Find flights
When to book
Airlines
FAQs

Cheap flights from South Africa to Chicago from R9 868

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
JNB — CHI
Aug 13 — Aug 201
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
Explore the most affordable flight options available from South Africa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 July 2026.

Fri 27/1115:25
CPT
-
ORD
2 stops48h 15m
Ethiopian Air
Fri 4/129:45
ORD
-
CPT
1 stop43h 15m
Ethiopian Air
Deal found 13/7R15 196
Sun 12/720:05
CPT
-
MDW
1 stop21h 00m
Delta
Mon 27/712:41
MDW
-
CPT
1 stop22h 09m
Delta
Deal found 10/7R15 885
Sun 12/720:05
CPT
-
ORD
1 stop28h 07m
Delta
Mon 27/711:20
ORD
-
CPT
1 stop23h 30m
Delta
Deal found 10/7R15 885
Tue 25/820:05
CPT
-
MDW
2 stops23h 34m
Delta
Mon 7/917:10
MDW
-
CPT
1 stop17h 40m
Delta
Deal found 12/7R15 999
Tue 25/820:05
CPT
-
ORD
1 stop20h 18m
Delta
Thu 10/911:30
ORD
-
CPT
2 stops23h 20m
Delta
Deal found 12/7R15 999
Tue 25/820:05
CPT
-
MDW
2 stops23h 34m
Delta
Sun 6/917:45
MDW
-
CPT
2 stops41h 05m
Delta
Deal found 12/7R16 114
Tue 25/820:05
CPT
-
ORD
2 stops24h 03m
Delta
Fri 11/920:15
ORD
-
CPT
2 stops38h 35m
Delta
Deal found 12/7R16 114
Wed 26/823:15
CPT
-
ORD
1 stop22h 00m
KLM
Wed 9/913:29
ORD
-
CPT
2 stops24h 56m
KLM
Deal found 12/7R16 196
Tue 25/820:05
CPT
-
ORD
2 stops24h 03m
Delta
Wed 9/920:15
ORD
-
CPT
2 stops38h 35m
Delta
Deal found 12/7R16 213
Thu 20/819:50
CPT
-
ORD
1 stop20h 23m
United Airlines
Tue 8/921:35
ORD
-
CPT
1 stop36h 35m
United Airlines
Deal found 10/7R16 458
Sun 2/820:00
CPT
-
ORD
1 stop25h 29m
United Airlines
Wed 12/821:39
ORD
-
CPT
1 stop34h 41m
United Airlines
Deal found 11/7R16 524
Thu 27/819:50
CPT
-
ORD
2 stops26h 26m
United Airlines
Wed 9/915:55
ORD
-
CPT
1 stop18h 15m
United Airlines
Deal found 13/7R16 557

Find flight deals from South Africa to Chicago

Keep the following information in mind while searching for South Africa to Chicago flight deals. Data was last updated 14 July 2026.

Round-trip from

R15 196

One-way from

R9 868

Popular in

January

Cheapest in

February

Average price

R18 852
Ethiopian Air
  • Ethiopian Air
  • 27/11-4/12
  • 3 total stops
  • 91h 30m total
  • South Africa to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 5/10
  • 2 total stops
  • 25h 55m total
  • South Africa to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R22 568 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R7 628 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from South Africa 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 14 July 2026.
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 - MDW

CPTMDW

Cape Town Intl

Tue 25/8

20:05-12:39

2 stops23h 34m

Chicago Midway

Sat 12/9

16:30-17:50

1 stop18h 20m

R15 999

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 25/8

20:05-9:23

1 stop20h 18m

Chicago O'Hare Intl

Thu 10/9

11:30-17:50

2 stops23h 20m

R15 999

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 25/8

20:05-16:15

1 stop27h 10m

Chicago Midway

Sun 6/9

17:45-17:50

2 stops41h 05m

R16 114
Fastest return journey

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 21/8

20:00-9:38

1 stop20h 38m

Chicago O'Hare Intl

Sat 12/9

12:55-15:20

1 stop19h 25m

R16 458

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 2/8

20:00-14:29

1 stop25h 29m

Chicago O'Hare Intl

Wed 12/8

19:45-15:20

2 stops36h 35m

R16 524

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 27/8

19:50-18:39

1 stop29h 49m

Chicago O'Hare Intl

Wed 9/9

15:55-17:10

1 stop18h 15m

R16 557

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 2/8

20:05-22:36

1 stop33h 31m

Chicago Midway

Wed 12/8

13:25-21:25

2 stops25h 00m

R16 950

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 21/8

20:05-15:38

1 stop26h 33m

Chicago Midway

Thu 10/9

16:30-17:50

1 stop18h 20m

R17 294

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 21/8

20:05-18:01

2 stops28h 56m

Chicago Midway

Tue 8/9

17:45-17:50

2 stops65h 05m

R17 294

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 16/10

22:00-18:33

2 stops27h 33m

Chicago O'Hare Intl

Fri 30/10

11:56-18:35

1 stop23h 39m

R17 671

Flights are sorted by cheapest return flights first.

Deals found on 11/7

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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
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 South Africa to Chicago

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

Currently, March is the cheapest month in which you can book a flight from South Africa to Chicago (average of R5 656). Flying from South Africa to Chicago in January is currently the most expensive (average of R14 311). 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 67 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 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 14 July 2026.
Get a feel of what it's like to fly with KLM,United 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.
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
KLM
7,8
Good
1 539 reviews
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
United Airlines
7,4
Good
9 991 reviews
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Qatar Airways
7,3
Good
3 746 reviews
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Etihad Airways
7,3
Good
1 479 reviews
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
British Airways
6,7
Okay
8 116 reviews
KLM
7,8
Good
1 539 reviews
Check prices

Crew

8,4

Comfort

7,7

Overall

7,8

Food

7,3

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful

Related info for your journey

Find useful and relevant information for your journey from South Africa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Departing from South Africa to Chicago will take you 20h 38m. 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 055 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 SWISS, with prices starting from R9 418 and R11 307, 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, Johannesburg OR Tambo - Chicago Midway or Cape Town 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, March is the cheapest month in which you can book a flight from South Africa to Chicago (average of R5 656). Flying from South Africa to Chicago in January is currently the most expensive (average of R14 311). 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.

Alternative routes for South Africa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
OR Tambo to O'Hare Intl flights
OR Tambo to Midway flights
OR Tambo to St. Louis flights
Cape Town to St. Louis flights

Top 9 airlines flying from South Africa to Chicago

Discover the top 9 airlines that operate flights from South Africa 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 14 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapestR5 662AverageR19 618FlexibilityNo cancel feeOn-time72%
Search Ethiopian Air flights
Etihad AirwaysCheapestR13 111AverageR16 756FlexibilityNo cancel feeOn-time75%
Search Etihad Airways flights
Turkish AirlinesCheapestR13 382AverageR15 229FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
United AirlinesCheapestR14 125AverageR17 200FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
LufthansaCheapestR15 870AverageR15 927FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
British AirwaysCheapestR16 462AverageR17 454FlexibilityNo cancel feeOn-time70%
Search British Airways flights
KLMCheapestR16 559AverageR19 982FlexibilityNo cancel feeOn-time75%
Search KLM flights
Qatar AirwaysCheapestR16 703AverageR20 114FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights
EmiratesCheapestR19 512AverageR23 562FlexibilityNo cancel feeOn-time75%
Search Emirates 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 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.

Can Cheapflights notify me if prices for flights from South Africa to Chicago become cheaper?

Of course! You can now track prices for flights from South Africa 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book With Flexibility

Our users can plan ahead with confidence and find flights with no change fees.

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.