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R11 267+ 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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Aug 11 — Aug 181
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 12 July 2026.

Mon 7/918:50
JNB
-
ORD
1 stop27h 20m
Multiple Airlines
Wed 3/316:25
ORD
-
JNB
1 stop21h 35m
Multiple Airlines
Deal found 10/7R17 055
Tue 14/718:50
JNB
-
ORD
1 stop27h 20m
Multiple Airlines
Thu 27/816:20
ORD
-
JNB
1 stop22h 00m
Multiple Airlines
Deal found 8/7R17 071
Mon 7/923:15
JNB
-
ORD
1 stop22h 00m
KLM
Wed 3/316:25
ORD
-
JNB
1 stop21h 35m
KLM
Deal found 8/7R17 087
Tue 14/723:15
JNB
-
ORD
2 stops28h 16m
KLM
Thu 27/811:23
ORD
-
JNB
2 stops26h 57m
KLM
Deal found 8/7R17 169
Wed 5/822:00
JNB
-
ORD
2 stops40h 46m
United Airlines
Tue 1/918:15
ORD
-
JNB
2 stops41h 15m
United Airlines
Deal found 9/7R17 201
Tue 4/823:15
JNB
-
ORD
1 stop22h 15m
Multiple Airlines
Thu 10/917:10
ORD
-
JNB
1 stop34h 10m
Multiple Airlines
Deal found 8/7R17 283
Mon 7/923:15
JNB
-
MDW
2 stops26h 04m
KLM
Wed 3/312:30
MDW
-
JNB
2 stops25h 30m
KLM
Deal found 10/7R18 518
Tue 4/823:15
JNB
-
MDW
2 stops25h 46m
Delta
Thu 10/99:29
MDW
-
JNB
2 stops27h 11m
Delta
Deal found 9/7R20 323
Sat 24/1021:55
JNB
-
MDW
1 stop25h 25m
Delta
Sat 31/109:59
MDW
-
JNB
2 stops29h 01m
Delta
Deal found 7/7R20 485
Sun 12/723:15
JNB
-
MDW
2 stops26h 03m
Delta
Mon 27/713:18
MDW
-
JNB
2 stops25h 02m
Delta
Deal found 8/7R21 510
Fri 16/1021:55
JNB
-
MDW
2 stops27h 10m
Delta
Fri 30/1013:28
MDW
-
JNB
2 stops22h 32m
Delta
Deal found 10/7R22 632
Mon 31/823:15
JNB
-
MDW
2 stops25h 46m
Delta
Mon 14/914:00
MDW
-
JNB
2 stops22h 40m
Delta
Deal found 9/7R23 672

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 12 July 2026.

Return from

R17 055

One-way from

R11 267

Popular in

January

Cheapest in

February

Average price

R18 697
KLM
  • KLM
  • 7/9-3/3
  • 2 total stops
  • 48h 55m total
  • Johannesburg to Chicago
Search Deals
Etihad Airways
  • Etihad Airways
  • 15/10
  • 1 total stop
  • 29h 50m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R1 365 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R461 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 12 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
Fastest return journey

JohannesburgChicago

JNB - ORD

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 087

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 28/7

23:15-20:31

2 stops28h 16m

Chicago O'Hare Intl

Tue 18/8

16:20-21:20

1 stop22h 00m

R17 250

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

22:00-7:46

2 stops40h 46m

Chicago O'Hare Intl

Tue 1/9

21:35-18:30

1 stop37h 55m

R18 616

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 16/10

22:00-14:32

2 stops23h 32m

Chicago O'Hare Intl

Fri 30/10

13:00-18:35

1 stop22h 35m

R18 827

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 4/8

23:15-20:30

2 stops28h 15m

Chicago O'Hare Intl

Mon 31/8

15:19-21:20

2 stops23h 01m

R19 445

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Wed 3/3

12:30-22:00

2 stops25h 30m

R19 884

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 4/8

23:15-18:01

2 stops25h 46m

Chicago Midway

Thu 10/9

9:29-19:40

2 stops27h 11m

R20 339

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

22:00-11:04

1 stop20h 04m

Chicago O'Hare Intl

Mon 31/8

10:25-18:30

1 stop25h 05m

R20 453

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 24/10

21:55-16:20

1 stop25h 25m

Chicago Midway

Sat 31/10

9:59-22:00

2 stops29h 01m

R20 485

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 5/8

23:15-18:20

2 stops26h 05m

Chicago O'Hare Intl

Mon 31/8

15:19-21:20

2 stops23h 01m

R22 046

Flights are sorted by cheapest return flights first.

Deals found on 11/7

Showing 1-10 of 25 resultsSorted by cheapest first
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2
3

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 23 hours 34 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 KLM, British Airways and Qatar Airways.

United Airlines
United Airlines
From R15 040
KLM
KLM
From R16 423
British Airways
British Airways
From R16 146
Qatar Airways
Qatar Airways
From R16 566

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 12 July 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
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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
1 537 reviews
KLM
7,8
Good
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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
Qatar Airways
7,4
Good
3 745 reviews
KLM
7,8
Good
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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
9 980 reviews
KLM
7,8
Good
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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
1 475 reviews
KLM
7,8
Good
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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
8 107 reviews
KLM
7,8
Good
1 537 reviews
Check prices

Food

7,3

Crew

8,4

Entertainment

7,2

Boarding

7,8

Comfort

7,7

Overall

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 196, while return flights cost around R9 413.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 413, however they can be found for as little as R9 413.

  • 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 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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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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