Cheap flights from South Africa to Chicago from R8 810

JNB — CHI
Nov 29 — Dec 61
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from South Africa to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from South Africa to Chicago

Thu 12/1121:00 -
2 stops33h 54m
Wed 25/1111:27 -
1 stop23h 08m
Deal found 29/10R15 059
Fri 6/1121:00 -
2 stops31h 38m
Mon 1/39:30 -
1 stop25h 05m
Deal found 29/10R15 059
Thu 29/1021:00 -
2 stops32h 33m
Wed 11/1117:13 -
1 stop17h 22m
Deal found 27/10R15 109
Thu 29/1020:50 -
1 stop29h 21m
Wed 11/1118:15 -
1 stop40h 20m
Deal found 27/10R15 126
Wed 25/118:20 -
2 stops31h 20m
Sun 24/19:45 -
1 stop19h 45m
Deal found 28/10R15 458
Sun 15/118:20 -
2 stops31h 20m
Sat 28/119:45 -
1 stop19h 45m
Deal found 27/10R15 508
Fri 6/1120:50 -
1 stop28h 08m
Tue 9/218:00 -
2 stops34h 05m
Deal found 26/10R15 525
Fri 13/110:20 -
1 stop41h 40m
Fri 27/1120:15 -
1 stop30h 40m
Deal found 28/10R15 541
Sun 15/1114:30 -
2 stops25h 10m
Sat 21/119:45 -
1 stop26h 25m
Deal found 27/10R15 575
Sun 1/110:20 -
1 stop27h 00m
Mon 16/1120:15 -
1 stop30h 40m
Deal found 26/10R15 591
Thu 19/1118:50 -
1 stop23h 10m
Mon 18/120:15 -
1 stop30h 40m
Deal found 28/10R15 691
Sun 15/1118:50 -
1 stop23h 10m
Sat 28/1111:45 -
1 stop26h 40m
Deal found 27/10R15 774

Find flight deals from South Africa to Chicago

Round-trip from

R15 059

One-way from

R8 810

Popular in

January

Cheapest in

February

Average price

R17 237
Virgin Atlantic
  • Virgin Atlantic
  • 12/11-25/11
  • 3 total stops
  • 57h 02m total
  • South Africa to Chicago
Turkish Airlines
  • Turkish Airlines
  • 24/11-31/12
  • 1 total stop
  • 24h 45m total
  • South Africa to Chicago
Highest demand for flights based on searches. 0% potential increase in price (R2 603 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R6 057 potential savings vs. average return price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from South Africa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

17:15-10:00

1 stop24h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R8 810

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

0:55-18:20

1 stop25h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R8 992

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Tue 30/3

14:55-15:05

1 stop31h 10m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 339

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Fri 12/3

13:45-14:30

1 stop32h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 339

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Mon 9/11

20:20-14:30

1 stop26h 10m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 372

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Thu 19/11

18:50-18:20

1 stop31h 30m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 236

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Fri 20/11

9:50-7:35

1 stop29h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 901

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Mon 9/11

8:55-10:00

2 stops33h 05m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 234

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sun 25/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 483

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 24/4

13:15-15:05

1 stop32h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 732

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from South Africa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from South Africa with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from South Africa to Chicago

What is the cheapest month to book a flight from South Africa to Chicago?

Currently, November is the cheapest month in which you can book a flight from South Africa to Chicago (average of R17 071). Flying from South Africa to Chicago in April is currently the most expensive (average of R22 872). 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 far ahead should I book a flight from South Africa to Chicago?

The price you pay for your flight from South Africa to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM,Turkish Airlines, andQatar Airways from South Africa 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.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Crew

8,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Overall

7,8

Food

7,4

Reviews

1 / 20
2,0
Mediocre

Artem,Oct 2026

FCO - AMS

Having to wait 2 hours in line just to get a boarding pass with no checked baggage is unacceptable for a modern airport. Receiving only 2 out of 9 boarding passes and then having to wait another 2 hours for the remaining ones is a disaster.

Related info for your journey

  • How long is the flight from South Africa to Chicago?

    Departing from South Africa to Chicago will take you 29h 48m. Airlines will cover a distance of 13700 km. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from South Africa to Chicago one-way?

    R7 154 is the cheapest one-way deal found within the past few days, from Emirates. You may also be able to find cheap deals on Qatar Airways and British Airways, with prices starting from R9 590 and R10 416, respectively.

  • What are the most popular routes from South Africa to Chicago?

  • Can I find deals for flights from South Africa to Chicago that include hotel bookings?

    Yes. In addition to deals on South Africa to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from South Africa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from South Africa to Chicago.

  • Can I find deals for business class flights from South Africa to Chicago?

    Yes. Cheapflights offers flight deals from South Africa 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 South Africa to Chicago?

    Currently, November is the cheapest month in which you can book a flight from South Africa to Chicago (average of R17 071). Flying from South Africa to Chicago in April is currently the most expensive (average of R22 872). 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

Alternative routes for South Africa to Chicago

Top 8 airlines flying from South Africa to Chicago

AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 741AverageR20 323FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
Turkish AirlinesCheapestR13 728AverageR16 549FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
Etihad AirwaysCheapestR14 624AverageR17 082FlexibilityNo cancel feeOn-time75%
Search Etihad Airways flights
United AirlinesCheapestR15 427AverageR17 779FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
British AirwaysCheapestR16 361AverageR24 974FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapestR16 716AverageR19 464FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR16 937AverageR19 929FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights
EmiratesCheapestR20 654AverageR23 571FlexibilityNo cancel feeOn-time75%
Search Emirates flights

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Can Cheapflights find flights from South Africa to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from South Africa? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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