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 228, while return flights cost around R11 096.

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 (21 hours 55 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 241+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	R17 445
One-way from	R11 241
Popular in	August
Cheapest in	February
Average price	R19 686

Etihad Airways
6/8-20/8
3 total stops
79h 03m total
Johannesburg to Chicago

Search Deals

Etihad Airways
22/6
1 total stop
29h 55m total
Johannesburg to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (R20 696 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (R3 812 potential savings vs. average return price).

Search Deals

Average for return flights in June 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 June 2025.

Wed 6/89:50JNB - ORD

2 stops43h 38mEtihad Airways

Wed 20/813:55ORD - JNB

1 stop35h 25mEtihad Airways

Deal found 14/6R17 445

Sun 22/621:55JNB - ORD

1 stop30h 29mDelta

Sun 6/716:20ORD - JNB

1 stop22h 00mDelta

Deal found 13/6R18 054

Mon 16/618:50JNB - ORD

1 stop27h 10mMultiple Airlines

Mon 23/614:00ORD - JNB

2 stops24h 20mMultiple Airlines

Deal found 13/6R18 072

Thu 13/1122:05JNB - ORD

2 stops27h 32mBritish Airways

Thu 4/1220:35ORD - JNB

2 stops29h 45mBritish Airways

Deal found 13/6R18 162

Mon 16/623:15JNB - ORD

2 stops25h 49mKLM

Mon 23/614:00ORD - JNB

2 stops24h 20mKLM

Deal found 13/6R18 198

Tue 29/721:15JNB - ORD

2 stops25h 59mAmerican Airlines

Tue 5/817:40ORD - JNB

1 stop32h 45mAmerican Airlines

Deal found 14/6R18 377

Mon 23/68:20JNB - ORD

2 stops30h 55mEthiopian Air

Mon 7/710:15ORD - JNB

1 stop26h 55mEthiopian Air

Deal found 13/6R18 395

Tue 29/710:25JNB - ORD

2 stops30h 18mUnited Airlines

Tue 5/815:40ORD - JNB

1 stop19h 05mUnited Airlines

Deal found 14/6R19 793

Mon 28/71:25JNB - ORD

2 stops42h 25mKenya Airways

Tue 5/87:00ORD - JNB

2 stops25h 50mKenya Airways

Deal found 14/6R20 815

Tue 17/611:20JNB - ORD

1 stop34h 05mCathay Pacific

Thu 19/616:00ORD - JNB

1 stop32h 40mCathay Pacific

Deal found 13/6R25 100

Tue 24/618:50JNB - MDW

2 stops30h 51mDelta

Tue 1/713:09MDW - JNB

2 stops25h 11mDelta

Deal found 13/6R25 423

Tue 29/723:15JNB - MDW

2 stops26h 25mKLM

Tue 5/813:46MDW - JNB

2 stops24h 34mKLM

Deal found 14/6R27 682

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 June 2025.

