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R9 433+ 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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
May 9 — May 161
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 April 2026.

Wed 13/59:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Wed 27/514:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 6/4R14 748
Fri 15/59:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Wed 27/514:00
ORD
-
JNB
1 stop35h 15m
Etihad Airways
Deal found 6/4R14 781
Mon 29/69:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 15/721:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 9/4R15 207
Sat 21/1119:10
JNB
-
ORD
1 stop31h 15m
Turkish Airlines
Wed 25/1111:50
ORD
-
JNB
1 stop39h 00m
Turkish Airlines
Deal found 5/4R15 470
Mon 6/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 13/721:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 6/4R16 536
Thu 2/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Fri 17/714:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 9/4R16 667
Mon 4/512:40
JNB
-
ORD
1 stop35h 10m
Qatar Airways
Fri 8/519:20
ORD
-
JNB
1 stop25h 40m
Qatar Airways
Deal found 8/4R16 946
Mon 18/518:00
JNB
-
ORD
1 stop22h 40m
Turkish Airlines
Tue 26/520:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 6/4R16 963
Thu 18/69:50
JNB
-
ORD
1 stop36h 50m
Etihad Airways
Mon 22/621:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 7/4R16 979
Thu 21/517:50
JNB
-
ORD
1 stop22h 50m
Turkish Airlines
Thu 28/520:10
ORD
-
JNB
1 stop31h 20m
Turkish Airlines
Deal found 6/4R17 471
Thu 21/523:15
JNB
-
MDW
2 stops25h 41m
KLM
Thu 28/513:22
MDW
-
JNB
2 stops24h 58m
KLM
Deal found 6/4R22 376
Thu 14/520:25
JNB
-
MDW
2 stops29h 08m
Delta
Tue 26/513:22
MDW
-
JNB
2 stops24h 58m
Delta
Deal found 6/4R22 951

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 April 2026.

Return from

R14 748

One-way from

R9 433

Popular in

July

Cheapest in

February

Average price

R17 389
Etihad Airways
  • Etihad Airways
  • 13/5-27/5
  • 2 total stops
  • 65h 05m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 15/4
  • 1 total stop
  • 35h 10m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R951 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 April 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 April 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

Mon 7/9

18:00-9:40

1 stop22h 40m

Chicago O'Hare Intl

Wed 3/3

20:20-10:50

1 stop30h 30m

R18 210

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 17/5

9:45-8:35

1 stop29h 50m

Chicago O'Hare Intl

Mon 25/5

14:00-8:15

1 stop35h 15m

R18 554

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 6/7

9:50-17:20

2 stops38h 30m

Chicago O'Hare Intl

Mon 13/7

21:10-8:20

1 stop28h 10m

R19 768

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 12/5

19:25-12:25

1 stop24h 00m

Chicago O'Hare Intl

Thu 28/5

18:10-9:25

1 stop32h 15m

R20 982

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 12/5

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Fri 29/5

19:20-4:00

1 stop25h 40m

R21 769

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 18/5

19:25-14:00

2 stops25h 35m

Chicago O'Hare Intl

Wed 27/5

18:00-9:25

1 stop32h 25m

R21 933

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 14/5

22:20-15:45

1 stop24h 25m

Chicago O'Hare Intl

Thu 28/5

20:35-5:30

1 stop25h 55m

R22 294

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 21/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 28/5

13:22-21:20

2 stops24h 58m

R22 376

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 17/5

23:15-18:33

2 stops26h 18m

Chicago Midway

Wed 27/5

13:22-21:20

2 stops24h 58m

R24 066

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 14/5

20:25-16:29

2 stops27h 04m

Chicago O'Hare Intl

Tue 26/5

16:20-21:20

1 stop22h 00m

R24 591

Flights are sorted by cheapest return flights first.

Deals found on 4/4

Showing 1-10 of 41 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 3 April 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 30 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.

United Airlines
United Airlines
From R15 226
KLM
KLM
From R16 417
British Airways
British Airways
From R16 148
Turkish Airlines
Turkish Airlines
From R13 549

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 April 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
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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
1 493 reviews
KLM
7,7
Good
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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
9 561 reviews
KLM
7,7
Good
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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
1 428 reviews
KLM
7,7
Good
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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
4 305 reviews
KLM
7,7
Good
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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
7 867 reviews
KLM
7,7
Good
1 493 reviews
Check prices

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,3

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 R1 206, while return flights cost around R4 128.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R10 110, however they can be found for as little as R4 128.

  • 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 5 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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