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R10 051+ 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 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Sep 5 — Sep 121
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 6 August 2026.

Wed 23/920:15 -
2 stops33h 17m
Wed 30/98:05 -
1 stop28h 35m
Deal found 4/8R16 327
Fri 18/922:00 -
1 stop21h 08m
Fri 25/916:00 -
1 stop19h 30m
Deal found 4/8R16 458
Thu 17/922:00 -
2 stops22h 13m
Thu 24/911:15 -
2 stops24h 15m
Deal found 3/8R16 524
Sun 20/1222:00 -
2 stops33h 22m
Thu 31/1221:41 -
2 stops36h 54m
Deal found 5/8R16 540
Tue 1/1218:50 -
1 stop23h 10m
Wed 13/120:15 -
1 stop42h 10m
Deal found 1/8R16 556
Thu 10/99:45 -
1 stop36h 55m
Thu 17/920:25 -
1 stop28h 50m
Deal found 2/8R16 752
Sun 6/1222:00 -
1 stop33h 42m
Mon 11/111:45 -
1 stop22h 50m
Deal found 1/8R16 801
Fri 4/1218:50 -
1 stop23h 10m
Tue 12/120:15 -
1 stop30h 45m
Deal found 1/8R16 883
Thu 1/1021:55 -
1 stop20h 59m
Sat 10/106:04 -
1 stop30h 36m
Deal found 2/8R16 998
Fri 18/1221:20 -
2 stops51h 02m
Thu 31/129:30 -
2 stops25h 40m
Deal found 5/8R17 096
Fri 18/1221:20 -
1 stop29h 12m
Wed 30/1219:55 -
1 stop39h 15m
Deal found 5/8R17 096
Fri 4/1221:40 -
2 stops27h 40m
Mon 11/19:30 -
1 stop25h 40m
Deal found 1/8R17 145

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 6 August 2026.

Return from

R16 327

One-way from

R10 051

Popular in

January

Cheapest in

February

Average price

R17 635
Virgin Atlantic
  • Virgin Atlantic
  • 23/9-30/9
  • 3 total stops
  • 61h 52m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 17/9
  • 1 total stop
  • 25h 10m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (R1 315 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R447 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 6 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

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Wed 23/9

20:15-22:32

2 stops33h 17m

Chicago O'Hare Intl

Wed 30/9

8:05-19:40

1 stop28h 35m

R16 327

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Wed 2/12

18:50-18:20

1 stop31h 30m

Chicago O'Hare Intl

Wed 13/1

20:15-11:00

1 stop30h 45m

R16 556

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Tue 17/11

22:00-13:16

2 stops23h 16m

Chicago O'Hare Intl

Wed 25/11

6:55-18:35

2 stops27h 40m

R16 556

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 1/10

21:55-18:19

2 stops27h 24m

Chicago Midway

Sat 10/10

13:27-19:40

2 stops23h 13m

R16 998

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 18/12

21:20-16:22

2 stops51h 02m

Chicago Midway

Thu 31/12

9:30-19:10

2 stops25h 40m

R17 096
Fastest return journey

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Mon 7/9

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 3/3

16:25-22:00

1 stop21h 35m

R17 422

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 10/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Thu 17/9

6:05-19:40

1 stop30h 35m

R18 044

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Wed 9/9

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 3/3

6:00-22:00

2 stops32h 00m

R19 024

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 16/12

23:59-18:04

2 stops26h 05m

Chicago Midway

Thu 31/12

9:30-19:10

2 stops25h 40m

R19 384

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Sun 20/12

18:50-18:20

1 stop31h 30m

Chicago O'Hare Intl

Tue 29/12

11:45-22:25

1 stop26h 40m

R19 531

Flights are sorted by cheapest return flights first.

Deals found on 6/8

Showing 1-10 of 38 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 21 hours 36 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 119
Qatar Airways
Qatar Airways
From R16 653
KLM
KLM
From R16 510
Etihad Airways
Etihad Airways
From R13 072

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 6 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
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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
1 554 reviews
KLM
7,8
Good
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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
3 737 reviews
KLM
7,8
Good
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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
10 072 reviews
KLM
7,8
Good
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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
1 498 reviews
KLM
7,8
Good
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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
8 147 reviews
KLM
7,8
Good
1 554 reviews
Check prices

Entertainment

7,2

Crew

8,4

Food

7,3

Overall

7,8

Boarding

7,8

Comfort

7,7

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 055, while return flights cost around R2 453.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R2 453, however they can be found for as little as R2 453.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Johannesburg offers the quickest one-way flight (20 hours 32 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.

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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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