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R11 348+ 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 26/2. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Mar 22 — Mar 291
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 20 February 2026.

Wed 25/28:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
Mon 16/310:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 18/2R13 508
Sun 5/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Sun 12/414:00
ORD
-
JNB
2 stops58h 10m
Etihad Airways
Deal found 19/2R13 911
Wed 25/29:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 16/314:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 16/2R14 330
Mon 26/1019:05
JNB
-
ORD
1 stop23h 00m
Turkish Airlines
Fri 30/1021:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 19/2R15 313
Wed 25/222:00
JNB
-
ORD
2 stops29h 15m
American Airlines
Mon 16/320:40
ORD
-
JNB
2 stops27h 55m
American Airlines
Deal found 17/2R15 845
Wed 11/319:05
JNB
-
ORD
1 stop23h 00m
Turkish Airlines
Thu 14/120:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 18/2R15 878
Wed 25/222:00
JNB
-
MDW
2 stops27h 45m
Virgin Atlantic
Mon 16/312:47
MDW
-
JNB
1 stop23h 13m
Virgin Atlantic
Deal found 16/2R16 184
Wed 25/222:00
JNB
-
MDW
2 stops28h 40m
Delta
Mon 16/39:35
MDW
-
JNB
2 stops26h 25m
Delta
Deal found 16/2R16 393
Mon 6/420:25
JNB
-
MDW
2 stops28h 29m
Delta
Mon 13/413:24
MDW
-
JNB
2 stops23h 16m
Delta
Deal found 20/2R17 151
Mon 18/523:15
JNB
-
MDW
2 stops25h 41m
Delta
Sat 4/76:00
MDW
-
JNB
1 stop30h 40m
Delta
Deal found 16/2R18 199
Sun 24/523:15
JNB
-
MDW
2 stops25h 41m
Delta
Sat 4/713:00
MDW
-
JNB
2 stops23h 40m
Delta
Deal found 16/2R18 956
Fri 22/523:15
JNB
-
MDW
2 stops25h 41m
Delta
Sat 4/713:00
MDW
-
JNB
2 stops23h 40m
Delta
Deal found 16/2R19 795

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 20 February 2026.

Return from

R13 911

One-way from

R9 285

Popular in

January

Cheapest in

February

Average price

R15 281
Etihad Airways
  • Etihad Airways
  • 5/4-12/4
  • 3 total stops
  • 87h 55m total
  • Johannesburg to Chicago
Search Deals
1/6
  • 1/6
  • 2 total stops
  • 28h 36m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R769 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R286 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 20 February 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

Sun 5/4

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Sun 12/4

14:00-7:10

2 stops58h 10m

R13 911

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 3/4

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Fri 10/4

14:00-8:20

1 stop35h 20m

R16 103

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 5/4

5:30-8:15

3 stops33h 45m

Chicago O'Hare Intl

Sun 12/4

10:15-20:10

1 stop26h 55m

R16 780

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 6/4

20:25-17:54

2 stops28h 29m

Chicago Midway

Mon 13/4

13:24-19:40

2 stops23h 16m

R17 151

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 6/4

20:25-16:43

2 stops27h 18m

Chicago O'Hare Intl

Mon 13/4

11:08-21:20

2 stops27h 12m

R17 296

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

19:25-14:00

2 stops25h 35m

Chicago O'Hare Intl

Mon 17/8

22:30-7:00

2 stops25h 30m

R17 538

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 14/4

12:10-12:26

2 stops31h 16m

Chicago O'Hare Intl

Tue 22/12

7:30-0:25

2 stops32h 55m

R19 440

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 5/4

14:55-14:50

1 stop30h 55m

Chicago O'Hare Intl

Sun 12/4

19:20-8:50

1 stop30h 30m

R19 456

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 5/4

18:00-18:15

1 stop31h 15m

Chicago O'Hare Intl

Sun 12/4

11:25-10:30

1 stop40h 05m

R19 811

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 6/4

21:55-22:31

1 stop31h 36m

Chicago Midway

Mon 13/4

10:41-19:40

1 stop25h 59m

R20 004

Flights are sorted by cheapest return flights first.

Deals found on 19/2

Showing 1-10 of 29 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 18 February 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 25 hours 27 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 710
United Airlines
United Airlines
From R14 964
KLM
KLM
From R16 024
Turkish Airlines
Turkish Airlines
From R13 679

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 20 February 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
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
KLM
7,7
Good
1 458 reviews
KLM
7,7
Good
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
United Airlines
7,4
Good
9 325 reviews
KLM
7,7
Good
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
Etihad Airways
7,3
Good
1 405 reviews
KLM
7,7
Good
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
Turkish Airlines
7,3
Good
4 224 reviews
KLM
7,7
Good
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas
British Airways
6,7
Okay
7 755 reviews
KLM
7,7
Good
1 458 reviews
Check prices

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Crew

8,4

Food

7,3

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

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 185, while return flights cost around R1 548.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 416, however they can be found for as little as R1 548.

  • 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 (19 hours 29 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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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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