Best Sightseeing in Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Must See Chicago 90 minute Walking Tour

70 Reviews

ExperiencesToursNeighborhood toursLandmarks & monumentsGuided toursCulture & historySightseeingArchitecture

This introductory tour to Chicago, features some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Chicago Theatre, and more

$35.00

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Chicago: Griffin Museum of Science and Industry Ticket

274 Reviews

ExperiencesEntry ticketsToursFamily-friendly activitiesWheelchair accessibleMuseums & exhibitionsSightseeingEducational activitiesRainy-day activities

Explore one of the largest science museums in the world with a ticket to Griffin Museum of Science and Industry in Chicago. See science, technology, and engineering brought to life through exhibits.

$25.95

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Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

93 Reviews

ExperiencesCulture & historyWater activitiesArtLandmarks & monumentsGuided toursToursCruises & boat toursSightseeingArchitecture

Climb aboard a unique 90-minute architecture riverboat tour of the famous Chicago River. Pass by over 50 significant Chicago buildings learning about their architecture and history via a live docent.

$56.05

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Chicago: 1.5-Hour Scenic Sunset Lake Cruise

738 Reviews

ExperiencesWater activitiesOutdoor activitiesNature & adventureActivities for couplesToursGuided toursHidden gemsSightseeingViewing pointsCruises & boat toursSunset toursFood & drinks

Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise. Toast the end of the day with a glass of wine, ice-cold beer or hand-crafted cocktail.

$45.00

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Chicago: Instagram Tour of the Most Famous Spots

ExperiencesNeighborhood toursArtGuided toursToursGraffiti & urban artLandmarks & monumentsViewing pointsSightseeingPhotography toursPrivate tours

Explore the city of Chicago in style on an all-inclusive Instagram tour. Capture the most Instagram-worthy spots of the Windy City, including the Chicago Mural, Cloud Gate, Millennium Park, and more.

$999.00

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City Cruises Chicago: Lake Michigan Fireworks Dinner Cruise

57 Reviews

ExperiencesGuided toursBoat partiesWater activitiesFamily-friendly activitiesActivities for couplesSeasonal & Holiday ActivitiesLuxury experiencesToursNightlife & barsDinner packagesCruises & boat toursFood & drinksSightseeing

Kick off summer's biggest celebration on a fireworks buffet dinner cruise. Marvel at Chicago's spectacular fireworks as you enjoy dinner, DJ entertainment, and rooftop games on the water.

$193.94

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Chicago: Mimosa n' Bloody Mary Cruise

1 Reviews

ExperiencesLuxury experiencesFor adultsActivities for couplesToursGuided toursSightseeing on wheelsBoat partiesWater activitiesPhotography toursFood & drinksSightseeingNightlife & barsMusic activitiesCruises & boat tours

Cruise along the Chicago River or Lake Michigan on a floating tiki bar. Sip on mimosas and Bloody Marys, enjoy music, and capture stunning photos of the city's skyline.

$41.42

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Embers of the Windy City: Chilling Chicago Ghost Tours

48 Reviews

ExperiencesGuided toursCulture & historyToursWheelchair accessibleSightseeingHidden gemsGhost & vampire tours

Discover the chilling side of Chicago on a haunted walking tour! Explore historic sites, hear spine-tingling tales, and meet ghostly mobsters. Join us for a night of thrills and chills! Book now!

$36.00

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Chicago: Ghost Bus Tour of Haunted Locations

5 Reviews

ExperiencesGuided toursLandmarks & monumentsSightseeing on wheelsToursPrivate toursGhost & vampire toursSightseeing

Join a ghost tour of Chicago established by author and seasoned paranormal researcher Ursula Bielski. Take the bus to intriguing sites, including the Lincoln Park Zoo, John Hancock Building, and more.

$54.00

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Chicago: Downtown Pizza Guided Walking Tour with Tastings

8 Reviews

ExperiencesWheelchair accessibleNeighborhood toursGuided toursToursSightseeingFood & drinks

Taste the finest examples of Artisan, Neapolitan, Detroit Style, and Chicago deep-dish pizza on this professionally guided walking tour that takes you to highly-rated and historic Chicago pizzerias.

$73.14

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Chicago: Art Deco Madness Walking Tour

ExperiencesCulture & historyArtGuided toursNeighborhood toursLandmarks & monumentsToursSightseeingHidden gemsArchitectureEducational activities

Discover the architectural brilliance of the Roaring Twenties on a walking tour of Chicago's Loop district. Explore 6 stunning Art Deco buildings and uncover hidden gems.

$40.00

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