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12 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6493
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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* A traveler said: "The guide was amazing. She gave us a lot of information in a capivating and entertaining manner. We thoroughly enjoyed the tour."


90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1153
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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* A traveler said: "This was a beautiful tour! The Chicago architecture is stunning and seeing it on on a boat was lots of fun."


Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
148
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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* A traveler said: "Great cruise. Just the right amount of time. Tour guide was really good. A definite when traveling to Chicago."


360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
301
  • 1 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Tower above the Windy City’s world-famous skyline with admission to 360 Chicago (John Hancock Observatory). Ascend 94 stories to the observation deck of one of the tallest buildings in North America aboard its lightning-fast elevator. Then check out bird’s-eye views of landmarks like the famous Willis (Sears) Tower and the lakefront shoreline, and enjoy a variety of educational exhibits on site. Upgrade your ticket to include TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. Or, choose the Sun and Stars package for two visits to the observation deck within 48 hours. With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
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* A traveler said: "From the moment you enter the attention is very special from the staff, it is nice to see all of Chicago from above and the special feeling when you are bent over the void is unique"


Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1941
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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* A traveler said: "Stephan was very professional, awesome tour to do, be sure to have Stephan as a guide, was afraid the tour being too long for us but he made the tour very interesting and fun! Good job!!!"


Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
508
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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* A traveler said: "This was definitely the highlight of my stay in Chicago! The views from the river and from Lake Michigan are breathtaking. Joe, our tour guide was interesting and funny. And even provided me with the best places to go get traditional Chicago Pizza and hot dogs."


Chicago Architectural River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architectural River Cruise

star-4.5
704
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.05
From
$49.05
See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.
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* A traveler said: "Knowledgeable & professional staff. The buildings were unbelievable and the history lesson was great."


Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
310
  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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* A traveler said: "Great experience you can see the whole Chicago skyline I would do it again bring your love one with you they’ll love it!"


Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
873
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
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* A traveler said: "Convenient, clean, freindly. Actors giving the commentary were a little too cute for our taste. Pointing out landmarks, history and telling about a city doesn't have to be cutesy."


Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1046
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
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* A traveler said: "Liked it all. Second time we’ve went on the tour. Would tell anybody to go and it’s very interesting!"


30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
112
  • 30 minutes
  • Taking safety measures
From
$34.75
From
$34.75
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
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* A traveler said: "We had a great experience in the Seadog. Cool J, Captain Jamie and Eric were awesome and gave us a great experience. We would definitely do it again!!"


Chicago Millennium Park Self-Guided Walking Tour

Chicago Millennium Park Self-Guided Walking Tour

star-4
1
  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$6.00
From
$6.00
Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the public art—including the famous "Cloud Gate," otherwise known to locals as "The Bean"—and hear the stories behind their creation. The GPS-enabled guide will stop and start the professional commentary automatically as you explore the area. Here's how it works: Within 30 mins, we'll send you two things: a unique password and an app. Download the app onto your phone and enter the password. Then download the tour inside. When you reach there, walk to the Millennium Park Welcome Center. Once there, launch the app and simply follow the instructions from there! No expiration — the tour is available from the minute you book until forever! This is not an entrance ticket to attractions along the route. Check pandemic rules & opening hours before your visit.
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The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Motor Sports in Chicago?
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A:
These hidden gems in Chicago may have limited interaction with crowds: