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Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
6412
  • 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: "Great tour with outstanding guide who made the experience memorable with interesting stories and facts."


90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1118
  • 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: "Awesome experience! Our host was funny, knowledgeable and very personable. He certainly knows his Chicago history!"


Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
483
  • 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: "Great tour, great knowledge and great views! Enjoyed the bar down stairs and AC as a. Option to stay outside the sun"


Chicago Sunset Cruise
Likely to Sell OutLikely to Sell Out

Chicago Sunset Cruise

star-4.5
138
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
The Sunset Cruise departs from the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. Enjoy the beautiful City architecture from the best vantage point in Chicago. The vessel will then navigate through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.
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* A traveler said: "So beautiful and peaceful. We will definitely visit and do this again. The view was breathtaking. Love!"


Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
304
  • 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: "Really nice. Just the right amount of time for this cruise. It was clean and the staff was friendly."


Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
866
  • 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: "All of it. Ricardo was engaging and provided helpful tidbits. The ride was comfortable and safe. I would do it again."


Chicago Premier Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
141
  • 2 hours 30 minutes
  • Taking safety measures
From
$158.98
From
$158.98
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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* A traveler said: "The observation deck was very nice, especially since it was a beautiful night. Also the fireworks were a nice touch at the end"


Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1037
  • 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: "The history learned was really cool. Tour guide Mike was very knowledgeable and fun. My kids enjoyed as well"


Private 45-Minute Chicago Skyline Helicopter Tour
Likely to Sell OutLikely to Sell Out

Private 45-Minute Chicago Skyline Helicopter Tour

star-5
30
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$849.00
per group
From
$849.00
per group
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
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* A traveler said: "What a beautiful way to see the city! Chris was fabulous!!! Thank you so much for making my sons birthday so tart the right way ♥️"


Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1914
  • 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: "Lizzie was very informative, fun, and personable. I enjoyed hearing stories about Chicago I’d never heard before and seeing the fabulous Palmer Hotel."


30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
110
  • 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: "The water, buildings and weather. The information was great! When the water sprinkled in me. The speaker, captain and all the above was a great experience. I would definitely do it again."


Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
250
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. Upgrade your tour to include three pours of local craft beer.
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* A traveler said: "Our tour guide, Brooke, was fabulous! She was very knowledgeable and entertaining. I would definitely recommend this day tour. Lots of fun and lots of food!!"


Chicago River Floating Tiki Bar Cruise

Chicago River Floating Tiki Bar Cruise

star-4
34
  • 1 hour 15 minutes
  • Free Cancellation
From
$35.00
From
$35.00
See Chicago the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax and enjoy a beverage. Have questions about the buildings you'll see along the river? Our helpful staff will be happy to answer questions.
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* A traveler said: "The best part was when it started to get dark and the city was so bright! And of course the yummy drinks!"


45-Minute Chicago River Architecture Tour from Magnificent Mile
Likely to Sell OutLikely to Sell Out

45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
127
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$23.00
From
$23.00
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
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* A traveler said: "Did the night time tour. It was stunning. Cool history on the buildings too. 1/2 way through you get the most beautiful and breathtaking view of the skyline all lit up In the night."


Chicago CityPASS

Chicago CityPASS

star-4.5
333
  • 9 days
  • Free Cancellation
From
$109.00
From
$109.00
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
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* A traveler said: "The city pass is great to get into some of the highlights of Chicago. The museums are a day event to see all the amazing displays. The Willis tower and Chicago 360 give some great views and I’m looking forward to seeing the aquarium next!"


360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
299
  • 1 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$41.50
From
$41.50
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: "Cool to be at the top as the sun went down. Got to see the city during the day and ar night! Must do"


Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

star-5
313
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$84.99
From
$84.99
Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following an informative guide at a moderate pace through the Chicago neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
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* A traveler said: "The highlight of our trip to Chicago. So much fun. Julia was the best tour guide ever. The stops foe Brews and Bites were amazing."


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."


Chicago Lunch Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Lunch Cruise on Lake Michigan

star-4
81
  • 2 hours
  • Taking safety measures
From
$81.46
From
$81.46
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
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* A traveler said: "The food was delicious great atmosphere will definitely be back . Customer service was top notch will definitely be back"


Chicago in a Day: Food, History and Architecture Combo Tour
Likely to Sell OutLikely to Sell Out

Chicago in a Day: Food, History and Architecture Combo Tour

star-5
125
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$104.00
From
$104.00
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
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* A traveler said: "Very knowledgeable guide. An interesting and educational tour. Kelly did a great job showing us Chicago"


Chicago 3D Fireworks Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out
From
$42.00
Enjoy Chicago’s fireworks in 3D during a 2-hour boat cruise on the Chicago River and Lake Michigan. Before the fireworks begin, learn about the history of The Windy City as your boat cruises along the waterfront, passing sights including Buckingham Fountain, Museum Campus and the John Hancock Building. Hear informative commentary from your onboard guide about the landmarks, the locks system and more, then sit back with the best seats in the city for the spectacular fireworks show.
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* A traveler said: "Beautiful skyline views and views of the pier. Awesome firework show. It rained but they had ponchos for sale which were a lifesaver because it’s hard to see anything from inside the bottom level. So we were able to enjoy the show on top with our ponchos. Good drinks and limited snacks available for purchase"


Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4
36
  • 1 hour 30 minutes
  • Free Cancellation
From
$42.00
From
$42.00
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
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* A traveler said: "A fabulous way to see and learn abut Chicago and their famous buildings. This tour also takes you through the Chicago locks from Lake Chicago to Lake Michigan. Tour guide was excellent and funny too. Bring a wind breaker"


Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
496
  • 1 hour 30 minutes
  • Taking safety measures
From
$56.00
From
$56.00
The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.
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* A traveler said: "Patricia was incredible...informative n immensely knowledgable..witty n entertaining. Best tour on the Chicago River!!"


45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk

45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk

star-4.5
35
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$23.00
From
$23.00
Enjoy unparalleled views of the Chicago skyline—and glimpse many of the city’s top landmarks—on this architectural boat tour. Pick from multiple convenient departure times, and hop aboard the open-air vessel right off the Chicago Riverwalk. As you trawl the Chicago River, spy skyscrapers and historical marvels from the Willis Tower to the Wrigley Building, and learn all about the Windy City’s world-famous architecture from your guide’s narration.
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* A traveler said: "This was a great ride and loved looking at all the beautiful beautiful buildings in Chicago. This site was easy to use and will use again on my Destin, Florida trip"


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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What are the best tours in Chicago?
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What tours in Chicago are 1 hour or less?
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