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Cheap flights from Cape Town to Chicago from R11 395

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Mar 28 — Apr 41
1 adult

Cheapflights Tip: The best prices from Cape Town Intl to Chicago are usually found in November or February, booked 79 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 23 March 2025.

Round-trip from

R17 602

One-way from

R11 395

Popular in

August

Cheapest in

November

Average price

R23 809
United Airlines
  • United Airlines
  • 12/5-28/5
  • 3 total stops
  • 71h 05m total
  • Cape Town to Chicago
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4/5
  • 4/5
  • 3 total stops
  • 34h 47m total
  • Cape Town to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (R25 965 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R7 219 potential savings vs. average return price).
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Average for round-trip flights in March 2025
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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 23 March 2025.

Mon 12/519:50CPT - ORD
2 stops34h 25mUnited Airlines
Wed 28/519:40ORD - CPT
1 stop36h 40mUnited Airlines
Deal found 22/3R17 602
Mon 26/523:00CPT - ORD
1 stop22h 10mDelta
Mon 13/109:30ORD - CPT
1 stop25h 20mDelta
Deal found 22/3R17 784
Mon 26/523:00CPT - MDW
2 stops26h 45mDelta
Mon 13/1015:40MDW - CPT
1 stop19h 10mDelta
Deal found 22/3R17 875
Tue 8/418:25CPT - ORD
2 stops27h 15mMultiple Airlines
Thu 17/417:10ORD - CPT
1 stop21h 20mMultiple Airlines
Deal found 22/3R18 112
Mon 12/518:25CPT - ORD
2 stops26h 45mKLM
Wed 28/513:30ORD - CPT
2 stops24h 55mKLM
Deal found 22/3R18 421
Tue 29/413:50CPT - ORD
2 stops25h 25mEthiopian Air
Sun 4/510:15ORD - CPT
1 stop43h 45mEthiopian Air
Deal found 22/3R18 494
Sun 27/416:35CPT - ORD
1 stop24h 05mTurkish Airlines
Sat 3/519:50ORD - CPT
1 stop33h 00mTurkish Airlines
Deal found 22/3R19 605
Tue 8/423:35CPT - ORD
2 stops45h 35mAir France
Thu 17/413:25ORD - CPT
2 stops25h 05mAir France
Deal found 22/3R20 242
Tue 29/423:30CPT - ORD
2 stops44h 40mKenya Airways
Sun 4/57:10ORD - CPT
3 stops47h 30mKenya Airways
Deal found 22/3R20 351
Thu 10/419:00CPT - ORD
1 stop27h 55mSWISS
Sun 20/414:20ORD - CPT
1 stop36h 40mSWISS
Deal found 22/3R21 297
Tue 8/423:00CPT - MDW
2 stops26h 18mMultiple Airlines
Thu 17/415:02MDW - CPT
2 stops23h 28mMultiple Airlines
Deal found 22/3R22 317
Wed 9/415:20CPT - ORD
2 stops35h 35mLufthansa
Sun 20/422:30ORD - CPT
1 stop28h 00mLufthansa
Deal found 22/3R22 353

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 23 March 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 12/5

19:50-23:15

2 stops34h 25m

Chicago O'Hare Intl

Wed 28/5

19:40-15:20

1 stop36h 40m

R17 602

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 26/5

23:00-14:10

1 stop22h 10m

Chicago O'Hare Intl

Mon 13/10

9:30-17:50

1 stop25h 20m

R17 784

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 26/5

23:00-18:45

2 stops26h 45m

Chicago Midway

Mon 13/10

15:40-17:50

1 stop19h 10m

R17 875

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 8/4

18:25-14:40

2 stops27h 15m

Chicago O'Hare Intl

Thu 17/4

17:10-21:30

1 stop21h 20m

R18 112

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 12/5

18:25-14:10

2 stops26h 45m

Chicago O'Hare Intl

Wed 28/5

13:30-21:25

2 stops24h 55m

R18 421

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 29/4

13:50-8:15

2 stops25h 25m

Chicago O'Hare Intl

Sun 4/5

10:15-13:00

1 stop43h 45m

R18 494

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 27/4

16:35-9:40

1 stop24h 05m

Chicago O'Hare Intl

Sat 3/5

19:50-11:50

1 stop33h 00m

R19 605

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 8/4

23:35-14:10

2 stops45h 35m

Chicago O'Hare Intl

Thu 17/4

13:25-21:30

2 stops25h 05m

R20 242

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 29/4

23:30-13:10

2 stops44h 40m

Chicago O'Hare Intl

Sun 4/5

7:10-13:40

3 stops47h 30m

R20 351

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 10/4

19:00-15:55

1 stop27h 55m

Chicago O'Hare Intl

Sun 20/4

14:20-10:00

1 stop36h 40m

R21 297

Flights are sorted by cheapest return flights first.

Deals found on 21/3

Showing 1-10 of 26 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 21 March 2025.

Booking 79 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 23 March 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 23 March 2025.
See what other customers who have flown with Singapore Airlines, Emirates and Delta from Cape Town to Chicago have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.
Singapore Airlines
8,1
Very Good
1 284 reviews
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.
Emirates
8,0
Very Good
3 188 reviews
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.
Delta
8,0
Very Good
7 889 reviews
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.
KLM
7,8
Good
1 319 reviews
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.
SWISS
7,5
Good
1 568 reviews
Singapore Airlines
8,1
Very Good
1 284 reviews
Check prices

Overall

8,1

Comfort

7,9

Crew

8,6

Boarding

8,2

Entertainment

8,0

Food

7,7

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2024

NRT - LAX

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

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. 7 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 R17 602. Other airlines that can offer you cheap pricing are Delta, from R17 784, and KLM, from R18 421. United Airlines is 17% 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 431 on Qatar Airways. Other airlines that offer cheap prices include Turkish Airlines from R11 868 and Ethiopian Air from R13 234 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 23 March 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 7 airlines flying from Cape Town to Chicago

Discover the top 7 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 23 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR15 096AverageR19 259FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
DeltaCheapestR17 074AverageR20 407FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Turkish AirlinesCheapestR17 078AverageR21 415FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
United AirlinesCheapestR17 182AverageR23 278FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
KLMCheapestR17 947AverageR21 475FlexibilityNo cancel feeOn-time75%
Search KLM flights
British AirwaysCheapestR18 014AverageR20 565FlexibilityNo cancel feeOn-time70%
Search British Airways flights
EmiratesCheapestR19 681AverageR26 446FlexibilityNo cancel feeOn-time75%
Search Emirates flights

Fly with Cheapflights

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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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