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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost R1 566, while return flights cost around R11 500.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around R702, however they can be found for as little as R691.

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 44 minutes).

Which airport is closest to Chicago Riverwalk?

f being close to Chicago Riverwalk is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

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).

R10 740+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	R17 077
One-way from	R10 740
Popular in	August
Cheapest in	February
Average price	R20 236

Ethiopian Air
9/10-13/10
3 total stops
50h 45m total
Johannesburg to Chicago

Search Deals

Qatar Airways
22/5
1 total stop
32h 10m total
Johannesburg to Chicago

Search Deals

Highest demand for flights based on searches. 4% potential increase in price (R19 209 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (R4 297 potential savings vs. average return price).

Search Deals

Average for return flights in April 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 30 April 2025.

Thu 9/108:20JNB - ORD

2 stops30h 55mEthiopian Air

Mon 13/1010:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 29/4R17 077

Fri 13/69:50JNB - ORD

1 stop29h 55mEtihad Airways

Fri 20/66:15ORD - JNB

2 stops43h 05mEtihad Airways

Deal found 29/4R17 095

Thu 13/1122:05JNB - ORD

1 stop28h 40mBritish Airways

Tue 9/1220:25ORD - JNB

2 stops29h 55mBritish Airways

Deal found 29/4R18 285

Thu 13/1119:05JNB - ORD

1 stop23h 05mTurkish Airlines

Thu 4/1220:20ORD - JNB

1 stop30h 30mTurkish Airlines

Deal found 30/4R18 452

Wed 21/521:15JNB - ORD

2 stops27h 19mAmerican Airlines

Tue 27/522:25ORD - JNB

1 stop25h 35mAmerican Airlines

Deal found 30/4R18 489

Sun 11/521:55JNB - ORD

1 stop41h 34mDelta

Wed 21/55:30ORD - JNB

1 stop31h 10mDelta

Deal found 30/4R18 545

Tue 13/519:00JNB - ORD

1 stop24h 55mMultiple Airlines

Wed 28/519:05ORD - JNB

1 stop31h 15mMultiple Airlines

Deal found 29/4R18 563

Tue 10/619:35JNB - ORD

1 stop27h 20mSWISS

Thu 26/618:05ORD - JNB

2 stops56h 15mSWISS

Deal found 30/4R18 582

Tue 13/521:55JNB - MDW

2 stops27h 50mDelta

Wed 28/513:08MDW - JNB

2 stops25h 12mDelta

Deal found 30/4R18 638

Sun 1/623:15JNB - ORD

1 stop21h 55mKLM

Sun 8/616:20ORD - JNB

1 stop22h 00mKLM

Deal found 29/4R19 139

Fri 13/620:40JNB - ORD

2 stops28h 06mVirgin Atlantic

Fri 20/618:27ORD - JNB

2 stops32h 53mVirgin Atlantic

Deal found 30/4R19 474

Sun 11/519:00JNB - ORD

2 stops30h 26mUnited Airlines

Sat 24/513:04ORD - JNB

2 stops36h 31mUnited Airlines

Deal found 30/4R21 258

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 30 April 2025.

