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Cheap flights from Cape Town to Chicago from R9 686

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 22/6. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Apr 1 — Apr 81
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 2 March 2026.

Wed 24/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R13 451
Mon 29/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Wed 22/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R13 853
Thu 18/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 27/2R13 869
Wed 24/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Sun 19/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R14 384
Sun 14/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 27/2R14 690
Wed 4/320:50
CPT
-
ORD
2 stops23h 01m
United Airlines
Sat 28/314:40
ORD
-
CPT
1 stop17h 40m
United Airlines
Deal found 1/3R15 156
Tue 3/320:50
CPT
-
ORD
1 stop29h 51m
United Airlines
Tue 10/315:40
ORD
-
CPT
1 stop18h 15m
United Airlines
Deal found 26/2R15 188
Sat 27/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R15 349
Thu 16/415:25
CPT
-
ORD
2 stops47h 50m
Ethiopian Air
Thu 23/410:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 2/3R15 478
Sat 13/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 27/2R15 510
Sat 27/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Thu 23/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R15 848
Fri 26/613:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Tue 21/710:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 28/2R16 234

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 2 March 2026.

Round-trip from

R13 451

One-way from

R9 686

Popular in

November

Cheapest in

September

Average price

R20 546
Ethiopian Air
  • Ethiopian Air
  • 24/6-22/7
  • 3 total stops
  • 46h 45m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 22/6
  • 1 total stop
  • 24h 05m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (R29 105 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R5 197 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 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 2 March 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

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 16/4

20:25-17:58

2 stops28h 33m

Chicago Midway

Thu 23/4

6:00-17:50

1 stop28h 50m

R16 347

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

18:25-14:15

2 stops26h 50m

Chicago O'Hare Intl

Thu 4/6

16:20-21:25

1 stop22h 05m

R16 604

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 14/4

20:25-16:18

2 stops26h 53m

Chicago O'Hare Intl

Tue 21/4

16:20-21:25

1 stop22h 05m

R17 264

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 14/4

20:25-17:58

2 stops28h 33m

Chicago Midway

Tue 21/4

9:27-21:25

2 stops28h 58m

R18 020

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 18/3

17:15-19:25

1 stop33h 10m

Chicago O'Hare Intl

Sun 22/3

21:20-11:50

1 stop31h 30m

R19 388

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 7/4

20:25-17:54

2 stops28h 29m

Chicago Midway

Thu 30/4

10:41-17:50

1 stop24h 09m

R19 983

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 18/6

14:25-12:41

3 stops29h 16m

Chicago O'Hare Intl

Thu 9/7

7:30-13:00

2 stops46h 30m

R20 771

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 24/6

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Wed 22/7

20:10-11:50

1 stop32h 40m

R21 528

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 18/3

23:25-12:57

2 stops44h 32m

Chicago O'Hare Intl

Sun 22/3

7:00-13:35

3 stops47h 35m

R21 753

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/5

19:50-11:51

2 stops23h 01m

Chicago O'Hare Intl

Fri 17/7

16:00-17:20

2 stops42h 20m

R21 833

Flights are sorted by cheapest return flights first.

Deals found on 2/3

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 27 February 2026.

Booking 25 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 R13 193). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 299). 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 35% 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 520.

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 Addis Ababa (ADD) offer the fastest connection on this route, with an average stopover time of 0h 56m.

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 2 March 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
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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
1 461 reviews
KLM
7,7
Good
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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
9 378 reviews
KLM
7,7
Good
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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
4 241 reviews
KLM
7,7
Good
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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
962 reviews
KLM
7,7
Good
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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
7 773 reviews
KLM
7,7
Good
1 461 reviews
Check prices

Overall

7,7

Comfort

7,6

Crew

8,4

Entertainment

7,1

Food

7,3

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. 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 Delta, KLM, and Turkish Airlines fly from Cape Town to Chicago in about 26h 50m. The time it takes to get you to your destination can typically vary by up to 6h 20m. 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 R13 584. Other airlines that can offer you cheap pricing are United Airlines, from R14 959, and Turkish Airlines, from R15 334. Ethiopian Air is 27% 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 R13 193). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 299). 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 2 March 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 5 airlines flying from Cape Town to Chicago

Discover the top 5 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 2 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR13 584AverageR17 432FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR14 959AverageR15 905FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 334AverageR17 876FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
DeltaCheapestR15 982AverageR17 533FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
KLMCheapestR16 482AverageR18 596FlexibilityNo cancel feeOn-time75%
Search KLM 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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