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R10 384+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Aug 23 — Aug 301
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 24 July 2026.

Thu 12/1122:00
JNB
-
ORD
1 stop31h 18m
United Airlines
Tue 24/1121:47
ORD
-
JNB
2 stops36h 48m
United Airlines
Deal found 20/7R16 813
Fri 24/722:00
JNB
-
ORD
1 stop25h 28m
United Airlines
Fri 7/812:11
ORD
-
JNB
1 stop23h 19m
United Airlines
Deal found 23/7R16 880
Wed 26/89:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Tue 29/921:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 20/7R16 998
Mon 7/99:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Mon 14/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 24/7R17 048
Thu 1/1017:55
JNB
-
ORD
1 stop22h 45m
Turkish Airlines
Sat 17/1011:25
ORD
-
JNB
1 stop40h 05m
Turkish Airlines
Deal found 20/7R17 200
Wed 9/99:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Mon 21/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 23/7R17 217
Mon 14/99:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Thu 17/921:10
ORD
-
JNB
1 stop28h 05m
Etihad Airways
Deal found 22/7R17 234
Tue 4/822:00
JNB
-
ORD
1 stop31h 06m
United Airlines
Thu 10/921:35
ORD
-
JNB
1 stop37h 55m
United Airlines
Deal found 21/7R17 267
Thu 1/1021:55
JNB
-
MDW
1 stop31h 49m
Virgin Atlantic
Sat 17/106:00
MDW
-
JNB
1 stop30h 40m
Virgin Atlantic
Deal found 20/7R17 419
Thu 1/1021:55
JNB
-
MDW
2 stops27h 38m
Delta
Sat 17/109:29
MDW
-
JNB
2 stops27h 11m
Delta
Deal found 20/7R17 486
Sun 20/920:15
JNB
-
ORD
2 stops31h 41m
Virgin Atlantic
Wed 13/113:30
ORD
-
JNB
2 stops36h 35m
Virgin Atlantic
Deal found 23/7R17 587
Wed 5/818:50
JNB
-
MDW
2 stops28h 25m
KLM
Tue 25/813:25
MDW
-
JNB
2 stops24h 55m
KLM
Deal found 20/7R17 890

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 24 July 2026.

Return from

R16 813

One-way from

R10 384

Popular in

January

Cheapest in

September

Average price

R19 775
United Airlines
  • United Airlines
  • 12/11-24/11
  • 3 total stops
  • 68h 06m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 6/9
  • 1 total stop
  • 25h 10m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R1 470 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R471 potential savings vs. average return price).
Search Deals
Average for return flights in July 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 24 July 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

Tue 4/8

22:00-22:06

1 stop31h 06m

Chicago O'Hare Intl

Thu 10/9

21:35-18:30

1 stop37h 55m

R17 284

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 1/10

21:55-22:44

1 stop31h 49m

Chicago Midway

Sat 17/10

6:00-19:40

1 stop30h 40m

R17 419

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 1/10

21:55-18:33

2 stops27h 38m

Chicago Midway

Sat 17/10

9:29-19:40

2 stops27h 11m

R17 486
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 20/9

23:15-14:30

1 stop22h 15m

Chicago O'Hare Intl

Wed 13/1

16:25-22:00

1 stop21h 35m

R17 856

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

23:15-18:20

2 stops26h 05m

Chicago O'Hare Intl

Tue 25/8

16:20-21:20

1 stop22h 00m

R17 873

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

23:15-18:20

2 stops26h 05m

Chicago O'Hare Intl

Mon 31/8

16:50-21:20

1 stop21h 30m

R17 873

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 1/9

15:05-11:53

2 stops27h 48m

Chicago O'Hare Intl

Thu 8/10

12:09-18:30

1 stop23h 21m

R18 126

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 9/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Mon 21/9

10:48-19:40

1 stop25h 52m

R18 513

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 5/8

18:50-16:15

2 stops28h 25m

Chicago Midway

Tue 25/8

13:25-21:20

2 stops24h 55m

R19 320

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 9/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Wed 3/3

12:30-22:00

2 stops25h 30m

R19 388

Flights are sorted by cheapest return flights first.

Deals found on 22/7

Showing 1-10 of 32 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

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 25 hours 46 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 Etihad Airways, Qatar Airways and United Airlines.

United Airlines
United Airlines
From R14 501
Qatar Airways
Qatar Airways
From R17 149
KLM
KLM
From R17 001
Etihad Airways
Etihad Airways
From R13 460

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Johannesburg to Chicago are Etihad Airways, Turkish Airlines and United Airlines.

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).

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 66 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.

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 24 July 2026.
Get a feel of what it's like to fly with KLM,United Airlines, andQatar 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
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.
KLM
7,8
Good
1 545 reviews
KLM
7,8
Good
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.
United Airlines
7,4
Good
10 034 reviews
KLM
7,8
Good
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.
Qatar Airways
7,3
Good
3 747 reviews
KLM
7,8
Good
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.
Etihad Airways
7,3
Good
1 486 reviews
KLM
7,8
Good
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.
British Airways
6,7
Okay
8 132 reviews
KLM
7,8
Good
1 545 reviews
Check prices

Comfort

7,7

Food

7,3

Entertainment

7,2

Boarding

7,8

Crew

8,4

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

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 086, while return flights cost around R2 526.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 526, however they can be found for as little as R2 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 (22 hours 0 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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Why should you use Cheapflights to find cheap flight tickets to Chicago?

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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