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R11 751+ 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 26/12. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Jan 2 — Jan 91
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2025

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 3 December 2025.

Thu 11/1219:35JNB - ORD
2 stops27h 20mAmerican Airlines
Tue 30/1214:59ORD - JNB
2 stops32h 36mAmerican Airlines
Deal found 2/12R18 132
Fri 12/1222:00JNB - ORD
1 stop27h 00mAmerican Airlines
Tue 30/1215:50ORD - JNB
2 stops34h 35mAmerican Airlines
Deal found 2/12R18 371
Thu 11/1219:45JNB - ORD
1 stop23h 25mUnited Airlines
Wed 31/1213:24ORD - JNB
2 stops21h 11mUnited Airlines
Deal found 2/12R18 491
Sun 14/1210:10JNB - ORD
2 stops33h 05mLufthansa
Tue 30/1221:50ORD - JNB
2 stops33h 45mLufthansa
Deal found 2/12R18 559
Thu 11/1219:45JNB - ORD
2 stops30h 45mUnited Airlines
Mon 29/1211:15ORD - JNB
2 stops23h 20mUnited Airlines
Deal found 2/12R18 576
Sat 13/1219:45JNB - ORD
2 stops30h 50mUnited Airlines
Wed 31/1213:24ORD - JNB
2 stops21h 11mUnited Airlines
Deal found 1/12R18 594
Sat 13/1223:59JNB - ORD
1 stop22h 21mKLM
Sat 10/116:25ORD - JNB
1 stop21h 40mKLM
Deal found 2/12R18 662
Thu 11/1219:35JNB - ORD
2 stops27h 20mAmerican Airlines
Wed 31/1212:37ORD - JNB
2 stops34h 58mAmerican Airlines
Deal found 2/12R18 850
Sat 13/1219:35JNB - ORD
2 stops31h 52mAmerican Airlines
Tue 30/1211:43ORD - JNB
2 stops35h 52mAmerican Airlines
Deal found 2/12R18 902
Sat 13/1219:35JNB - ORD
1 stop27h 50mBritish Airways
Sat 10/120:18ORD - JNB
2 stops54h 07mBritish Airways
Deal found 1/12R18 936
Fri 12/1219:20JNB - MDW
2 stops36h 27mDelta
Mon 29/1218:08MDW - JNB
2 stops34h 02mDelta
Deal found 3/12R19 449
Thu 11/1223:59JNB - MDW
2 stops26h 19mDelta
Mon 29/1218:08MDW - JNB
2 stops34h 02mDelta
Deal found 3/12R19 466

Find flight deals to Chicago

Find the latest flights to Chicago in 2025, 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 3 December 2025.

Return from

R14 796

One-way from

R11 751

Popular in

December

Cheapest in

February

Average price

R20 544
Turkish Airlines
  • Turkish Airlines
  • 14/4-29/4
  • 2 total stops
  • 62h 55m total
  • Johannesburg to Chicago
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 26/12
  • 1 total stop
  • 23h 00m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R1 142 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R207 potential savings vs. average return price).
Search Deals
Average for return flights in December 2025
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 3 December 2025.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 6/2

19:05-18:25

1 stop31h 20m

Chicago O'Hare Intl

Mon 9/2

20:20-10:50

1 stop30h 30m

R15 669

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 5/2

22:00-10:53

1 stop20h 53m

Chicago O'Hare Intl

Sat 21/2

15:50-18:35

1 stop18h 45m

R15 874

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 1/2

22:00-10:53

1 stop20h 53m

Chicago O'Hare Intl

Thu 19/2

15:50-18:35

1 stop18h 45m

R16 815

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 6/2

19:35-19:15

2 stops31h 40m

Chicago O'Hare Intl

Mon 9/2

16:14-7:35

2 stops31h 21m

R16 866

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 3/2

21:55-11:59

1 stop22h 04m

Chicago Midway

Sat 21/2

16:13-19:00

1 stop18h 47m

R17 208

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 3/2

21:55-11:59

1 stop22h 04m

Chicago Midway

Thu 19/2

12:46-19:00

1 stop22h 14m

R17 208

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 3/2

21:55-11:59

1 stop22h 04m

Chicago Midway

Mon 16/2

12:46-19:00

1 stop22h 14m

R17 208

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 6/2

21:55-10:44

1 stop20h 49m

Chicago O'Hare Intl

Sat 21/2

15:21-19:00

1 stop19h 39m

R17 208

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 3/2

21:55-13:40

1 stop23h 45m

Chicago O'Hare Intl

Mon 16/2

14:46-19:00

1 stop20h 14m

R17 208

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 7/2

21:55-13:40

1 stop23h 45m

Chicago O'Hare Intl

Fri 20/2

14:46-19:00

1 stop20h 14m

R17 208

Flights are sorted by cheapest return flights first.

Deals found on 2/12

Showing 1-10 of 41 results
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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?

Use this chart to determine the optimal time to book a return flight from Johannesburg to Chicago. Price data was last updated on 28 November 2025.

The best time to book flights to Chicago is 69 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 24 hours 18 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.

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return from Johannesburg to Chicago. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Chicago should consider flying on Tuesday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Monday afternoons, when prices are usually at their highest.

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from Johannesburg to Chicago are British Airways, KLM and Turkish Airlines.

British Airways
British Airways
From R16 644
KLM
KLM
From R16 794
United Airlines
United Airlines
From R15 880
Turkish Airlines
Turkish Airlines
From R14 515

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 3 December 2025.
Get a feel of what it's like to fly with KLM, Etihad 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
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
KLM
7,7
Good
1 428 reviews
KLM
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
Etihad Airways
7,4
Good
1 326 reviews
KLM
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
United Airlines
7,4
Good
9 065 reviews
KLM
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
Turkish Airlines
7,3
Good
4 075 reviews
KLM
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
British Airways
6,7
Okay
7 557 reviews
KLM
7,7
Good
1 428 reviews
Check prices

Comfort

7,6

Crew

8,4

Boarding

7,8

Overall

7,7

Entertainment

7,1

Food

7,2

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

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, Etihad Airways is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost R1 040, while return flights cost around R4 304.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R10 542, however they can be found for as little as R4 304.

  • 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 (20 hours 48 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.

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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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