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Cheap flights from Cape Town to Chicago from R9 721

CPT — CHI
Oct 7 — Oct 141
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

Sat 17/1023:45 -
2 stops40h 42m
Sat 24/1018:08 -
1 stop17h 27m
Deal found 2/9R14 963
Sun 15/1113:50 -
2 stops25h 50m
Sun 22/119:45 -
1 stop43h 15m
Deal found 4/9R15 011
Wed 7/1013:50 -
2 stops25h 25m
Sat 17/1010:15 -
1 stop43h 45m
Deal found 3/9R15 266
Sun 15/1113:50 -
2 stops25h 50m
Thu 19/119:45 -
1 stop43h 15m
Deal found 6/9R15 457
Sun 15/1120:50 -
1 stop19h 51m
Sun 22/115:30 -
1 stop29h 05m
Deal found 4/9R15 888
Sun 20/1220:50 -
1 stop20h 23m
Mon 25/112:30 -
2 stops22h 05m
Deal found 6/9R15 920
Sun 15/1120:50 -
1 stop21h 34m
Mon 23/1117:13 -
1 stop17h 22m
Deal found 4/9R16 031
Sun 15/1120:50 -
1 stop25h 59m
Mon 23/1115:59 -
1 stop18h 36m
Deal found 4/9R16 031
Sun 15/1120:50 -
1 stop25h 59m
Wed 25/1115:59 -
1 stop18h 36m
Deal found 6/9R16 063
Mon 19/1023:00 -
1 stop22h 15m
Mon 26/1019:25 -
1 stop28h 00m
Deal found 4/9R16 095
Thu 17/919:50 -
1 stop20h 23m
Tue 19/15:55 -
1 stop28h 05m
Deal found 2/9R16 143
Mon 19/1023:00 -
2 stops30h 33m
Mon 26/1017:09 -
1 stop18h 26m
Deal found 4/9R16 637

Find flight deals from Cape Town to Chicago

Round-trip from

R15 011

One-way from

R9 721

Popular in

January

Cheapest in

October

Average price

R17 975
Ethiopian Air
  • Ethiopian Air
  • 15/11-22/11
  • 3 total stops
  • 69h 05m total
  • Cape Town to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 25/9-31/12
  • 1 total stop
  • 32h 50m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (R36 422 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R6 349 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
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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

Wed 16/9

0:10-16:00

3 stops46h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 968

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 26/9

13:15-9:20

2 stops51h 05m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 398

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 25/9

17:25-15:05

2 stops28h 40m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 796

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 26/9

20:00-15:55

1 stop26h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 924

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 17/10

23:45-9:27

2 stops40h 42m

Chicago O'Hare Intl

Sat 24/10

18:08-18:35

1 stop17h 27m

R14 963

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 20/12

20:50-9:13

1 stop20h 23m

Chicago Midway

Mon 25/1

12:30-18:35

2 stops22h 05m

R15 920

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 15/11

20:50-8:41

1 stop19h 51m

Chicago O'Hare Intl

Sun 22/11

5:30-18:35

1 stop29h 05m

R15 920

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 15/11

20:50-14:49

1 stop25h 59m

Chicago O'Hare Intl

Wed 25/11

15:59-18:35

1 stop18h 36m

R16 031

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Sun 15/11

20:50-10:24

1 stop21h 34m

Chicago Midway

Mon 23/11

17:13-18:35

1 stop17h 22m

R16 063

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 15/11

20:50-14:49

1 stop25h 59m

Chicago O'Hare Intl

Mon 23/11

15:59-18:35

1 stop18h 36m

R16 063

Flights are sorted by cheapest return flights first.

Deals found on 2/9

Showing 1-10 of 30 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, July is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 318). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 541). 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 079 and R23 871 in November.
The cheapest return price found within the last 5 days was R15 011 on Ethiopian Air (Nov 15–Nov 22).

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

Istanbul (IST) – 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 R11 739.

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

Flights via Newark (EWR) have the shortest average one-way travel time for one-stop routes: 20h 47m.

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

Flights via Newark (EWR) offer the fastest connection on this route, with an average stopover time of 2h 31m.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM,Turkish Airlines, andUnited Airlines 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
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
KLM
7,8
Good
1 571 reviews
KLM
7,8
Good
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
Turkish Airlines
7,4
Good
4 477 reviews
KLM
7,8
Good
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
United Airlines
7,4
Good
10 173 reviews
KLM
7,8
Good
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
Qatar Airways
7,3
Good
3 731 reviews
KLM
7,8
Good
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
Ethiopian Air
7,2
Good
1 040 reviews
KLM
7,8
Good
1 571 reviews
Check prices

Entertainment

7,2

Boarding

7,8

Crew

8,4

Comfort

7,7

Food

7,3

Overall

7,8

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

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 and Delta fly from Cape Town to Chicago in about 20h 23m. The time it takes to get you to your destination can typically vary by up to 20h 19m. Cape Town and Chicago are separated by a distance of 13681 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 504. Other airlines that can offer you cheap pricing are United Airlines, from R14 800, and Turkish Airlines, from R14 894. 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, July is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 318). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 541). 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 504AverageR17 265FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR14 800AverageR16 039FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR14 894AverageR17 194FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 137AverageR20 601FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR17 780AverageR20 730FlexibilityNo 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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