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163 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6508
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).
More
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Taking safety measures

90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1160
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1949
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Chicago City Minibus Tour with Optional Architecture River Cruise

Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
430
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
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  • 2 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
Taking safety measures

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
873
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1051
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
509
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

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
132
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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  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$23.00
From
$23.00
Taking safety measures

Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
312
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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  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Taking safety measures

Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
257
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
Taking safety measures

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
130
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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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$104.00
From
$104.00
Taking safety measures

Underground Donut Tour: Chicago's First Donut Tour

Underground Donut Tour: Chicago's First Donut Tour

star-5
283
Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and vegan, gluten-, and nut-free options are also available.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

star-4
215
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Go Chicago Explorer Pass saves you up to 45 percent on regular ticket prices. Create your own sightseeing itinerary by choosing 2, 3, 4, or 5 attractions, tours, and activities from among more than 30 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
$59.00
From
$59.00

Chicago Night Crimes Bus Tour

Chicago Night Crimes Bus Tour

star-4.5
101
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
More
  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Big Bus Chicago Night Tour

Big Bus Chicago Night Tour

star-4
64
See Chicago's dazzling skyscrapers lit up for the night during this 75-minute Big Bus tour. The entire loop takes passengers from Navy Pier, down the Magnificent Mile to Michigan Avenue, through the Museum Campus and around the architectural gems on the Loop skyline. Live and audio commentary available in English.
More
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$29.00
From
$29.00
Taking safety measures

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

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
144
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.
More
  • 2 hours 30 minutes
  • Taking safety measures
From
$158.98
From
$158.98
Taking safety measures

Chicago Pizza Tour
Likely to Sell OutLikely to Sell Out

Chicago Pizza Tour

star-5
233
Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Taking safety measures

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

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

star-5
315
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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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$84.99
From
$84.99
Taking safety measures

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
504
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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  • 1 hour 30 minutes
  • Taking safety measures
From
$56.00
From
$56.00
Taking safety measures

Chicago River Floating Tiki Bar Cruise

Chicago River Floating Tiki Bar Cruise

star-4
34
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.
More
  • 1 hour 15 minutes
  • Free Cancellation
From
$35.00
From
$35.00

Chicago Loop Secret Food Tour with Private Tour Option

Chicago Loop Secret Food Tour with Private Tour Option

star-5
253
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
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  • 3 hours
  • Taking safety measures
From
$84.53
From
$84.53
Taking safety measures

Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

star-5
50
Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Taking safety measures

Lonely Planet Experiences: River North Historical Food Tour

Lonely Planet Experiences: River North Historical Food Tour

star-5
14
Get to know the food offerings in River North on this small-group walking tour. As you explore, listen to in-depth commentary from your guide on the culinary history of Chicago and the culture of the River North neighborhood. With a small group of just 12 fellow food-lovers, you'll enjoy personalized attention and the chance to chat about your favorite tastings. Samples include the classic Italian beef, a Chicago-style hot dog, and the famous deep dish pizza.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$60.96
From
$60.96
Taking safety measures

Chicago City Minibus Tour

Chicago City Minibus Tour

star-5
48
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience. 
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$39.00
From
$39.00
Taking safety measures

