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161 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6555
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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  • 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
1173
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
513
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

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
877
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 CityPASS

Chicago CityPASS

star-4.5
334
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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  • 9 days
  • Free Cancellation
From
$109.00
From
$109.00

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1957
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

360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
301
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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  • 1 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
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
313
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

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

Chicago Lunch Cruise on Lake Michigan

star-4
82
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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  • 2 hours
  • Taking safety measures
From
$81.46
From
$81.46
Taking safety measures

Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
258
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 Architectural River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architectural River Cruise

star-4.5
705
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.05
From
$49.05
Taking safety measures

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
152
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1056
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

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 City Minibus Tour with Optional Architecture River Cruise

Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
432
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

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
506
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's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-4.5
48
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
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
316
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

Underground Donut Tour: Chicago's First Donut Tour

Underground Donut Tour: Chicago's First Donut Tour

star-5
286
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

Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4
41
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.
More
  • 1 hour 30 minutes
From
$42.00
From
$42.00

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

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
145
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

Premier Chicago River Dinner Cruise
Likely to Sell OutLikely to Sell Out

Premier Chicago River Dinner Cruise

star-3.5
14
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
More
  • 3 hours
  • Taking safety measures
From
$172.58
From
$172.58
Taking safety measures

Filters

What people are saying about How to Get Around in Chicago

star-5
Chicago Architecture River Cruise
"The details given about city and the architecture of building was fantastic. Our family enjoyed this tour."..."
star-5
90-Minute Chicago River Architecture Tour
"This was this highlight of our trip to Chicago! The tour guide was entertaining and friendly. A must see!"..."
star-5
Chicago Lake and River Architecture Tour
"We were not sure what to expect, however, we really enjoyed our tour guide, Dave. Thank you! We would definitely recommend."..."
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 CityPASS
"I took my grandson to Chicago for his 17th birthday. He wanted to check out all the museums and the Lincoln park zoo. We did all that and more. The city pass and making advanced reservations for specific events made our trip so fun and easy."..."
star-5
Gangsters and Ghosts Tour in Chicago
"Kai was the best guide. This was my first tour and I was out done about how much I didn’t know. Thanks Kai, for bringing a fun, energetic and special knight to me and my family."..."
star-5
360 CHICAGO Observation Deck Admission (Hancock Center)
"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"..."
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
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 Lunch Cruise on Lake Michigan
"The food was delicious great atmosphere will definitely be back . Customer service was top notch will definitely be back"..."
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 Architectural River Cruise
"Knowledgeable & professional staff. The buildings were unbelievable and the history lesson was great."..."
star-5
Chicago Sunset Cruise
"I feel if there’s an emergency situation (fire boat) and the sunset boat can’t go through the lot and we can’t see the sunset there should be a compensation for everyone"..."
star-5
Chicago Crime and Mob Bus Tour
"Very informative and fun experience I would recommend to everyone. My wig Ryan I truly enjoyed and bus was very comfortable"..."
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 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
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's Chinatown Food and Walking Tour
"Great food, great tour guide, and great people on our Chinatown walking food tour. We took the water taxi there and back, so it was like a mini-vacation. Highly recommend upgrading to the VIP option with enhanced beverages - definitely a delicious choice."..."
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
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
Chicago by Night: 90 Minute River and Lakefront Cruise
"It was an amazing cruise! All the buildings were remarkable and the skyline was unbelievably gorgeous, would recommend it to anyone visiting Chicago, what a great city!"..."
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
Premier Chicago River Dinner Cruise
"The cruise was exciting and the staff PHENOMENAL! We had a GREAT time! Chicago is SPECTACULAR and so was the ODYSSEY!"..."

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 How to Get Around in Chicago?
Q:
What How to Get Around in Chicago are taking additional safety precautions?
Q:
What How to Get Around in Chicago are good for avoiding crowds?
A:
These hidden gems in Chicago may have limited interaction with crowds: