Since 1969, restaurant, hotel, travel & other witty reviews by a handpicked, worldwide team of discerning professionals—and your views, too.

Chicago City Trip - Attractions

Chicago's skyline reflects from Chicago's Cloud Gate Sculpture at Millennium Park

What to See & Do in Chicago

Check out what to do and where to do it in the Windy City.



The Art Institute of Chicago
Grant Park
111 S. Michigan Ave.
World-renowned museum with over 30,000 works of art, including Edward Hopper's "Nighthawks."

Chicago Children's Museum
Navy Pier
700 E. Grand Ave.
Chicago, IL 60611

Museum of Science & Industry
Jackson Park
57th & S. Lake Shore Dr.
Largest museum in the Western Hemisphere with interactive science exhibits galore.

Willis Tower in Chicago is one of the tallest buildings in the world
Willis Tower

Field Museum of Natural History
1400 S. Lake Shore Dr.
From earthquakes to tornadoes, mollusks to dinos, this massive museum has it all.

Museum of Contemporary Art
220 E. Chicago Ave.
Chicago-centric modern art museum, emphasizing works from 1945 to the present with a strong focus on surrealism, minimalism and conceptual photography.

International Museum of Surgical Science
1524 N. Lake Shore Dr.
Chicago, IL 60610
A treasure trove of info for those with a penchant for medical lore, history and gore.

Peggy Notebaert Nature Museum
2430 N. Cannon Dr.
All-seasons, nature-minded museum that's eco-friendly.


Absolutely Chicago Segway Tours
337 E. Randolph St.
Fun and informative Chicago sightseeing tours on segways. Day and night tours available.

Chicago Architecture Foundation River Cruise
Michigan Ave. Bridge at Wacker Dr.
Comprehensive tour guide for those curious about Chicago neighborhoods, buildings and its cityscape.

John Hancock Center Observatory offers stunning views across Chicago and Lake Michigan
John Hancock Center Observatory

John Hancock Center Observatory
875 N. Michigan Ave.
Family attraction with some of the city's best views.

Lincoln Park Conservatory
2391 N. Stockton Dr.
Chicago, IL 60614
Conservatory that showcases exotic plants and serves as a site to grow plants for use in the city's parks.

Lincoln Park Zoo
2001 N. Clark St.
Free urban zoo with interesting habitats.

Mercury Cruise Lines
Michigan Ave. Bridge at Wacker Dr.
Lake and river cruises for the whole family showcasing Chicago's world-famous skyline.

Millennium Park
Sprawling park that's the site of the Jay Pritzker Pavilion, Crown Fountain, Lurie Garden and Cloud Gate.

Navy Pier
600 E. Grand Ave.
800-595-PIER, 312-595-7437
Tourist destination with enough food and entertainment to last the day.

Shedd Aquarium
1200 S. Lake Shore Dr.
Home to creatures from the waters of the world – rivers and reefs to lakes and oceans – with behind-the-scenes tours, a trainer for a day experience, beluga and penguin encounters and more.

Willis Tower Skydeck
233 S. Wacker Dr.
Offers killer views from a 1,450-foot, 100-story high building that's the third-tallest in the world.


Magnificent Mile
Michigan Avenue
Ground zero for Chicago shopping sprees.

Magnificent Mile is one of Chicago's premier shopping destinations
Magnificent Mile

Spa Space
161 N Canal St.
Serene, stylish spa known for its expert massages.

Urban Oasis
12 W Maple St.
Chicago, IL 60610
Upscale, healing-centered massage therapy destination.


Andy's Jazz Club
11 E. Hubbard St.
River North
Live music venue that has played host to the likes of Chuck Hedges, Franz Jackson and Art Hoyle.

Buddy Guy's Legends
700 S. Wabash Ave.
South Loop
Reputable blues club that's decked with artists' memorabilia.

Double Door
1572 N. Milwaukee Ave.
Chicago, IL 60622
A popular stage for indie rockers.

The Hideout
1354 W. Wabansia Ave.
Chicago, IL 60642
773- 227-4433
An intimate music venue for live local and up-and-coming acts.

Improvised Shakespeare Company
3541 N. Clark St.
An entertaining improv theater with a Shakespeare bent.

The Signature Room at the 95th provides fine food and picture-perfect views across Chicago
The Signature Room at the 95th

Kingston Mines
2548 N. Halsted St.
Massive blues club with nightly acts on two stages.

The Second City
1616 N. Wells St.
Improv and sketch comedy venue with multiple stages and notable alum.

The Signature Room at the 95th
875 N. Michigan Ave.
Chicago, IL 60611
312- 787-9596
Picture perfect views (and fine food) RE on tap a this romantic, high-up perch.

Vertigo Sky
Dana hotel and spa
660 N. State St.
Chicago, IL 60654
Dana hotel and spa lounge with impressive city views and above-average bar bites.

166 E Superior St.
Chicago, IL 60611
One of the highest rooftop bars in the city, an event space for private and semi-private parties with a superb view of the skyline.


Chicago Convention and Tourism Bureau
2301 S. Lake Shore Dr.
Chicago, IL 60616

Save money on Chicago attractions with CityPass!

Save time and money on your next vacation with the CityPass booklet. It contains admission tickets to the city's top attractions at a substantially reduced price.


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Downtown Chicago


* Cloud Gate Sculpture image by the Chicago Convention and Tourism Bureau


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