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R10 880+ 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 16/8. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Jun 19 — Jun 261
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 20 May 2026.

Wed 25/119:50
JNB
-
ORD
1 stop37h 10m
Etihad Airways
Sun 29/1120:20
ORD
-
JNB
1 stop28h 00m
Etihad Airways
Deal found 17/5R17 528
Mon 7/99:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 3/313:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 20/5R17 578
Wed 20/523:15
JNB
-
ORD
1 stop22h 00m
KLM
Thu 28/516:20
ORD
-
JNB
1 stop22h 00m
KLM
Deal found 20/5R17 711
Tue 27/105:25
JNB
-
ORD
2 stops38h 11m
Kenya Airways
Wed 25/116:00
ORD
-
JNB
2 stops25h 50m
Kenya Airways
Deal found 15/5R17 961
Mon 7/912:10
JNB
-
ORD
2 stops31h 31m
Kenya Airways
Wed 3/36:00
ORD
-
JNB
2 stops34h 25m
Kenya Airways
Deal found 16/5R18 544
Thu 16/718:50
JNB
-
ORD
2 stops28h 33m
Multiple Airlines
Mon 27/717:54
ORD
-
JNB
2 stops44h 26m
Multiple Airlines
Deal found 20/5R18 744
Tue 27/1019:35
JNB
-
ORD
1 stop26h 15m
Multiple Airlines
Wed 25/1118:00
ORD
-
JNB
2 stops32h 25m
Multiple Airlines
Deal found 15/5R18 777
Sat 13/612:40
JNB
-
ORD
1 stop35h 10m
Qatar Airways
Sat 20/619:20
ORD
-
JNB
1 stop25h 40m
Qatar Airways
Deal found 16/5R18 894
Mon 14/129:50
JNB
-
ORD
1 stop37h 10m
Etihad Airways
Mon 4/120:20
ORD
-
JNB
1 stop28h 00m
Etihad Airways
Deal found 17/5R19 027
Wed 20/523:15
JNB
-
MDW
2 stops28h 54m
KLM
Thu 28/512:53
MDW
-
JNB
2 stops25h 27m
KLM
Deal found 20/5R19 194
Sun 7/620:25
JNB
-
MDW
2 stops28h 53m
Delta
Sat 20/618:55
MDW
-
JNB
2 stops32h 30m
Delta
Deal found 19/5R19 927
Wed 20/523:15
JNB
-
MDW
2 stops28h 54m
Delta
Thu 28/510:59
MDW
-
JNB
1 stop25h 41m
Delta
Deal found 20/5R21 227

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 20 May 2026.

Return from

R17 578

One-way from

R10 880

Popular in

January

Cheapest in

February

Average price

R18 861
Etihad Airways
  • Etihad Airways
  • 7/9-3/3
  • 2 total stops
  • 64h 55m total
  • Johannesburg to Chicago
Search Deals
Qatar Airways
  • Qatar Airways
  • 16/8
  • 1 total stop
  • 33h 25m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R1 020 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R510 potential savings vs. average return price).
Search Deals
Average for return flights in May 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 20 May 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

17:00-17:20

2 stops31h 20m

Chicago O'Hare Intl

Wed 3/3

6:00-15:50

2 stops25h 50m

R18 544

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 7/6

20:25-18:18

2 stops28h 53m

Chicago Midway

Sat 20/6

18:55-10:25

2 stops32h 30m

R19 927

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 16/7

18:50-17:06

2 stops29h 16m

Chicago O'Hare Intl

Mon 27/7

17:10-10:20

1 stop34h 10m

R20 160

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 5/6

20:25-21:56

2 stops32h 31m

Chicago O'Hare Intl

Mon 22/6

11:23-22:25

2 stops28h 02m

R20 977

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 9/8

12:40-11:56

2 stops30h 16m

Chicago O'Hare Intl

Sun 23/8

19:20-4:00

1 stop25h 40m

R21 143

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 24/6

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Fri 24/7

10:15-20:10

1 stop26h 55m

R21 527

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 6/7

19:00-18:34

2 stops30h 34m

Chicago O'Hare Intl

Mon 13/7

6:00-18:30

2 stops29h 30m

R21 826

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Mon 27/7

9:49-19:40

2 stops26h 51m

R22 443

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 15/6

19:50-15:05

1 stop26h 15m

Chicago O'Hare Intl

Tue 16/6

19:20-4:00

1 stop25h 40m

R22 793

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 26/8

12:40-16:15

2 stops34h 35m

Chicago O'Hare Intl

Wed 2/9

19:20-11:00

2 stops32h 40m

R24 426

Flights are sorted by cheapest return flights first.

Deals found on 15/5

Showing 1-10 of 40 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 7 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 United Airlines.

United Airlines
United Airlines
From R15 464
British Airways
British Airways
From R16 400
KLM
KLM
From R16 756
Turkish Airlines
Turkish Airlines
From R13 601

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 67 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 20 May 2026.
Get a feel of what it's like to fly with KLM,Turkish Airlines, 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
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
KLM
7,8
Good
1 517 reviews
KLM
7,8
Good
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Turkish Airlines
7,4
Good
4 379 reviews
KLM
7,8
Good
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
United Airlines
7,4
Good
9 735 reviews
KLM
7,8
Good
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Etihad Airways
7,3
Good
1 437 reviews
KLM
7,8
Good
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
British Airways
6,7
Okay
7 989 reviews
KLM
7,8
Good
1 517 reviews
Check prices

Crew

8,4

Comfort

7,7

Food

7,3

Entertainment

7,2

Overall

7,8

Boarding

7,8

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful

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 225, while return flights cost around R9 646.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 646, however they can be found for as little as R9 646.

  • 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 (21 hours 2 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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