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Popular flight routes to Chicago

Flights from Johannesburg to Chicago

R 10 219R 9 802

Prime price per passenger

Flights from Cape Town to Chicago

R 10 713R 10 058

Prime price per passenger

Flights from Durban to Chicago

R 12 084R 11 349

Prime price per passenger

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.

Information about Chicago Airports

Chicago is primarily served by two major passenger airports:

O'Hare International Airport (ORD)
Midway International Airport (MDW)

O'Hare International Airport (ORD)

Location: Located 27 kilometers northwest of Chicago's city centre, known as "The Loop".
Top 3 Amenities:
- Free Wi-Fi throughout the airport.
- Variety of food and retail options, including a diverse food court and duty-free shops.
- Services and amenities such as charging stations, nursing rooms, pet relief areas, and a yoga room.
City Centre Connection:
- CTA Blue Line: The 'L' train provides 24/7 service directly to downtown Chicago, with a journey time of around 40-45 minutes. It's an affordable and efficient option for those travelling light, though luggage racks are not available, and some stations have stairs-only access.
- Ride-hailing services (Uber/Lyft) are readily available, offering a more convenient but pricier option.

Midway International Airport (MDW)

Location: Situated on the southwest side of Chicago.
Top 3 Amenities:
- Shops and restaurants offering various choices.
- Accessible Wi-Fi connectivity.
- Waiting areas with charging facilities.
City Centre Connection:
- CTA Orange Line: This 'L' train operates frequently, taking approximately 20-25 minutes to reach downtown Chicago. It's a convenient and affordable option. During overnight hours when the Orange Line is unavailable, consider using the N62 Archer bus as an alternative.
- Ride-hailing services like Uber and Lyft provide a door-to-door service to the city centre.

Airlines Flying to Chicago

You can book flights to Chicago with us at eDreams, offering routes from various airlines to both O'Hare (ORD) and Midway (MDW) airports. Whether you're flying from within the United States or internationally, we can help you find the best flight options for your trip to Chicago. Search for "flights to Chicago" on our website to explore available routes and book your flights.

Frequently asked questions about flights to Chicago

How can I find cheap flights to Chicago on eDreams?

At eDreams you will find flights from R841 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:

American Airlines, with flights from Salt Lake City, UT, San Francisco and from London, for example.
Spirit Airlines also operates numerous flights, some of them originating from New York City, Cancun and Orlando.
Frontier Airlines, with flights from Charlotte to Chicago and Denver and also from Las Vegas.

Airlines with indirect flights to Chicago include:

Turkish Airlines, which flies from Cape Town, Catania or Almaty.
Air Canada, with flights from Barcelona and Singapore, as well as from Regina.
Lufthansa, with flights from Johannesburg, Sofia and also Seville.

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 8 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 8 cities, such as Johannesburg, Houston and Dallas, 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.