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R9 356+ 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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
May 17 — May 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 17 April 2026.

Wed 24/69:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Fri 24/721:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 15/4R15 120
Tue 27/109:50
JNB
-
ORD
1 stop30h 05m
Etihad Airways
Wed 25/1113:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 12/4R15 137
Wed 9/918:00
JNB
-
ORD
1 stop22h 40m
Turkish Airlines
Wed 3/220:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 13/4R15 578
Tue 27/1017:00
JNB
-
ORD
2 stops31h 34m
Kenya Airways
Wed 25/116:00
ORD
-
JNB
2 stops25h 50m
Kenya Airways
Deal found 12/4R17 015
Thu 28/512:40
JNB
-
ORD
1 stop35h 10m
Qatar Airways
Thu 20/819:20
ORD
-
JNB
1 stop30h 40m
Qatar Airways
Deal found 14/4R17 031
Mon 18/519:50
JNB
-
ORD
1 stop28h 00m
Qatar Airways
Sun 26/719:20
ORD
-
JNB
1 stop37h 00m
Qatar Airways
Deal found 14/4R17 357
Mon 7/917:00
JNB
-
ORD
2 stops26h 41m
Multiple Airlines
Wed 3/36:00
ORD
-
JNB
2 stops25h 50m
Multiple Airlines
Deal found 14/4R17 537
Thu 20/89:50
JNB
-
ORD
1 stop36h 50m
Etihad Airways
Fri 25/921:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 16/4R17 880
Mon 1/612:40
JNB
-
ORD
1 stop35h 10m
Qatar Airways
Mon 8/619:20
ORD
-
JNB
1 stop25h 40m
Qatar Airways
Deal found 17/4R17 994
Thu 28/519:50
JNB
-
ORD
1 stop28h 00m
Qatar Airways
Thu 4/619:20
ORD
-
JNB
1 stop25h 40m
Qatar Airways
Deal found 13/4R18 027
Mon 7/917:00
JNB
-
ORD
2 stops31h 20m
Kenya Airways
Wed 3/36:00
ORD
-
JNB
2 stops25h 50m
Kenya Airways
Deal found 16/4R18 060
Mon 20/410:05
JNB
-
MDW
3 stops40h 26m
Multiple Airlines
Mon 27/47:30
MDW
-
JNB
3 stops49h 45m
Multiple Airlines
Deal found 15/4R21 897

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 17 April 2026.

Return from

R15 120

One-way from

R9 356

Popular in

July

Cheapest in

February

Average price

R17 749
Etihad Airways
  • Etihad Airways
  • 24/6-24/7
  • 2 total stops
  • 57h 55m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 15/9
  • 1 total stop
  • 25h 10m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R932 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (R166 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 17 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 15/6

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Tue 16/6

21:10-8:20

1 stop28h 10m

R19 105

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 24/6

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Fri 24/7

10:56-8:20

2 stops38h 24m

R20 476

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 1/6

20:25-21:36

2 stops32h 11m

Chicago O'Hare Intl

Mon 8/6

18:29-8:45

2 stops31h 16m

R21 195

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 18/6

12:40-21:30

2 stops39h 50m

Chicago O'Hare Intl

Mon 22/6

19:20-9:00

1 stop30h 40m

R21 750

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 15/5

19:10-15:45

1 stop27h 35m

Chicago O'Hare Intl

Fri 22/5

20:35-5:30

1 stop25h 55m

R22 207

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 1/6

15:25-12:35

2 stops28h 10m

Chicago O'Hare Intl

Mon 8/6

19:05-9:20

1 stop31h 15m

R23 024

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 19/5

20:25-18:33

2 stops29h 08m

Chicago Midway

Tue 26/5

13:22-21:20

2 stops24h 58m

R23 056

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 28/5

15:05-16:50

3 stops32h 45m

Chicago O'Hare Intl

Thu 4/6

16:33-4:00

2 stops28h 27m

R23 285

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 31/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Sun 7/6

13:16-21:20

2 stops25h 04m

R23 497
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 18/6

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Mon 22/6

10:15-13:05

1 stop19h 50m

R23 628

Flights are sorted by cheapest return flights first.

Deals found on 13/4

Showing 1-10 of 35 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 10 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 25 hours 3 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 155
British Airways
British Airways
From R16 073
KLM
KLM
From R16 341
Turkish Airlines
Turkish Airlines
From R13 486

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 17 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
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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
1 502 reviews
KLM
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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
9 604 reviews
KLM
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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
1 434 reviews
KLM
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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
4 306 reviews
KLM
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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
7 891 reviews
KLM
7,8
Good
1 502 reviews
Check prices

Entertainment

7,1

Comfort

7,7

Boarding

7,8

Overall

7,8

Food

7,3

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 R1 201, while return flights cost around R9 454.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 454, however they can be found for as little as R9 454.

  • 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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