Chicago

$663+ Cheap flights from South Africa to Chicago (CHI)

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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
JNB — CHI
Jul 16 — Jul 231
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Cheap flight deals from South Africa to Chicago

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 June 16, 2026.

This Gotogate deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:50 pm
JNB
-
ORD
1 stop31h 30m
Turkish Airlines
Thu 11/128:15 pm
ORD
-
JNB
1 stop30h 45m
Turkish Airlines
Deal found 6/12$948
This Booking.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:50 pm
JNB
-
ORD
1 stop31h 30m
Turkish Airlines
Wed 11/258:15 pm
ORD
-
JNB
1 stop30h 45m
Turkish Airlines
Deal found 6/15$962
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:50 pm
CPT
-
MDW
2 stops28h 00m
Delta
Tue 1/195:59 pm
MDW
-
CPT
2 stops40h 36m
Delta
Deal found 6/15$994
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:05 pm
CPT
-
ORD
1 stop29h 41m
Delta
Sat 7/257:00 am
ORD
-
CPT
1 stop27h 50m
Delta
Deal found 6/12$994
This OneTravel deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:25 pm
JNB
-
ORD
1 stop24h 05m
Multiple Airlines
Tue 8/256:15 pm
ORD
-
JNB
1 stop32h 10m
Multiple Airlines
Deal found 6/12$1,000
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:00 pm
JNB
-
ORD
1 stop31h 06m
United Airlines
Tue 8/252:31 pm
ORD
-
JNB
1 stop20h 59m
United Airlines
Deal found 6/16$1,013
This Booking.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:45 am
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Mon 8/102:00 pm
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 6/16$1,017
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:50 pm
CPT
-
ORD
1 stop29h 44m
United Airlines
Thu 7/98:40 am
ORD
-
CPT
1 stop23h 40m
United Airlines
Deal found 6/15$1,018
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/610:00 pm
JNB
-
ORD
2 stops29h 32m
United Airlines
Mon 8/102:25 pm
ORD
-
JNB
1 stop21h 05m
United Airlines
Deal found 6/16$1,020
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:00 pm
CPT
-
ORD
1 stop28h 02m
United Airlines
Sun 7/267:00 am
ORD
-
CPT
2 stops27h 10m
United Airlines
Deal found 6/16$1,020
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:50 pm
CPT
-
ORD
1 stop33h 16m
United Airlines
Fri 8/77:45 pm
ORD
-
CPT
2 stops36h 35m
United Airlines
Deal found 6/13$1,021
This FlightHub deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:45 am
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Wed 3/31:10 pm
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 6/16$1,024

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 June 16, 2026.

Round-trip from

$948
(Gotogate)

One-way from

$663
(Booking.com)

Popular in

January

Cheapest in

February

Average price

$1,128
From South Africa to Chicago (CHI)
One-way flight from South Africa to Chicago (CHI)
Highest demand for flights based on searches. 6% potential increase in price ($79 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated June 16, 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 round-trip

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 12/1

8:50 pm-4:50 pm

2 stops28h 00m

Chicago Midway

Tue 1/19

5:59 pm-6:35 pm

2 stops40h 36m

$994

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 7/28

11:15 pm-2:30 pm

1 stop22h 15m

Chicago O'Hare Intl

Sat 8/15

4:20 pm-9:25 pm

1 stop22h 05m

$1,008

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 7/10

8:05 pm-11:45 am

2 stops22h 40m

Chicago O'Hare Intl

Sat 7/25

7:00 am-5:50 pm

1 stop27h 50m

$1,008

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 7/6

10:00 pm-8:32 pm

2 stops29h 32m

Chicago O'Hare Intl

Mon 8/10

2:25 pm-6:30 pm

1 stop21h 05m

$1,020

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 7/9

7:50 pm-8:10 pm

1 stop31h 20m

Chicago O'Hare Intl

Sun 8/2

6:00 am-5:10 pm

1 stop28h 10m

$1,023

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 9/7

11:15 pm-2:15 pm

1 stop22h 00m

Chicago O'Hare Intl

Wed 3/3

12:15 pm-10:00 pm

2 stops25h 45m

$1,082

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 10/29

11:55 pm-10:04 am

2 stops41h 09m

Chicago O'Hare Intl

Thu 11/12

7:10 am-7:00 pm

1 stop27h 50m

$1,108

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 7/9

11:15 pm-9:52 pm

2 stops29h 37m

Chicago O'Hare Intl

Sat 7/25

7:00 am-7:40 pm

1 stop29h 40m

$1,108
Quickest round-trip

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 7/21

10:00 pm-2:19 pm

2 stops23h 19m

Chicago O'Hare Intl

Tue 8/18

3:55 pm-6:30 pm

1 stop19h 35m

$1,120

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 7/12

11:15 pm-2:30 pm

1 stop22h 15m

Chicago O'Hare Intl

Sun 7/26

4:20 pm-9:25 pm

1 stop22h 05m

$1,120

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 59 resultsSorted by cheapest first
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3
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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 round-trip 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 $345). Flying from South Africa to Chicago in December is currently the most expensive (average of $881). 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 45 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 June 16, 2026.
Read reviews from past customers who have flown KLM and United Airlines from South Africa to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.8

Comfort

7.7

Crew

8.4

Entertainment

7.2

Boarding

7.8

Food

7.3

Reviews

1 / 20
6.0
Good

Anonymous,Apr 2026

OKC - ATL

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

Overall

7.8

Comfort

7.7

Crew

8.4

Entertainment

7.2

Boarding

7.8

Food

7.3

Reviews

1 / 20
6.0
Good

Anonymous,Apr 2026

OKC - ATL

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

Overall

7.8

Comfort

7.7

Crew

8.4

Entertainment

7.2

Boarding

7.8

Food

7.3

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?

    Airlines like Delta, KLM, and United Airlines fly from South Africa to Chicago in about 22h 15m. The time it takes to get you to your destination can typically vary by up to 7h 17m. Airlines will cover a distance of 8513 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from South Africa to Chicago are Etihad Airways ($465), Qatar Airways ($467), and Turkish Airlines ($482).

  • 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 vacation 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 $345). Flying from South Africa to Chicago in December is currently the most expensive (average of $881). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top airline flying from South Africa to Chicago

Discover the top airline 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 2,558,603 searches. Data last updated June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$916Average$1,579FlexibilityNo cancel feeOn-time69%

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