Wed 6/89:50JNB - ORD

2 stops43h 38mEtihad Airways

Wed 20/813:55ORD - JNB

1 stop35h 25mEtihad Airways

Deal found 14/6R17 445

Thu 13/1122:05JNB - ORD

2 stops27h 32mBritish Airways

Thu 4/1220:35ORD - JNB

2 stops29h 45mBritish Airways

Deal found 13/6R18 162

Tue 29/721:15JNB - ORD

2 stops25h 59mAmerican Airlines

Tue 5/817:40ORD - JNB

1 stop32h 45mAmerican Airlines

Deal found 14/6R18 377

Tue 29/715:05JNB - ORD

2 stops30h 28mUnited Airlines

Tue 5/89:00ORD - JNB

2 stops25h 45mUnited Airlines

Deal found 14/6R19 793

Wed 9/723:15JNB - MDW

2 stops26h 25mDelta

Tue 5/89:25MDW - JNB

2 stops27h 15mDelta

Deal found 12/6R19 829

Wed 9/71:25JNB - ORD

2 stops37h 07mMultiple Airlines

Thu 17/77:00ORD - JNB

2 stops44h 55mMultiple Airlines

Deal found 14/6R20 349

Mon 28/71:25JNB - ORD

2 stops42h 25mKenya Airways

Tue 5/87:00ORD - JNB

2 stops25h 50mKenya Airways

Deal found 14/6R20 815

Thu 13/1114:30JNB - ORD

2 stops25h 10mEthiopian Air

Thu 4/129:45ORD - JNB

3 stops41h 50mEthiopian Air

Deal found 14/6R26 104

Tue 29/719:35JNB - ORD

1 stop23h 35mSWISS

Tue 5/814:20ORD - JNB

1 stop36h 00mSWISS

Deal found 14/6R27 162

Thu 10/723:15JNB - ORD

1 stop21h 55mKLM

Thu 17/717:10ORD - JNB

1 stop32h 40mKLM

Deal found 14/6R27 574

Mon 28/713:25JNB - ORD

1 stop33h 20mEmirates

Mon 4/820:35ORD - JNB

1 stop41h 15mEmirates

Deal found 13/6R28 507

Thu 10/719:35JNB - ORD

2 stops27h 15mAir Canada

Thu 17/714:07ORD - JNB

2 stops35h 28mAir Canada

Deal found 14/6R28 560

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

Sun 15/69:50JNB - ORD

1 stop29h 55mEtihad Airways

Mon 14/713:55ORD - JNB

1 stop35h 25mEtihad Airways

Deal found 14/6R24 168

Mon 16/618:50JNB - ORD

1 stop27h 10mMultiple Airlines

Mon 23/614:00ORD - JNB

2 stops24h 20mMultiple Airlines

Deal found 13/6R18 072

Mon 16/623:15JNB - ORD

2 stops25h 49mKLM

Mon 23/614:00ORD - JNB

2 stops24h 20mKLM

Deal found 13/6R18 198

Tue 17/611:20JNB - ORD

1 stop34h 05mCathay Pacific

Thu 19/616:00ORD - JNB

1 stop32h 40mCathay Pacific

Deal found 13/6R25 100

Sun 22/621:55JNB - ORD

1 stop33h 03mDelta

Sun 6/716:20ORD - JNB

1 stop22h 00mDelta

Deal found 13/6R18 054

Sun 22/61:25JNB - ORD

2 stops42h 22mKenya Airways

Mon 7/713:30ORD - JNB

2 stops51h 55mKenya Airways

Deal found 13/6R25 369

Sun 22/621:55JNB - ORD

1 stop30h 29mDelta

Sun 6/716:20ORD - JNB

1 stop22h 00mDelta

Deal found 13/6R18 054

Mon 23/68:20JNB - ORD

2 stops30h 55mEthiopian Air

Mon 7/710:15ORD - JNB

1 stop26h 55mEthiopian Air

Deal found 13/6R18 395

Mon 23/618:50JNB - ORD

1 stop27h 10mKLM

Mon 7/716:20ORD - JNB

1 stop22h 00mKLM

Deal found 14/6R18 467

Tue 24/623:15JNB - ORD

1 stop21h 55mMultiple Airlines

Tue 1/717:05ORD - JNB

2 stops32h 45mMultiple Airlines

Deal found 13/6R19 793

Tue 24/618:50JNB - MDW

2 stops30h 51mDelta

Tue 1/713:09MDW - JNB

2 stops25h 11mDelta

Deal found 13/6R25 423

Mon 28/71:25JNB - ORD

2 stops42h 25mKenya Airways

Tue 5/87:00ORD - JNB

2 stops25h 50mKenya Airways

Deal found 14/6R20 815

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 June 2025.