Thu 9/108:20JNB - ORD

2 stops30h 55mEthiopian Air

Mon 13/1010:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 29/4R17 077

Fri 13/69:50JNB - ORD

1 stop29h 55mEtihad Airways

Fri 20/66:15ORD - JNB

2 stops43h 05mEtihad Airways

Deal found 29/4R17 095

Wed 21/517:55JNB - ORD

1 stop22h 45mTurkish Airlines

Tue 27/519:50ORD - JNB

1 stop31h 45mTurkish Airlines

Deal found 30/4R18 471

Wed 21/521:15JNB - ORD

2 stops27h 19mAmerican Airlines

Tue 27/522:25ORD - JNB

1 stop25h 35mAmerican Airlines

Deal found 30/4R18 489

Sun 11/521:55JNB - ORD

1 stop41h 34mDelta

Mon 19/59:00ORD - JNB

2 stops27h 40mDelta

Deal found 30/4R18 545

Tue 13/519:00JNB - ORD

1 stop24h 55mMultiple Airlines

Wed 28/519:05ORD - JNB

1 stop31h 15mMultiple Airlines

Deal found 29/4R18 563

Tue 10/619:35JNB - ORD

1 stop27h 20mSWISS

Thu 26/618:05ORD - JNB

2 stops56h 15mSWISS

Deal found 30/4R18 582

Sun 1/623:15JNB - ORD

1 stop21h 55mKLM

Sun 8/616:20ORD - JNB

1 stop22h 00mKLM

Deal found 29/4R19 139

Fri 13/620:40JNB - ORD

2 stops28h 06mVirgin Atlantic

Fri 20/618:27ORD - JNB

2 stops32h 53mVirgin Atlantic

Deal found 30/4R19 474

Fri 13/621:15JNB - ORD

2 stops26h 03mBritish Airways

Fri 20/619:15ORD - JNB

1 stop31h 10mBritish Airways

Deal found 30/4R19 493

Sun 11/519:00JNB - ORD

2 stops30h 26mUnited Airlines

Sat 24/513:04ORD - JNB

2 stops36h 31mUnited Airlines

Deal found 30/4R21 258

Mon 23/617:00JNB - ORD

2 stops31h 46mKenya Airways

Thu 10/77:00ORD - JNB

2 stops25h 50mKenya Airways

Deal found 29/4R22 075

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 30 April 2025 and is based on user searches.

Tue 29/423:15JNB - ORD

1 stop22h 25mKLM

Sun 25/516:20ORD - JNB

1 stop22h 00mKLM

Deal found 29/4R23 729

Wed 30/417:00JNB - ORD

2 stops27h 10mKenya Airways

Fri 2/57:10ORD - JNB

2 stops34h 05mKenya Airways

Deal found 28/4R22 038

Wed 30/420:40JNB - ORD

1 stop25h 25mQatar Airways

Fri 2/519:20ORD - JNB

1 stop31h 40mQatar Airways

Deal found 28/4R25 104

Tue 6/517:00JNB - ORD

2 stops31h 29mMultiple Airlines

Tue 20/518:18ORD - JNB

2 stops38h 32mMultiple Airlines

Deal found 30/4R71 206

Tue 6/519:25JNB - ORD

1 stop27h 30mBritish Airways

Tue 20/516:29ORD - JNB

2 stops31h 31mBritish Airways

Deal found 30/4R84 400

Tue 6/514:40JNB - ORD

3 stops31h 25mQatar Airways

Tue 20/56:15ORD - JNB

2 stops26h 55mQatar Airways

Deal found 30/4R136 578

Tue 13/519:00JNB - ORD

1 stop24h 55mMultiple Airlines

Wed 28/519:05ORD - JNB

1 stop31h 15mMultiple Airlines

Deal found 29/4R18 563

Tue 13/521:55JNB - ORD

1 stop33h 03mDelta

Wed 28/516:20ORD - JNB

1 stop22h 00mDelta

Deal found 30/4R18 638

Tue 13/521:55JNB - MDW

2 stops27h 50mDelta

Wed 28/513:08MDW - JNB

2 stops25h 12mDelta

Deal found 30/4R18 638

Tue 13/58:20JNB - ORD

2 stops30h 55mEthiopian Air

Wed 28/513:04ORD - JNB

3 stops31h 51mEthiopian Air

Deal found 29/4R32 370

Wed 21/517:55JNB - ORD

1 stop22h 45mTurkish Airlines

Tue 27/519:50ORD - JNB

1 stop31h 45mTurkish Airlines

Deal found 30/4R18 471

Wed 21/521:15JNB - ORD

2 stops27h 19mAmerican Airlines

Tue 27/522:25ORD - JNB

1 stop25h 35mAmerican Airlines

Deal found 30/4R18 489

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 30 April 2025.

