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Cheap flights from Cape Town to Chicago from R11 124

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 17/10. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Jul 7 — Jul 141
1 adult

Cheapflights Tip: The best prices from Cape Town Intl to Chicago are usually found in November or September, booked 53 days in advance, depart on a Sunday or Tuesday and return on a Saturday

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 2 July 2025.

Round-trip from

R19 304

One-way from

R11 124

Popular in

March

Cheapest in

November

Average price

R21 702
15/8-22/8
  • 15/8-22/8
  • 4 total stops
  • 71h 42m total
  • Cape Town to Chicago
Turkish Airlines
  • Turkish Airlines
  • 17/10
  • 1 total stop
  • 36h 25m total
  • Cape Town to Chicago
Highest demand for flights based on searches. 5% potential increase in price (R20 865 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R4 328 potential savings vs. average return price).
Average for round-trip flights in July 2025

Find flight deals from Cape Town to Chicago

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 July 2025.

Fri 15/813:00CPT - ORD
2 stops35h 42mMultiple Airlines
Fri 22/815:50ORD - CPT
2 stops36h 00mMultiple Airlines
Deal found 1/7R19 304
Wed 13/818:55CPT - ORD
2 stops27h 50mBritish Airways
Mon 18/817:15ORD - CPT
2 stops34h 45mBritish Airways
Deal found 30/6R20 362
Mon 7/723:00CPT - ORD
2 stops30h 03mDelta
Thu 24/716:20ORD - CPT
1 stop22h 05mDelta
Deal found 30/6R21 684
Mon 7/719:50CPT - ORD
1 stop21h 49mUnited Airlines
Thu 24/715:40ORD - CPT
2 stops38h 00mUnited Airlines
Deal found 2/7R21 843
Mon 7/723:00CPT - ORD
1 stop22h 10mKLM
Thu 24/716:20ORD - CPT
1 stop22h 05mKLM
Deal found 2/7R22 090
Mon 7/714:35CPT - ORD
3 stops29h 15mKenya Airways
Thu 24/77:00ORD - CPT
2 stops47h 00mKenya Airways
Deal found 2/7R23 747
Mon 7/723:00CPT - MDW
2 stops29h 42mDelta
Thu 24/79:25MDW - CPT
2 stops29h 00mDelta
Deal found 30/6R25 034
Mon 18/813:00CPT - ORD
1 stop33h 05mQatar Airways
Thu 28/819:20ORD - CPT
1 stop32h 30mQatar Airways
Deal found 30/6R25 968
Tue 1/713:05CPT - ORD
1 stop33h 40mEmirates
Thu 17/720:35ORD - CPT
1 stop37h 15mEmirates
Deal found 30/6R31 645
Wed 13/814:35CPT - ORD
2 stops24h 40mEthiopian Air
Mon 18/813:05ORD - CPT
3 stops41h 40mEthiopian Air
Deal found 2/7R38 397
Mon 13/1023:00CPT - MDW
2 stops26h 07mKLM
Thu 23/1013:05MDW - CPT
2 stops25h 20mKLM
Deal found 2/7R120 144
Mon 13/1023:00CPT - MDW
2 stops26h 07mMultiple Airlines
Thu 23/1010:35MDW - CPT
2 stops27h 55mMultiple Airlines
Deal found 30/6R157 448

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 July 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

Fri 15/8

13:00-17:42

2 stops35h 42m

Chicago O'Hare Intl

Fri 22/8

15:50-10:50

2 stops36h 00m

R19 304

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 13/8

18:55-15:45

2 stops27h 50m

Chicago O'Hare Intl

Mon 18/8

17:15-11:00

2 stops34h 45m

R20 362

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 15/8

18:05-17:10

2 stops30h 05m

Chicago O'Hare Intl

Fri 22/8

21:31-15:20

1 stop34h 49m

R24 540

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/8

14:35-8:15

2 stops24h 40m

Chicago O'Hare Intl

Thu 28/8

10:15-13:00

1 stop43h 45m

R24 575

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 13/8

14:35-21:53

3 stops38h 18m

Chicago O'Hare Intl

Mon 18/8

10:35-13:45

3 stops44h 10m

R24 699

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 15/8

20:05-21:12

1 stop32h 07m

Chicago Midway

Fri 22/8

9:31-21:25

2 stops28h 54m

R25 034

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/8

13:00-15:05

1 stop33h 05m

Chicago O'Hare Intl

Thu 28/8

19:20-10:50

1 stop32h 30m

R25 968

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 15/8

23:15-14:10

1 stop21h 55m

Chicago O'Hare Intl

Fri 22/8

16:20-21:25

1 stop22h 05m

R26 709

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 18/8

23:00-21:54

2 stops29h 54m

Chicago O'Hare Intl

Thu 28/8

10:15-21:25

2 stops28h 10m

R26 797

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 13/10

23:00-18:07

2 stops26h 07m

Chicago Midway

Thu 23/10

13:05-21:25

2 stops25h 20m

R120 144

Flights are sorted by cheapest return flights first.

Deals found on 30/6

Showing 1-10 of 18 results
1
2

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 June 2025.

Booking 53 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 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 2 July 2025.

It’s typically best to fly out from Cape Town to Chicago at midday. Doing so could potentially save you 7% on the flight price compared to flying in the afternoon, 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 Saturday at midday when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost for a return flight from Cape Town to Chicago?

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 July 2025.
Get a feel of what it's like to fly with Emirates, Singapore Airlines, andDelta 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.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Food

7,8

Overall

8,1

Comfort

8,0

Boarding

8,1

Crew

8,3

Entertainment

8,2

Reviews

1 / 20
10,0
Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

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.

  • 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 R20 362. Other airlines that can offer you cheap pricing are United Airlines, from R24 540, and Ethiopian Air, from R24 575. British Airways is 1% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Cape Town to Chicago one-way?

    One-way options have recently been found by users for as low as R11 124 on Turkish Airlines. Other airlines that offer cheap prices include Ethiopian Air from R12 376 and Kenya Airways from R18 529 one-way.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 July 2025.

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 2 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR14 825AverageR21 843FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
United AirlinesCheapestR16 658AverageR20 247FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Turkish AirlinesCheapestR17 150AverageR20 269FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
KLMCheapestR17 309AverageR20 220FlexibilityNo cancel feeOn-time75%
Search KLM flights
DeltaCheapestR17 511AverageR19 211FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
British AirwaysCheapestR17 586AverageR22 484FlexibilityNo cancel feeOn-time70%
Search British Airways flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Cape Town to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from Cape Town to Chicago?

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Can Cheapflights find flights from Cape Town to Chicago with no change fees?

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