Current Deals

Chicago Things to do

In the heart of the Midwest, Chicago boasts soaring skyscrapers, 77 colourful neighbourhoods, 42 kilometres of lakefront with 26 beaches and 580 parks and green spaces. Equally impressive are the dining options – 7,300 restaurants and more than 65 craft breweries – outstanding arts and culture, urban recreation along the waterfront, and world-famous events.

Only-in-Chicago Attractions
This cosmopolitan playground is bursting with things to do. Sightseeing options range from Chicago icons like Millennium Park’s sculptures, fountains, gardens and event spaces to awe-inspiring architecture by Frank Lloyd Wright, Frank Gehry, Daniel Burnham and Louis Sullivan. Get above it all on The Ledge, a glass platform on the Skydeck at Willis Tower, or the 360 Chicago Observation Deck on North Michigan Avenue, where the TILT experience leans you out 300 meters above Michigan Avenue.

Take in the beautiful cityscape with a stroll along the Chicago Riverwalk, where you can enjoy a waterside meal, sip a drink or set out on an architecture cruise on the Chicago River. Take the children to Lincoln Park Zoo, Navy Pier and Wrigley Field, three iconic and family-friendly attractions, or rent bikes and pedal along the 29-kilometer Lakefront Trail.

Tour the Neighbourhoods
Each of Chicago’s 77 neighbourhoods offers a distinct experience. Ethnic and immigrant enclaves, such as Chinatown, Little Italy, Avondale, Andersonville, Pilsen and Lincoln Square, reflect the city’s multicultural influences, from German and Polish to Mexican and Chinese. Check out neighbourhood bars and live music in Bucktown and Wicker Park. Uptown’s historic theatres, music halls and Art Deco buildings make it a cultural playground. The Loop is Chicago’s bustling downtown district, where you’ll find must-see landmarks and plentiful options for dining, shopping and nightlife.

Monumental Arts and Culture
Chicago is renowned for its cultural offerings with more than 60 museums and a dedicated Museum Campus, home to The Field Museum, Shedd Aquarium and Adler Planetarium. Don't miss the Art Institute of Chicago, containing 300,000 works in its permanent collection, and Museum of Science and Industry, the largest in the Western Hemisphere.

As the only U.S. city with five regional Tony Award-winning theaters – Goodman, Chicago Shakespeare, Lookingglass, Victory Gardens and Steppenwolf – Chicago’s theater scene takes center stage. You can catch shows at more than 200 venues in addition to performances from esteemed companies such as Joffrey Ballet, Lyric Opera and Chicago Symphony Orchestra.

Top Cuisine, Shopping and Music
Chicago’s culinary scene is filled with star chefs, ethnic eateries and award-winning fine dining, including 25 Michelin-starred eateries. Just as famous are the casual classics like Chicago-style hot dogs and deep-dish pizza. In fact, Bon Appetite named Chicago the 2017 Restaurant City of the Year. Cap off your meals with visits to specialty cocktail bars, historic pubs and more than 65 craft breweries.

Shopping is an equally big deal here. Don’t miss Michigan Avenue’s 13-block stretch, The Magnificent Mile, with more than 460 stores. Explore major department stores, luxury boutiques and the can't-miss, multilevel Water Tower Place mall. If it’s music you’ve come for, you’ll find everything from live music venues to outdoor events like Millennium Park concerts, Lollapalooza and the Chicago Blues and Jazz Festivals. For nightlife, head to the many cocktail lounges, sports bars or dance clubs that dot the entertainment landscape. Opt for tickets to a legendary comedy club, The Second City, where comedians such as Tina Fey, Steve Carell and Stephen Colbert got their start.