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Cheap flights from Cape Town to Chicago from $597

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 12/15. 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 round-trip flights

Enter your travel dates to find the best prices.
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
$995Turkish Airlines
Find Deal
dom., dic. 14 - sáb., ene. 3
Turkish Airlines Logo
5:15 pm - 11:05 amCPT-ORD
24h 50m1 stop
Turkish Airlines Logo
12:50 pm - 11:50 amORD-CPT
40h 00m1 stop
$1,051Turkish Airlines
Find Deal
mié., mar. 11 - dom., mar. 15
British Airways Logo
6:55 pm - 5:33 pmCPT-ORD
29h 38m2 stops
British Airways Logo
9:45 pm - 12:40 pmORD-CPT
31h 55m2 stops
$1,101British Airways
Find Deal
mié., mar. 11 - dom., mar. 15
British Airways Logo
6:55 pm - 5:33 pmCPT-ORD
29h 38m2 stops
British Airways Logo
9:45 pm - 12:40 pmORD-CPT
31h 55m2 stops
$1,104British Airways
Find Deal
mié., mar. 11 - dom., mar. 15
Multiple Airlines Logo
3:20 pm - 10:05 amCPT-ORD
26h 45m2 stops
Multiple Airlines Logo
11:50 am - 11:50 amORD-CPT
40h 00m1 stop
$1,163Multiple Airlines
Find Deal
dom., dic. 14 - sáb., ene. 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
$1,286Ethiopian Air
Find Deal
sáb., dic. 13 - sáb., ene. 3
Delta Logo
9:30 pm - 6:00 pmCPT-MDW
28h 30m2 stops
Delta Logo
6:00 am - 7:15 pmMDW-CPT
29h 15m1 stop
$1,308Delta
Find Deal
dom., dic. 14 - sáb., ene. 3
Delta Logo
9:30 pm - 6:00 pmCPT-MDW
28h 30m2 stops
Delta Logo
9:29 am - 7:15 pmMDW-CPT
25h 46m2 stops
$1,399Delta
Find Deal
dom., dic. 14 - sáb., ene. 3
Multiple Airlines Logo
2:20 pm - 12:43 pmCPT-ORD
30h 23m2 stops
Multiple Airlines Logo
6:45 am - 1:35 pmORD-CPT
46h 50m3 stops
$1,556Multiple Airlines
Find Deal
sáb., dic. 13 - sáb., ene. 3
Ethiopian Air Logo
1:50 pm - 7:40 amCPT-ORD
25h 50m2 stops
Ethiopian Air Logo
2:30 pm - 1:45 pmORD-CPT
39h 15m3 stops
$1,811Ethiopian Air
Find Deal
dom., dic. 14 - sáb., ene. 3

Turkish Airlines flights from Cape Town to Chicago

Our best Turkish Airlines deals on Cape Town to Chicago flight tickets
Turkish Airlines
Dec 14
CPT5:15 pmCape Town Intl
33h 10m
1 stop
ORD6:25 pmChicago O'Hare Intl
Jan 3
ORD11:50 amChicago O'Hare Intl
40h 00m
1 stop
CPT11:50 amCape Town Intl
$995
Find similar
Turkish Airlines
Mar 11
CPT5:15 pmCape Town Intl
24h 50m
1 stop
ORD11:05 amChicago O'Hare Intl
Mar 15
ORD12:50 pmChicago O'Hare Intl
40h 00m
1 stop
CPT11:50 amCape Town Intl
$1,051
Find similar
Turkish Airlines
Mar 11
CPT5:15 pmCape Town Intl
33h 10m
1 stop
ORD7:25 pmChicago O'Hare Intl
Mar 15
ORD9:20 pmChicago O'Hare Intl
31h 30m
1 stop
CPT11:50 amCape Town Intl
$1,054
Find similar

British Airways flights from Cape Town to Chicago

Our best British Airways deals on Cape Town to Chicago flight tickets
British Airways
Mar 11
CPT6:55 pmCape Town Intl
29h 38m
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
$1,101
Find similar
British Airways
Mar 11
CPT6:55 pmCape Town Intl
29h 38m
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
$1,104
Find similar
British Airways
Mar 11
CPT8:35 pmCape Town Intl
25h 15m
1 stop
ORD2:50 pmChicago O'Hare Intl
Mar 15
ORD9:45 pmChicago O'Hare Intl
31h 55m
2 stops
CPT12:40 pmCape Town Intl
$1,135
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 octubre 30, 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

dom. 12/14

5:15 pm-6:25 pm

1 stop33h 10m

Chicago O'Hare Intl

sáb. 1/3

11:50 am-11:50 am

1 stop40h 00m

$995

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

mié. 3/11

5:15 pm-11:05 am

1 stop24h 50m

Chicago O'Hare Intl

dom. 3/15

12:50 pm-11:50 am

1 stop40h 00m

$1,051

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

mié. 3/11

6:55 pm-5:33 pm

2 stops29h 38m

Chicago O'Hare Intl

dom. 3/15

9:45 pm-12:40 pm

2 stops31h 55m

$1,101

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

mié. 3/11

6:55 pm-5:33 pm

2 stops29h 38m

Chicago O'Hare Intl

dom. 3/15

9:45 pm-12:40 pm

2 stops31h 55m

$1,104

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

dom. 12/14

3:20 pm-10:05 am

2 stops26h 45m

Chicago O'Hare Intl

sáb. 1/3

11:50 am-11:50 am

1 stop40h 00m

$1,163

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

sáb. 12/13

1:50 pm-7:40 am

2 stops25h 50m

Chicago O'Hare Intl

sáb. 1/3

9:45 am-2:35 pm

1 stop20h 50m

$1,286

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

dom. 12/14

9:30 pm-6:00 pm

2 stops28h 30m

Chicago Midway

sáb. 1/3

6:00 am-7:15 pm

1 stop29h 15m

$1,308

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

dom. 12/14

9:30 pm-6:00 pm

2 stops28h 30m

Chicago Midway

sáb. 1/3

9:29 am-7:15 pm

2 stops25h 46m

$1,399

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

sáb. 12/13

2:20 pm-12:43 pm

2 stops30h 23m

Chicago O'Hare Intl

sáb. 1/3

6:45 am-1:35 pm

3 stops46h 50m

$1,556

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

dom. 12/14

1:50 pm-7:40 am

2 stops25h 50m

Chicago O'Hare Intl

sáb. 1/3

2:30 pm-1:45 pm

3 stops39h 15m

$1,811

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 November is, on average, the cheapest month to fly to Chicago from Cape Town, with most prices found around $993. If you’re not able to fly to Chicago in November, then September is your next best option. Flight prices from Cape Town to Chicago during September average around $1,001.

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 $1,105 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 $868 on momondo.

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

You could potentially save up to 9% 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 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.
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 23h 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.

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
882 reviews
Search Ethiopian Air flights
United AirlinesPriceFrom $955Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
DeltaPriceFrom $965Free CancellationRating
7.9
7,998 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
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