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Fly to Chicago, Illinois

Aptly named the Windy City, Chicago shares a border with expansive Lake Michigan, boasting a plethora of water sports, a waterfront speckled with beach volleyball courts, and an impressive Navy Pier. Chicago is known for its unrivalled American architecture and the best way to take in the beauty of the city is on one of the many available river cruise tours. Also found in Chicago: sports. There's always a game to be seen in Chicago, and this city has some of the best sports bars around. Once you're finished taking in the culture and the excitement, Chicago's nightlife is both lively and unique, dotted with spots like duelling piano bars. Whatever your preference, you can find it in one of America's largest metropolises.

You can find us at Terminal 5 at O'Hare International Airport.

Chicago travel tips

  • How to get around Chicago

    Public transit in Chicago is both easy to use and very affordable. There's a Blue Line train station located in O'Hare International Airport, so travellers can deplane, grab their bags, and in less than an hour (for $5) be downtime Chicago and ready to explore. The rest of the city is well connected with 8 train lines, running 24/7, and conveniently, travellers can use a preferred contactless method of payment to hop on the train or bus of their choice. Learn more about public transit here.

    For visitors in the summer looking to cruise around downtown, Chicago has a bike share program called Divvy Bikes. Starting at $3.50 for a single ride, it's a great way to see the lake and get some exercise at the same time.

  • Things to know before you visit Chicago

    Chicago has the third most professional sports teams in the U.S., and almost all of the stadiums are very well-located within the city. If you're into sports, make sure you check schedules ahead of your visit, and try and score a deal on tickets before you arrive. If sports are not your thing, never fear - this stunning city is home to several nationally renowned museums and galleries.

    Chicago is a really large city, and there are many different great neighbourhoods to find accommodations in. It's a good idea to have a sense of what you want to do in the city, and pic a hotel or vacation-rental property that's centrally located so that you can take advantage of the walkability of the city.

  • How to save money in Chicago

    Our first tip for saving money in Chicago - skip the taxis and Ubers! The transit system is both convenient and affordable, and pretty much accessible anywhere in the city. Like most big American cities, fine dining in Chicago is very, very impressive. But for those not looking to splurge, Chicago's fast casual dining and street food scene are raved about. From pizza and hot dogs to pretzels and pop corn, there are some decadent eats to be enjoyed without breaking the bank. If you're visiting in the summer, one of Chicago's best assets is 100% free - the lake. Chicago's downtown is nestled adjacent to beautiful boardwalks and sandy beaches, and the crisp, clear waters of Lake Michigan. Take a bike ride, take a stroll, jump into a game of beach volleyball, and take it all in.

Five things to do in Chicago

The perfect summer day in Chicago

Join us on a jam packed day filled with summer fun in the windy city.
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