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 218, while return flights cost around R3 424.

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 58 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 724+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	R17 114
One-way from	R11 724
Popular in	December
Cheapest in	February
Average price	R21 615

Ethiopian Air
6/11-10/11
3 total stops
51h 35m total
Johannesburg to Chicago

Search Deals

Etihad Airways
31/8
1 total stop
29h 55m total
Johannesburg to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (R21 535 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (R3 656 potential savings vs. average return price).

Search Deals

Average for return flights in July 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 9 July 2025.

Thu 6/1114:30JNB - ORD

2 stops25h 10mEthiopian Air

Mon 10/119:45ORD - JNB

1 stop26h 25mEthiopian Air

Deal found 8/7R17 114

Wed 29/109:50JNB - ORD

2 stops42h 58mEtihad Airways

Sun 30/1113:10ORD - JNB

1 stop35h 10mEtihad Airways

Deal found 8/7R17 186

Mon 15/99:50JNB - ORD

2 stops33h 51mMultiple Airlines

Fri 26/913:36ORD - JNB

2 stops35h 44mMultiple Airlines

Deal found 7/7R17 381

Thu 6/1119:35JNB - ORD

2 stops26h 25mBritish Airways

Mon 10/1116:34ORD - JNB

2 stops31h 01mBritish Airways

Deal found 7/7R17 524

Wed 29/1020:25JNB - ORD

2 stops30h 05mAir Canada

Sun 30/1112:50ORD - JNB

2 stops34h 15mAir Canada

Deal found 8/7R17 630

Mon 15/923:15JNB - ORD

1 stop21h 55mKLM

Fri 26/914:05ORD - JNB

2 stops24h 15mKLM

Deal found 7/7R17 826

Mon 6/1018:50JNB - MDW

2 stops30h 46mDelta

Mon 13/106:00MDW - JNB

1 stop30h 40mDelta

Deal found 9/7R18 111

Mon 15/921:55JNB - ORD

1 stop28h 05mDelta

Fri 26/910:15ORD - JNB

2 stops28h 05mDelta

Deal found 8/7R18 128

Mon 15/919:00JNB - ORD

2 stops32h 11mUnited Airlines

Fri 26/921:20ORD - JNB

2 stops37h 25mUnited Airlines

Deal found 7/7R18 271

Wed 9/719:25JNB - ORD

2 stops31h 57mAmerican Airlines

Mon 21/715:14ORD - JNB

2 stops35h 11mAmerican Airlines

Deal found 7/7R18 698

Mon 15/923:15JNB - MDW

2 stops26h 20mKLM

Fri 26/913:08MDW - JNB

2 stops25h 12mKLM

Deal found 8/7R20 939

Mon 15/918:50JNB - MDW

2 stops29h 45mAir France

Fri 26/918:15MDW - JNB

2 stops31h 15mAir France

Deal found 7/7R24 782

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 9 July 2025.

Thu 6/1114:30JNB - ORD

2 stops25h 10mEthiopian Air

Mon 10/119:45ORD - JNB

1 stop26h 25mEthiopian Air

Deal found 8/7R17 114

Wed 29/109:50JNB - ORD

2 stops42h 58mEtihad Airways

Sun 30/1113:10ORD - JNB

1 stop35h 10mEtihad Airways

Deal found 8/7R17 186

Mon 15/99:50JNB - ORD

2 stops33h 51mMultiple Airlines

Fri 26/913:36ORD - JNB

2 stops35h 44mMultiple Airlines

Deal found 7/7R17 381

Thu 6/1119:35JNB - ORD

2 stops26h 25mBritish Airways

Mon 10/1116:34ORD - JNB

2 stops31h 01mBritish Airways

Deal found 7/7R17 524

Wed 29/1020:25JNB - ORD

2 stops30h 05mAir Canada

Sun 30/1112:50ORD - JNB

2 stops34h 15mAir Canada

Deal found 8/7R17 630

Mon 15/923:15JNB - ORD

1 stop21h 55mKLM

Fri 26/914:05ORD - JNB

2 stops24h 15mKLM

Deal found 7/7R17 826

Mon 6/1018:50JNB - MDW

2 stops30h 46mDelta

Mon 13/106:00MDW - JNB

1 stop30h 40mDelta

Deal found 9/7R18 111

Mon 15/919:00JNB - ORD

2 stops32h 11mUnited Airlines

Fri 26/921:20ORD - JNB

2 stops37h 25mUnited Airlines

Deal found 7/7R18 271

Thu 21/819:25JNB - ORD

1 stop29h 50mAmerican Airlines

Thu 28/820:35ORD - JNB

1 stop29h 50mAmerican Airlines

Deal found 7/7R22 487

Wed 10/121:35JNB - ORD

2 stops48h 01mKenya Airways

Sun 4/17:30ORD - JNB

2 stops36h 25mKenya Airways

Deal found 8/7R23 199

Mon 15/918:50JNB - MDW

2 stops29h 45mAir France

Fri 26/918:15MDW - JNB

2 stops31h 15mAir France

Deal found 7/7R24 782

Mon 15/921:55JNB - ORD

1 stop28h 05mDelta

Fri 26/910:15ORD - JNB

2 stops28h 05mDelta

Deal found 8/7R18 128

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 9 July 2025 and is based on user searches.

