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Point  ($$) 9.5
stay time indicator 1.0-2.0 hr stay Closed 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.

stay time indicator 0.5-1.0 hr stay Closed now Check Hours of Operation
Scenic, Skyscraper, Landmark

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

875 N Michigan Ave, chicago

360 Chicago is an observatory located on the 94th floor of the historic John Hancock Center in the heart of downtown Chicago. It offers breathtaking views of the city and Lake Michigan from over 1,000 feet above the Magnificent Mile. Visitors can also experience "The Tilt" for an additional fee; a series of floor-to-ceiling windows slowly tilt outside the building to 30°. There is also a Bar (CloudBar) to enjoy a drink (or two) while overlooking the view.

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  (Free Entry) 8.7
stay time indicator 0.5-1.0 hr stay Closed now Check Hours of Operation
Landmark, Scenic

Local Favorite, Breathtaking Views, Family Fun, Free Entry, Lush, Exhibitions, Walking Around, People Watching, Photography, Romantic, Kids Friendly

301 S. Columbus Dr., chicago

Buckingham fountain, one of the largest in the world, runs daily from early May through mid-October. Visitors can enjoy a major water display for 20 minutes every hour when the water goes 150 feet in the air. It is considered one of the finest ornamental fountains in America.

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
6. 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) 8.6
stay time indicator 0.5-1.5 hr stay Open now Check Hours of Operation
Scenic, Architecture, Hike

Local Favorite, Wheelchair Accessible, Dog Friendly, Breathtaking Views, Famous, Family Fun, Free Entry, Lush, Sightseeing Tours, Walking Around, People Watching, Romantic

Riverwalk, chicago

The 1.25-mile path from the lakefront to Lake Street, Chicago Riverwalk, is an open, pedestrian waterfront located on the Chicago River in downtown Chicago. It connects four distinct districts; The Confluence, The Arcade, The Civic, and the Esplanade, with many places to stop and relax, various tours, and food vendors. The riverwalk offers glamorous architectural views of the city and refuge from the city's hustle and bustle.

stay time indicator 1.5-2.0 hr stay Closed now Check Hours of Operation
Scenic, Architecture, Tour

Breathtaking Views, Famous, Family Fun, Lush, Sightseeing Tours, Walking Around, People Watching, Full Bar, Romantic

112 E. Wacker Drive, chicago

Chicago's riverboat architecture tours are well known among visitors and locals alike. The 90-minute tour discusses more than 50 famous historic and modern landmarks, including Willis Tower, Navy Pier, the Wrigley Building, Tribune Tower, Merchandise Mart, Lyric Opera, 333 West Wacker, Marina City, and many more. The tour guide also tells the fascinating stories of how a small settlement grew into a world-famous Chicago city.

Point  (Free Entry) 9.1
stay time indicator 0.75-2.0 hr stay Open now Check Hours of Operation
Scenic, Hike, Outdoor Activities

Local Favorite, Hiking, Biking, Breathtaking Views, Family Fun, Free Entry, Walking Around, Photography, Beach, Picnic, Romantic, Lake

Lakefront Trl, chicago

Chicago's 18-mile-long scenic Lakefront Trail is an 18-mile-long stretch that extends from Ardmore Street on the North Side to 71st Street on the South, connecting to great neighborhoods, parks, and beaches. The trail passes through Edgewater, Uptown, Lakeview, Lincoln Park, South Loop, and Hyde Park neighborhoods. Each neighborhood offers its own unique experiences and a lot of things to do. Visitors and locals enjoy walking, running, biking, and rollerblading on the trail. Popular places on the route include south park shore, Jackson park, promontory point, 31st street harbor, northerly island, grant park, Maggie Daley park, Ohio Street beach, North Ave beach, Lincoln Park zoo, Belmont harbor, Montrose beach, and Foster Beach.

Point  (Free Entry) 8.5
stay time indicator 0.5-1.0 hr stay Open now Check Hours of Operation
Beach, Hike, Scenic

Local Favorite, Breathtaking Views, Street Performance, Family Fun, Walking Around, People Watching, Sightseeing, Photography, Picnic, Sunbathing, Swimming, Lake

1600 N Lake Shore Dr., chicago

One of Chicago’s most famous beaches, it features a unique and popular beach house with 22,000 square feet of space that features something for everyone and is permanently docked along this beach. This sleek, ocean liner-inspired building, decked out in a crisp blue and white, boasts one of the best views in the city. The beach house has upper decks and portholes for looking at the magnificent horizon or the multitudes of bikers, runners, walkers, and rollerbladers streaming down the lakefront trail.