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 186, while return flights cost around R3 334.

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, Cape Town Intl offers the quickest one-way flight (20 hours 36 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).

R13 095+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	R14 879
One-way from	R13 095
Popular in	January
Cheapest in	February
Average price	R17 269

Turkish Airlines
11/11-18/11
2 total stops
53h 25m total
Johannesburg to Chicago

Search Deals

Turkish Airlines
13/12
1 total stop
22h 55m total
Johannesburg to Chicago

Search Deals

Highest demand for flights based on searches. 4% potential increase in price (R14 236 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (R3 501 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 29 September 2025.

Tue 11/1119:10JNB - ORD

1 stop22h 55mTurkish Airlines

Tue 18/1120:20ORD - JNB

1 stop30h 30mTurkish Airlines

Deal found 27/9R14 879

Thu 13/1119:10JNB - ORD

1 stop22h 55mTurkish Airlines

Thu 4/1211:50ORD - JNB

1 stop39h 00mTurkish Airlines

Deal found 27/9R15 433

Tue 11/1120:15JNB - ORD

2 stops31h 15mMultiple Airlines

Tue 18/1118:50ORD - JNB

1 stop31h 40mMultiple Airlines

Deal found 27/9R15 988

Sat 11/108:20JNB - ORD

2 stops30h 55mEthiopian Air

Sat 18/1010:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 27/9R17 547

Fri 17/1017:55JNB - ORD

1 stop31h 00mTurkish Airlines

Fri 31/1012:50ORD - JNB

1 stop39h 00mTurkish Airlines

Deal found 28/9R17 772

Sat 11/109:50JNB - ORD

1 stop29h 55mEtihad Airways

Sat 18/1013:55ORD - JNB

1 stop35h 25mEtihad Airways

Deal found 27/9R17 841

Fri 17/1023:30JNB - ORD

1 stop21h 40mDelta

Sat 25/1015:50ORD - JNB

2 stops34h 00mDelta

Deal found 28/9R17 858

Thu 13/1121:30JNB - ORD

2 stops31h 57mDelta

Thu 4/127:10ORD - JNB

2 stops30h 55mDelta

Deal found 27/9R17 962

Sat 11/1020:40JNB - MDW

2 stops32h 34mVirgin Atlantic

Sat 18/106:00MDW - JNB

1 stop30h 40mVirgin Atlantic

Deal found 27/9R23 020

Thu 2/1021:55JNB - MDW

1 stop26h 40mVirgin Atlantic

Sat 4/106:00MDW - JNB

1 stop30h 40mVirgin Atlantic

Deal found 28/9R30 364

Fri 12/1223:59JNB - MDW

2 stops26h 07mKLM

Tue 6/114:00MDW - JNB

2 stops24h 05mKLM

Deal found 27/9R104 136

Fri 12/1221:55JNB - MDW

1 stop25h 49mDelta

Tue 6/114:00MDW - JNB

2 stops24h 05mDelta

Deal found 27/9R106 406

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 29 September 2025.

Thu 13/1119:10JNB - ORD

1 stop22h 55mTurkish Airlines

Thu 4/1211:50ORD - JNB

1 stop39h 00mTurkish Airlines

Deal found 27/9R15 433

Thu 19/315:05JNB - ORD

2 stops25h 32mUnited Airlines

Sat 25/711:15ORD - JNB

2 stops23h 30mUnited Airlines

Deal found 28/9R17 321

Wed 25/319:35JNB - ORD

1 stop26h 15mBritish Airways

Sun 29/319:15ORD - JNB

1 stop31h 10mBritish Airways

Deal found 28/9R18 534

Wed 17/1219:40JNB - ORD

2 stops28h 38mKLM

Thu 30/416:20ORD - JNB

1 stop22h 00mKLM

Deal found 27/9R19 175

Wed 25/38:20JNB - ORD

2 stops31h 20mEthiopian Air

Sun 29/310:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 28/9R19 261

Thu 19/321:30JNB - ORD

2 stops43h 39mDelta

Tue 21/719:55ORD - JNB

1 stop40h 45mDelta

Deal found 28/9R19 435

Sat 6/1212:05JNB - ORD

2 stops32h 38mMultiple Airlines

Sat 3/18:00ORD - JNB

2 stops32h 25mMultiple Airlines

Deal found 27/9R19 556

Sat 11/1020:40JNB - MDW

2 stops32h 34mVirgin Atlantic

Sat 18/106:00MDW - JNB

1 stop30h 40mVirgin Atlantic

Deal found 27/9R23 020

Mon 16/322:00JNB - ORD

2 stops43h 09mDelta

Tue 21/719:55ORD - JNB

1 stop40h 45mDelta

Deal found 28/9R19 435

Fri 20/322:00JNB - ORD

2 stops26h 37mDelta

Wed 22/712:10ORD - JNB

1 stop24h 30mDelta

Deal found 28/9R19 504

Wed 18/322:00JNB - ORD

2 stops26h 37mDelta

Wed 22/712:10ORD - JNB

1 stop24h 30mDelta

Deal found 28/9R19 504

Tue 17/323:59JNB - ORD

1 stop22h 21mDelta

Wed 22/712:10ORD - JNB

1 stop24h 30mDelta

Deal found 28/9R19 521

Sat 11/1023:15JNB - MDW

2 stops26h 10mKLM

Sat 18/1013:11MDW - JNB

2 stops25h 24mKLM

Deal found 27/9R30 364

Wed 25/321:55JNB - MDW

1 stop21h 06mDelta

Sun 29/318:45MDW - JNB

2 stops65h 55mDelta

Deal found 26/9R30 451

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 29 September 2025 and is based on user searches.

Wed 1/101:25JNB - ORD

2 stops47h 20mMultiple Airlines

Sat 4/1018:28ORD - JNB

2 stops38h 22mMultiple Airlines

Deal found 28/9R19 521

Thu 2/1013:55JNB - ORD

1 stop31h 55mQatar Airways

Sat 4/1019:40ORD - JNB

1 stop37h 30mQatar Airways

Deal found 28/9R20 994

Thu 2/108:20JNB - ORD

2 stops30h 55mEthiopian Air

Sat 4/1010:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 28/9R21 531

Thu 2/1021:55JNB - MDW

1 stop26h 40mVirgin Atlantic

Sat 4/106:00MDW - JNB

1 stop30h 40mVirgin Atlantic

Deal found 28/9R30 364

Sat 11/108:20JNB - ORD

2 stops30h 55mEthiopian Air

Sat 18/1010:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 27/9R17 547

Sat 11/109:50JNB - ORD

1 stop29h 55mEtihad Airways

Sat 18/1013:55ORD - JNB

1 stop35h 25mEtihad Airways

Deal found 27/9R17 841

Sat 11/1020:40JNB - MDW

2 stops32h 34mVirgin Atlantic

Sat 18/106:00MDW - JNB

1 stop30h 40mVirgin Atlantic

Deal found 27/9R23 020

Tue 14/1020:40JNB - MDW

2 stops28h 45mDelta

Wed 12/119:34MDW - JNB

2 stops28h 31mDelta

Deal found 27/9R121 926

Fri 17/1017:55JNB - ORD

1 stop31h 00mTurkish Airlines

Fri 31/1012:50ORD - JNB

1 stop39h 00mTurkish Airlines

Deal found 28/9R17 772

Fri 17/1023:30JNB - ORD

1 stop21h 40mDelta

Sat 25/1015:50ORD - JNB

2 stops34h 00mDelta

Deal found 28/9R17 858

Fri 17/101:25JNB - ORD

2 stops41h 53mMultiple Airlines

Sat 1/1118:20ORD - JNB

2 stops38h 30mMultiple Airlines

Deal found 28/9R21 098

Sat 18/109:50JNB - ORD

1 stop29h 55mEtihad Airways

Sat 1/116:45ORD - JNB

2 stops42h 35mEtihad Airways

Deal found 28/9R18 690

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 29 September 2025.

