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 O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost R654, while return flights cost around R3 342.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around R231, however they can be found for as little as R192.

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 (22 hours 21 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).

R11 288+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	R15 178
One-way from	R11 288
Popular in	January
Cheapest in	February
Average price	R17 314

Etihad Airways
13/11-4/12
2 total stops
65h 15m total
Johannesburg to Chicago

Search Deals

Qatar Airways
14/2
1 total stop
26h 10m total
Johannesburg to Chicago

Search Deals

Highest demand for flights based on searches. 4% potential increase in price (R14 131 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (R3 512 potential savings vs. average return price).

Search Deals

Average for return flights in September 2025

Search Deals

Find flight deals to Chicago

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 September 2025.

Thu 13/119:50JNB - ORD

1 stop30h 05mEtihad Airways

Thu 4/1213:10ORD - JNB

1 stop35h 10mEtihad Airways

Deal found 12/9R15 178

Sat 18/109:50JNB - ORD

1 stop29h 55mEtihad Airways

Wed 29/106:45ORD - JNB

2 stops42h 35mEtihad Airways

Deal found 12/9R15 334

Mon 22/99:50JNB - ORD

1 stop29h 55mEtihad Airways

Tue 7/1013:35ORD - JNB

2 stops35h 45mEtihad Airways

Deal found 13/9R15 768

Mon 22/920:40JNB - MDW

2 stops31h 56mVirgin Atlantic

Tue 7/1017:04MDW - JNB

1 stop19h 36mVirgin Atlantic

Deal found 13/9R16 967

Thu 13/1119:40JNB - ORD

1 stop27h 30mAir France

Thu 4/1210:31ORD - JNB

2 stops41h 39mAir France

Deal found 12/9R17 818

Sat 18/1021:15JNB - ORD

2 stops42h 30mMultiple Airlines

Wed 29/1020:40ORD - JNB

2 stops30h 45mMultiple Airlines

Deal found 12/9R19 294

Thu 11/1223:59JNB - ORD

1 stop22h 21mDelta

Sun 4/116:40ORD - JNB

2 stops32h 00mDelta

Deal found 12/9R19 467

Mon 22/923:15JNB - MDW

2 stops26h 20mMultiple Airlines

Tue 7/1010:35MDW - JNB

2 stops39h 15mMultiple Airlines

Deal found 13/9R20 822

Tue 14/1020:40JNB - MDW

2 stops28h 45mDelta

Wed 12/1113:14MDW - JNB

2 stops24h 51mDelta

Deal found 14/9R105 325

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 14 September 2025.

Thu 13/119:50JNB - ORD

1 stop30h 05mEtihad Airways

Thu 4/1213:10ORD - JNB

1 stop35h 10mEtihad Airways

Deal found 12/9R15 178

Fri 13/221:55JNB - MDW

2 stops47h 13mDelta

Tue 17/218:45MDW - JNB

2 stops64h 15mDelta

Deal found 11/9R17 574

Fri 5/121:35JNB - ORD

2 stops43h 08mMultiple Airlines

Sat 3/118:21ORD - JNB

2 stops46h 04mMultiple Airlines

Deal found 12/9R20 197

Fri 13/221:55JNB - MDW

1 stop31h 51mVirgin Atlantic

Tue 17/210:35MDW - JNB

1 stop24h 25mVirgin Atlantic

Deal found 11/9R29 036

Thu 11/1223:59JNB - ORD

1 stop22h 21mDelta

Sun 4/116:40ORD - JNB

2 stops32h 00mDelta

Deal found 12/9R19 467

Wed 10/121:35JNB - ORD

2 stops48h 11mMultiple Airlines

Sun 4/16:45ORD - JNB

2 stops33h 40mMultiple Airlines

Deal found 13/9R21 048

Sat 6/1219:40JNB - ORD

1 stop27h 30mDelta

Sat 3/117:20ORD - JNB

2 stops31h 20mDelta

Deal found 12/9R20 214

Sat 27/1219:40JNB - ORD

1 stop27h 30mDelta

Sat 3/117:20ORD - JNB

2 stops31h 20mDelta

Deal found 12/9R20 214

Fri 12/1222:00JNB - MDW

2 stops28h 18mDelta

Tue 6/19:20MDW - JNB

2 stops28h 45mDelta

Deal found 12/9R105 325

Tue 14/1021:55JNB - MDW

1 stop25h 14mDelta

Wed 12/119:32MDW - JNB

2 stops28h 33mDelta

Deal found 12/9R120 121

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 14 September 2025 and is based on user searches.

Mon 22/99:50JNB - ORD

1 stop29h 55mEtihad Airways

Tue 7/1013:35ORD - JNB

2 stops35h 45mEtihad Airways

Deal found 13/9R15 768

Mon 22/920:40JNB - MDW

2 stops31h 56mVirgin Atlantic

Tue 7/1017:04MDW - JNB

1 stop19h 36mVirgin Atlantic

Deal found 13/9R16 967

Mon 22/923:15JNB - MDW

2 stops26h 20mMultiple Airlines

Tue 7/1010:35MDW - JNB

2 stops39h 15mMultiple Airlines

Deal found 13/9R20 822

Mon 22/923:15JNB - ORD

2 stops25h 44mMultiple Airlines

Tue 7/1018:20ORD - JNB

2 stops31h 30mMultiple Airlines

Deal found 13/9R21 968

Tue 14/1020:40JNB - MDW

2 stops28h 45mDelta

Wed 12/1113:14MDW - JNB

2 stops24h 51mDelta

Deal found 14/9R105 325

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 14 September 2025.

