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Cheap flights from Cape Town to Chicago from R8 810

CPT — CHI
Nov 29 — Dec 61
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Cape Town to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Cape Town to Chicago

Thu 12/1121:00 -
2 stops33h 54m
Wed 25/1111:27 -
1 stop23h 08m
Deal found 29/10R15 059
Fri 6/1121:00 -
2 stops31h 38m
Mon 1/39:30 -
1 stop25h 05m
Deal found 29/10R15 059
Thu 29/1021:00 -
2 stops32h 33m
Wed 11/1117:13 -
1 stop17h 22m
Deal found 27/10R15 109
Thu 29/1020:50 -
1 stop29h 21m
Wed 11/1118:15 -
1 stop40h 20m
Deal found 27/10R15 126
Fri 6/1120:50 -
1 stop28h 08m
Tue 9/218:00 -
2 stops34h 05m
Deal found 26/10R15 525
Thu 29/1020:50 -
2 stops22h 57m
Mon 2/119:29 -
2 stops25h 06m
Deal found 29/10R15 824
Thu 29/1020:50 -
2 stops26h 42m
Mon 2/1115:40 -
1 stop18h 55m
Deal found 29/10R15 824
Thu 29/1020:50 -
2 stops22h 57m
Wed 11/1112:30 -
2 stops22h 05m
Deal found 27/10R15 890
Thu 29/1020:50 -
1 stop27h 08m
Wed 11/1115:59 -
1 stop18h 36m
Deal found 27/10R15 890
Wed 28/1013:50 -
2 stops25h 50m
Sat 31/1010:15 -
1 stop20h 55m
Deal found 26/10R16 090
Tue 3/1117:15 -
1 stop25h 45m
Tue 2/220:15 -
1 stop31h 50m
Deal found 26/10R16 140
Wed 11/110:30 -
2 stops26h 00m
Wed 25/1111:19 -
2 stops27h 21m
Deal found 29/10R16 323

Find flight deals from Cape Town to Chicago

Round-trip from

R15 059

One-way from

R8 810

Popular in

April

Cheapest in

December

Average price

R18 051
Virgin Atlantic
  • Virgin Atlantic
  • 12/11-25/11
  • 3 total stops
  • 57h 02m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 24/11-31/12
  • 1 total stop
  • 24h 45m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R19 274 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R7 620 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
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 return flight

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R8 810

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

0:55-18:20

1 stop25h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R8 992

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 483

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 24/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 732

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 8/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 031

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 14/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 031

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 13/2

12:35-14:30

1 stop33h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 281

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 6/12

12:35-11:33

2 stops54h 58m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 879

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 328

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/4

11:05-18:10

2 stops38h 05m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 361

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 37 resultsSorted by cheapest first
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Best time to book a flight from Cape Town to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cape Town with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Cape Town to Chicago

What is the cheapest month to book a flight from Cape Town to Chicago?

Currently, October is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 871). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 451). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Cape Town to Chicago?

Airfare is below average for this route at the moment.
Cape Town to Chicago flights typically cost between R16 090 and R20 827 in November.
The cheapest return price found within the last 5 days was R15 059 on Virgin Atlantic (Nov 12–Nov 25).

What’s the top stopover airport for flights from Cape Town to Chicago?

Amsterdam (AMS) – chosen by Cheapflights users on 25% of one-stop itineraries from Cape Town to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from Cape Town to Chicago?

Atlanta (ATL) is the most affordable one-stop option, with an average return flight price of R12 245.

What’s the fastest stopover option from Cape Town to Chicago?

Flights via Washington, D.C. (IAD) have the shortest average one-way travel time for one-stop routes: 20h 46m.

Which airport typically offers the quickest stopover for flights from Cape Town to Chicago?

Flights via Washington, D.C. (IAD) offer the fastest connection on this route, with an average stopover time of 2h 21m.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM,Turkish Airlines, andQatar Airways from Cape Town to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
KLM
7,8
Good
1 595 reviews
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Turkish Airlines
7,4
Good
4 461 reviews
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Qatar Airways
7,3
Good
3 715 reviews
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
United Airlines
7,3
Good
10 448 reviews
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.
Ethiopian Air
7,1
Good
1 043 reviews
KLM
7,8
Good
1 595 reviews
Check prices

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Comfort

7,7

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Related info for your journey

  • What airport do you fly from for flights from Cape Town to Chicago?

    For a flight from Cape Town to Chicago, you will be flying from Cape Town Intl. Cape Town Intl (CPT) is just 15,6 km from the centre of the city. Cape Town Intl is the only Cape Town airport and it handles 0 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Cape Town Intl on a regular basis.

  • How long is the flight from Cape Town to Chicago?

    Airlines like Virgin Atlantic, Delta, and United Airlines fly from Cape Town to Chicago in about 29h 48m. The time it takes to get you to your destination can typically vary by up to 4h 16m. Cape Town and Chicago are separated by a distance of 13700 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Cape Town to Chicago round-trip?

    Cheapflights users have booked flights from Cape Town to Chicago round-trip from R5 741. Other airlines that can offer you cheap pricing are United Airlines, from R15 535, and Turkish Airlines, from R15 535. Ethiopian Air is 70% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Cape Town to Chicago that include hotel bookings?

    Yes. In addition to deals on Cape Town to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Cape Town to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cape Town to Chicago.

  • Can I find deals for business class flights from Cape Town to Chicago?

    Yes. Cheapflights offers flight deals from Cape Town to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cape Town to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 871). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 451). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Fly from Cape Town to Chicago on these airlines

United Airlines flights from Cape Town Intl to Chicago
KLM flights from Cape Town Intl to Chicago
Qatar Airways flights from Cape Town Intl to Chicago

Top 5 airlines flying from Cape Town to Chicago

AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 741AverageR18 009FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR15 535AverageR17 750FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 535AverageR16 399FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 832AverageR21 088FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 505AverageR20 942FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights

Fly with Cheapflights

How does Cheapflights help users find flights from Cape Town to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cape Town to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Cape Town to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Cape Town by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Cape Town to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Cape Town? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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