Filters

What people are saying about Tours, Sightseeing & Cruises in Chicago

star-5
Chicago Architecture River Cruise
"Beautiful architecture wonderful historic and fun info from guide Clean and organized boat friendly staff"..."
star-5
90-Minute Chicago River Architecture Tour
"The guide did an excellent job of describing the history of the city and the features of the buildings we were seeing!"..."
star-5
Gangsters and Ghosts Tour in Chicago
"It was such a fun tour! I’m so glad I booked it! And the tour guide Lizzy was great too! If you are looking to book a tour, Do it with Viator!"..."
star-5
Chicago City Minibus Tour with Optional Architecture River Cruise
"I liked the history we were told and the buildings we were shown along with the side stops. The tour people were helpful and easy to work with."..."
star-5
Big Bus Chicago Hop-On Hop-Off Tour
"Definitely the best hop on/off tour I’ve been on. Driver…Anton was super informative and funny. He also held the bus back to allow the Blue Man Group visit us on the bus! Nice things to visit at every stop.👍"..."
star-5
Chicago Crime and Mob Bus Tour
"Liked it all. Second time we’ve went on the tour. Would tell anybody to go and it’s very interesting!"..."
star-5
Chicago Lake and River Architecture Tour
"It was questionable whether the lake portion of the tour could take place because of the high winds that day. The captain determined we could proceed. He was very experienced and handled the waves very well. We never felt at risk. It was a great tour with a very knowledgeable guide."..."
star-5
45-Minute Chicago River Architecture Tour from Magnificent Mile
"Great experience. The guide was very interesting and entertaining. A great way to learn about the city and watch the amazing buildings and beautiful skyline."..."
star-5
Lake Michigan Sightseeing Cruise
"We were nervous about wind conditions but the captain and crew were great. We were very safe and thoroughly enjoyed the trip."..."
star-5
Chicago Favorites Ultimate Food & Walking Tour
"Loved all 4 places! The three beers were good also. Justin was an amazing tour guide. Only problem was locating were to meet. I didn't understand the directions that we were to meet on Beaubien Court, the first left going north on Randoff."..."
star-5
Chicago in a Day: Food, History and Architecture Combo Tour
"Kelly, our guide was extraordinary. She was knowledgeable, patient and fun. The length of the tour was just right, and provided the perfect 1st day orientation of this amazing city"..."
star-5
Underground Donut Tour: Chicago's First Donut Tour
"Jackson was an incredible host. I really enjoyed the funny stories and the one on one conversations that he had with all of us on the tour. He was very interactive. In glad it a walk tour because it gave me an opportunity to see the different areas of downtown."..."
star-5
Go Chicago Explorer Pass with SkyDeck and 360 Chicago
"So fun! The River architecture boat tour was my favorite. We saw the Field Museum as well and it took a whole day to attempt to see it all"..."
star-5
Chicago Night Crimes Bus Tour
"Katie was very informative and entertaining. Enjoyed seeing the neighborhoods we went through and many restaurants."..."
star-5
Big Bus Chicago Night Tour
"My husband and I had a great experience with Big Bus. The tour guide was phenomenal. I highly recommended. We did the night tour."..."
star-5
Chicago Premier Dinner Cruise on Lake Michigan
"The observation deck was very nice, especially since it was a beautiful night. Also the fireworks were a nice touch at the end"..."
star-5
Chicago Pizza Tour
"Learned a lot about the pizza scene in Chicago from our tour guide, James. It was a very entertaining and fun time. Lots of delicious pizza, you won’t leave hungry."..."
star-5
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
"Enjoyed the casual bike ride through the city. We saw a lot. Julie, our guide, was great. Ate some delicious Lou malnatis pizza and drank beer. Had a hot dog and a delicious cupcake. Perfect afternoon."..."
star-5
Chicago Architecture Center River Cruise aboard Chicago's First Lady
"This tour was recommended by a professor at Notre Dame while we were at a football game. We mentioned that we had a free day to explore the city and she adamantly said that this was a tour we could not miss. She was so right! Thank you to the staff and docent who did a wonderful job."..."
star-5
Chicago River Floating Tiki Bar Cruise
"So much fun! Another great experience and Shawn has such a great knowledge about Chicago buildings and things that we've seen while sailing. Thank you !"..."
star-5
Chicago Loop Secret Food Tour with Private Tour Option
"Deanise was very nice and knowledgeable. It felt like walking with. Friend from Chicago versus someone paid to show us around . The food places where delicious , would recommend taking this tour."..."
star-5
Chicago's Ultimate City Bike Tour
"Love doing bike tours at the beginning of a trip to orient myself with a city - this was a great way to see Chicago and get some history. Did this tour with my adult daughter and we really enjoyed it. Our guide, Gabe, was funny, engaging and informative. Highly recommend!"..."
star-5
Lonely Planet Experiences: River North Historical Food Tour
"This was a pretty goo tour, would have liked more food options to try. Our tour guide Wallach was amazing!"..."
star-5
Chicago City Minibus Tour
"Touring Downtown Chicago was an exciting experience for me since this was my first ever visit! We had an excellent tour guide who was very comical and knowledgeable about the city!!! I"..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Tours, Sightseeing & Cruises in Chicago?
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What Tours, Sightseeing & Cruises in Chicago are taking additional safety precautions?
Q:
What Tours, Sightseeing & Cruises in Chicago are good for avoiding crowds?