Find flights
When to book
Airlines
FAQs

Cheap flights from Cape Town to Chicago from R9 597

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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
May 9 — May 161
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 9 April 2026.

Tue 16/616:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Wed 19/811:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Deal found 8/4R16 471
Thu 21/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Thu 28/520:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 6/4R17 619
Wed 20/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Wed 27/520:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 5/4R17 750
Thu 21/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Tue 9/620:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 6/4R18 144
Mon 23/1117:15
CPT
-
ORD
1 stop24h 50m
Turkish Airlines
Fri 27/1111:50
ORD
-
CPT
1 stop40h 00m
Turkish Airlines
Deal found 8/4R18 406
Mon 18/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Wed 10/620:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 6/4R18 784
Wed 20/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Thu 11/611:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Deal found 6/4R18 899
Thu 28/519:30
CPT
-
ORD
1 stop28h 20m
Qatar Airways
Thu 4/619:20
ORD
-
CPT
1 stop34h 35m
Qatar Airways
Deal found 8/4R18 931
Tue 5/520:05
CPT
-
MDW
2 stops29h 31m
Delta
Tue 12/512:53
MDW
-
CPT
2 stops25h 32m
Delta
Deal found 7/4R21 326
Tue 16/623:15
CPT
-
MDW
2 stops26h 03m
KLM
Wed 19/813:00
MDW
-
CPT
2 stops25h 25m
KLM
Deal found 8/4R24 115
Thu 21/523:15
CPT
-
MDW
2 stops25h 41m
KLM
Thu 28/513:22
MDW
-
CPT
2 stops25h 03m
KLM
Deal found 6/4R25 182
Fri 1/523:45
CPT
-
MDW
2 stops29h 43m
Delta
Sun 31/59:23
MDW
-
CPT
2 stops29h 02m
Delta
Deal found 4/4R29 004

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 9 April 2026.

Round-trip from

R16 471

One-way from

R9 597

Popular in

April

Cheapest in

September

Average price

R20 408
Turkish Airlines
  • Turkish Airlines
  • 16/6-19/8
  • 2 total stops
  • 65h 30m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 11/6
  • 1 total stop
  • 24h 05m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R12 719 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R3 325 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 9 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

Thu 18/6

13:50-15:40

2 stops32h 50m

Chicago O'Hare Intl

Thu 9/7

21:10-16:45

2 stops36h 35m

R19 899

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 5/5

20:05-18:36

2 stops29h 31m

Chicago Midway

Tue 12/5

12:53-21:25

2 stops25h 32m

R21 326

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 12/6

19:30-16:50

1 stop28h 20m

Chicago O'Hare Intl

Sun 28/6

16:01-10:15

2 stops35h 14m

R22 622

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 11/6

6:00-8:35

2 stops33h 35m

Chicago O'Hare Intl

Wed 1/7

21:10-21:15

2 stops41h 05m

R22 770
Fastest return journey

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 11/9

20:05-12:08

1 stop23h 03m

Chicago O'Hare Intl

Sun 27/9

16:20-21:25

1 stop22h 05m

R22 967

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

7:00-16:50

2 stops40h 50m

Chicago O'Hare Intl

Thu 4/6

16:29-12:55

2 stops37h 26m

R23 361

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 23/4

19:30-16:50

1 stop28h 20m

Chicago O'Hare Intl

Mon 27/4

16:36-12:55

2 stops37h 19m

R23 672

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 19/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sun 3/5

10:15-14:35

1 stop21h 20m

R24 115

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-21:09

2 stops28h 54m

Chicago Midway

Thu 4/6

13:22-21:25

2 stops25h 03m

R32 154

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 21/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Wed 3/6

9:23-21:25

2 stops29h 02m

R32 547

Flights are sorted by cheapest return flights first.

Deals found on 8/4

Showing 1-10 of 34 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
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 3 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, November is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R13 501). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 569). 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 32% 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 864.

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 9 April 2026.
Get a feel of what it's like to fly with KLM,United Airlines, 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
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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
7,7
Good
1 492 reviews
KLM
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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
9 557 reviews
KLM
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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
7,3
Good
4 304 reviews
KLM
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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
1 000 reviews
KLM
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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
British Airways
6,7
Okay
7 866 reviews
KLM
7,7
Good
1 492 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Entertainment

7,1

Boarding

7,8

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 Delta, Qatar Airways, and KLM 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 1h 11m. 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 687. Other airlines that can offer you cheap pricing are United Airlines, from R15 236, and Turkish Airlines, from R15 548. 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, November is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R13 501). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 569). 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 9 April 2026.
United Airlines flights from Cape Town Intl to Chicago
KLM flights from Cape Town Intl to Chicago
British Airways flights from Cape Town Intl to Chicago
Qatar 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 9 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 687AverageR20 326FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR15 236AverageR16 206FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 548AverageR17 819FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
DeltaCheapestR16 295AverageR19 885FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
KLMCheapestR16 805AverageR19 512FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR18 304AverageR21 868FlexibilityNo 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.

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.