Find flights
When to book
Airlines
FAQs

Cheap flights from Cape Town to Chicago from R8 423

CPT — CHI
Nov 21 — Nov 281
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 23/1020:05 -
1 stop34h 52m
Fri 6/1118:08 -
1 stop40h 27m
Deal found 19/10R15 141
Fri 23/1020:05 -
1 stop26h 12m
Sat 7/1113:27 -
2 stops21h 08m
Deal found 21/10R15 682
Fri 23/1020:05 -
1 stop23h 08m
Sat 7/116:30 -
1 stop28h 05m
Deal found 21/10R15 682
Fri 23/1020:05 -
2 stops28h 15m
Fri 6/1118:08 -
1 stop40h 27m
Deal found 19/10R15 748
Wed 28/1013:50 -
2 stops25h 50m
Sat 31/1010:15 -
1 stop20h 55m
Deal found 20/10R15 862
Sat 21/118:30 -
1 stop39h 45m
Sat 28/1118:25 -
1 stop28h 00m
Deal found 21/10R16 305
Thu 22/1023:45 -
2 stops40h 42m
Tue 12/115:00 -
2 stops24h 35m
Deal found 18/10R16 419
Tue 1/1220:50 -
1 stop20h 47m
Tue 8/127:00 -
1 stop27h 00m
Deal found 17/10R16 911
Sat 5/1215:20 -
2 stops31h 05m
Mon 4/119:10 -
2 stops27h 15m
Deal found 17/10R17 763
Fri 23/1023:45 -
2 stops28h 58m
Fri 6/1115:40 -
2 stops34h 45m
Deal found 19/10R17 796
Sat 14/1120:50 -
2 stops28h 00m
Sat 21/1121:48 -
1 stop36h 12m
Deal found 17/10R17 911
Sat 21/1115:20 -
2 stops31h 05m
Sat 28/1111:35 -
2 stops27h 05m
Deal found 21/10R18 927

Find flight deals from Cape Town to Chicago

Round-trip from

R15 190

One-way from

R8 423

Popular in

January

Cheapest in

October

Average price

R16 436
Ethiopian Air
  • Ethiopian Air
  • 19/3-27/3
  • 3 total stops
  • 46h 45m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 23/11-31/12
  • 1 total stop
  • 41h 05m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (R39 641 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R7 340 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

0:55-18:20

1 stop25h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R9 357

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Mon 22/3

12:35-15:30

1 stop33h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 209

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 12/3

14:00-11:00

2 stops29h 00m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 617

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 12/3

23:10-15:30

3 stops48h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 617

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Thu 26/11

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 961

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 19/3

13:50-8:40

2 stops25h 50m

Chicago O'Hare Intl

Sat 27/3

10:15-14:10

1 stop20h 55m

R15 190

Cape TownChicago

CPT Cape Town Intl - MDW Chicago Midway

CPTMDW

Cape Town Intl

Mon 22/3

21:00-22:10

2 stops32h 10m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 436

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

14:25-17:20

3 stops34h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 518

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

14:25-17:20

3 stops34h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 764

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 21/11

8:30-16:15

1 stop39h 45m

Chicago O'Hare Intl

Sat 28/11

18:25-6:25

1 stop28h 00m

R16 305

Flights are sorted by cheapest return flights first.

Deals found on 17/10

Showing 1-10 of 37 resultsSorted by cheapest first
1
2
3
4

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, September is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 698). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 105). 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 R15 535 and R20 008 in March.
The cheapest return price found within the last 5 days was R15 190 on Ethiopian Air (Mar 19–Mar 27).

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

Amsterdam (AMS) – 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 R12 071.

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
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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
1 592 reviews
KLM
7,8
Good
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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
4 460 reviews
KLM
7,8
Good
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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
3 708 reviews
KLM
7,8
Good
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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
10 405 reviews
KLM
7,8
Good
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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
1 044 reviews
KLM
7,8
Good
1 592 reviews
Check prices

Crew

8,4

Food

7,4

Comfort

7,7

Boarding

7,8

Overall

7,8

Entertainment

7,2

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 Ethiopian Air, Air France, and United Airlines fly from Cape Town to Chicago in about 20h 47m. The time it takes to get you to your destination can typically vary by up to 18h 58m. 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 660. Other airlines that can offer you cheap pricing are Turkish Airlines, from R15 315, and United Airlines, from R15 344. Ethiopian Air is 69% 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, September is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R16 698). Flying from Cape Town to Chicago in April is currently the most expensive (average of R24 105). 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 660AverageR17 754FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
Turkish AirlinesCheapestR15 315AverageR16 167FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
United AirlinesCheapestR15 344AverageR16 765FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
KLMCheapestR16 594AverageR20 790FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 243AverageR20 646FlexibilityNo 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.

Can Cheapflights notify me if prices for flights from Cape Town to Chicago become cheaper?

Of course! You can now track prices for flights from Cape Town to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book With Flexibility

Our users can plan ahead with confidence and find flights with no change fees.

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.