Must See in Chicago, IL

20 places

Explore the heart of Chicago through its iconic landmarks and vibrant culture, where stunning views, rich history, and lively experiences await at every turn.

360 Chicago photo

360 Chicago

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Elevating my experience, 360 Chicago offers stunning panoramic views and a thrilling TILT ride, making it a must-visit observation deck.

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Tortazo - Willis Tower

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5.0

Unforgettable views await atop Willis Tower as I walk on The Ledge, a glass balcony offering a thrilling perspective of the city below.

07.03.25 Navy Pier Store

Navy Pier

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3.5

Charming for its lively atmosphere, Navy Pier offers stunning lake views, exciting rides like the Centennial Wheel, and delightful dining experiences.

Millennium Park photo

Millennium Park

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Captivating art and vibrant events merge in Millennium Park, highlighted by the stunning Cloud Gate sculpture, a beloved photo destination.

Museum of Science and Industry photo

Museum of Science and Industry

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Dynamic exhibits, like the immersive Coal Mine tour and a real U-boat, create unforgettable hands-on science experiences for all ages.

Art Institute of Chicago photo

Art Institute of Chicago

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Intriguing aspects of the Thorne Miniature Rooms showcase exquisite craftsmanship and detailed artistry, offering a unique perspective on history in miniature.

Second City Works Inc photo

Second City Works Inc

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4.5

Renowned as the birthplace of improv, it’s where many comedians honed their craft, contributing to the rich legacy of comedy in Chicago.

The Magnificent Mile

The Magnificent Mile

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4.5

Vibrant with its mix of luxury shopping and cultural landmarks, this iconic stretch offers both urban excitement and hidden local treasures.

China Visa Service Center photo

China Visa Service Center

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5.0

Remarkable sights of Chicago’s architectural evolution await at the center, featuring insightful exhibits and engaging docent-led tours.

Field Museum Store photo

Field Museum Store

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4.0

Enchanting exhibits showcase millions of artifacts, including the famous Sue the T. rex, making every visit an engaging journey through history.

Maggie Daley Park photo

Maggie Daley Park

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Exceptional offerings await at Maggie Daley Park, with its unique ice skating ribbon and diverse activities like mini-golf and wall climbing.

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Hopemark Health Millennium Park

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4.0

Joyful reflections greet me at Millennium Park, where Cloud Gate’s brilliance and vibrant events create a memorable space for all.

Wrigley Building photo

Wrigley Building

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Majestic in its architecture, the Wrigley Building stands as a testament to Chicago's rich history, blending beautiful design with iconic legacy.

Hearts & Minds trio 6/20

Green Mill

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3.5

Timeless, the Green Mill offers a blend of historic ambiance and vibrant live jazz, echoing its Al Capone ties and Chicago heritage.

Gumbo+ rice, cornbread

Buddy Guy's Legends

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4.0

Authentic blues culture thrives here, with legendary musicians performing live, creating a vibrant atmosphere steeped in history and musical legacy.

Jackson Park Beach photo

Jackson Park Beach

Serene, the historic park features elegant lagoons and lush gardens, showcasing the beauty of an authentic Japanese garden.

Garfield Park Conservatory photo

Garfield Park Conservatory

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5.0

Breathtakingly diverse, this conservatory showcases thousands of plant species, with the stunning Fern Room standing out among its lush gardens.

Photo by WorldTravelOne

Lakefront Trail

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4.5

Stunning views of Lake Michigan accompanied by lush landscapes make every workout feel refreshing on this 18-mile lakeside trail.

Wendella Boats photo

Wendella Boats

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Highlighting the stunning skyline, Wendella’s boat tours offer a perfect view of Chicago's architectural gems and the experience of passing through the Chicago Lock.

Centennial Wheel photo

Centennial Wheel

Remarkably, the Centennial Wheel offers stunning skyline views and features climate-controlled gondolas for a comfortable experience above Chicago's lakefront.