R10 102+ Cheap flights to Chicago

— CHI
Dec 5 — Dec 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

Sun 15/118:20 -
2 stops31h 20m
Sat 28/119:45 -
1 stop19h 45m
Deal found 31/10R15 408
Fri 20/110:20 -
1 stop41h 40m
Sat 5/1211:45 -
1 stop26h 40m
Deal found 4/11R15 441
Sun 15/1118:50 -
1 stop23h 10m
Sat 28/1111:45 -
1 stop26h 40m
Deal found 31/10R15 623
Sun 22/110:20 -
1 stop26h 00m
Mon 7/1220:15 -
1 stop42h 10m
Deal found 4/11R16 611
Sun 15/1119:40 -
1 stop28h 35m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 699
Sun 15/1123:59 -
2 stops26h 45m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 798
Sat 21/1119:40 -
1 stop28h 35m
Sat 5/1211:14 -
2 stops26h 46m
Deal found 4/11R17 831
Mon 23/1123:59 -
2 stops28h 50m
Mon 7/1216:25 -
1 stop21h 35m
Deal found 4/11R17 880
Sat 21/1121:40 -
2 stops31h 09m
Sat 5/1210:36 -
1 stop24h 34m
Deal found 4/11R17 913
Sat 21/1123:59 -
2 stops30h 55m
Sat 5/1216:08 -
1 stop19h 02m
Deal found 3/11R18 507
Thu 17/1215:05 -
2 stops33h 11m
Thu 24/1215:30 -
1 stop19h 40m
Deal found 2/11R18 787
Sun 15/1123:59 -
2 stops30h 55m
Sat 28/119:30 -
2 stops28h 30m
Deal found 2/11R22 247

Find flight deals to Chicago

Return from

R15 408

One-way from

R10 102

Popular in

January

Cheapest in

November

Average price

R16 364
Ethiopian Air
  • Ethiopian Air
  • 15/11-28/11
  • 3 total stops
  • 51h 05m total
  • Johannesburg to Chicago
Turkish Airlines
  • Turkish Airlines
  • 22/11-31/12
  • 1 total stop
  • 41h 40m total
  • Johannesburg to Chicago
Highest demand for flights based on searches. 0% potential increase in price (R173 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R362 potential savings vs. average return price).
Average for return flights in November 2026

Cheapflights Fare Finder

 
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

Tue 13/4

9:45-8:35

1 stop29h 50m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 656

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Sun 29/11

18:50-18:20

1 stop31h 30m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R12 673

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Wed 2/12

18:10-14:30

2 stops52h 20m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R13 942

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Tue 13/4

9:40-9:35

2 stops30h 55m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 469

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Tue 15/12

19:55-21:20

3 stops33h 25m

Chicago O'Hare Intl

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 590

JohannesburgChicago

JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl

JNBORD

Johannesburg OR Tambo

Sun 15/11

18:50-10:00

1 stop23h 10m

Chicago O'Hare Intl

Sat 28/11

11:45-22:25

1 stop26h 40m

R15 623
Fastest return journey

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 22/4

21:55-11:56

1 stop21h 01m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R15 903

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 13/4

18:00-16:25

2 stops29h 25m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R16 216

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 16/2

21:40-22:45

2 stops33h 05m

Chicago Midway

Wed 11/8

10:35-19:40

1 stop26h 05m

R16 776

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 16/2

21:20-16:36

1 stop27h 16m

Chicago Midway

Wed 4/8

13:05-19:40

1 stop23h 35m

R17 304

Flights are sorted by cheapest return flights first.

Deals found on 4/11

Showing 1-10 of 31 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

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 25 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 Turkish Airlines, Etihad Airways and United Airlines.

Rainfall in Chicago 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

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 62 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 a feel of what it's like to fly with KLM,Qatar Airways, andTurkish 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.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

Crew

8,4

Overall

7,8

Food

7,4

Comfort

7,7

Boarding

7,8

Entertainment

7,2

Reviews

1 / 20
8,0
Excellent

Kushal,Sept 2026

QRO - ATL

It was a nice one. Crew were friendly and helpful.

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, KLM 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 063, while return flights cost around R6 305.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R6 305, however they can be found for as little as R6 305.

  • 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 (23 hours 10 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

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