Thu 22/513:55JNB - ORD

1 stop32h 10mQatar Airways

Deal found 30/4R10 740

Sun 18/59:50JNB - ORD

3 stops44h 39mMultiple Airlines

Deal found 29/4R12 654

Sun 18/59:50JNB - ORD

1 stop29h 55mEtihad Airways

Deal found 29/4R12 729

Sat 17/517:50JNB - ORD

1 stop22h 50mTurkish Airlines

Deal found 29/4R13 509

Wed 14/516:50JNB - ORD

2 stops29h 15mRwandAir

Deal found 29/4R14 457

Thu 15/51:15JNB - ORD

2 stops47h 14mKenya Airways

Deal found 29/4R14 643

Thu 7/819:25JNB - ORD

2 stops25h 35mBritish Airways

Deal found 29/4R17 839

Sun 31/84:00JNB - ORD

3 stops35h 15mEthiopian Air

Deal found 29/4R18 601

Sun 31/823:15JNB - MDW

2 stops26h 13mDelta

Deal found 29/4R19 808

Thu 7/818:50JNB - MDW

2 stops30h 50mAir France

Deal found 29/4R20 682

Fri 30/511:20JNB - ORD

1 stop34h 05mCathay Pacific

Deal found 29/4R28 022

Fri 30/517:50JNB - MDW

2 stops45h 55mMultiple Airlines

Deal found 29/4R28 226

Cheapflights Fare Finder

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

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 9/10

8:20-8:15

2 stops30h 55m

Chicago O'Hare Intl

Mon 13/10

10:15-13:05

1 stop19h 50m

R17 077

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 13/6

9:50-8:45

1 stop29h 55m

Chicago O'Hare Intl

Fri 20/6

6:15-8:20

2 stops43h 05m

R17 095

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 21/5

17:55-9:40

1 stop22h 45m

Chicago O'Hare Intl

Tue 27/5

19:50-10:35

1 stop31h 45m

R18 471

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 21/5

21:15-17:34

2 stops27h 19m

Chicago O'Hare Intl

Tue 27/5

22:25-7:00

1 stop25h 35m

R18 489

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 11/5

21:55-8:29

1 stop41h 34m

Chicago O'Hare Intl

Mon 19/5

9:00-19:40

2 stops27h 40m

R18 545

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 13/5

19:00-12:55

1 stop24h 55m

Chicago O'Hare Intl

Wed 28/5

19:05-9:20

1 stop31h 15m

R18 563

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/6

19:35-15:55

1 stop27h 20m

Chicago O'Hare Intl

Thu 26/6

18:05-9:20

2 stops56h 15m

R18 582

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 13/5

21:55-18:45

2 stops27h 50m

Chicago Midway

Wed 28/5

13:08-21:20

2 stops25h 12m

R18 638

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sun 1/6

23:15-14:10

1 stop21h 55m

Chicago O'Hare Intl

Sun 8/6

16:20-21:20

1 stop22h 00m

R19 139

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Fri 13/6

20:40-17:46

2 stops28h 06m

Chicago O'Hare Intl

Fri 20/6

18:27-10:20

2 stops32h 53m

R19 474

Flights are sorted by cheapest return flights first.

Deals found on 30/4

Showing 1-10 of 29 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 7 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 Ethiopian Air, British Airways and United Airlines.

Ethiopian Air

From R869

British Airways

From R901

United Airlines

From R945

KLM

From R943

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

Read through reviews of airlines servicing Chicago, such as Delta, KLM and Austrian Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8,0

Very Good

7 934 reviews

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

KLM

7,8

Good

1 334 reviews

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Austrian Airlines

7,6

Good

780 reviews

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

SWISS

7,5

Good

1 588 reviews

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Cathay Pacific

7,5

Good

855 reviews

Delta

8,0

Very Good

7 934 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost R1 566, while return flights cost around R11 500.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around R702, however they can be found for as little as R691.
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 44 minutes).
Which airport is closest to Chicago Riverwalk?
f being close to Chicago Riverwalk is important to you, you’ll want to land at Chicago O'Hare Intl Airport.
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

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Flights to O'Hare Intl

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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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R10 740+ 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 22/5. 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 30 April 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 30 April 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 30 April 2025.

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 30 April 2025.

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 25 April 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

Read through reviews of airlines servicing Chicago, such as Delta, KLM and Austrian Airlines. You can also see how each airline compares 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?

Which airport is closest to Chicago Riverwalk?

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 30 April 2025.