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R9 420+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Feb 21 — Feb 281
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 22 January 2026.

Wed 11/28:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
Wed 25/29:45
ORD
-
JNB
1 stop26h 25m
Ethiopian Air
Deal found 20/1R13 599
Tue 10/214:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
Thu 26/29:45
ORD
-
JNB
1 stop26h 25m
Ethiopian Air
Deal found 20/1R13 664
Tue 27/18:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
Wed 11/29:45
ORD
-
JNB
1 stop26h 25m
Ethiopian Air
Deal found 21/1R13 827
Tue 10/214:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
Wed 25/29:45
ORD
-
JNB
1 stop26h 25m
Ethiopian Air
Deal found 20/1R13 844
Thu 5/219:10
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Wed 18/220:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 20/1R14 105
Wed 11/219:05
JNB
-
ORD
1 stop23h 00m
Turkish Airlines
Wed 25/211:50
ORD
-
JNB
1 stop39h 00m
Turkish Airlines
Deal found 20/1R14 154
Thu 5/319:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
Thu 12/321:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 19/1R14 268
Tue 10/219:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
Tue 24/220:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 20/1R14 578
Sat 7/319:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
Sat 14/312:50
ORD
-
JNB
1 stop39h 00m
Turkish Airlines
Deal found 21/1R14 611
Sun 8/29:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 23/213:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 20/1R14 660
Tue 10/219:10
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Fri 27/220:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 20/1R14 807
Fri 6/39:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Fri 13/314:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 20/1R14 937

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 22 January 2026.

Return from

R13 599

One-way from

R9 420

Popular in

July

Cheapest in

February

Average price

R19 149
Ethiopian Air
  • Ethiopian Air
  • 11/2-25/2
  • 3 total stops
  • 57h 45m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 5/2
  • 1 total stop
  • 32h 45m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R908 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R191 potential savings vs. average return price).
Search Deals
Average for return flights in January 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 22 January 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

Thu 5/2

19:10-18:25

1 stop31h 15m

Chicago O'Hare Intl

Wed 18/2

20:20-10:50

1 stop30h 30m

R14 105

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 5/3

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Thu 12/3

21:20-10:50

1 stop30h 30m

R14 268

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/2

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Tue 24/2

20:20-10:50

1 stop30h 30m

R14 578

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 6/3

9:50-7:35

1 stop29h 45m

Chicago O'Hare Intl

Fri 13/3

14:10-8:20

1 stop35h 10m

R14 937

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 12/2

20:15-12:45

1 stop24h 30m

Chicago O'Hare Intl

Tue 24/2

18:35-10:30

2 stops31h 55m

R15 084

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/2

20:15-16:20

1 stop28h 05m

Chicago O'Hare Intl

Tue 24/2

18:35-10:30

2 stops31h 55m

R15 084

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 5/2

20:15-12:10

2 stops23h 55m

Chicago O'Hare Intl

Wed 18/2

18:50-10:30

1 stop31h 40m

R15 101

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/2

22:00-13:15

2 stops23h 15m

Chicago O'Hare Intl

Mon 23/2

14:30-18:35

1 stop20h 05m

R15 199

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/2

22:00-16:49

2 stops26h 49m

Chicago O'Hare Intl

Sun 22/2

15:50-18:35

1 stop18h 45m

R15 199

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/2

22:00-12:05

1 stop22h 05m

Chicago O'Hare Intl

Sat 28/2

15:50-18:35

1 stop18h 45m

R15 199

Flights are sorted by cheapest return flights first.

Deals found on 20/1

Showing 1-10 of 38 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 16 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 24 hours 42 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 Turkish Airlines.

British Airways
British Airways
From R15 888
KLM
KLM
From R16 028
United Airlines
United Airlines
From R15 155
Turkish Airlines
Turkish Airlines
From R14 065

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 22 January 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
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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
1 442 reviews
KLM
7,7
Good
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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
9 192 reviews
KLM
7,7
Good
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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
1 374 reviews
KLM
7,7
Good
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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
4 200 reviews
KLM
7,7
Good
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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
7 690 reviews
KLM
7,7
Good
1 442 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,7

Crew

8,4

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 201, while return flights cost around R4 108.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R10 061, however they can be found for as little as R4 108.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Johannesburg offers the quickest one-way flight (21 hours 45 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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