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R10 269+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Dec 15 — Dec 221
1 adult
1 adult, Economy, 0 bags

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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 15 November 2025.

Mon 22/1219:45JNB - ORD
2 stops35h 59mUnited Airlines
Thu 19/216:10ORD - JNB
1 stop18h 25mUnited Airlines
Deal found 13/11R16 215
Tue 23/1210:10JNB - ORD
1 stop40h 15mLufthansa
Thu 30/422:30ORD - JNB
2 stops34h 45mLufthansa
Deal found 12/11R16 625
Sat 20/1222:00JNB - ORD
2 stops31h 19mUnited Airlines
Thu 30/49:25ORD - JNB
2 stops25h 20mUnited Airlines
Deal found 12/11R16 813
Sun 21/1219:45JNB - ORD
2 stops35h 59mUnited Airlines
Tue 31/316:30ORD - JNB
1 stop18h 15mUnited Airlines
Deal found 12/11R17 189
Mon 22/1219:45JNB - ORD
2 stops50h 15mMultiple Airlines
Sun 31/59:00ORD - JNB
2 stops41h 20mMultiple Airlines
Deal found 12/11R17 241
Tue 23/1221:55JNB - ORD
1 stop29h 43mDelta
Thu 30/416:20ORD - JNB
1 stop22h 00mDelta
Deal found 12/11R17 292
Mon 22/1219:35JNB - ORD
2 stops26h 25mBritish Airways
Sun 31/522:35ORD - JNB
1 stop25h 25mBritish Airways
Deal found 12/11R17 309
Sat 20/1223:59JNB - ORD
1 stop22h 21mKLM
Thu 30/416:20ORD - JNB
1 stop22h 00mKLM
Deal found 12/11R17 343
Thu 13/1123:59JNB - ORD
2 stops27h 51mDelta
Thu 4/128:55ORD - JNB
2 stops29h 10mDelta
Deal found 13/11R17 480
Sat 20/1223:59JNB - ORD
1 stop22h 21mKLM
Sat 30/516:20ORD - JNB
1 stop22h 00mKLM
Deal found 12/11R17 582
Mon 22/1222:00JNB - MDW
2 stops27h 19mDelta
Thu 19/212:46MDW - JNB
1 stop22h 14mDelta
Deal found 13/11R17 941
Mon 29/1219:20JNB - MDW
2 stops29h 00mKLM
Mon 5/113:49MDW - JNB
2 stops24h 16mKLM
Deal found 14/11R27 065

Flights to Chicago in 2025

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 15 November 2025.

Return from

R15 942

One-way from

R10 269

Popular in

January

Cheapest in

February

Average price

R17 275
Turkish Airlines
  • Turkish Airlines
  • 25/3-29/3
  • 2 total stops
  • 54h 45m total
  • Johannesburg to Chicago
Search Deals
8/3
  • 8/3
  • 2 total stops
  • 47h 12m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R804 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R204 potential savings vs. average return price).
Search Deals
Average for return flights in November 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 15 November 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

Wed 25/3

19:05-11:05

1 stop23h 00m

Chicago O'Hare Intl

Sun 29/3

19:50-10:35

1 stop31h 45m

R15 942

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 11/3

19:45-14:10

1 stop25h 25m

Chicago O'Hare Intl

Fri 27/3

14:30-18:35

1 stop21h 05m

R16 164

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 11/3

19:45-14:10

1 stop25h 25m

Chicago O'Hare Intl

Mon 23/3

11:15-18:35

2 stops24h 20m

R16 164

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 22/12

19:45-23:44

2 stops35h 59m

Chicago O'Hare Intl

Thu 19/2

16:10-18:35

1 stop18h 25m

R16 215

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/3

19:45-21:34

2 stops32h 49m

Chicago O'Hare Intl

Wed 25/3

12:35-18:35

2 stops23h 00m

R16 250

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 20/12

22:00-21:19

2 stops31h 19m

Chicago O'Hare Intl

Thu 30/4

9:25-17:45

2 stops25h 20m

R16 813

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 12/3

15:05-9:21

2 stops25h 16m

Chicago O'Hare Intl

Sun 22/3

15:45-18:35

1 stop19h 50m

R16 984

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 12/3

15:05-10:49

2 stops26h 44m

Chicago O'Hare Intl

Mon 23/3

12:35-18:35

2 stops23h 00m

R16 984

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 13/3

10:25-9:53

2 stops30h 28m

Chicago O'Hare Intl

Sun 2/8

10:00-17:45

2 stops24h 45m

R17 035

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 12/3

15:05-9:21

2 stops25h 16m

Chicago O'Hare Intl

Sun 2/8

7:30-17:45

2 stops27h 15m

R17 035

Flights are sorted by cheapest return flights first.

Deals found on 13/11

Showing 1-10 of 39 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 7 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 23 hours 38 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 Monday 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 612
Turkish Airlines
Turkish Airlines
From R14 499
United Airlines
United Airlines
From R15 869
KLM
KLM
From R16 776

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 15 November 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
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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
1 411 reviews
KLM
7,7
Good
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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
1 298 reviews
KLM
7,7
Good
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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
9 017 reviews
KLM
7,7
Good
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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
4 044 reviews
KLM
7,7
Good
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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
7 524 reviews
KLM
7,7
Good
1 411 reviews
Check prices

Entertainment

7,1

Overall

7,7

Crew

8,4

Comfort

7,7

Food

7,3

Boarding

7,8

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 039, while return flights cost around R4 300.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R10 531, however they can be found for as little as R4 300.

  • 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 46 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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