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Chicago - Things to Do


Things to Do: Sightseeing

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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #116 of 506 attractions in Chicago
Attraction type: Landmark/point of interest
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TripAdvisor Popularity Index: #122 of 506 attractions in Chicago

Wicker Park is the former meca of the Chicago art community and location of the bi-annual "Around the Coyote" art festival.  The area has experienced massive economic growth over the past few years...

Attraction type: Neighbourhood
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TripAdvisor Popularity Index: #136 of 506 attractions in Chicago
Attraction type: Tourist/visitor centre; Town centre/square/plaza
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #141 of 506 attractions in Chicago

Recognized as the biggest gay neighborhood in the city, Chicago's Boystown features some of the hottest nightlife and street culture for locals and tourists alike.

Attraction type: Neighbourhood
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #145 of 506 attractions in Chicago

Somwhat of a remnant of a formerly much larger area tragically demolished in the early 1960's when the circle interchange of the Chicago expressway system was built.  Greek restaurants and a couple...

Attraction type: Neighbourhood; Street
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TripAdvisor Popularity Index: #161 of 506 attractions in Chicago

Downtown section of Chicago defined by the loop of elevated train that encircles it.

Attraction type: Neighbourhood; Other
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TripAdvisor Popularity Index: #179 of 506 attractions in Chicago

Along with Harlem, this was one of the centers of African-American culture in the United States in the early 20th century.  After years of neglect, it is being revitalized as an entertainment and...

Attraction type: Neighbourhood
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #181 of 506 attractions in Chicago

A diverse neighborhood which is partly Ukrainian, partly Hispanic, and partly gentrified.  Located on the near Northwest Side of Chicago.

Attraction type: Neighbourhood
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TripAdvisor Popularity Index: #188 of 506 attractions in Chicago

From the Wrigley Building to the Drake Hotel, this boulevard runs the gamut of wealth and privilege.

Attraction type: Street
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #189 of 506 attractions in Chicago

This downtown street is filled with upscale shopping opportunities.

Attraction type: Street
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TripAdvisor Popularity Index: #200 of 506 attractions in Chicago

One of the country's great historic railway stations.  The brightly lit and airy dome of the main hall contrasts with the star-studded ceiling of Grand Central in New York.

Attraction type: Architectural building; Landmark/point of interest
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TripAdvisor Popularity Index: #206 of 506 attractions in Chicago

Street popular with tourists looking for the "real" Chicago.

Attraction type: Street; Other
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TripAdvisor Popularity Index: #211 of 506 attractions in Chicago
Attraction type: Bar/club
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TripAdvisor Popularity Index: #212 of 506 attractions in Chicago
Attraction type: Architectural building; Landmark/point of interest
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TripAdvisor Popularity Index: #218 of 506 attractions in Chicago
Attraction type: Architectural building; Landmark/point of interest
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TripAdvisor Popularity Index: #248 of 506 attractions in Chicago
Attraction type: Neighbourhood
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TripAdvisor Popularity Index: #262 of 506 attractions in Chicago

Claus Oldenburg's monument , this baseball bat-shaped sculpture is located on the Near West Side on the grounds of the Social Security Building.

Attraction type: Landmark/point of interest; Monument
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TripAdvisor Popularity Index: #289 of 506 attractions in Chicago
Attraction type: Landmark/point of interest
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TripAdvisor Popularity Index: #293 of 506 attractions in Chicago
Attraction type: Landmark/point of interest
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TripAdvisor Popularity Index: #301 of 506 attractions in Chicago
Attraction type: Neighbourhood
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