Wed 9/719:25JNB - ORD

2 stops31h 57mAmerican Airlines

Mon 21/715:14ORD - JNB

2 stops35h 11mAmerican Airlines

Deal found 7/7R18 698

Wed 9/721:20JNB - ORD

2 stops22h 55mUnited Airlines

Wed 23/78:52ORD - JNB

2 stops25h 53mUnited Airlines

Deal found 8/7R19 641

Wed 9/723:15JNB - ORD

2 stops25h 56mKLM

Thu 24/716:15ORD - JNB

1 stop22h 05mKLM

Deal found 8/7R19 783

Wed 9/78:20JNB - ORD

2 stops30h 55mEthiopian Air

Wed 23/710:15ORD - JNB

1 stop19h 50mEthiopian Air

Deal found 7/7R19 908

Wed 9/723:15JNB - ORD

2 stops25h 25mDelta

Fri 25/716:15ORD - JNB

1 stop22h 05mDelta

Deal found 8/7R19 943

Wed 9/723:15JNB - ORD

1 stop21h 55mMultiple Airlines

Tue 22/717:10ORD - JNB

1 stop32h 40mMultiple Airlines

Deal found 8/7R21 562

Fri 1/819:25JNB - ORD

2 stops27h 49mBritish Airways

Fri 7/1120:45ORD - JNB

1 stop26h 50mBritish Airways

Deal found 7/7R17 666

Fri 1/818:50JNB - MDW

2 stops27h 47mKLM

Thu 28/813:08MDW - JNB

2 stops25h 12mKLM

Deal found 9/7R26 526

Thu 21/821:55JNB - MDW

1 stop30h 49mDelta

Thu 28/89:30MDW - JNB

2 stops28h 50mDelta

Deal found 7/7R26 294

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 9 July 2025.

Sun 31/89:50JNB - ORD

1 stop29h 55mEtihad Airways

Deal found 8/7R11 724

Mon 10/119:50JNB - ORD

3 stops45h 20mMultiple Airlines

Deal found 7/7R12 293

Sat 13/1219:10JNB - ORD

1 stop31h 15mTurkish Airlines

Deal found 6/7R13 254

Fri 12/121:35JNB - ORD

2 stops43h 03mKenya Airways

Deal found 6/7R14 748

Sun 9/113:10JNB - ORD

2 stops43h 20mRwandAir

Deal found 7/7R15 620

Thu 7/819:25JNB - ORD

1 stop25h 25mBritish Airways

Deal found 8/7R16 278

Sat 19/714:30JNB - ORD

2 stops24h 45mEthiopian Air

Deal found 9/7R16 403

Sat 9/819:25JNB - ORD

1 stop23h 30mAmerican Airlines

Deal found 8/7R17 221

Sun 31/823:15JNB - ORD

2 stops29h 39mDelta

Deal found 8/7R17 239

Mon 5/118:50JNB - ORD

1 stop28h 05mEmirates

Deal found 9/7R17 417

Sat 13/1216:10JNB - ORD

3 stops30h 20mQatar Airways

Deal found 6/7R19 071

Sun 31/818:50JNB - MDW

2 stops30h 47mDelta

Deal found 9/7R19 125

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 6/11

14:30-7:40

2 stops25h 10m

Chicago O'Hare Intl

Mon 10/11

9:45-20:10

1 stop26h 25m

R17 114

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 29/10

9:50-21:48

2 stops42h 58m

Chicago O'Hare Intl

Sun 30/11

13:10-8:20

1 stop35h 10m

R17 186

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 15/9

9:50-12:41

2 stops33h 51m

Chicago O'Hare Intl

Fri 26/9

13:36-8:20

2 stops35h 44m

R17 381

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 6/11

19:35-14:00

2 stops26h 25m

Chicago O'Hare Intl

Mon 10/11

16:34-7:35

2 stops31h 01m

R17 524

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 29/10

20:25-19:30

2 stops30h 05m

Chicago O'Hare Intl

Sun 30/11

12:50-7:05

2 stops34h 15m

R17 630

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 15/9

23:15-14:10

1 stop21h 55m

Chicago O'Hare Intl

Fri 26/9

14:05-21:20

2 stops24h 15m

R17 826

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 6/10

18:50-18:36

2 stops30h 46m

Chicago Midway

Mon 13/10

6:00-19:40

1 stop30h 40m

R18 111

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 15/9

21:55-19:00

1 stop28h 05m

Chicago O'Hare Intl

Fri 26/9

10:15-21:20

2 stops28h 05m

R18 128

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Mon 15/9

19:00-20:11

2 stops32h 11m

Chicago O'Hare Intl

Fri 26/9

21:20-17:45

2 stops37h 25m

R18 271

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 15/9

23:15-18:35

2 stops26h 20m

Chicago Midway

Fri 26/9

13:08-21:20

2 stops25h 12m

R20 939

Flights are sorted by cheapest return flights first.

Deals found on 8/7

Showing 1-10 of 27 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 41 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 Ethiopian Air, Etihad Airways and Turkish Airlines.

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 Emirates, Delta, andKLM 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.

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Emirates

8,1

Very Good

3 288 reviews

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Delta

8,0

Very Good

7 958 reviews

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

KLM

7,8

Good

1 370 reviews

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Air France

7,5

Good

1 468 reviews

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

Qatar Airways

7,4

Good

3 590 reviews

Emirates

8,1

Very Good

3 288 reviews

Check prices

Reviews

1 / 20

10,0

Excellent

Anonymous,Jun 2025

ATH - EWR

Best flight I taken. Airline stewards were very attentive and creative a very comfortable environment. Food was plentiful, gave a variety for each meal and delicious.

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 218, while return flights cost around R3 424.
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 58 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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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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R11 724+ 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 31/8. 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 9 July 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 9 July 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 9 July 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 9 July 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 27 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

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 9 July 2025.

Get a feel of what it's like to fly with Emirates, Delta, andKLM 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 9 July 2025.