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Cheap flights from Cape Town to Chicago from R9 994

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
May 22 — May 291
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
Explore the most affordable flight options available from Cape Town to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 April 2026.

Tue 16/613:15
CPT
-
ORD
1 stop32h 50m
Qatar Airways
Wed 19/819:20
ORD
-
CPT
1 stop39h 10m
Qatar Airways
Deal found 19/4R17 641
Tue 16/615:10
CPT
-
ORD
2 stops55h 30m
Etihad Airways
Wed 19/821:10
ORD
-
CPT
2 stops56h 50m
Etihad Airways
Deal found 19/4R17 723
Thu 16/716:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Mon 17/811:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Deal found 19/4R18 626
Mon 28/913:15
CPT
-
ORD
1 stop32h 50m
Qatar Airways
Mon 12/1019:20
ORD
-
CPT
1 stop31h 55m
Qatar Airways
Deal found 21/4R18 659
Tue 19/519:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Thu 4/619:20
ORD
-
CPT
1 stop34h 50m
Qatar Airways
Deal found 20/4R18 921
Wed 7/1019:30
CPT
-
ORD
1 stop26h 35m
Qatar Airways
Wed 14/1019:20
ORD
-
CPT
1 stop39h 10m
Qatar Airways
Deal found 17/4R18 970
Wed 3/619:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Wed 10/619:20
ORD
-
CPT
1 stop34h 50m
Qatar Airways
Deal found 19/4R18 987
Tue 26/519:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Thu 4/619:20
ORD
-
CPT
1 stop34h 50m
Qatar Airways
Deal found 20/4R19 036
Sat 6/619:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Fri 12/619:20
ORD
-
CPT
1 stop34h 50m
Qatar Airways
Deal found 20/4R19 299
Sat 6/619:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Sat 13/619:20
ORD
-
CPT
1 stop34h 50m
Qatar Airways
Deal found 22/4R19 463
Mon 14/1221:30
CPT
-
MDW
2 stops29h 07m
Delta
Mon 4/113:00
MDW
-
CPT
2 stops22h 15m
Delta
Deal found 21/4R20 513
Sun 12/723:15
CPT
-
MDW
2 stops26h 03m
Delta
Mon 3/89:20
MDW
-
CPT
2 stops25h 30m
Delta
Deal found 17/4R22 417

Find flight deals from Cape Town to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cape Town (CPT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 22 April 2026.

Round-trip from

R17 641

One-way from

R9 994

Popular in

April

Cheapest in

September

Average price

R20 956
Qatar Airways
  • Qatar Airways
  • 16/6-19/8
  • 2 total stops
  • 72h 00m total
  • Cape Town to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 25/5
  • 1 total stop
  • 28h 20m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R14 133 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R3 952 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise 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, Cheapflights users made 594 507 searches. Data last updated 22 April 2026.
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 - ORD

CPTORD

Cape Town Intl

Tue 16/6

15:10-15:40

2 stops55h 30m

Chicago O'Hare Intl

Wed 19/8

21:10-13:00

2 stops56h 50m

R17 723

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 6/6

19:30-16:50

1 stop28h 20m

Chicago O'Hare Intl

Sat 13/6

19:20-13:10

1 stop34h 50m

R19 463

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 18/6

13:50-15:40

2 stops32h 50m

Chicago O'Hare Intl

Thu 9/7

21:10-15:15

2 stops35h 05m

R20 234

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 11/9

14:25-12:41

3 stops29h 16m

Chicago O'Hare Intl

Sun 27/9

6:00-13:35

3 stops48h 35m

R22 121

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 5/6

19:30-16:50

1 stop28h 20m

Chicago O'Hare Intl

Fri 12/6

16:33-13:10

2 stops37h 37m

R22 220

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 18/6

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Thu 9/7

19:20-10:15

1 stop31h 55m

R22 499

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/5

14:25-8:47

3 stops49h 22m

Chicago O'Hare Intl

Mon 25/5

6:15-13:35

3 stops48h 20m

R22 564

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/5

14:25-17:49

3 stops34h 24m

Chicago O'Hare Intl

Mon 25/5

18:31-22:10

2 stops44h 39m

R22 564

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 13/7

23:15-18:25

2 stops50h 10m

Chicago Midway

Mon 3/8

9:49-17:50

2 stops25h 01m

R25 321

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 16/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Wed 19/8

13:00-21:25

2 stops25h 25m

R27 323

Flights are sorted by cheapest return flights first.

Deals found on 20/4

Showing 1-10 of 26 resultsSorted by cheapest first
1
2
3

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Cape Town to Chicago?

Use this chart to determine the optimal time to book a return flight from Cape Town to Chicago. Price data was last updated on 17 April 2026.

Booking 9 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cape Town to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, March is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R5 662). Flying from Cape Town to Chicago in January is currently the most expensive (average of R15 344). 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?

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

Share of one-stop return flights from Cape Town to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Istanbul (IST) – chosen by Cheapflights users on 30% of one-stop itineraries from Cape Town to Chicago on Cheapflights.

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

Average return fare for one-stop flights from Cape Town to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Doha (DOH) is the most affordable one-stop option, with an average return flight price of R17 870.

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

Shortest average travel time for one-stop one-way flights from Cape Town to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Newark (EWR) have the shortest average one-way travel time for one-stop routes: 20h 25m.

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

Average stopover duration for one-stop one-way flights from Cape Town to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Newark (EWR) offer the fastest connection on this route, with an average stopover time of 1h 53m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 22 April 2026.
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
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
KLM
7,8
Good
1 501 reviews
KLM
7,8
Good
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
Qatar Airways
7,4
Good
3 730 reviews
KLM
7,8
Good
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
Turkish Airlines
7,4
Good
4 321 reviews
KLM
7,8
Good
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
United Airlines
7,4
Good
9 616 reviews
KLM
7,8
Good
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
Ethiopian Air
7,2
Good
1 004 reviews
KLM
7,8
Good
1 501 reviews
Check prices

Food

7,3

Comfort

7,7

Entertainment

7,1

Boarding

7,8

Overall

7,8

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Related info for your journey

Find useful and relevant information for your journey from Cape Town to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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. 6 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 Etihad Airways, Qatar Airways, and Delta fly from Cape Town to Chicago in about 28h 20m. The time it takes to get you to your destination can typically vary by up to 27h 10m. 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 689. Other airlines that can offer you cheap pricing are United Airlines, from R15 241, and Turkish Airlines, from R15 553. Ethiopian Air is 68% 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, March is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R5 662). Flying from Cape Town to Chicago in January is currently the most expensive (average of R15 344). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Cape Town to Chicago on these airlines

Choose from the following airlines for your flight from Cape Town to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 22 April 2026.
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
British Airways flights from Cape Town Intl to Chicago

Top 6 airlines flying from Cape Town to Chicago

Discover the top 6 airlines that operate flights from Cape Town to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 594 507 searches. Data last updated 22 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 689AverageR20 333FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR15 241AverageR16 235FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 553AverageR18 148FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
DeltaCheapestR16 301AverageR19 891FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
KLMCheapestR16 810AverageR18 822FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 310AverageR21 459FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

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