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Cheap flights from Cape Town to Chicago from R9 952

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 29/4. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Mar 10 — Mar 171
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 8 February 2026.

Sun 19/413:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Thu 23/410:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 6/2R14 119
Tue 10/213:50
CPT
-
ORD
2 stops25h 50m
Ethiopian Air
Sat 14/29:45
ORD
-
CPT
1 stop20h 50m
Ethiopian Air
Deal found 5/2R14 472
Sun 12/413:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Sat 18/410:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 7/2R15 001
Thu 5/320:50
CPT
-
ORD
1 stop22h 01m
United Airlines
Thu 12/315:40
ORD
-
CPT
2 stops38h 00m
United Airlines
Deal found 5/2R16 107
Sun 15/313:50
CPT
-
ORD
2 stops25h 50m
Ethiopian Air
Thu 19/310:15
ORD
-
CPT
1 stop43h 45m
Ethiopian Air
Deal found 5/2R16 379
Thu 17/1213:50
CPT
-
ORD
2 stops25h 50m
Ethiopian Air
Sat 2/19:45
ORD
-
CPT
1 stop43h 15m
Ethiopian Air
Deal found 8/2R16 491
Thu 17/1221:30
CPT
-
ORD
1 stop20h 32m
Kenya Airways
Sat 2/117:20
ORD
-
CPT
1 stop28h 30m
Kenya Airways
Deal found 8/2R16 523
Tue 24/317:15
CPT
-
ORD
1 stop24h 50m
Turkish Airlines
Tue 31/320:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 6/2R16 635
Mon 23/314:00
CPT
-
ORD
2 stops28h 05m
Multiple Airlines
Mon 30/320:10
ORD
-
CPT
1 stop32h 40m
Multiple Airlines
Deal found 6/2R16 892
Wed 18/217:15
CPT
-
ORD
1 stop24h 50m
Turkish Airlines
Sun 22/220:20
ORD
-
CPT
1 stop31h 30m
Turkish Airlines
Deal found 4/2R16 956
Thu 28/516:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Thu 4/620:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Deal found 6/2R17 052
Fri 10/413:50
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Thu 16/410:15
ORD
-
CPT
1 stop21h 20m
Ethiopian Air
Deal found 6/2R17 244

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 8 February 2026.

Round-trip from

R14 119

One-way from

R9 952

Popular in

November

Cheapest in

September

Average price

R20 113
Ethiopian Air
  • Ethiopian Air
  • 19/4-23/4
  • 3 total stops
  • 46h 45m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 29/4
  • 1 total stop
  • 24h 05m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (R30 532 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R5 832 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 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 8 February 2026.
Use the filters below to find and compare flights from Cape Town to Chicago that are best for you.

Fly from

Cape Town

Fly to

Chicago

Route

Depart

Return

Price

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 12/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sat 18/4

10:15-14:35

1 stop21h 20m

R15 001

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 5/3

20:50-10:51

1 stop22h 01m

Chicago O'Hare Intl

Thu 12/3

15:40-12:40

2 stops38h 00m

R16 107

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 24/3

17:15-11:05

1 stop24h 50m

Chicago O'Hare Intl

Tue 31/3

20:10-11:50

1 stop32h 40m

R16 635

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 18/2

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sun 22/2

20:20-11:50

1 stop31h 30m

R16 956

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Thu 4/6

20:10-11:50

1 stop32h 40m

R17 052

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/4

18:25-9:40

2 stops46h 15m

Chicago O'Hare Intl

Sat 18/4

20:10-11:50

1 stop32h 40m

R17 565

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

17:55-12:55

1 stop26h 00m

Chicago O'Hare Intl

Thu 4/6

21:21-15:20

2 stops58h 59m

R17 597

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/4

23:45-15:10

1 stop22h 25m

Chicago O'Hare Intl

Sat 18/4

8:15-17:50

1 stop26h 35m

R17 966

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 28/5

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Thu 4/6

16:20-21:25

1 stop22h 05m

R17 998

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/3

21:30-9:54

1 stop20h 24m

Chicago Midway

Thu 12/3

9:35-21:55

2 stops29h 20m

R18 815

Flights are sorted by cheapest return flights first.

Deals found on 4/2

Showing 1-10 of 27 results
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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
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 6 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 142). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 235). 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.

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 33% 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 452.

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 8 February 2026.
Get a feel of what it's like to fly with Emirates, KLM, andUnited 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.
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.
Emirates
8,1
Very Good
3 514 reviews
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.
KLM
7,7
Good
1 450 reviews
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.
United Airlines
7,4
Good
9 259 reviews
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.
Turkish Airlines
7,3
Good
4 210 reviews
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.
Ethiopian Air
7,2
Good
958 reviews
Emirates
8,1
Very Good
3 514 reviews
Check prices

Food

7,9

Entertainment

8,2

Comfort

8,0

Overall

8,1

Boarding

8,1

Crew

8,3

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

ATH - EWR

Smooth flight, good entertainment choices. Bad legroom in economy and mediocre food.

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 Ethiopian Air, United Airlines, and Turkish Airlines fly from Cape Town to Chicago in about 22h 01m. The time it takes to get you to your destination can typically vary by up to 3h 24m. 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 706. Other airlines that can offer you cheap pricing are United Airlines, from R14 901, and Turkish Airlines, from R15 274. Ethiopian Air is 26% 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 142). Flying from Cape Town to Chicago in August is currently the most expensive (average of R16 235). 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 8 February 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 8 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR13 706AverageR17 364FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR14 901AverageR15 874FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR15 274AverageR17 806FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR15 735AverageR17 892FlexibilityNo cancel feeOn-time75%
Search KLM flights
DeltaCheapestR15 919AverageR17 464FlexibilityNo cancel feeOn-timeN/A
Search Delta 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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