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R9 596+ 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 19/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
3月 7 — 3月 141
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 5 2月 2026.

週二 24/214:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
週一 6/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 4/2R13 227
週三 4/314:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
週三 11/310:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 4/2R13 307
週三 11/214:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
週三 22/410:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 4/2R13 323
週三 18/214:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
週三 22/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 3/2R13 387
週三 4/39:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
週三 11/314:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 4/2R13 851
週二 24/219:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
週一 6/420:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 4/2R13 883
週三 25/28:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
週四 16/410:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 4/2R13 899
週三 11/219:05
JNB
-
ORD
1 stop23h 00m
Turkish Airlines
週三 22/411:25
ORD
-
JNB
1 stop40h 05m
Turkish Airlines
Deal found 4/2R13 931
週三 25/28:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
週日 19/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 4/2R14 715
週二 24/219:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
週三 8/411:25
ORD
-
JNB
1 stop40h 05m
Turkish Airlines
Deal found 4/2R14 907
週三 25/28:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
週三 8/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 4/2R15 114
週二 24/219:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
週六 18/420:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 4/2R15 146

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 5 2月 2026.

Return from

R13 227

One-way from

R9 596

Popular in

July

Cheapest in

February

Average price

R15 322
Ethiopian Air
  • Ethiopian Air
  • 24/2-6/4
  • 3 total stops
  • 52h 05m total
  • Johannesburg to Chicago
Search Deals
19/3
  • 19/3
  • 2 total stops
  • 32h 29m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R853 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R177 potential savings vs. average return price).
Search Deals
Average for return flights in February 2026
Search Deals

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 5 2月 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週二 24/2

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

週二 21/4

20:10-10:30

1 stop31h 20m

R13 899

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週二 24/2

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

週日 19/4

20:10-10:30

1 stop31h 20m

R15 146

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週二 24/2

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

週六 18/4

20:10-10:30

1 stop31h 20m

R15 146

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週三 25/2

9:50-7:35

1 stop29h 45m

Chicago O'Hare Intl

週四 16/4

14:00-8:20

1 stop35h 20m

R15 242

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週四 5/3

23:00-7:40

2 stops40h 40m

Chicago O'Hare Intl

週三 18/3

10:15-13:05

1 stop19h 50m

R15 578

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週二 24/2

19:35-14:55

2 stops27h 20m

Chicago O'Hare Intl

週二 21/4

21:15-9:25

1 stop29h 10m

R15 866

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週二 24/2

15:05-9:34

2 stops26h 29m

Chicago O'Hare Intl

週二 21/4

8:45-18:30

2 stops26h 45m

R16 074

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週四 5/3

10:10-13:10

2 stops35h 00m

Chicago O'Hare Intl

週三 18/3

10:00-9:30

2 stops40h 30m

R16 122

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

週三 18/2

22:00-20:44

2 stops30h 44m

Chicago O'Hare Intl

週三 22/4

18:21-8:50

2 stops31h 29m

R16 218

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

週二 24/2

22:00-18:40

2 stops28h 40m

Chicago Midway

週一 6/4

9:35-19:40

2 stops27h 05m

R16 234

Flights are sorted by cheapest return flights first.

Deals found on 4/2

Showing 1-10 of 41 results
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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

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

Use this chart to determine the optimal time to book a return flight from Johannesburg to Chicago. Price data was last updated on 30 January 2026.

The best time to book flights to Chicago is 69 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.

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 26 hours 2 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 most popular airlines that fly to Chicago?

The most popular airlines flying from Johannesburg to Chicago are British Airways, KLM and United Airlines.

British Airways
British Airways
From R15 553
United Airlines
United Airlines
From R14 848
KLM
KLM
From R15 703
Turkish Airlines
Turkish Airlines
From R13 572

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).

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 5 2月 2026.
Get a feel of what it's like to fly with KLM, United Airlines, andEtihad Airways 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.
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
KLM
7,7
Good
1 449 reviews
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
United Airlines
7,4
Good
9 239 reviews
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Etihad Airways
7,3
Good
1 381 reviews
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Turkish Airlines
7,3
Good
4 210 reviews
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
British Airways
6,7
Okay
7 716 reviews
KLM
7,7
Good
1 449 reviews
Check prices

Boarding

7,8

Food

7,3

Overall

7,7

Crew

8,4

Entertainment

7,1

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

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, Etihad Airways 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 176, while return flights cost around R4 025.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 857, however they can be found for as little as R4 025.

  • 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 0 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

Book a flight to or from one of these Chicago airports.
Flights to Midway
Flights to O'Hare Intl
Flights from Midway
Flights from O'Hare Intl

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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.

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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.

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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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