Logo
1:50 pm - 7:40 amCPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 am - 2:35 pmORD-CPT
20h 50m1 stop
$859Ethiopian Air
Find Deal
Tue, Nov 18 - Mon, Nov 24
Ethiopian Air Logo
1:50 pm - 7:40 amCPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 am - 2:35 pmORD-CPT
20h 50m1 stop
$899Ethiopian Air
Find Deal
Thu, Nov 13 - Wed, Dec 3
Ethiopian Air Logo
1:50 pm - 7:40 amCPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 am - 2:35 pmORD-CPT
20h 50m1 stop
$910Ethiopian Air
Find Deal
Tue, Nov 18 - Sat, Nov 22
SWISS Logo
9:00 am - 4:20 pmCPT-ORD
39h 20m1 stop
SWISS Logo
6:50 pm - 10:55 amORD-CPT
32h 05m1 stop
$922SWISS
Find Deal
Wed, Nov 12 - Tue, Dec 2
SWISS Logo
9:00 am - 12:45 pmCPT-ORD
35h 45m1 stop
SWISS Logo
6:35 pm - 10:55 amORD-CPT
32h 20m2 stops
$929SWISS
Find Deal
Wed, Nov 12 - Tue, Dec 2
United Airlines Logo
8:50 pm - 10:45 amCPT-ORD
21h 55m1 stop
United Airlines Logo
4:20 pm - 6:00 pmORD-CPT
17h 40m1 stop
$934United Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 28
Virgin Atlantic Logo
9:30 pm - 9:53 pmCPT-ORD
32h 23m1 stop
Virgin Atlantic Logo
1:09 pm - 7:15 pmORD-CPT
22h 06m1 stop
$944Virgin Atlantic
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Thu, Nov 13 - Wed, Dec 3
Virgin Atlantic Logo
9:30 pm - 6:47 pmCPT-ORD
29h 17m1 stop
Virgin Atlantic Logo
11:15 am - 7:15 pmORD-CPT
24h 00m1 stop
$966Virgin Atlantic
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Thu, Nov 13 - Wed, Dec 3
Turkish Airlines Logo
5:15 pm - 6:25 pmCPT-ORD
33h 10m1 stop
Turkish Airlines Logo
11:50 am - 11:50 amORD-CPT
40h 00m1 stop
$1,007Turkish Airlines
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Mon, Nov 10 - Tue, Dec 2
Turkish Airlines Logo
5:15 pm - 10:05 amCPT-ORD
24h 50m1 stop
Turkish Airlines Logo
8:20 pm - 11:50 amORD-CPT
31h 30m1 stop
$1,024Turkish Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25

British Airways flights from Cape Town to Chicago

Our best British Airways deals on Cape Town to Chicago flight tickets
British Airways
Mar 11
CPT8:35 pmCape Town Intl
27h 58m
2 stops
ORD5:33 pmChicago O'Hare Intl
Mar 15
ORD9:45 pmChicago O'Hare Intl
31h 55m
2 stops
CPT12:40 pmCape Town Intl
$1,085
Find similar
British Airways
Mar 11
CPT8:35 pmCape Town Intl
27h 58m
2 stops
ORD5:33 pmChicago O'Hare Intl
Mar 15
ORD10:45 pmChicago O'Hare Intl
30h 55m
2 stops
CPT12:40 pmCape Town Intl
$1,087
Find similar
British Airways
Mar 11
CPT8:35 pmCape Town Intl
27h 58m
2 stops
ORD5:33 pmChicago O'Hare Intl
Mar 15
ORD9:45 pmChicago O'Hare Intl
31h 55m
2 stops
CPT12:40 pmCape Town Intl
$1,090
Find similar

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets
Turkish Airlines
Nov 10
CPT5:15 pmCape Town Intl
33h 10m
1 stop
ORD6:25 pmChicago O'Hare Intl
Dec 2
ORD11:50 amChicago O'Hare Intl
40h 00m
1 stop
CPT11:50 amCape Town Intl
$1,007
Find similar
Turkish Airlines
Nov 20
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
Nov 25
ORD8:20 pmChicago O'Hare Intl
31h 30m
1 stop
CPT11:50 amCape Town Intl
$1,024
Find similar
Turkish Airlines
Nov 18
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
Nov 24
ORD11:50 amChicago O'Hare Intl
40h 00m
1 stop
CPT11:50 amCape Town Intl
$1,033
Find similar

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 September 17, 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 11/18

1:50 pm-7:40 am

2 stops25h 50m

Chicago O'Hare Intl

Mon 11/24

9:45 am-2:35 pm

1 stop20h 50m

$859

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 11/13

1:50 pm-7:40 am

2 stops25h 50m

Chicago O'Hare Intl

Wed 12/3

9:45 am-2:35 pm

1 stop20h 50m

$899

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 11/18

1:50 pm-7:40 am

2 stops25h 50m

Chicago O'Hare Intl

Sat 11/22

9:45 am-2:35 pm

1 stop20h 50m

$910

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/12

9:00 am-4:20 pm

1 stop39h 20m

Chicago O'Hare Intl

Tue 12/2

6:50 pm-10:55 am

1 stop32h 05m

$922

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/12

9:00 am-12:45 pm

1 stop35h 45m

Chicago O'Hare Intl

Tue 12/2

6:35 pm-10:55 am

2 stops32h 20m

$929

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 11/17

8:50 pm-10:45 am

1 stop21h 55m

Chicago O'Hare Intl

Fri 11/28

4:20 pm-6:00 pm

1 stop17h 40m

$934

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 11/13

9:30 pm-9:53 pm

1 stop32h 23m

Chicago O'Hare Intl

Wed 12/3

1:09 pm-7:15 pm

1 stop22h 06m

$944

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 11/13

9:30 pm-6:47 pm

1 stop29h 17m

Chicago O'Hare Intl

Wed 12/3

11:15 am-7:15 pm

1 stop24h 00m

$966

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 11/10

5:15 pm-6:25 pm

1 stop33h 10m

Chicago O'Hare Intl

Tue 12/2

11:50 am-11:50 am

1 stop40h 00m

$1,007

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 11/20

5:15 pm-10:05 am

1 stop24h 50m

Chicago O'Hare Intl

Tue 11/25

8:20 pm-11:50 am

1 stop31h 30m

$1,024

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 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 November is your next best option. Flight prices from Cape Town to Chicago during November average around $1,017.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $953. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Cape Town to Chicago for around $1,355.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Cape Town to Chicago during this time can be as low as $841. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $1,184.

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 $1,106 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 $875 on momondo.

How have Cape Town to Chicago flight prices changed over time?

As of September 2025, prices for Cape Town to Chicago flights are approximately 38% 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 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

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 8487.6 mi away from Cape Town Intl. Flights usually cover this in 20h 21m, 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.

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 $820Free CancellationRating
7.2
862 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom $955Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
DeltaPriceFrom $965Free CancellationRating
7.9
7,961 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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