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Cheap flights from Cape Town to Chicago from R10 323

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 15/12. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Nov 24 — Dec 11
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Cape Town Intl to Chicago are usually found in November or September, booked 9 days in advance, depart on a Sunday or Tuesday and return on a Saturday

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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 25 October 2025.

Tue 25/1113:50CPT - ORD
2 stops25h 50mEthiopian Air
Wed 7/19:45ORD - CPT
1 stop20h 50mEthiopian Air
Deal found 24/10R15 563
Wed 26/1114:35CPT - ORD
2 stops25h 05mEthiopian Air
Wed 7/19:45ORD - CPT
1 stop20h 50mEthiopian Air
Deal found 24/10R15 926
Mon 24/1117:15CPT - ORD
1 stop24h 50mTurkish Airlines
Tue 6/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 24/10R16 203
Tue 25/1117:15CPT - ORD
1 stop24h 50mTurkish Airlines
Tue 6/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 24/10R16 289
Sun 23/1113:50CPT - ORD
2 stops25h 50mEthiopian Air
Wed 7/19:45ORD - CPT
1 stop20h 50mEthiopian Air
Deal found 24/10R16 410
Mon 24/1117:15CPT - ORD
1 stop24h 50mTurkish Airlines
Wed 7/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 24/10R16 531
Mon 15/1217:15CPT - ORD
1 stop24h 50mTurkish Airlines
Sat 3/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 25/10R16 791
Fri 21/1114:35CPT - ORD
2 stops25h 05mEthiopian Air
Wed 7/19:45ORD - CPT
1 stop20h 50mEthiopian Air
Deal found 24/10R16 808
Tue 25/1113:50CPT - ORD
2 stops25h 50mEthiopian Air
Tue 6/19:45ORD - CPT
1 stop43h 15mEthiopian Air
Deal found 24/10R17 102
Mon 24/1117:15CPT - ORD
1 stop24h 50mTurkish Airlines
Thu 8/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 24/10R17 154
Sun 14/1217:15CPT - ORD
1 stop33h 10mTurkish Airlines
Sat 3/111:50ORD - CPT
1 stop40h 00mTurkish Airlines
Deal found 23/10R17 206
Mon 15/1217:15CPT - ORD
1 stop24h 50mTurkish Airlines
Sun 4/120:20ORD - CPT
1 stop31h 30mTurkish Airlines
Deal found 23/10R17 223

Cheap 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 25 October 2025.

Round-trip from

R15 563

One-way from

R10 323

Popular in

March

Cheapest in

November

Average price

R18 866
Ethiopian Air
  • Ethiopian Air
  • 25/11-7/1
  • 3 total stops
  • 46h 40m total
  • Cape Town to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 15/12
  • 1 total stop
  • 33h 10m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R28 966 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R5 238 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2025
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 25 October 2025.
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

Mon 15/12

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sat 3/1

11:50-11:50

1 stop40h 00m

R16 791

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 14/12

17:15-18:25

1 stop33h 10m

Chicago O'Hare Intl

Sat 3/1

11:50-11:50

1 stop40h 00m

R17 206

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/12

21:30-9:41

1 stop20h 11m

Chicago Midway

Sat 3/1

18:08-12:05

2 stops57h 57m

R17 413

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 22/11

20:50-19:23

2 stops30h 33m

Chicago O'Hare Intl

Tue 6/1

19:30-12:05

2 stops32h 35m

R17 482

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 14/12

17:15-10:05

1 stop24h 50m

Chicago O'Hare Intl

Sun 4/1

20:20-11:50

1 stop31h 30m

R17 742

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 25/11

17:15-18:25

1 stop33h 10m

Chicago O'Hare Intl

Sun 4/1

11:50-11:50

1 stop40h 00m

R17 880

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

17:15-19:25

1 stop33h 10m

Chicago O'Hare Intl

Sun 15/3

12:50-11:50

1 stop40h 00m

R18 070

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

14:35-8:40

2 stops25h 05m

Chicago O'Hare Intl

Sun 15/3

10:15-13:00

1 stop43h 45m

R18 226

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 26/11

20:50-14:05

2 stops49h 15m

Chicago O'Hare Intl

Fri 9/1

17:20-5:50

1 stop28h 30m

R18 416

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 21/11

20:50-18:08

2 stops29h 18m

Chicago O'Hare Intl

Thu 8/1

17:20-5:50

1 stop28h 30m

R18 416

Flights are sorted by cheapest return flights first.

Deals found on 23/10

Showing 1-10 of 35 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 17 October 2025.

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 R14 179). Flying from Cape Town to Chicago in August is currently the most expensive (average of R18 381). 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 is the cheapest time of day to fly from CPT to CHI?

Find hourly flight availability from Cape Town to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 25 October 2025.

It’s typically best to fly out from Cape Town to Chicago in the morning. Doing so could potentially save you 16% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Cape Town to Chicago?

Use this chart to determine the cheapest time to fly return from Cape Town to Chicago. Price data was last updated on 16 December 2024.

Travellers seeking maximum savings on their Cape Town to Chicago flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

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 31% 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 R18 830.

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 28m.

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 25 October 2025.
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
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
KLM
7,7
Good
1 406 reviews
KLM
7,7
Good
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
United Airlines
7,4
Good
9 002 reviews
KLM
7,7
Good
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
Turkish Airlines
7,3
Good
4 028 reviews
KLM
7,7
Good
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
Ethiopian Air
7,2
Good
878 reviews
KLM
7,7
Good
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
British Airways
6,7
Okay
7 472 reviews
KLM
7,7
Good
1 406 reviews
Check prices

Boarding

7,8

Comfort

7,7

Food

7,3

Overall

7,7

Entertainment

7,1

Crew

8,4

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

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 Turkish Airlines and Delta fly from Cape Town to Chicago in about 20h 11m. The time it takes to get you to your destination can typically vary by up to 4h 39m. Cape Town and Chicago are separated by a distance of 13681 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 R14 788. Other airlines that can offer you cheap pricing are United Airlines, from R16 059, and Turkish Airlines, from R16 821. Ethiopian Air is 25% 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 R14 179). Flying from Cape Town to Chicago in August is currently the most expensive (average of R18 381). 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 25 October 2025.
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 25 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR14 788AverageR21 425FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR16 059AverageR17 571FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR16 821AverageR19 603FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR16 977AverageR19 304FlexibilityNo cancel feeOn-time75%
Search KLM flights
DeltaCheapestR17 176AverageR18 843FlexibilityNo 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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