HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$601+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
JNB — CHI
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from South Africa to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 2, 2026.

This Gotogate deal was found by Cheapflights users on 7/29. 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.
Wed 9/231:50 pm
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Wed 9/3010:15 am
ORD
-
CPT
1 stop20h 55m
Ethiopian Air
Deal found 7/29$886
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:50 pm
CPT
-
ORD
2 stops25h 25m
Ethiopian Air
Sun 9/2710:15 am
ORD
-
CPT
1 stop20h 55m
Ethiopian Air
Deal found 7/30$939
This oojo deal was found by Cheapflights users on 8/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:25 pm
CPT
-
ORD
2 stops48h 15m
Ethiopian Air
Tue 1/129:45 am
ORD
-
CPT
1 stop43h 15m
Ethiopian Air
Deal found 8/1$943
This Virgin Atlantic deal was found by Cheapflights users on 8/1. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:00 pm
CPT
-
ORD
2 stops27h 20m
Virgin Atlantic
Tue 1/121:30 pm
ORD
-
CPT
2 stops38h 35m
Virgin Atlantic
Deal found 8/1$988
This Delta deal was found by Cheapflights users on 8/1. 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
-
ORD
1 stop23h 30m
Delta
Mon 1/1111:10 am
ORD
-
CPT
1 stop23h 25m
Delta
Deal found 8/1$999
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/1410:00 pm
JNB
-
ORD
1 stop30h 00m
United Airlines
Sun 9/273:00 pm
ORD
-
JNB
1 stop20h 30m
United Airlines
Deal found 7/29$1,001
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/1310:00 pm
JNB
-
ORD
1 stop21h 08m
United Airlines
Sun 9/2012:16 pm
ORD
-
JNB
1 stop23h 14m
United Airlines
Deal found 7/29$1,002
This United Airlines deal was found by Cheapflights users on 7/28. 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 10/87:50 pm
CPT
-
ORD
2 stops25h 36m
United Airlines
Wed 10/281:15 pm
ORD
-
CPT
2 stops21h 45m
United Airlines
Deal found 7/28$1,002
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/207:50 pm
CPT
-
ORD
1 stop20h 23m
United Airlines
Thu 5/2711:00 am
ORD
-
CPT
2 stops21h 20m
United Airlines
Deal found 7/31$1,007
This KLM deal was found by Cheapflights users on 7/29. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:40 am
CPT
-
ORD
1 stop37h 35m
KLM
Sun 9/274:20 pm
ORD
-
CPT
1 stop21h 50m
KLM
Deal found 7/29$1,009
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/1410:00 pm
JNB
-
ORD
1 stop19h 57m
United Airlines
Mon 9/211:30 pm
ORD
-
JNB
1 stop22h 00m
United Airlines
Deal found 7/31$1,011
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/118:00 pm
CPT
-
ORD
1 stop25h 27m
United Airlines
Mon 9/212:30 pm
ORD
-
CPT
1 stop17h 50m
United Airlines
Deal found 7/31$1,011

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 August 2, 2026.

Round-trip from

$886
(Gotogate)

One-way from

$601
(Turkish Airlines)

Popular in

January

Cheapest in

February

Average price

$1,112
From South Africa to Chicago (CHI)
Search Deals
One-way flight from South Africa to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 August 2, 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 - ORD

CPTORD

Cape Town Intl

Thu 12/3

8:50 pm-5:03 pm

1 stop28h 13m

Chicago O'Hare Intl

Wed 1/13

7:10 am-6:35 pm

1 stop27h 25m

$999

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 12/1

8:50 pm-9:22 am

1 stop20h 32m

Chicago O'Hare Intl

Wed 1/13

7:10 am-6:35 pm

1 stop27h 25m

$999

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sun 12/6

8:50 pm-7:02 pm

1 stop30h 12m

Chicago O'Hare Intl

Mon 1/11

3:00 pm-6:35 pm

1 stop19h 35m

$999

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 12/7

8:50 pm-9:22 am

1 stop20h 32m

Chicago O'Hare Intl

Wed 1/13

12:15 pm-6:35 pm

2 stops22h 20m

$1,004
Quickest round-trip

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 8/20

7:50 pm-9:13 am

1 stop20h 23m

Chicago O'Hare Intl

Thu 5/27

11:00 am-3:20 pm

2 stops21h 20m

$1,007

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 9/11

7:40 am-2:15 pm

1 stop37h 35m

Chicago O'Hare Intl

Sun 9/27

4:20 pm-9:10 pm

1 stop21h 50m

$1,009

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 9/14

10:00 pm-10:57 am

1 stop19h 57m

Chicago O'Hare Intl

Mon 9/21

1:30 pm-6:30 pm

1 stop22h 00m

$1,011

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Mon 12/7

8:50 pm-5:03 pm

1 stop28h 13m

Chicago O'Hare Intl

Tue 1/12

7:55 pm-6:35 pm

1 stop38h 40m

$1,011

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Thu 10/8

7:50 pm-9:44 am

1 stop20h 54m

Chicago O'Hare Intl

Tue 10/20

9:38 pm-5:10 pm

2 stops36h 32m

$1,012

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Fri 10/9

8:00 pm-11:59 am

2 stops22h 59m

Chicago O'Hare Intl

Tue 10/20

5:51 pm-5:10 pm

2 stops40h 19m

$1,012

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 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, February is the cheapest month in which you can book a flight from South Africa to Chicago (average of $965). Flying from South Africa to Chicago in January is currently the most expensive (average of $1,380). 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 66 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 August 2, 2026.
Read reviews from past customers who have flown 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.
United Airlines
7.4
Good
10,061 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
10,061 reviews
United Airlines
7.4
Good
10,061 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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, United Airlines, and KLM fly from South Africa to Chicago in about 20h 23m. The time it takes to get you to your destination can typically vary by up to 7h 50m. 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?

    The most popular route from South Africa to Chicago is Johannesburg OR Tambo - Chicago O'Hare Intl. You may also consider Johannesburg OR Tambo - Chicago Midway or Cape Town Intl - Chicago O'Hare Intl.

  • 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, February is the cheapest month in which you can book a flight from South Africa to Chicago (average of $965). Flying from South Africa to Chicago in January is currently the most expensive (average of $1,380). 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
Valparaiso
Hammond
Saint Joseph
Porter

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.

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 August 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$935Average$1,391FlexibilityNo cancel feeOn-time69%

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.