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R10 360+ 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 26/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Apr 17 — Apr 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 18 March 2026.

Mon 23/39:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 6/414:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 13/3R14 197
Fri 17/49:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Mon 20/414:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 16/3R14 381
Sun 3/59:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Mon 1/614:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 16/3R14 464
Wed 13/59:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Sat 30/514:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 17/3R14 514
Mon 8/69:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Thu 18/621:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 14/3R14 615
Wed 22/49:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Mon 4/514:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 16/3R14 748
Fri 24/49:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Mon 4/514:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 16/3R15 082
Thu 12/1119:10
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Mon 16/1120:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 14/3R15 148
Mon 7/918:00
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Thu 17/920:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 14/3R15 165
Sun 21/69:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 15/721:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 13/3R15 966
Tue 5/523:15
JNB
-
MDW
2 stops26h 21m
Delta
Tue 26/513:22
MDW
-
JNB
2 stops24h 58m
Delta
Deal found 16/3R18 702
Wed 6/518:00
JNB
-
MDW
2 stops30h 56m
Delta
Mon 1/613:22
MDW
-
JNB
2 stops24h 58m
Delta
Deal found 16/3R18 719

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 18 March 2026.

Return from

R14 264

One-way from

R10 360

Popular in

July

Cheapest in

February

Average price

R17 467
Etihad Airways
  • Etihad Airways
  • 10/4-17/4
  • 2 total stops
  • 65h 05m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 26/5
  • 1 total stop
  • 25h 25m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (R1 141 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R249 potential savings vs. average return price).
Search Deals
Average for return flights in March 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 18 March 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
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 29/4

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Wed 6/5

10:15-13:05

1 stop19h 50m

R16 934

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 13/5

20:25-20:14

2 stops30h 49m

Chicago O'Hare Intl

Sat 30/5

7:00-21:20

2 stops31h 20m

R18 702

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 17/6

9:50-15:40

1 stop36h 50m

Chicago O'Hare Intl

Thu 16/7

21:10-8:20

1 stop28h 10m

R18 869

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 7/4

23:15-18:02

2 stops25h 47m

Chicago O'Hare Intl

Sat 24/10

7:05-19:00

2 stops28h 55m

R20 203

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 21/6

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Thu 16/7

10:48-8:20

2 stops38h 32m

R20 237

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 18/6

8:20-8:15

2 stops30h 55m

Chicago O'Hare Intl

Mon 13/7

10:15-20:10

1 stop26h 55m

R21 121

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 21/6

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Wed 15/7

9:33-8:20

2 stops39h 47m

R21 204

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 20/6

9:50-15:40

1 stop36h 50m

Chicago O'Hare Intl

Mon 13/7

10:48-8:20

2 stops38h 32m

R21 538

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 9/4

20:55-15:05

1 stop25h 10m

Chicago O'Hare Intl

Fri 23/10

19:20-8:40

1 stop30h 20m

R21 655

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 24/4

17:30-8:15

4 stops45h 45m

Chicago O'Hare Intl

Sat 2/5

10:15-20:10

1 stop26h 55m

R22 539

Flights are sorted by cheapest return flights first.

Deals found on 13/3

Showing 1-10 of 37 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

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 13 March 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 28 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 Etihad Airways.

British Airways
British Airways
From R16 324
KLM
KLM
From R16 584
United Airlines
United Airlines
From R15 488
Turkish Airlines
Turkish Airlines
From R14 157

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 18 March 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
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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
7,8
Good
1 471 reviews
KLM
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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
9 434 reviews
KLM
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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
1 426 reviews
KLM
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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
4 258 reviews
KLM
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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
7 802 reviews
KLM
7,8
Good
1 471 reviews
Check prices

Overall

7,8

Entertainment

7,1

Boarding

7,8

Food

7,3

Comfort

7,6

Crew

8,4

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, 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 R983, while return flights cost around R4 198.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R10 282, however they can be found for as little as R4 198.

  • 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 1 minute).

  • 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.

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.

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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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