Sat 14/220:20JNB - ORD

1 stop26h 10mQatar Airways

Deal found 12/9R11 288

Fri 13/21:35JNB - ORD

2 stops48h 02mKenya Airways

Deal found 12/9R13 424

Fri 13/21:35JNB - ORD

3 stops48h 50mMultiple Airlines

Deal found 12/9R14 067

Sat 13/1212:05JNB - ORD

2 stops32h 38mMultiple Airlines

Deal found 12/9R14 431

Fri 12/121:35JNB - ORD

2 stops43h 08mKenya Airways

Deal found 12/9R14 483

Sat 13/1213:45JNB - ORD

1 stop32h 45mQatar Airways

Deal found 12/9R15 091

Mon 5/113:45JNB - ORD

3 stops42h 16mMultiple Airlines

Deal found 12/9R16 550

Sun 4/11:35JNB - ORD

2 stops43h 09mKenya Airways

Deal found 13/9R18 634

Mon 5/119:40JNB - MDW

2 stops28h 45mKLM

Deal found 12/9R28 532

Mon 5/119:40JNB - MDW

2 stops28h 45mDelta

Deal found 14/9R34 871

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 13/11

9:50-7:55

1 stop30h 05m

Chicago O'Hare Intl

Thu 4/12

13:10-8:20

1 stop35h 10m

R15 178

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 13/2

21:55-13:08

2 stops47h 13m

Chicago Midway

Tue 17/2

18:45-19:00

2 stops64h 15m

R17 574

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 11/12

23:59-14:20

1 stop22h 21m

Chicago O'Hare Intl

Sun 4/1

16:40-8:40

2 stops32h 00m

R19 467

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 5/12

1:35-12:43

2 stops43h 08m

Chicago O'Hare Intl

Sat 3/1

18:21-0:25

2 stops46h 04m

R20 197

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 6/12

19:40-15:10

1 stop27h 30m

Chicago O'Hare Intl

Sat 3/1

17:20-8:40

2 stops31h 20m

R20 214

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 27/12

19:40-15:10

1 stop27h 30m

Chicago O'Hare Intl

Sat 3/1

17:20-8:40

2 stops31h 20m

R20 214

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 10/12

1:35-17:46

2 stops48h 11m

Chicago O'Hare Intl

Sun 4/1

6:45-0:25

2 stops33h 40m

R21 048

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 13/2

21:55-21:46

1 stop31h 51m

Chicago Midway

Tue 17/2

10:35-19:00

1 stop24h 25m

R29 036

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 12/12

22:00-18:18

2 stops28h 18m

Chicago Midway

Tue 6/1

9:20-22:05

2 stops28h 45m

R105 325

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 14/10

21:55-16:09

1 stop25h 14m

Chicago Midway

Wed 12/11

9:32-22:05

2 stops28h 33m

R120 121

Flights are sorted by cheapest return flights first.

Deals found on 12/9

Showing 1-10 of 18 results

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?

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 20 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?

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 United Airlines.

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

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).

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM, United Airlines, 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.

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

KLM

7,8

Good

1 385 reviews

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

United Airlines

7,4

Good

8 934 reviews

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

Turkish Airlines

7,3

Good

3 968 reviews

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

Ethiopian Air

7,2

Good

861 reviews

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

British Airways

6,7

Okay

7 361 reviews

KLM

7,8

Good

1 385 reviews

Check prices

Reviews

1 / 20

4,0

Okay

Mark,Sept 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

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 O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost R654, while return flights cost around R3 342.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around R231, however they can be found for as little as R192.
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 (22 hours 21 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

Browse thousands of different options on Cheapflights for your next trip

Airports serving Chicago

Flights to Midway

Flights to O'Hare Intl

Flights from Midway

Flights from O'Hare Intl

Most traveled routes by our users

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Frankfurt am Main Airport to Johannesburg OR Tambo Airport flights

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Port Elizabeth to Bloemfontein flights

South Africa to South Korea flights

Johannesburg OR Tambo Airport to Cape Town flights

Nairobi to Dar Es Salaam flights

South Africa to Chania flights

Fly with Cheapflights

How does Cheapflights help users find flights to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago today with Cheapflights!

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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R11 288+ 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 14/2. Fares are subject to change and may not be available on all flights or dates of travel.

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 14 September 2025.

Return from

One-way from

Popular in

Cheapest in

Average price

Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 14 September 2025.

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 September 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights to Chicago that are best for you.

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.

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 12 September 2025.

How long is the flight to Chicago?

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.

What are the most popular airlines that fly to Chicago?

What are the cheapest airlines that fly to Chicago?

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with KLM, United Airlines, 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.

FAQs about flying to Chicago

Can I find cheaper flights to Chicago if I am willing to have stopovers?

What is the best airline to fly to Chicago?

What is the cheapest airport to fly to in Chicago?

How much is a return flight to Chicago?

Where does the fastest flight to Chicago depart from?

Does Chicago O'Hare Intl have car hire?

Are there hotels close to Chicago O'Hare Intl?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Airports serving Chicago

Book a flight to or from one of these Chicago airports.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Chicago?

Why should you use Cheapflights to find cheap flight tickets to Chicago?

Can Cheapflights find flights to Chicago with no change fees?

Can Cheapflights notify me if prices for flights to Chicago become cheaper?

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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 14 September 2025.