Sun 22/69:50JNB - ORD

1 stop29h 55mEtihad Airways

Deal found 14/6R11 241

Sun 31/812:10JNB - ORD

2 stops40h 37mKenya Airways

Deal found 13/6R14 164

Sun 22/613:25JNB - ORD

3 stops39h 31mMultiple Airlines

Deal found 13/6R15 759

Thu 7/821:15JNB - ORD

1 stop25h 40mBritish Airways

Deal found 14/6R16 405

Sun 31/818:50JNB - MDW

2 stops30h 47mDelta

Deal found 12/6R17 229

Thu 7/818:50JNB - MDW

2 stops27h 37mKLM

Deal found 14/6R19 883

Thu 7/814:40JNB - ORD

3 stops31h 25mQatar Airways

Deal found 14/6R22 357

Thu 7/818:50JNB - MDW

2 stops30h 12mAir France

Deal found 12/6R24 760

Sun 6/710:15JNB - ORD

3 stops29h 00mEthiopian Air

Deal found 13/6R25 602

Wed 6/83:10JNB - ORD

2 stops42h 55mRwandAir

Deal found 13/6R26 427

Fri 14/1119:45JNB - ORD

1 stop31h 00mAmerican Airlines

Deal found 14/6R73 723

Fri 14/1116:10JNB - ORD

3 stops30h 45mEmirates

Deal found 14/6R217 242

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

Wed 6/8

9:50-22:28

2 stops43h 38m

Chicago O'Hare Intl

Wed 20/8

13:55-8:20

1 stop35h 25m

R17 445

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 13/11

22:05-17:37

2 stops27h 32m

Chicago O'Hare Intl

Thu 4/12

20:35-10:20

2 stops29h 45m

R18 162

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 29/7

21:15-16:14

2 stops25h 59m

Chicago O'Hare Intl

Tue 5/8

17:40-9:25

1 stop32h 45m

R18 377

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 29/7

15:05-14:33

2 stops30h 28m

Chicago O'Hare Intl

Tue 5/8

9:00-17:45

2 stops25h 45m

R19 793

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 9/7

1:25-7:32

2 stops37h 07m

Chicago O'Hare Intl

Thu 17/7

7:00-10:55

2 stops44h 55m

R20 349

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 28/7

1:25-12:50

2 stops42h 25m

Chicago O'Hare Intl

Tue 5/8

7:00-15:50

2 stops25h 50m

R20 815

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 24/6

18:50-18:03

2 stops30h 13m

Chicago O'Hare Intl

Tue 1/7

7:00-21:20

2 stops31h 20m

R20 869

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/6

18:50-18:41

2 stops30h 51m

Chicago Midway

Tue 1/7

13:09-21:20

2 stops25h 11m

R25 423

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 13/11

14:30-7:40

2 stops25h 10m

Chicago O'Hare Intl

Thu 4/12

9:45-11:35

3 stops41h 50m

R26 104

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 29/7

19:35-12:10

1 stop23h 35m

Chicago O'Hare Intl

Tue 5/8

14:20-9:20

1 stop36h 00m

R27 162

Flights are sorted by cheapest return flights first.

Deals found on 14/6

Showing 1-10 of 26 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 25 hours 23 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, Ethiopian Air 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

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

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Emirates

8,1

Very Good

3 266 reviews

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

Delta

8,0

Very Good

7 961 reviews

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

KLM

7,8

Good

1 360 reviews

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

Air France

7,5

Good

1 463 reviews

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

SWISS

7,5

Good

1 626 reviews

Emirates

8,1

Very Good

3 266 reviews

Check prices

Reviews

1 / 20

2,0

Mediocre

Anonymous,Jun 2024

DXB - IAH

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 228, while return flights cost around R11 096.
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 (21 hours 55 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

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Flights to O'Hare Intl

Flights from Midway

Flights from 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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R11 241+ 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 22/6. 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 June 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 June 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 June 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 14 June 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 9 June 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 Emirates, Delta and KLM. 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?

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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Travel Smart

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 June 2025.