R9 709+ 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 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
May 28 — Jun 41
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 28 April 2026.

Wed 15/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 19/814:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 24/4R14 810
Sun 19/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Sun 16/821:10
ORD
-
JNB
2 stops51h 00m
Etihad Airways
Deal found 24/4R14 943
Wed 24/69:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Fri 24/721:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 24/4R15 322
Tue 27/109:50
JNB
-
ORD
1 stop30h 05m
Etihad Airways
Wed 25/1113:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 24/4R15 801
Wed 15/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 12/89:39
ORD
-
JNB
2 stops39h 41m
Etihad Airways
Deal found 24/4R15 834
Mon 21/99:50
JNB
-
ORD
1 stop36h 50m
Etihad Airways
Wed 30/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 25/4R16 131
Fri 20/119:50
JNB
-
ORD
1 stop30h 05m
Etihad Airways
Tue 24/1113:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 24/4R16 396
Fri 20/1119:05
JNB
-
ORD
1 stop31h 20m
Turkish Airlines
Tue 24/1111:50
ORD
-
JNB
1 stop39h 00m
Turkish Airlines
Deal found 23/4R16 412
Mon 21/920:25
JNB
-
MDW
2 stops29h 06m
Delta
Wed 30/96:00
MDW
-
JNB
1 stop30h 40m
Delta
Deal found 25/4R22 207
Wed 27/520:25
JNB
-
MDW
2 stops29h 08m
Delta
Wed 3/69:23
MDW
-
JNB
2 stops28h 57m
Delta
Deal found 27/4R23 297
Wed 10/623:15
JNB
-
MDW
2 stops26h 03m
KLM
Wed 17/613:16
MDW
-
JNB
2 stops25h 04m
KLM
Deal found 26/4R23 660
Tue 5/523:15
JNB
-
MDW
2 stops26h 21m
KLM
Mon 25/513:22
MDW
-
JNB
2 stops24h 58m
KLM
Deal found 27/4R24 668

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 28 April 2026.

Return from

R14 810

One-way from

R9 709

Popular in

July

Cheapest in

February

Average price

R18 558
Etihad Airways
  • Etihad Airways
  • 15/7-19/8
  • 2 total stops
  • 65h 05m total
  • Johannesburg to Chicago
Qatar Airways
  • Qatar Airways
  • 17/6
  • 1 total stop
  • 33h 25m total
  • Johannesburg to Chicago
Highest demand for flights based on searches. 4% potential increase in price (R914 potential increase over avg. return price).
Cheapest flight prices on average. 0% potential price decrease (R171 potential savings vs. average return price).
Average for return flights in April 2026

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 28 April 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

Thu 28/5

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Wed 2/9

19:20-4:00

1 stop25h 40m

R18 129

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 12/6

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Fri 19/6

19:20-4:00

1 stop25h 40m

R18 195

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 20/7

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Mon 17/8

9:39-8:20

2 stops39h 41m

R20 292

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 19/5

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Wed 16/9

19:20-4:00

1 stop25h 40m

R20 936

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 16/5

12:40-16:50

1 stop35h 10m

Chicago O'Hare Intl

Sat 19/9

19:20-9:00

1 stop30h 40m

R21 431

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 21/6

20:55-15:05

1 stop25h 10m

Chicago O'Hare Intl

Tue 7/7

16:30-4:00

2 stops28h 30m

R21 778

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 20/5

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Sun 13/9

19:20-4:00

1 stop25h 40m

R22 158

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 14/5

19:50-16:50

1 stop28h 00m

Chicago O'Hare Intl

Thu 17/9

19:20-9:00

1 stop30h 40m

R22 158
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 11/5

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Mon 8/6

15:15-21:20

2 stops23h 05m

R22 174

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 21/9

20:25-18:31

2 stops29h 06m

Chicago Midway

Wed 30/9

6:00-19:40

1 stop30h 40m

R22 207

Flights are sorted by cheapest return flights first.

Deals found on 26/4

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

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

The best time to book flights to Chicago is 68 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.

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 23 hours 5 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 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).

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 28 April 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.

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

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

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

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

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

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

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

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

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

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

Comfort

7,7

Food

7,3

Overall

7,8

Crew

8,4

Boarding

7,8

Entertainment

7,1

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 214, while return flights cost around R9 559.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 559, however they can be found for as little as R9 559.

  • 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 (21 hours 1 minute).

  • 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

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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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