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R9 153+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Mar 28 — Apr 41
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 26 February 2026.

Wed 15/48:20
JNB
-
ORD
2 stops30h 55m
Ethiopian Air
Mon 4/510:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 23/2R13 268
Tue 24/314:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
Mon 6/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 25/2R13 316
Wed 15/418:00
JNB
-
ORD
1 stop22h 40m
Turkish Airlines
Mon 4/520:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 23/2R13 523
Wed 8/49:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 15/414:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 22/2R13 554
Wed 4/38:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
Wed 11/310:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 23/2R13 777
Wed 25/314:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
Mon 6/410:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 25/2R13 793
Mon 23/39:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 6/414:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 25/2R14 142
Sun 22/314:30
JNB
-
ORD
2 stops25h 10m
Ethiopian Air
Wed 8/410:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 25/2R14 222
Tue 24/38:20
JNB
-
ORD
2 stops31h 20m
Ethiopian Air
Sun 5/410:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 25/2R14 254
Wed 8/414:30
JNB
-
ORD
2 stops24h 45m
Ethiopian Air
Wed 15/410:15
ORD
-
JNB
1 stop19h 50m
Ethiopian Air
Deal found 22/2R14 365
Tue 9/617:50
JNB
-
ORD
1 stop31h 25m
Turkish Airlines
Tue 18/811:25
ORD
-
JNB
1 stop40h 05m
Turkish Airlines
Deal found 26/2R14 460
Mon 23/39:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 8/414:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 25/2R14 555

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 26 February 2026.

Return from

R13 268

One-way from

R9 153

Popular in

January

Cheapest in

February

Average price

R15 064
Ethiopian Air
  • Ethiopian Air
  • 15/4-4/5
  • 3 total stops
  • 50h 45m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 12/3
  • 1 total stop
  • 34h 00m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R755 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R282 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 26 February 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 15/4

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Mon 4/5

10:15-0:05

2 stops30h 50m

R15 255

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 13/5

21:15-13:50

1 stop23h 35m

Chicago O'Hare Intl

Mon 8/6

21:15-7:00

1 stop26h 45m

R16 145

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 12/5

21:55-13:47

1 stop22h 52m

Chicago O'Hare Intl

Wed 10/6

17:10-11:05

1 stop34h 55m

R16 510

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 15/5

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 10/6

17:10-11:05

1 stop34h 55m

R16 558

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 11/4

10:05-15:45

1 stop36h 40m

Chicago O'Hare Intl

Sat 18/4

20:35-20:35

1 stop41h 00m

R23 390

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 13/5

8:20-8:15

2 stops30h 55m

Chicago O'Hare Intl

Mon 8/6

15:53-3:55

3 stops29h 02m

R24 217

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 10/4

22:20-15:45

1 stop24h 25m

Chicago O'Hare Intl

Fri 17/4

18:15-16:15

2 stops63h 00m

R27 204

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 29/6

12:30-8:15

4 stops50h 45m

Chicago O'Hare Intl

Wed 15/7

10:15-15:20

3 stops46h 05m

R31 844

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 23/6

20:25-18:31

2 stops29h 06m

Chicago Midway

Tue 14/7

9:30-19:40

2 stops27h 10m

R32 162

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 10/4

16:50-14:50

2 stops53h 00m

Chicago O'Hare Intl

Fri 17/4

19:20-14:20

2 stops36h 00m

R32 384

Flights are sorted by cheapest return flights first.

Deals found on 22/2

Showing 1-10 of 34 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 20 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 28 hours 6 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 487
KLM
KLM
From R15 796
United Airlines
United Airlines
From R14 752
Turkish Airlines
Turkish Airlines
From R13 484

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 26 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
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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
1 460 reviews
KLM
7,7
Good
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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
9 349 reviews
KLM
7,7
Good
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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
1 416 reviews
KLM
7,7
Good
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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
4 237 reviews
KLM
7,7
Good
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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
7 768 reviews
KLM
7,7
Good
1 460 reviews
Check prices

Comfort

7,6

Overall

7,7

Food

7,3

Crew

8,4

Boarding

7,8

Entertainment

7,1

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 169, while return flights cost around R1 526.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 382, however they can be found for as little as R1 526.

  • 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 (24 hours 50 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.

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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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