Fly to Chicago, the Windy City!

New flight to Chicago

Chicago: The third most populous city in the United States (after New York City and Los Angeles) has a unique charm that draws visitors from around the world for its architecture, music and culture.

Bathed by Lake Michigan and crossed by the Chicago River, Chicago lives on water and has a privileged relationship with water. To see this for yourself, simply board a boat and enjoy the view from an evocative perspective, amidst skyscrapers and futuristic infrastructures such as the Navy Pier, which has been home to parks, gardens, shops, restaurants and exhibition facilities since 1916 along the most famous 1,010 meters in America.

Looking for likes on Instagram?  Then “The Ledge” is the place for you! Taking selfies and posting them on social media from this glass balcony suspended 400 meters above Willis Tower has become a must-do for visitors to the Windy City. By the way: Climb to the rooftop of this skyscraper, which held the record for the tallest building in the world for 25 years, and you'll discover why the city has earned this nickname!

If you want to mingle with the locals, hop on the Loop, the city’s elevated rail that has been sweeping through downtown Chicago since 1892, brushing past skyscrapers and flying over the city’s chaotic traffic. Next, stop by one of Chicago's pizzerias for a taste of America's most famous “Deep Dish Pizza”. Then, credit card to the ready, indulge in a spot of shopping along the Magnificent Mile. In the evening, you will be spoilt for choice with Chicago’s excellent music and sport offering!  Among its many venues, particularly worthy of note is the iconic Chicago Theatre, where you will find musicals, performances and blues galore. And of course, the city is home to the Chicago Bulls: here, basketball is not a sport but an art form, incarnated by its greatest interpreter, Michael Jordan, who enchanted the United Center for as many as 12 years.

So, are you all packed up? It's time to head to Chicago!

Organize your trip by booking accommodation and car rental directly with our partners and Avis Budget, or book one of the 100,000 activities worldwide with Get your Guide.