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R11 828+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Jul 29 — Aug 51
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 29 June 2026.

Tue 24/1121:40
JNB
-
ORD
2 stops34h 10m
Virgin Atlantic
Thu 21/19:30
ORD
-
JNB
2 stops38h 50m
Virgin Atlantic
Deal found 25/6R17 118
Fri 17/714:30
JNB
-
ORD
2 stops24h 45m
Ethiopian Air
Fri 21/810:15
ORD
-
JNB
1 stop26h 55m
Ethiopian Air
Deal found 28/6R17 134
Mon 7/918:50
JNB
-
ORD
1 stop27h 20m
Multiple Airlines
Wed 3/316:25
ORD
-
JNB
1 stop21h 35m
Multiple Airlines
Deal found 29/6R17 184
Sat 14/1123:55
JNB
-
ORD
1 stop22h 30m
KLM
Sat 13/213:30
ORD
-
JNB
2 stops24h 30m
KLM
Deal found 28/6R17 266
Tue 3/1123:55
JNB
-
ORD
1 stop22h 30m
KLM
Thu 25/317:25
ORD
-
JNB
1 stop21h 35m
KLM
Deal found 24/6R17 282
Sat 1/89:45
JNB
-
ORD
1 stop36h 55m
Etihad Airways
Sat 8/820:25
ORD
-
JNB
1 stop28h 55m
Etihad Airways
Deal found 26/6R17 299
Mon 7/99:45
JNB
-
ORD
1 stop29h 50m
Etihad Airways
Wed 3/313:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 25/6R17 397
Thu 16/718:50
JNB
-
ORD
1 stop27h 20m
Air France
Tue 8/1217:20
ORD
-
JNB
1 stop34h 50m
Air France
Deal found 28/6R17 512
Thu 16/723:15
JNB
-
ORD
2 stops27h 15m
Multiple Airlines
Tue 8/1217:20
ORD
-
JNB
1 stop34h 50m
Multiple Airlines
Deal found 28/6R17 677
Tue 24/1121:40
JNB
-
MDW
2 stops26h 45m
Virgin Atlantic
Thu 21/113:05
MDW
-
JNB
2 stops35h 15m
Virgin Atlantic
Deal found 25/6R19 697
Mon 6/723:15
JNB
-
MDW
2 stops26h 03m
Delta
Wed 22/76:00
MDW
-
JNB
1 stop30h 40m
Delta
Deal found 28/6R20 617
Tue 4/823:15
JNB
-
MDW
2 stops25h 46m
Delta
Fri 11/911:35
MDW
-
JNB
1 stop25h 05m
Delta
Deal found 24/6R20 667

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 29 June 2026.

Return from

R17 118

One-way from

R11 828

Popular in

January

Cheapest in

February

Average price

R18 761
Virgin Atlantic
  • Virgin Atlantic
  • 24/11-21/1
  • 4 total stops
  • 73h 00m total
  • Johannesburg to Chicago
Search Deals
Etihad Airways
  • Etihad Airways
  • 3/9
  • 1 total stop
  • 29h 50m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (R1 228 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R464 potential savings vs. average return price).
Search Deals
Average for return flights in June 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 29 June 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

Fri 17/7

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Fri 21/8

10:15-20:10

1 stop26h 55m

R17 134

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 14/11

23:55-14:25

1 stop22h 30m

Chicago O'Hare Intl

Sat 13/2

13:30-22:00

2 stops24h 30m

R17 266

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 3/8

9:45-15:40

1 stop36h 55m

Chicago O'Hare Intl

Tue 1/9

21:10-8:20

1 stop28h 10m

R19 434

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/11

21:40-16:25

2 stops26h 45m

Chicago Midway

Thu 21/1

13:05-8:20

2 stops35h 15m

R19 697

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 4/8

22:00-18:50

2 stops27h 50m

Chicago O'Hare Intl

Tue 1/9

8:40-18:30

1 stop26h 50m

R20 552
Fastest return journey

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 4/8

23:15-18:01

2 stops25h 46m

Chicago Midway

Tue 8/9

16:30-19:40

1 stop20h 10m

R20 667

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 6/8

22:00-7:27

2 stops40h 27m

Chicago O'Hare Intl

Thu 10/9

9:00-18:30

2 stops26h 30m

R20 699

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 4/8

17:55-9:40

1 stop22h 45m

Chicago O'Hare Intl

Tue 8/9

20:10-10:15

1 stop31h 05m

R21 471

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 4/8

17:55-9:40

1 stop22h 45m

Chicago O'Hare Intl

Thu 10/9

20:10-10:15

1 stop31h 05m

R21 471

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 4/8

17:55-9:40

1 stop22h 45m

Chicago O'Hare Intl

Sat 5/9

20:10-10:30

1 stop31h 20m

R21 800

Flights are sorted by cheapest return flights first.

Deals found on 26/6

Showing 1-10 of 26 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 26 hours 41 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 247
KLM
KLM
From R16 595
British Airways
British Airways
From R16 182
Qatar Airways
Qatar Airways
From R16 739

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 29 June 2026.
Get a feel of what it's like to fly with Emirates,KLM, 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.
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf
Emirates
8,1
Very Good
3 602 reviews
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf
KLM
7,8
Good
1 531 reviews
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf
United Airlines
7,4
Good
9 896 reviews
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf
Etihad Airways
7,3
Good
1 467 reviews
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf
British Airways
6,7
Okay
8 080 reviews
Emirates
8,1
Very Good
3 602 reviews
Check prices

Comfort

8,0

Crew

8,4

Overall

8,1

Food

7,9

Boarding

8,1

Entertainment

8,2

Reviews

1 / 20
2,0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

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 208, while return flights cost around R9 511.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 511, however they can be found for as little as R9 511.

  • 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 (22 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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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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