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R10 163+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Aug 31 — Sep 71
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 1 August 2026.

Mon 14/922:00
JNB
-
ORD
1 stop30h 00m
United Airlines
Sun 27/915:00
ORD
-
JNB
1 stop20h 30m
United Airlines
Deal found 29/7R16 542
Sun 13/922:00
JNB
-
ORD
2 stops23h 20m
United Airlines
Sun 20/910:50
ORD
-
JNB
2 stops24h 40m
United Airlines
Deal found 29/7R16 558
Mon 14/922:00
JNB
-
ORD
1 stop19h 57m
United Airlines
Mon 21/913:30
ORD
-
JNB
1 stop22h 00m
United Airlines
Deal found 31/7R16 707
Sun 29/110:20
JNB
-
ORD
1 stop26h 00m
Turkish Airlines
Mon 7/1220:15
ORD
-
JNB
1 stop30h 45m
Turkish Airlines
Deal found 30/7R16 789
Thu 10/99:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Thu 17/920:25
ORD
-
JNB
1 stop28h 50m
Etihad Airways
Deal found 29/7R16 856
Wed 7/109:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Mon 12/1020:25
ORD
-
JNB
1 stop28h 55m
Etihad Airways
Deal found 29/7R16 872
Tue 10/1121:40
JNB
-
ORD
2 stops29h 04m
Virgin Atlantic
Tue 17/1115:05
ORD
-
JNB
2 stops33h 15m
Virgin Atlantic
Deal found 30/7R17 037
Thu 1/1021:55
JNB
-
ORD
1 stop27h 50m
Delta
Thu 8/108:05
ORD
-
JNB
1 stop28h 35m
Delta
Deal found 30/7R17 070
Mon 14/99:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Mon 21/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 31/7R17 153
Mon 14/920:15
JNB
-
MDW
2 stops33h 29m
Multiple Airlines
Mon 21/917:10
MDW
-
JNB
2 stops21h 25m
Multiple Airlines
Deal found 31/7R17 632
Mon 14/923:15
JNB
-
MDW
2 stops26h 04m
Delta
Sun 27/913:19
MDW
-
JNB
2 stops23h 21m
Delta
Deal found 29/7R18 145
Mon 14/923:15
JNB
-
MDW
2 stops26h 04m
Delta
Mon 21/96:05
MDW
-
JNB
1 stop30h 35m
Delta
Deal found 31/7R18 161

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 1 August 2026.

Return from

R16 542

One-way from

R10 163

Popular in

January

Cheapest in

February

Average price

R18 376
United Airlines
  • United Airlines
  • 14/9-27/9
  • 2 total stops
  • 50h 30m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 7/9
  • 1 total stop
  • 32h 00m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R1 417 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R462 potential savings vs. average return price).
Search Deals
Average for return flights in August 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 1 August 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
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 14/9

22:00-10:57

1 stop19h 57m

Chicago O'Hare Intl

Mon 21/9

13:30-18:30

1 stop22h 00m

R16 707

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 6/12

22:00-23:42

1 stop33h 42m

Chicago O'Hare Intl

Wed 13/1

21:30-18:35

1 stop37h 05m

R16 988

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 5/12

21:40-18:22

2 stops28h 42m

Chicago O'Hare Intl

Mon 11/1

12:15-19:10

2 stops22h 55m

R17 401

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 21/9

22:00-21:59

2 stops30h 59m

Chicago O'Hare Intl

Mon 28/9

14:00-18:30

2 stops21h 30m

R17 566

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 14/9

20:15-23:59

2 stops34h 44m

Chicago O'Hare Intl

Mon 21/9

13:51-21:35

2 stops24h 44m

R17 632

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 11/10

15:05-9:38

2 stops25h 33m

Chicago O'Hare Intl

Sun 18/10

5:59-18:30

2 stops29h 31m

R17 748

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 14/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Mon 21/9

6:05-19:40

1 stop30h 35m

R18 161

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 11/9

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Fri 18/9

15:05-21:20

2 stops23h 15m

R18 492

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 7/9

23:15-17:33

2 stops25h 18m

Chicago O'Hare Intl

Wed 3/3

13:30-22:00

2 stops24h 30m

R18 954

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 22/8

15:05-9:13

2 stops25h 08m

Chicago O'Hare Intl

Sat 29/8

15:55-18:30

1 stop19h 35m

R19 070

Flights are sorted by cheapest return flights first.

Deals found on 27/7

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

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 24 hours 2 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, United Airlines and Qatar Airways.

United Airlines
United Airlines
From R15 287
Qatar Airways
Qatar Airways
From R16 838
KLM
KLM
From R16 693
Etihad Airways
Etihad Airways
From R13 217

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).

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 1 August 2026.
Get a feel of what it's like to fly with KLM,Qatar Airways, andUnited Airlines 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
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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
1 552 reviews
KLM
7,8
Good
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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
7,4
Good
3 739 reviews
KLM
7,8
Good
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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
10 063 reviews
KLM
7,8
Good
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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
1 499 reviews
KLM
7,8
Good
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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
8 137 reviews
KLM
7,8
Good
1 552 reviews
Check prices

Entertainment

7,2

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Crew

8,4

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 066, while return flights cost around R2 481.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 481, however they can be found for as little as R2 481.

  • 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 54 minutes).

  • Which airport is closest to Chicago Riverwalk?

    f being close to Chicago Riverwalk is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • 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.

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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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