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Things to do in Chicago

Chicago is a city that caters for everyone and everything, with a wealth of things to do. Its shopping, nightlife and dining rivals any in New York. And its beautiful beaches and abundant water activities will please all those who love the great outdoors.

Enjoy the stunning cityscape and Lake Michigan views from up high at the glass-bottomed Skydeck, or while enjoying a romantic meal at the John Hancock Observatory. Take the family on a ride on the Navy Pier on your Chicago holiday. Explore the many areas of the city with a fly-drive holiday. Stay in one of our central hotels, close to fantastic shopping along the Magnificent Mile and around the theatre district. Visit Chicago’s museums and galleries, ranked among the best in the world. And find time to relax in Millennium Park, soaking up its unique architecture and regular free cultural events.

Beaches in Chicago
Beaches in Chicago

Visit the popular Oak Street beach after exploring Downtown. Enjoy the views from North Avenue Beach. Visit Fullerton Beach, on a family day out, located opposite the zoo. Take a break from the attractions at Navy Pier, with some relaxation at Ohio Street Beach. Or drive to Montrose Beach for a quieter retreat, there’s plenty of parking nearby.

Food in Chicago
Food in Chicago

Try a world-famous Chicago deep-dish pizza at Gino’s East Pizza. Visit Hot Dougs for an assortment of sausage and encased meats, or enjoy true Italian cuisine at 312 Chicago. For trendy molecular gastronomy there’s no better place than The Avenues at Peninsula Chicago. Futuristic Alinea is also up there, mixing cuisine with science and art.

Shopping in Chicago
Shopping in Chicago

The shops on the Magnificent Mile are as diverse as the goods they sell. Oak Street has long been a symbol of designer-label shopping. Macy's at State Street is one of the largest department stores in the world and features a stunning Tiffany glass mosaic dome. For boutique shopping, mainly suited to female tastes, visit Armitage Avenue in Old Town.

Chicago nightlife
Chicago nightlife

Roof at the Wit offers unparalleled city views. Public House is Chicago’s best new sports bar, with over 100 types of beer. Enjoy imaginative cocktails at the Aviary. Try a recreational wine class at Bin 36 at Sax Chicago. And for fine dining at a plush rooftop bar, visit Terrace at the Trump.

Museums in Chicago
Museums in Chicago

Chicago’s museums rank among the best in the world. One of the most visited museums is the Art Institute of Chicago, closely followed by Chicago History Museum. See the best preserved T. Rex dinosaur ‘Sue’ at the Field Museum, along Chicago’s Lake Michigan coast.

Exciting experiences

Chicago City Hop-on Hop-off Tour

See all of the sights of Chicago at your own pace. On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most popular attractions. Then pick up the tour where you left off, or get on at any other regular stop on the route. For individuals and families, this is the best way to see the sights. Receive a free Chicago t-shirt and Garrett Popcorn sample.

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