Chicago's blend of office-laden skyscrapers and rail and steel industries lend it a cosmopolitan feel with blue-collar sensibility. Tourists are drawn to The Loop with its high-rise hotels and iconic attractions like the Willis (formerly Sears) Tower, the world-renowned Art Institute of Chicago, the Museum of Contemporary Photography and Millennium ... Read more
Park, which showcases the city's architecture, art and music. Go indoors -- especially in the harsh winter months when arctic winds blast off Lake Michigan-- for Chi-town's other famous offerings: jazz clubs, or theater (including the famed Second City improv troupe). Sports are another huge draw. The city is home to the Chicago Bulls, Chicago Cubs, Chicago White Sox, Chicago Bears and the Chicago Blackhawks. Dieters might want to skip a week here; Chicago's signature dishes include deep-dish pizza, hot dogs and infinite forms of sausage.


Chicago Hotels

Things to see and do in Chicago

  • Millennium Park
    9.1461 reviews
    Outdoors, Park
    Popular withOutdoorsyFamilies
  • Art Institute of Chicago
    9.5261 reviews
    Sights and Museums, Art Museum
    Popular withArtsyHistory
  • Willis Tower
    8.7295 reviews
    Sights and Museums, Landmark, Popular
    Popular withAdventureFamilies
  • Wrigley Field
    9.2248 reviews
    Sports, Baseball Stadium
    Popular withFamiliesHistory




The 'Windy City' is best visited when the winds fall into the 'breezy' rather than 'Arctic' category. Exploring can be a frosty adventure in the winter, but in the summer the beaches and parks come alive with ... Read more
outdoor events and the average temperature is 85F (29C), while in the fall, the sun continues to shine on fewer tourists and lower hotel prices.

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Chicago reviews

  • 9.8
  • 8.4
    Family Travellers
  • 8.2
    Nightlife Lovers
  • 7.8
    Adventure Travellers
  • 7.3
    Art & Design Lovers

Member Reviews(1206)

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Chicago night life is awesome I really enjoyed the beach the high park area amazing

Recommended for:History BuffsAdventure TravellersNightlife LoversArt & Design Lovers

So much to do in my favourite city. Navy point makes a lovely family day. The untouchables tour was so funny, very educational, see where the tin man got valentines and Dillinger sites. Night cruise was mind blowing. Totally unforgettable!

Recommended for:Outdoor EnthusiastsHistory BuffsAdventure TravellersNightlife Lovers
San Francisco

It's easy to travel in Chicago. Hop on the subway. It will take you to the loop and places you've never been to

Recommended for:Outdoor EnthusiastsBackpackersAdventure Travellers

I live in the twin cities so I'm a custom to the concrete jungle. I was so blown away with Chicago's architecture! Beautiful, bold and busy.

Recommended for:FoodiesNightlife LoversHipstersArt & Design Lovers

I love this city! It's so massive and has its pockets of different cultures. If you hit the main sites you're bound to have a good time since the city keeps everything so clean (in the touristy areas).


This is one of the most beautiful cities I’ve visited in the US. It’s clean, the architecture is amazing and it’s easy to get around. And let’s not forget their food especially the deep dish pizza and hot dogs

Recommended for:Budget TravellersFamily TravellersFoodiesNightlife Lovers

Chicago was absolutely amazing!! Very fun and fit, everything was clean and everyone was friendly! 10\10

Recommended for:FoodiesGreen TravellersStudentsArt & Design Lovers
Los Angeles

Amazing food and people, astounding architecture, and seriously, the theatre capital of the USA. If you can see a play at one of the many top-shelf theatre companies (and not just all the Biggies, either), run don't walk.
OK, the traffic and parking can be lousy, and the weather is worse. But, plan some time in the City of Broad Shoulders and enjoy yourself.

Recommended for:Family TravellersFoodiesArt & Design Lovers

Chicago bears many names - Windy City, City by the Lake, City of Big Shoulders, Second City, City in a Garden, My Kind of Town, Chiraq. Under all these names is a history which makes Chicago all the richer. Despite its frequent designation as a high crime and politically corrupt hotbed, Chicago is one of the best cities to experience just about every aspect travelers love in a destination: great food, an abundance of museums, art and culture, parks and gardens, neighborhood niches, professional sports teams, a killer skyline and a big body of water, lined by beaches. Whether you're traveling with family and want to enjoy an afternoon exploring life and science museums on the lakeside Museum Campus; or an art lover seeking out a multitude of museums, galleries and art centers along Michigan St.; or a foodie hoping to find some of the most unique flavors in up-and-coming restaurants (I recommend Cafe Marie Jeanne in burgeoning Humbolt Park); or traveling alone and want to duck in and out of boutiques, bookstores, pubs and coffee shops in the Wicker Park, Bucktown or Lakeview neighborhoods, Chicago is sure not to disappoint. When you do visit, plan to travel by the "L" (elevated rail) which is much more convenient and affordable than taxi or parking - and offers a lovely little tour of downtown and surrounding neighborhoods. Keep in mind, however, that the L does not travel all the way down to Hyde Park in the south side of Chicago, so if you want to visit the University of Chicago or the Museum of Science and Industry, you'll have to figure out the frustrating #10 bus line (or just plan to travel by car/taxi). For a little history, culture and good eats, don't hesitate to make your way out of downtown to the Little Italy or Pilsen neighborhoods where you can try an authentic Italian lemonade at Mario's or the decadent fusilli with tomato cream sauce and mushrooms at Bruna's, open since 1933. Or stick with downtown treasures - grab a flavorful cup of coffee at Intelligentsia coffee on Randolph before you explore art and architecture in the surrounding neighborhood's Cultural Center, Art Institute, and Chicago Architecture Foundation. Finish your day with a show at Goodman or Chicago Theatres. Whatever you do, plan to take time to stop and smell the roses when possible. There are so many hidden treasures to duck in and out of as you explore the city. My favorites are the Tiffany ceilings in Macy's department store and the Cultural Center ballroom, the lobby of the Palmer House Hotel, and the stunning architecture and observatory views of the Intercontinental Hotel.

Recommended for:Budget TravellersFamily TravellersFoodiesArt & Design Lovers
San Jose

The best area to hit in Chicago in my opinion is the River North area. So many great restaurants and sightseeing including the infamous Trump Tower. River North truly is the best location in Chicago and it is why Trump decided to build Trump Tower at that location. Great restaurants include Hub 51, RPM, Rockit, Hubbard Inn, Benny's Chop House, Fleming's Prime Steakhouse, Sullivan's Steakhouse and Shaw's Crab house. Of course, you can always dine in Trump Tower and get a drink on the 16th floor!