R11 981+ Cheap flights to Chicago

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Jul 17 — Jul 241
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 17 June 2026.

Thu 29/1018:50
JNB
-
ORD
1 stop31h 30m
Turkish Airlines
Thu 12/1120:15
ORD
-
JNB
1 stop30h 45m
Turkish Airlines
Deal found 12/6R15 348
Tue 27/1018:50
JNB
-
ORD
1 stop31h 30m
Turkish Airlines
Wed 25/1120:15
ORD
-
JNB
1 stop30h 45m
Turkish Airlines
Deal found 15/6R15 575
Tue 21/719:25
JNB
-
ORD
1 stop24h 05m
Multiple Airlines
Tue 25/818:15
ORD
-
JNB
1 stop32h 10m
Multiple Airlines
Deal found 12/6R16 190
Tue 21/722:00
JNB
-
ORD
1 stop31h 06m
United Airlines
Tue 25/814:31
ORD
-
JNB
1 stop20h 59m
United Airlines
Deal found 16/6R16 401
Mon 6/79:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Mon 10/814:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 16/6R16 465
Mon 6/722:00
JNB
-
ORD
2 stops28h 32m
United Airlines
Mon 10/814:00
ORD
-
JNB
2 stops21h 30m
United Airlines
Deal found 16/6R16 514
Mon 7/99:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Wed 3/313:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 17/6R16 579
Tue 21/719:25
JNB
-
ORD
1 stop24h 05m
Multiple Airlines
Tue 18/822:30
ORD
-
JNB
1 stop25h 30m
Multiple Airlines
Deal found 13/6R16 708
Thu 8/109:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Thu 22/1021:10
ORD
-
JNB
1 stop28h 05m
Etihad Airways
Deal found 12/6R16 967
Tue 14/718:50
JNB
-
ORD
1 stop27h 20m
Multiple Airlines
Wed 28/416:20
ORD
-
JNB
1 stop22h 00m
Multiple Airlines
Deal found 13/6R17 113
Thu 9/723:15
JNB
-
MDW
2 stops26h 03m
Delta
Sat 25/76:00
MDW
-
JNB
1 stop30h 40m
Delta
Deal found 15/6R17 939
Mon 6/723:15
JNB
-
MDW
2 stops26h 03m
Delta
Mon 10/86:05
MDW
-
JNB
1 stop30h 35m
Delta
Deal found 16/6R17 987

Find flight deals to Chicago

Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 17 June 2026.

Return from

R15 348

One-way from

R11 981

Popular in

January

Cheapest in

February

Average price

R18 263
Turkish Airlines
  • Turkish Airlines
  • 29/10-12/11
  • 2 total stops
  • 62h 15m total
  • Johannesburg to Chicago
Etihad Airways
  • Etihad Airways
  • 29/6
  • 1 total stop
  • 29h 50m total
  • Johannesburg to Chicago
Highest demand for flights based on searches. 6% potential increase in price (R1 291 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R470 potential savings vs. average return price).
Average for return flights in June 2026

Cheapflights Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 17 June 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 6/7

22:00-19:32

2 stops28h 32m

Chicago O'Hare Intl

Mon 10/8

14:00-18:30

2 stops21h 30m

R16 514

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 7/10

9:45-8:35

1 stop29h 50m

Chicago O'Hare Intl

Tue 20/10

14:00-8:20

1 stop35h 20m

R17 388

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 9/7

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Sat 25/7

7:00-19:40

1 stop29h 40m

R17 858

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 29/10

23:55-10:04

2 stops41h 09m

Chicago O'Hare Intl

Thu 12/11

7:10-19:00

1 stop27h 50m

R17 939

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 21/7

22:00-14:19

2 stops23h 19m

Chicago O'Hare Intl

Tue 18/8

15:55-18:30

1 stop19h 35m

R18 133
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 6/10

23:15-14:30

1 stop22h 15m

Chicago O'Hare Intl

Thu 22/10

17:55-19:40

1 stop18h 45m

R19 072

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 9/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Sat 25/7

9:19-19:40

2 stops27h 21m

R19 153

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 7/10

23:15-20:24

2 stops28h 09m

Chicago O'Hare Intl

Tue 20/10

11:30-19:40

2 stops25h 10m

R19 169

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 21/7

23:15-22:15

2 stops30h 00m

Chicago Midway

Tue 11/8

17:10-19:40

1 stop19h 30m

R19 315

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 9/10

18:00-9:40

1 stop22h 40m

Chicago O'Hare Intl

Fri 23/10

11:25-10:30

1 stop40h 05m

R19 396

Flights are sorted by cheapest return flights first.

Deals found on 13/6

Showing 1-10 of 36 resultsSorted by cheapest first
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Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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 to Chicago

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 26 hours 41 minutes. Flights to Chicago from other popular cities in South Africa will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Johannesburg to Chicago are Etihad Airways, Turkish Airlines and Ethiopian Air.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 17 June 2026.
Get a feel of what it's like to fly with KLM,Turkish Airlines, andUnited Airlines to the United States by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

Overall

7,8

Food

7,3

Boarding

7,8

Comfort

7,7

Crew

8,4

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

FAQs about flying to Chicago

  • Can I find cheaper flights to Chicago if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chicago?

    Based on reviews from Cheapflights users, Ethiopian Air is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost R1 191, while return flights cost around R9 374.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 374, however they can be found for as little as R9 374.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Cape Town Intl offers the quickest one-way flight (22 hours 15 minutes).

  • Does Chicago O'Hare Intl have car hire?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0,0 km away from Chicago O'Hare Intl).

See more FAQs

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Airports serving Chicago

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How does Cheapflights help users find flights to Chicago?

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights to Chicago.

Can Cheapflights find flights to Chicago with no change fees?

Certainly. Search results for flights to Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights offers price alerts on Chicago flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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