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R9 066+ 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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Apr 8 — Apr 151
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 9 March 2026.

Wed 22/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 29/414:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 7/3R14 129
Mon 27/418:00
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Mon 11/511:25
ORD
-
JNB
1 stop40h 05m
Turkish Airlines
Deal found 6/3R14 245
Sun 19/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Sun 26/414:00
ORD
-
JNB
2 stops58h 10m
Etihad Airways
Deal found 5/3R14 476
Sun 26/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 11/514:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 6/3R14 510
Wed 29/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 11/514:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 6/3R14 592
Wed 22/48:20
JNB
-
ORD
2 stops30h 55m
Ethiopian Air
Wed 29/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 7/3R14 807
Tue 28/417:50
JNB
-
ORD
1 stop22h 50m
Turkish Airlines
Mon 11/520:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 6/3R14 940
Fri 24/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 11/514:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 6/3R15 105
Tue 28/414:30
JNB
-
ORD
2 stops24h 45m
Ethiopian Air
Mon 11/510:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 6/3R15 138
Thu 12/1119:10
JNB
-
ORD
1 stop22h 55m
Turkish Airlines
Mon 16/1120:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 5/3R15 204
Mon 7/99:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Thu 17/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 5/3R15 238
Wed 22/420:25
JNB
-
MDW
2 stops28h 33m
Delta
Wed 29/49:29
MDW
-
JNB
2 stops28h 51m
Delta
Deal found 7/3R16 793

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 9 March 2026.

Return from

R14 129

One-way from

R9 066

Popular in

July

Cheapest in

February

Average price

R17 190
Etihad Airways
  • Etihad Airways
  • 22/4-29/4
  • 2 total stops
  • 65h 05m total
  • Johannesburg to Chicago
Search Deals
28/4
  • 28/4
  • 2 total stops
  • 27h 00m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (R1 213 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 9 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

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 22/4

8:20-8:15

2 stops30h 55m

Chicago O'Hare Intl

Wed 29/4

10:15-20:10

1 stop26h 55m

R14 807

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 1/4

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Wed 8/4

7:45-8:20

2 stops41h 35m

R16 081

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 29/4

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Wed 13/5

14:00-8:20

1 stop35h 20m

R16 098

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 25/4

8:20-8:15

2 stops30h 55m

Chicago O'Hare Intl

Wed 13/5

10:15-13:05

1 stop19h 50m

R16 164

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 22/4

20:25-20:40

2 stops31h 15m

Chicago O'Hare Intl

Wed 29/4

11:08-21:20

2 stops27h 12m

R16 793
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 25/4

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Sat 9/5

10:15-13:05

1 stop19h 50m

R16 975

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 2/4

20:25-18:31

2 stops29h 06m

Chicago O'Hare Intl

Thu 9/4

20:30-8:45

2 stops29h 15m

R17 438

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 20/4

20:25-17:58

2 stops28h 33m

Chicago Midway

Mon 27/4

9:29-19:40

2 stops27h 11m

R17 455

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 1/4

20:25-18:40

2 stops29h 15m

Chicago Midway

Wed 8/4

9:35-19:40

2 stops27h 05m

R17 537

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 1/4

5:30-8:15

3 stops33h 45m

Chicago O'Hare Intl

Wed 8/4

10:15-20:10

1 stop26h 55m

R17 967

Flights are sorted by cheapest return flights first.

Deals found on 6/3

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 6 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 26 hours 51 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 180
KLM
KLM
From R16 446
United Airlines
United Airlines
From R15 359
Turkish Airlines
Turkish Airlines
From R14 039

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 9 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
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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
1 468 reviews
KLM
7,8
Good
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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
9 409 reviews
KLM
7,8
Good
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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
1 424 reviews
KLM
7,8
Good
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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
4 247 reviews
KLM
7,8
Good
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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
7 781 reviews
KLM
7,8
Good
1 468 reviews
Check prices

Food

7,3

Comfort

7,6

Boarding

7,8

Entertainment

7,1

Overall

7,8

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, 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 R975, while return flights cost around R1 588.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 443, however they can be found for as little as R1 588.

  • 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 (20 hours 33 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.

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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