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Cheap flights from Cape Town to Chicago from R9 899

CPT — CHI
Oct 15 — Oct 221
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

Fri 25/913:50 -
2 stops25h 25m
Mon 28/910:15 -
1 stop43h 45m
Deal found 14/9R15 368
Fri 25/920:05 -
1 stop33h 39m
Mon 28/917:10 -
1 stop17h 40m
Deal found 14/9R15 855
Fri 25/920:05 -
1 stop34h 54m
Mon 28/99:46 -
1 stop25h 04m
Deal found 14/9R15 855
Tue 27/1020:50 -
2 stops28h 10m
Tue 3/1118:44 -
2 stops39h 51m
Deal found 12/9R15 936
Sun 20/1220:50 -
1 stop20h 02m
Wed 30/125:30 -
1 stop29h 05m
Deal found 12/9R16 212
Thu 17/919:50 -
1 stop20h 54m
Tue 19/17:00 -
1 stop27h 00m
Deal found 11/9R16 375
Thu 17/1220:50 -
2 stops28h 04m
Thu 31/1214:22 -
1 stop17h 48m
Deal found 12/9R16 439
Sat 19/1220:50 -
1 stop21h 10m
Wed 30/1221:35 -
1 stop34h 35m
Deal found 10/9R16 456
Thu 17/99:00 -
2 stops38h 37m
Tue 19/113:30 -
2 stops38h 35m
Deal found 12/9R16 634
Fri 25/97:40 -
1 stop37h 35m
Mon 28/917:10 -
2 stops29h 40m
Deal found 14/9R16 683
Fri 11/920:00 -
1 stop25h 27m
Sun 27/919:47 -
1 stop36h 33m
Deal found 10/9R16 796
Fri 25/918:10 -
2 stops35h 34m
Mon 28/917:10 -
1 stop17h 40m
Deal found 14/9R17 218

Find flight deals from Cape Town to Chicago

Round-trip from

R15 368

One-way from

R9 899

Popular in

January

Cheapest in

October

Average price

R18 306
Ethiopian Air
  • Ethiopian Air
  • 25/9-28/9
  • 3 total stops
  • 69h 10m total
  • Cape Town to Chicago
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Qatar Airways
  • Qatar Airways
  • 22/11-31/12
  • 1 total stop
  • 33h 55m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (R37 623 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R6 583 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

Tue 27/10

12:35-15:30

1 stop33h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R9 997

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/10

19:25-18:45

3 stops54h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 841

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 10/12

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 857

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 22/11

17:15-18:20

1 stop33h 05m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 003

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 2/11

0:55-19:20

1 stop26h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 506

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 6/11

17:20-11:00

1 stop25h 40m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 506

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 7/11

0:55-18:20

1 stop25h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 506

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 27/10

14:00-19:20

2 stops36h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 652

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Wed 28/10

14:00-19:20

2 stops36h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 944

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 26/10

14:00-11:00

2 stops28h 00m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 415

Flights are sorted by cheapest return flights first.

Deals found on 13/9

Showing 1-10 of 31 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 618). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 992). 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 375 and R24 310 in September.
The cheapest return price found within the last 5 days was R15 368 on Ethiopian Air (Sept 25–Sept 28).

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

Istanbul (IST) – chosen by Cheapflights users on 24% 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 955.

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 54m.

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

Flights via Amsterdam (AMS) offer the fastest connection on this route, with an average stopover time of 2h 34m.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM,Qatar Airways, andTurkish 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
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

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
1 580 reviews
KLM
7,8
Good
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.
Qatar Airways
7,4
Good
3 734 reviews
KLM
7,8
Good
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

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
4 469 reviews
KLM
7,8
Good
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

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
10 208 reviews
KLM
7,8
Good
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

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
1 580 reviews
Check prices

Overall

7,8

Crew

8,4

Food

7,3

Comfort

7,7

Boarding

7,8

Entertainment

7,2

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, Delta, and United Airlines fly from Cape Town to Chicago in about 20h 10m. The time it takes to get you to your destination can typically vary by up to 14h 44m. 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 605. Other airlines that can offer you cheap pricing are United Airlines, from R15 072, and Turkish Airlines, from R15 167. 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 618). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 992). 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 605AverageR17 583FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR15 072AverageR16 333FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 167AverageR17 510FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 434AverageR20 979FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 107AverageR21 111FlexibilityNo 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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