Best Viewing points 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: Shoreline Lake Michigan Skyline Cruise

758 Reviews

ExperiencesLandmarks & monumentsOutdoor activitiesFamily-friendly activitiesWater activitiesGuided toursToursViewing pointsSightseeingArchitectureCruises & boat tours

See the sights of Chicago from Lake Michigan on this sightseeing lake cruise. Admire stunning views of the Chicago skyline and see many of the city’s iconic landmarks.

$30.00

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Chicago: 45-Minute Family-Friendly Architecture River Cruise

2215 Reviews

ExperiencesFamily-friendly activitiesToursCulture & historyLandmarks & monumentsGuided toursWater activitiesCruises & boat toursViewing pointsSightseeingEducational activitiesArchitecture

Cruise down the Chicago River and see the city’s most spectacular landmarks on a boat cruise with live, family-friendly commentary and a full-service bar on board.

$28.00

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City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

106 Reviews

ExperiencesFamily-friendly activitiesLandmarks & monumentsActivities for couplesWater activitiesCulture & historyLuxury experiencesWheelchair accessibleToursGuided toursDinner packagesArchitectureViewing pointsFood & drinksCruises & boat toursSightseeing

Enjoy views of Chicago's riverfront architecture as you cruise along the Chicago River. Admire the scenery from the ship's glass-enclosed dining area. Choose between a brunch, lunch, or dinner cruise.

$121.64

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1-Day Tour Lake Geneva & Anderson Japanese Gardens

ExperiencesLandmarks & monumentsFamily-friendly activitiesDay Trips FromGuided toursOutdoor activitiesCulture & historyDay tripsWater activitiesNature & adventureToursSightseeingViewing pointsGarden & park tours

Escape the city and unwind on a full-day tour to Lake Geneva and Anderson Japanese Gardens, where lakeside strolls, historic estates, and optional boat rides offer serene views.

$126.00

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Chicago: 1-5 Day Attraction Pass with Shedd Aquarium

372 Reviews

ExperiencesMulti-day tripsAquariumsLandmarks & monumentsToursFamily-friendly activitiesGuided toursCulture & historyCity cardsZoos & aquariumsArchitectureSightseeingCruises & boat toursViewing pointsTheme & amusement parksMarine life

Save up to 50%* on unlimited entry to 35+ Chicago attractions with Go City. Visit 360 Chicago and Skydeck Chicago for the views, explore Shedd Aquarium, enjoy an Architectural River Cruise and more!

$139.00

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Chicago's Modern Skyscrapers Guided Walking Tour

6 Reviews

ExperiencesCulture & historyWheelchair accessibleGuided toursLandmarks & monumentsToursArtOutdoor activitiesNeighborhood toursPhotography toursArchitectureSightseeingViewing points

Chicago is recognized as a leader in Modern architecture, a style that revolutionized the visual world during the mid-20th century. Learn how Chicago developed the skeleton frame Modern skyscraper and gain insights into iconic Modernist Chicago buildings.

$35.00

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Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

412 Reviews

ExperiencesFamily-friendly activitiesToursCity cardsLandmarks & monumentsViewing pointsSightseeing

Save up to 50%* on admission at 2 to 7 top Chicago attractions with Go City's Explorer Pass. Choose from over 35 options including 360 Chicago, Shoreline River Cruise, Skydeck Chicago, and much more.

$84.00

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Chicago Night Driving Tour with Skydeck and River Cruise

44 Reviews

ExperiencesGuided toursOutdoor activitiesFamily-friendly activitiesLuxury experiencesSightseeing on wheelsLandmarks & monumentsToursWater activitiesActivities for couplesDriving experiencesCruises & boat toursSightseeingViewing pointsPrivate toursHidden gems

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

$204.00

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Chicago: Immersive Flyover Journey Ticket

278 Reviews

ExperiencesWheelchair accessibleEntry ticketsFamily-friendly activitiesSightseeingViewing pointsAir & helicopter tours

Connect with your curiosity and explore Chicago with an immersive flyover ticket. Experience the city's highlights from this perspective, as your journey transports you over iconic destinations.

$38.02

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Chicago: Navy Pier Centennial Wheel Ticket

1960 Reviews

ExperiencesLandmarks & monumentsWheelchair accessibleEntry ticketsSightseeing on wheelsToursSightseeingViewing pointsTheme & amusement parks

Soar to heights of nearly 200 feet over Navy Pier, with unparalleled, 360-degree views of Chicago and Lake Michigan. Experience the iconic Chicago skyline.

$24.56

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City Cruises Chicago: 75-min Speedboat Architecture Cruise

268 Reviews

ExperiencesWheelchair accessibleWater activitiesGuided toursLandmarks & monumentsToursOutdoor activitiesArchitectureSightseeingViewing pointsCruises & boat toursWater sports

Enjoy Chicago's iconic skyline with an exciting speedboat tour departing from Navy Pier. View Chicago's unique architecture and famous landmarks from the water as you listen to the live narration.

$61.82

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