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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  (Free Entry) 9.0
stay time indicator 1.0-2.0 hr stay Open now Check Hours of Operation
Public Park, Landmark, Sightseeing

Local Favorite, Wheelchair Accessible, Shopping, Breathtaking Views, Family Fun, Exhibitions, Walking Around, People Watching, Concerts, Sightseeing, Private Events, Kids Friendly

201 East Randolph Street, chicago

Once a space for railways, now a lively, spectacular gathering spot located in the heart of the city and a destination for Chicagoans and visitors alike. The view is super exciting; the park is full of joy, happiness, and cheerfulness. Boeing Gallery in the park exhibits public art. Cloud Gate (The Bean), Crown Fountain, and Lurie Garden are famous places to see and relax in the park. The beautiful BP Bridge connects Millennium Park and Maggie Daley Park (another great attraction). Wrigley Square and Jay Pritzker Pavilion are also additional favorite attractions.

Point  ($$) 8.7
stay time indicator 1.5-3.0 hr stay Closed now Check Hours of Operation
Architecture, Planetarium

Wheelchair Accessible, Trendy, Family Fun, Exhibitions, Educational Workshops, Movie Night, Private Events, Kids Friendly

1300 S. DuSable Lake Shore Dr, chicago

The Adler Planetarium museum is dedicated to studying astronomy and astrophysics, founded by Max Adler. The planetarium is a twelve-sided building that includes two sky theaters. The theaters depict the night sky and allow visitors an up-close look at distant planets, moons, and galaxies. There are full-size theaters, extensive space science exhibitions, and a significant collection of antique scientific instruments and print materials. Its exhibits Astronomy in Culture, Chicago’s Night Sky, Mission Moon, Our Solar System, Planet Explorers, Space Visualization Lab, Telescopes: Through the Looking Glass, The Universe: A Walk Through Space and Time, and many more.

Point  (Free Entry) 8.4
stay time indicator 1.0-3.0 hr stay Open now Check Hours of Operation
Public Park, Exhibition, Sightseeing

Local Favorite, Wheelchair Accessible, Shopping, Breathtaking Views, Family Fun, Free Entry, Lush, Exhibitions, Walking Around, People Watching, Concerts, Sightseeing, Photography, Private Events, Various Food Options, Romantic, Kids Friendly

331 E Randolph St, chicago

312.98 acres Grant Park, proudly referred to as Chicago's front yard offers many different attractions in its ample open space, including Millennium Park, Maggie Daley Park, Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus. It is home to baseball diamonds, tennis courts, and breathtaking gardens. The park hosts music and food events, including the famous Taste of Chicago event, Grant Park Music Festival, and Lollapalooza, a well-known outdoor music festival.

Point  (Free Entry) 8.7
stay time indicator 1.0-2.0 hr stay Closed 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.

Point  (Price varies) 8.8
stay time indicator 0.5-1.5 hr stay Closed now Check Hours of Operation
Theatre

Local Favorite, Wheelchair Accessible, Trendy, Movie Night

230 W North Ave, chicago

The improv comedy club has launched some of the biggest names in the business, including John Belushi, Dan Aykroyd, Mike Myers, Steve Carell, Stephen Colbert, Tina Fey, and about 500 others. They also offer improv lessons. The comedy shows are filled with never-ending laughter. There are many levels of shows, from amateur to professional, with their own charms. It is the oldest running improv club.

stay time indicator 1.0-1.5 hr stay Closed 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 Closed 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
9. The 606
 (Free Entry) 8.5
stay time indicator 0.5-1.0 hr stay Open now Check Hours of Operation
Trail, Scenic, Hike

Local Favorite, Trendy, Dog Friendly, Hiking, Biking, Breathtaking Views, Street Performance, Family Fun, Free Entry, Lush, Exhibitions, Walking Around, People Watching, Photography, Romantic

1805 N Ridgeway Ave, chicago

The 606 is a former elevated rail line, the Bloomingdale Line, converted into a combination walking, jogging, and biking path from Ashland Avenue to North Ridgeway Avenue. The trail connects to ground-level neighborhood parks, an observatory, art installations, and other amenities. There is a lot to see architecturally, lovely plantings along the way, with many entrances and exits along the route.

Point  (Free Entry) 8.9
stay time indicator 1.0-3.0 hr stay Closed now Check Hours of Operation
Sightseeing, Neighbourhood, Shopping Place

Local Favorite, Wheelchair Accessible, Trendy, Dine In, Shopping, Relaxing, Street Performance, Famous, Family Fun, Free Entry, Exhibitions, Sightseeing Tours, Walking Around, People Watching, Sightseeing, Live Shows, Romantic, Date Night

Magnificent Mile, chicago

Visitors can see the Blue Man Group or House of Blues show. There is also "The Comedy Bar" for a fun time. The Chicago Cubs' official store is there if you are into sports. Many eateries are either along the Mile or on cross streets. There are some great street performances on the walkways. There are always some special events; check them out at https://www.themagnificentmile.com/things-to-do/events/ before you go. Endlessly high-end brand-name stores like LV, Burberry, Gucci, and more. Public Restrooms are available at 900 North Michigan Shops, Water Tower Place (835 N. Michigan Avenue), and The Shops at North Bridge (520 N. Michigan Avenue).

Point  (Price varies) 8.5
stay time indicator 0.5-1.5 hr stay Closed now Check Hours of Operation
Architecture, Concert Hall, Historic Place

Wheelchair Accessible, Trendy, Music, Dance, Private Events, Live Shows, Various Food Options, Cocktails, Romantic

1807 S. Allport St., chicago

Thalia is a historic building landmark built in 1892 by John Dusek as a community hall. Currently, it hosts concerts by well-known artists and special events. In addition to the thalia hall, there is a central meeting place with a tavern, Dusek's board & beer, and two bars, Punch House and Tack Room. There is a standing room on the floor and seats on the balconies. The artists come from many different genres, but they're always great picks.

Point  (Free Entry) 8.3
stay time indicator 1.0-2.0 hr stay Closed now Check Hours of Operation
Historic Place, Pub, Live Shows

Local Favorite, Live Shows, Cocktails, Happy Hours, Romantic, Date Night

4802 N Broadway St, chicago

Known for its jazz and poetry performances, this oldest continuously running jazz club in the U.S. opened in 1907. The bar still has the same sitting as it was 100 years ago. There's plenty of room for dancing to the fantastic live music. the Green Mill has appeared in many films. They have some excellent cocktails, and the live music is always good. The place is filled with lots of mob history in Chicago; Al Capone had a dedicated booth.

Point  ($$) 8.2
stay time indicator 1.0-2.0 hr stay Closed 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 Closed 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
16. Chinatown
 (Free Entry) 8.7
stay time indicator 0.75-2.0 hr stay Closed 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.