The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Popular flight routes to Chicago

Flights from Durban to Chicago

23469R

22291R

Prime price per passenger

Flights from Cape Town to Chicago

19643R

18457R

Prime price per passenger

Flights from Johannesburg to Chicago

13275R

12448R

Prime price per passenger

How long is the flight to Chicago?

If you’re planning a trip to Chicago, we at eDreams have checked the most popular routes to help you plan ahead. From Cape Town, the flight takes about 28h 30m; from Bloemfontein, around 32h 11m; and from Johannesburg, roughly 33h 6m.

Direct Flight Time (in Hours)

Cape TownBloemfonteinJohannesburgKimberleyDurban

0h 5h 10h 15h 20h 25h 30h 35h 40h

How much does a flight to Chicago cost?

At eDreams you can find flights from Cape Town to Chicago starting from R 8 906, with an average price of R 15 425. If you depart from other cities such as Durban, you can find tickets from R 9 015, and from Johannesburg starting from R 10 288, according to data from the last 72 hours.

Cape TownDurbanJohannesburgBloemfontein

R 15 425

R 10 782

R 17 809

R 13 735

Cape TownCheapest

Cheapest Price: R 8 906

Cheapest

Average

Best Time to Fly to Chicago

Planning your flights to Chicago? Chicago offers diverse experiences throughout the year. eDreams can help you find the perfect flight to match your ideal travel time.

Low Season in Chicago

January is typically the coldest month, with average temperatures hovering around -1°C to 2°C. While the city is quieter, you can enjoy indoor attractions and events like Chicago Restaurant Week with fewer crowds. Find affordable flights to Chicago with eDreams during this period.

High Season in Chicago

Summer (June-August) sees average temperatures between 21°C and 27°C. This is the time for outdoor festivals, bustling beaches, and exploring Millennium Park. Book your flights to Chicago with eDreams, securing your spot in the vibrant summer scene.

What to Do in Chicago

Chicago, Illinois, is a vibrant city with something to offer every traveller. Whether you are interested in architecture, art, or simply enjoying the city's lively atmosphere, Chicago won't disappoint. Book your flights to Chicago today and discover this magnificent city.

The Best Attractions to See in Chicago

Chicago offers a plethora of attractions for visitors. Here are five must-see spots:

Millennium Park: Home to the iconic Cloud Gate (The Bean) and Crown Fountain, this park is a must-visit for any traveller. Take a stroll, admire the art, and soak in the atmosphere.
Skydeck Chicago (Willis Tower): Enjoy breathtaking panoramic views of the city and beyond from the 103rd floor of this iconic skyscraper. A truly unforgettable experience.
Art Institute of Chicago: Immerse yourself in world-class art, from Impressionist masterpieces to contemporary works. A cultural gem not to be missed.
Museum of Science and Industry: Explore interactive exhibits, from a U-505 submarine to a replica coal mine. Perfect for all ages.
Chicago Riverwalk: Take a relaxing stroll along the river, enjoy the city's architecture, and soak in the vibrant atmosphere. A perfect way to experience Chicago's charm.

Book your flights to Chicago with eDreams and explore these incredible attractions.

Frequently asked questions about flights to Chicago

How can I find cheap flights to Chicago on eDreams?

At eDreams you will find flights from R447 to Chicago. Thanks to the combination of various technologies, machine learning algorithms and real user searches on our platform, you will be able to choose between the different options that best suit your needs when you have to fly to Chicago.

Which airlines fly to Chicago?

Airlines flying direct from South Africa to Chicago include:

Frontier Airlines, with flights from New York City, Houston, TX and from Las Vegas, for example.
Spirit Airlines also operates numerous flights, some of them originating from Fort Lauderdale, Miami and Newark, NJ.
American Airlines, with flights from Cancun to Chicago and San Juan and also from Knoxville.

Airlines with indirect flights to Chicago include:

Turkish Airlines, with flights from Johannesburg and Cape Town, as well as from Mumbai.
Frontier Airlines, with flights from San Juan, Las Vegas and also Johannesburg.

How long before a flight to Chicago should I be at the airport?

If you want to be on time for your flight to Chicago, you should get to the airport at least two to three hours in advance. Check-ins, security controls, customs, and boarding the airplane can take some time. At eDreams, you can find the best deals for flights to Chicago departing from over 5 cities and choose from a variety of services that will improve your time at the airport and guarantee a much better travel experience, such as priority boarding and additional luggage. For more convenience, when booking your flight to Chicago with eDreams you can also add insurance or opt for a refundable fare and have a problem-free trip!

What is the name of Chicago’s airport?

Chicago is served by 1 airport[s]. O'hare International Airport operates flights towards both domestic and international destinations within 5 cities, such as Las Vegas, Baltimore and Fort Lauderdale, the most popular routes.

How far is Chicago’s airport from the city centre?

Chicago’s airport O'hare International Airport is located 22 kms from the city centre.