Sat 13/1219:10JNB - ORD

1 stop22h 55mTurkish Airlines

Deal found 27/9R13 095

Sat 13/1217:00JNB - ORD

2 stops27h 43mMultiple Airlines

Deal found 27/9R14 411

Fri 12/121:35JNB - ORD

2 stops43h 08mKenya Airways

Deal found 27/9R14 498

Mon 5/113:45JNB - ORD

1 stop32h 45mJetBlue

Deal found 27/9R18 239

Sun 4/11:35JNB - ORD

2 stops43h 09mKenya Airways

Deal found 27/9R18 655

Sat 13/1216:10JNB - ORD

3 stops30h 20mQatar Airways

Deal found 27/9R19 002

Mon 5/19:50JNB - ORD

1 stop29h 45mEtihad Airways

Deal found 28/9R21 323

Sat 13/1212:20JNB - ORD

4 stops51h 20mEthiopian Air

Deal found 27/9R24 822

Mon 5/123:00JNB - ORD

3 stops47h 25mEthiopian Air

Deal found 27/9R30 364

Mon 5/119:40JNB - MDW

2 stops30h 28mDelta

Deal found 27/9R35 041

Sun 5/1015:05JNB - ORD

3 stops58h 54mMultiple Airlines

Deal found 27/9R40 238

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 13/11

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Thu 4/12

11:50-10:50

1 stop39h 00m

R15 433

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 19/3

15:05-9:37

2 stops25h 32m

Chicago O'Hare Intl

Sat 25/7

11:15-17:45

2 stops23h 30m

R17 321

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 25/3

19:35-14:50

1 stop26h 15m

Chicago O'Hare Intl

Sun 29/3

19:15-9:25

1 stop31h 10m

R18 534

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 17/12

19:40-16:18

2 stops28h 38m

Chicago O'Hare Intl

Thu 30/4

16:20-21:20

1 stop22h 00m

R19 175

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 25/3

8:20-8:40

2 stops31h 20m

Chicago O'Hare Intl

Sun 29/3

10:15-13:05

1 stop19h 50m

R19 261

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 19/3

21:30-10:09

2 stops43h 39m

Chicago O'Hare Intl

Tue 21/7

19:55-19:40

1 stop40h 45m

R19 435

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 16/3

22:00-10:09

2 stops43h 09m

Chicago O'Hare Intl

Tue 21/7

19:55-19:40

1 stop40h 45m

R19 435

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 20/3

22:00-17:37

2 stops26h 37m

Chicago O'Hare Intl

Wed 22/7

12:10-19:40

1 stop24h 30m

R19 504

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 18/3

22:00-17:37

2 stops26h 37m

Chicago O'Hare Intl

Wed 22/7

12:10-19:40

1 stop24h 30m

R19 504

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 17/3

23:59-15:20

1 stop22h 21m

Chicago O'Hare Intl

Wed 22/7

12:10-19:40

1 stop24h 30m

R19 521

Flights are sorted by cheapest return flights first.

Deals found on 27/9

Showing 1-10 of 20 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 23 hours 40 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 Turkish 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, 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

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

KLM

7,8

Good

1 390 reviews

KLM

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

Etihad Airways

7,4

Good

1 265 reviews

KLM

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

United Airlines

7,4

Good

8 924 reviews

KLM

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

Turkish Airlines

7,3

Good

3 980 reviews

KLM

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

British Airways

6,7

Okay

7 406 reviews

KLM

7,8

Good

1 390 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Bobby,Sept 2025

EDI - ATL

Food was above average but could be better, The flight was operated by Delta and was excellent

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 186, while return flights cost around R3 334.
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, Cape Town Intl offers the quickest one-way flight (20 hours 36 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

Cape Town to Dallas flights

Frankfurt am Main Airport to Johannesburg OR Tambo Airport flights

Nairobi to Johannesburg flights

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Nairobi to Melbourne flights

South Africa to Greece flights

East London to New York flights

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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R13 095+ 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 13/12. 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 29 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 29 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 29 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 26 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, 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.

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 29 September 2025.