<
Point  ($$) 9.5
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Architecture, Skyscraper, Landmark

Local Favorite, Wheelchair Accessible, Trendy, Breathtaking Views, Famous, Family Fun, Exhibitions, Souvenirs, Photography

233 S Wacker Dr, chicago

Willis tower, formerly the Sears Tower, is a 110-story skyscraper, and this skyscraper is Chicago's most dominant structure and 2nd tallest building in the Western Hemisphere. On a clear day, one can see approximately 40-50 miles (65 - 80 kilometers), allowing one to easily see four states – Illinois, Indiana, Wisconsin, and Michigan. Skydeck has a ledge glass box extending 4.3 feet from the Skydeck, providing a clear view of 1,353 straight down.

Point  ($$$) 9.4
stay time indicator 1.0-2.0 hr stay Closed now Check Hours of Operation
Museum, Historic Place, Landmark

Local Favorite, Wheelchair Accessible, Trendy, Shopping, Exhibitions, Art Gallery, Educational Workshops

111 South Michigan Avenue, chicago

Founded in 1879, It is one of the oldest and largest art museums in the United States. The vision of this museum is to acquire arts of all kinds and conduct exhibitions for education. This museum has the third most extensive collection of Arts in the country-consisting of approximately 300,000 works of art in 11 curatorial departments. It is an excellent place to spend time with family and friends. Riverboat cruises depart from here. The iconic ferries are fantastic for a photo op if you are not into riding them. The staff is amiable and offers excellent services. It is a must for Chicago Tourists.

Point  ($$$) 8.9
stay time indicator 2.0-3.0 hr stay Open now Check Hours of Operation
Museum, Artsy, Landmark

Local Favorite, Wheelchair Accessible, Private Events, Birthday Parties

1400 S DuSable Lake Shore Dr., chicago

Named after Marshall Field, who donated $1 million to build the museum, The natural history museum has nearly 40 million artifacts and specimens, showcasing 4.5+ billion years of history. One cannot see so many artifacts in a day, let alone a few hours, so visitors should devise a plan beforehand on what to cover. There are additional exhibits that cost extra.

Point  (Price varies) 8.8
stay time indicator 0.5-1.5 hr stay Open now Check Hours of Operation
Architecture, Historic Place, Landmark

Local Favorite, Wheelchair Accessible, Guided Tours, Family Fun, People Watching, Behind The Scenes Tours

1060 W Addison St, chicago

The home of the Chicago Cubs, originally known as Weeghman Park, was built in 1914. A unique piece of sports history still stands while most other venues get knocked down and rebuilt, it is the second oldest ballpark. An iconic landmark, it is known for its ivy-covered brick outfield wall and hand-turned scoreboard. Visitors can see this place from the outside for free or buy tour tickets to go inside, and they can also purchase tickets on the game day to get the real experience. The games are fun and exciting, regardless of the outcome.

Point  (Free Entry) 8.7
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Architecture, Historic Place, Landmark

Wheelchair Accessible, Trendy, Shopping, Free Entry, Free Entry, Exhibitions, Photography, Music, Art Gallery, Educational Workshops, Live Shows

78 E Washington St, chicago

The Chicago Cultural Center, which opened in 1897, is a Landmark housing designed to impress and prove that Chicago had grown into a cosmopolitan metropolis. The building currently boasts two magnificent glass strained-glass domes, including the world's largest stained glass Tiffany dome ― 38 feet in diameter with some 30,000 pieces of glass. It also features mosaic walls, free music, dance and theater events, films, lecturers, art exhibitions, and family events.

stay time indicator 1.0-1.5 hr stay Open now Check Hours of Operation
Museum

Wheelchair Accessible, Family Fun, Exhibitions, Art Gallery, Private Events, Birthday Parties, Free Wifi, Takes Reservations

220 E Chicago Ave, chicago

A contemporary art museum near Water Tower Place is one of the world's largest contemporary art venues. Visitors can experience the work and ideas of living artists and understand the historical, social, and cultural context. The museum includes sculpture, photography, dance, performance, and music. Museum's collection consists of more than 2,000 works, 2,500 artworks spanning media and movements from the 1920s to the present.

Point  (Price varies) 8.8
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Architecture, Historic Place, Live Shows

Local Favorite, Wheelchair Accessible, Trendy, Famous, Nightlife, Music, Dance, Movie Night, Romantic, Cocktails, Date Night

175 N State St, chicago

Legendary theatre in downtown Chicago hosts concerts, comedians, theatrical productions, and special events every year. The 3,600-seat auditorium is seven stories high, and the vertical "C-H-I-C-A-G-O" sign is one of the few such signs in existence today. The building is built in the French Baroque style featuring a miniature replica of Paris' Arc de Triomphe, and the grand lobby is modeled after the Royal Chapel at Versailles. The theater is exquisite and quite beautiful.

Point  ($$) 8.2
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Architecture, Museum

Wheelchair Accessible, Family Fun, Exhibitions, Walking Around, People Watching, Educational Workshops, Private Events

1601 N Clark St, chicago

It is a museum and research center for Chicago and U.S. history. Museum offers a variety of programs, dynamic exhibitions, tours, publications, special events, and programming that connects people to Chicago's history and each other. It is excellent for kids and adults to get a basic understanding of the city by going through different periods in history. The Museum Store has many fun Chicago goodies, from posters to Frank Lloyd Wright-style items, books, DVDs, toys, mugs, magnets, ornaments, coasters, jewelry, and more.

Point  (Price varies) 8.1
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Architecture, Historic Place, Live Shows

Wheelchair Accessible, Relaxing, Nightlife, Music, Dance, Educational Workshops, Romantic, Date Night

800 E Grand Ave, chicago

A Tony award recipient, Shakespeare Theatre runs 650 performances annually with twenty productions featuring plays, musicals, world premiers, family productions, and theatrical presentations from around the globe. It also offers educational programming for students, teachers, and lifelong learners and has been honored with many national and international awards. Recently, the theatre was recognized as a national leader in a white house ceremony.

Point  ($) 8.4
stay time indicator 0.5-2.0 hr stay Closed now Check Hours of Operation
Architecture, Historic Place, Theatre

Local Favorite, Wheelchair Accessible, Trendy, Relaxing, Music, Dance, Movie Night

3733 N Southport Ave, chicago

Opened in 1929 with a capacity of 700 seats, Music Box has been a premier venue for independent and foreign films in Chicago for the last two decades and is the largest theatre space operated full-time in Chicago. The theatre has the same architecture and design as it was when it opened with a dark blue ceiling with twinkling stars and moving cloud formations as we see in the night sky. The walls, towers, and blue ceiling take the viewers to an Italian courtyard in an open-air Tuscan palazzo.

Point
11. Chinatown
 (Free Entry) 8.7
stay time indicator 0.75-2.0 hr stay Open now Check Hours of Operation
Sightseeing, Neighbourhood, Historic Place

Famous, Free Entry, Walking Around, Sightseeing, Photography

2206 S Wentworth Ave, chicago

Chicago's century-old Chinatown is one of the oldest Chinese-American communities in the nation. As soon as you set foot in this historic neighborhood, you're in for the rich culture, regional Chinese cuisines, karaoke bars, and unique architecture. Stroll through elaborately adorned streets filled with traditional specialty shops, ornate architecture, storefronts packed with colorful wares and souvenirs, and family-owned restaurants with dishes you'll be craving long after home.