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Cheap flights from South Africa to Chicago from R9 995

JNB — CHI
Dec 11 — Dec 181
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 8/11R14 927
Fri 20/110:20 -
1 stop41h 40m
Sat 5/1211:45 -
1 stop26h 40m
Deal found 7/11R15 338
Sun 29/118:20 -
2 stops31h 20m
Tue 12/19:45 -
1 stop26h 25m
Deal found 9/11R15 535
Thu 12/1120:50 -
1 stop30h 15m
Wed 25/1110:32 -
1 stop24h 03m
Deal found 8/11R15 699
Thu 12/1120:50 -
1 stop27h 28m
Wed 25/1117:13 -
1 stop17h 22m
Deal found 8/11R15 749
Mon 23/1117:15 -
1 stop24h 45m
Fri 27/1111:45 -
1 stop27h 15m
Deal found 7/11R15 798
Tue 24/1118:50 -
1 stop31h 30m
Fri 27/1120:15 -
1 stop42h 10m
Deal found 10/11R15 814
Sun 29/118:20 -
2 stops31h 20m
Fri 15/19:45 -
1 stop19h 45m
Deal found 9/11R15 913
Mon 16/1118:50 -
1 stop23h 10m
Mon 30/1120:15 -
1 stop42h 10m
Deal found 9/11R16 028
Fri 20/110:20 -
1 stop41h 40m
Tue 24/1111:45 -
1 stop26h 40m
Deal found 7/11R16 258
Sat 21/1121:40 -
2 stops31h 09m
Sat 5/1210:36 -
1 stop24h 34m
Deal found 7/11R16 538
Thu 24/1221:40 -
2 stops33h 27m
Thu 31/1212:29 -
1 stop22h 41m
Deal found 9/11R16 571

Find flight deals from South Africa to Chicago

Round-trip from

R15 338

One-way from

R9 995

Popular in

January

Cheapest in

November

Average price

R16 571
Turkish Airlines
  • Turkish Airlines
  • 20/11-5/12
  • 2 total stops
  • 68h 20m total
  • South Africa to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 29/4-31/12
  • 1 total stop
  • 26h 35m total
  • South Africa to Chicago
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (R3 407 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R5 996 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2026
Search Deals

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

Mon 23/11

0:55-10:00

1 stop41h 05m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 833

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Fri 23/4

1:15-9:35

1 stop39h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R10 833

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Wed 25/11

0:20-18:20

1 stop26h 00m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R11 113

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 346

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 740

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Fri 12/2

18:50-10:00

1 stop23h 10m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 102

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 24/4

13:15-16:00

2 stops33h 45m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 121

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Sat 24/4

19:30-23:59

2 stops35h 29m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 170

Cape TownChicago

CPT Cape Town Intl - ORD Chicago O'Hare Intl

CPTORD

Cape Town Intl

Tue 24/11

14:25-17:20

3 stops34h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 420

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Fri 20/11

0:20-10:00

1 stop41h 40m

Chicago O'Hare Intl

Sat 5/12

11:45-22:25

1 stop26h 40m

R15 699

Flights are sorted by cheapest return flights first.

Deals found on 11/11

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 R16 571). Flying from South Africa to Chicago in April is currently the most expensive (average of R22 259). 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 88 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,Qatar Airways, andTurkish Airlines 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.
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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.
KLM
7,8
Good
1 599 reviews
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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.
Qatar Airways
7,4
Good
3 700 reviews
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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.
Turkish Airlines
7,4
Good
4 465 reviews
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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.
Etihad Airways
7,3
Good
1 555 reviews
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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.
United Airlines
7,3
Good
10 477 reviews
KLM
7,8
Good
1 599 reviews
Check prices

Comfort

7,7

Entertainment

7,2

Food

7,3

Crew

8,4

Overall

7,8

Boarding

7,8

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 31h 20m. Airlines will cover a distance of 14008 km. This flight may include one or multiple stops.

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

    R7 075 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 484 and R10 301, respectively.

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

    When deciding which route to take from South Africa to Chicago, consider Johannesburg OR Tambo - Chicago O'Hare Intl, Cape Town Intl - Chicago O'Hare Intl or Durban King Shaka Intl - Chicago O'Hare Intl, as they are the most popular.

  • 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 R16 571). Flying from South Africa to Chicago in April is currently the most expensive (average of R22 259). 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

OR Tambo to O'Hare Intl flights
OR Tambo to Midway flights
Cape Town to St. Louis flights
OR Tambo to St. Louis flights

Top 8 airlines flying from South Africa to Chicago

AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 678AverageR20 100FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
Turkish AirlinesCheapestR13 577AverageR16 516FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
Etihad AirwaysCheapestR14 464AverageR16 894FlexibilityNo cancel feeOn-time75%
Search Etihad Airways flights
United AirlinesCheapestR15 258AverageR17 583FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
British AirwaysCheapestR16 181AverageR24 700FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapestR16 606AverageR19 618FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR16 751AverageR19 722FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights
EmiratesCheapestR20 427AverageR23 312FlexibilityNo cancel feeOn-time75%
Search Emirates flights

Fly with Cheapflights

How does Cheapflights help users find flights from South Africa to Chicago?

When you search for this flight from South Africa to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from South Africa to Chicago?

Cheapflights simply makes it quick and affordable to book flights from South Africa to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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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