R9 456+ 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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
mag 14 — mag 211
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 14 aprile 2026.

mar 27/109:50
JNB
-
ORD
1 stop30h 05m
Etihad Airways
mer 25/1113:10
ORD
-
JNB
1 stop35h 10m
Etihad Airways
Deal found 12/4R15 166
mer 9/918:00
JNB
-
ORD
1 stop22h 40m
Turkish Airlines
mer 3/220:20
ORD
-
JNB
1 stop30h 30m
Turkish Airlines
Deal found 13/4R15 607
gio 2/79:50
JNB
-
ORD
1 stop29h 45m
Etihad Airways
ven 17/714:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 10/4R16 049
lun 7/917:00
JNB
-
ORD
2 stops26h 41m
Multiple Airlines
mer 3/36:00
ORD
-
JNB
2 stops34h 25m
Multiple Airlines
Deal found 10/4R17 047
gio 28/512:40
JNB
-
ORD
1 stop35h 10m
Qatar Airways
gio 20/819:20
ORD
-
JNB
1 stop30h 40m
Qatar Airways
Deal found 14/4R17 063
lun 4/519:50
JNB
-
ORD
1 stop28h 00m
Qatar Airways
ven 8/519:20
ORD
-
JNB
1 stop32h 10m
Qatar Airways
Deal found 11/4R17 096
lun 18/519:50
JNB
-
ORD
1 stop28h 00m
Qatar Airways
dom 26/719:20
ORD
-
JNB
1 stop37h 00m
Qatar Airways
Deal found 14/4R17 391
lun 7/918:00
JNB
-
ORD
1 stop22h 40m
Turkish Airlines
mer 3/311:50
ORD
-
JNB
1 stop39h 00m
Turkish Airlines
Deal found 12/4R17 505
mer 25/1115:05
JNB
-
ORD
2 stops27h 42m
United Airlines
mar 19/121:30
ORD
-
JNB
2 stops37h 05m
United Airlines
Deal found 12/4R17 816
lun 3/89:50
JNB
-
ORD
1 stop36h 50m
Etihad Airways
ven 4/914:00
ORD
-
JNB
1 stop35h 20m
Etihad Airways
Deal found 11/4R17 947
gio 28/519:50
JNB
-
ORD
1 stop28h 00m
Qatar Airways
gio 4/619:20
ORD
-
JNB
1 stop25h 40m
Qatar Airways
Deal found 13/4R18 061
dom 24/520:25
JNB
-
MDW
2 stops29h 08m
Delta
sab 6/69:22
MDW
-
JNB
2 stops28h 58m
Delta
Deal found 13/4R23 068

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 14 aprile 2026.

Return from

R15 607

One-way from

R9 456

Popular in

July

Cheapest in

February

Average price

R17 783
Turkish Airlines
  • Turkish Airlines
  • 9/9-3/2
  • 2 total stops
  • 53h 10m total
  • Johannesburg to Chicago
Qatar Airways
  • Qatar Airways
  • 28/5
  • 1 total stop
  • 35h 10m total
  • Johannesburg to Chicago
Highest demand for flights based on searches. 5% potential increase in price (R933 potential increase over avg. return price).
Cheapest flight prices on average. 0% potential price decrease (R166 potential savings vs. average return price).
Average for return flights in April 2026

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 14 aprile 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

lun 7/9

8:45-12:55

2 stops35h 10m

Chicago O'Hare Intl

mer 3/3

18:50-10:30

1 stop31h 40m

R20 254

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

ven 15/5

19:10-15:45

1 stop27h 35m

Chicago O'Hare Intl

ven 22/5

20:35-5:30

1 stop25h 55m

R22 250

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

dom 17/5

22:20-15:45

1 stop24h 25m

Chicago O'Hare Intl

gio 28/5

20:35-5:30

1 stop25h 55m

R22 250

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

mar 21/7

14:45-15:05

1 stop31h 20m

Chicago O'Hare Intl

mer 5/8

16:16-4:00

2 stops28h 44m

R22 610

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

mar 19/5

20:25-18:33

2 stops29h 08m

Chicago Midway

mar 26/5

13:22-21:20

2 stops24h 58m

R23 100

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

gio 21/5

15:05-16:50

3 stops32h 45m

Chicago O'Hare Intl

mar 26/5

16:29-4:00

2 stops28h 31m

R23 313

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

lun 7/9

18:00-18:05

2 stops31h 05m

Chicago Midway

mer 3/3

13:00-22:05

2 stops25h 05m

R24 082

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

mer 20/5

23:15-18:33

2 stops26h 18m

Chicago Midway

mer 27/5

13:22-21:20

2 stops24h 58m

R24 196

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

mar 26/5

20:25-18:33

2 stops29h 08m

Chicago Midway

mar 2/6

9:22-21:20

2 stops28h 58m

R24 704

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

gio 18/6

14:30-8:15

2 stops24h 45m

Chicago O'Hare Intl

lun 22/6

10:15-13:05

1 stop19h 50m

R24 916

Flights are sorted by cheapest return flights first.

Deals found on 13/4

Showing 1-10 of 34 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

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 10 April 2026.

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 30 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 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 14 aprile 2026.
Get a feel of what it's like to fly with KLM,United Airlines, andEtihad Airways 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.

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Food

7,3

Crew

8,4

Entertainment

7,2

Overall

7,8

Boarding

7,8

Comfort

7,7

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

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 203, while return flights cost around R9 472.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around R9 472, however they can be found for as little as R9 472.

  • 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 1 minute).

  • 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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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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