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R11 302+ 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 31/7. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Jun 30 — Jul 71
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 31 May 2026.

Mon 7/99:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Wed 3/313:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 27/5R16 986
Tue 20/1021:55
JNB
-
MDW
1 stop21h 01m
Delta
Tue 9/310:35
MDW
-
JNB
1 stop24h 25m
Delta
Deal found 27/5R17 002
Tue 20/1021:55
JNB
-
ORD
1 stop25h 42m
Delta
Tue 9/315:00
ORD
-
JNB
1 stop20h 00m
Delta
Deal found 27/5R17 002
Tue 20/1018:50
JNB
-
ORD
2 stops28h 20m
Multiple Airlines
Tue 9/311:30
ORD
-
JNB
2 stops26h 30m
Multiple Airlines
Deal found 27/5R17 083
Wed 1/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 3/820:25
ORD
-
JNB
1 stop28h 55m
Etihad Airways
Deal found 30/5R17 115
Mon 22/69:50
JNB
-
ORD
2 stops38h 31m
Etihad Airways
Tue 15/921:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 28/5R17 180
Thu 2/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Tue 4/820:25
ORD
-
JNB
1 stop28h 55m
Etihad Airways
Deal found 29/5R17 229
Sat 12/99:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 21/921:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 28/5R17 326
Tue 9/619:25
JNB
-
ORD
1 stop24h 00m
Multiple Airlines
Mon 15/622:30
ORD
-
JNB
1 stop25h 30m
Multiple Airlines
Deal found 26/5R17 342
Thu 2/79:50
JNB
-
ORD
1 stop36h 50m
Etihad Airways
Tue 29/921:10
ORD
-
JNB
1 stop28h 10m
Etihad Airways
Deal found 28/5R17 391
Sat 4/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
Mon 3/820:25
ORD
-
JNB
1 stop28h 55m
Etihad Airways
Deal found 30/5R17 439
Tue 27/105:25
JNB
-
ORD
2 stops37h 31m
Kenya Airways
Wed 25/116:00
ORD
-
JNB
2 stops44h 55m
Kenya Airways
Deal found 28/5R17 472

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 31 May 2026.

Return from

R16 986

One-way from

R11 302

Popular in

January

Cheapest in

February

Average price

R18 330
Etihad Airways
  • Etihad Airways
  • 7/9-3/3
  • 2 total stops
  • 64h 55m total
  • Johannesburg to Chicago
Search Deals
Egyptair
  • Egyptair
  • 31/7
  • 1 total stop
  • 38h 30m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R976 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R495 potential savings vs. average return price).
Search Deals
Average for return flights in May 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 31 May 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 - MDW

JNBMDW

Johannesburg OR Tambo

Tue 20/10

21:55-11:56

1 stop21h 01m

Chicago Midway

Tue 9/3

10:35-19:00

1 stop24h 25m

R17 002

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 22/6

15:05-9:00

2 stops24h 55m

Chicago O'Hare Intl

Tue 15/9

10:25-18:30

1 stop25h 05m

R17 569
Fastest return journey

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 10/6

23:15-14:15

1 stop22h 00m

Chicago O'Hare Intl

Mon 31/8

16:50-21:20

1 stop21h 30m

R18 233

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 24/6

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

Fri 24/7

10:15-20:10

1 stop26h 55m

R19 010

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 22/7

23:15-22:39

2 stops30h 24m

Chicago O'Hare Intl

Wed 19/8

10:07-21:20

2 stops28h 13m

R19 075

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 16/7

23:15-20:31

2 stops28h 16m

Chicago O'Hare Intl

Mon 27/7

8:03-19:40

1 stop28h 37m

R19 253

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 27/10

21:40-21:45

2 stops31h 05m

Chicago Midway

Wed 25/11

13:00-8:20

2 stops35h 20m

R19 528

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 11/6

20:15-22:17

2 stops33h 02m

Chicago Midway

Mon 31/8

16:39-21:35

2 stops21h 56m

R20 030

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 9/6

21:15-15:00

1 stop24h 45m

Chicago O'Hare Intl

Mon 15/6

18:47-7:00

2 stops29h 13m

R20 516

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 1/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Tue 29/9

9:30-19:40

2 stops27h 10m

R20 597

Flights are sorted by cheapest return flights first.

Deals found on 30/5

Showing 1-10 of 41 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

How long is the flight to Chicago?

On average, a flight from Johannesburg to Chicago takes 24 hours 32 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 United Airlines.

United Airlines
United Airlines
From R15 029
KLM
KLM
From R16 285
British Airways
British Airways
From R15 958
Ethiopian Air
Ethiopian Air
From R5 613

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 67 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 31 May 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.
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
KLM
7,8
Good
1 524 reviews
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Turkish Airlines
7,4
Good
4 407 reviews
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
United Airlines
7,4
Good
9 768 reviews
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
Etihad Airways
7,3
Good
1 444 reviews
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
6,0
Good

Anonymous,Apr 2026

OKC - ATL

Flight was ok - difficult as I had seat next to bathroom.. Food awful
British Airways
6,7
Okay
8 013 reviews
KLM
7,8
Good
1 524 reviews
Check prices

Comfort

7,7

Boarding

7,8

Food

7,3

Overall

7,8

Entertainment

7,2

Crew

8,4

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 191, while return flights cost around R9 375.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 375, however they can be found for as little as R9 375.

  • 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 54 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.

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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