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15 results | All Chicago Tours

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

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

star-5
315
  • 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: "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."


Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

star-5
144
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Pedal past the lakefront neighborhoods of Chicago's North Side on this bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.
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* A traveler said: "This was a very nice tour of some of the best spots in Downtown Chicago. Lake was so friendly and informative. Definitely put this on your list the next time you are in Chicago."


Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6524
  • 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: "Beautiful architecture wonderful historic and fun info from guide Clean and organized boat friendly staff"


Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1950
  • 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: "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!"


90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1161
  • 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: "The guide did an excellent job of describing the history of the city and the features of the buildings we were seeing!"


Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

star-5
50
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
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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* A traveler said: "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!"


Chicago Walking Tour: Art Deco Skyscrapers
Likely to Sell OutLikely to Sell Out

Chicago Walking Tour: Art Deco Skyscrapers

star-4.5
78
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Admire the incredible façades and intricate interiors of the Windy City's 1920s art deco and art moderne buildings during this architecture walking tour of Chicago. Uncover the history of Chicago art deco architectural along with the city's influential role in the development of this iconic artistic style, as you get an up close and personal look at its wealth of gorgeous period buildings. This art deco Chicago walking tour also includes a certified guide.
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* A traveler said: "David took us to a trip to the past. Art Deco can be hidden or glowing in front of you and David gave us tips on how to recognize it. He took us to amazing places around Downtown where this style exists. Thank you for sharing with us! We highly recommend this tour!"


Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
875
  • 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: "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.👍"


Underground Donut Tour: Chicago's First Donut Tour

Underground Donut Tour: Chicago's First Donut Tour

star-5
284
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
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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* A traveler said: "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."


Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
312
  • 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: "We were nervous about wind conditions but the captain and crew were great. We were very safe and thoroughly enjoyed the trip."


Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
509
  • 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: "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."


Chicago Lakefront Electric Bike Tour

Chicago Lakefront Electric Bike Tour

star-5
3
  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.34
From
$69.34
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point. It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot. Afterward, we will take the lakefront bike path over the Chicago River and past Navy Pier. A quick ride back to our starting point ends the tour.
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* A traveler said: "Beautiful ride, we got to see so many interesting spots, tour guide was super nice and very informative. I definitely would recommend this bike tour."


Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

star-5
79
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$79.99
From
$79.99
Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.
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* A traveler said: "Gabe was a terrific guide on our bike tour. He was very funny & super friendly. Loved all the neighborhoods we rode through, and the food was amazing! I’d highly recommend it!"


Chicago Family Food & Bike Tour with Top Attractions

Chicago Family Food & Bike Tour with Top Attractions

star-5
45
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$74.99
From
$74.99
See Chicago light up with a 4-hour bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along a leisurely route, watch the Buckingham Fountain light show and take in daytime or evening views of Millennium Park and the Museum Campus. Sample culinary classics of Chicago, like deep-dish pizza, a true Chicago hot dog, and a tasty dessert for good measure. Upgrade your experience to enjoy a locally crafted beer pairing at three of the food stops. As you pedal through downtown streets, capture unforgettable images of Chicago’s magnificent skyline then finish your tour in the heart of the city.
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* A traveler said: "Lots of fun. Everyone in the family loved the tour and it was the highlight of the trip to Chicago. Chloe did a fantastic job."


Fright Hike: Chicago Halloween Bike Tour

Fright Hike: Chicago Halloween Bike Tour

star-5
2
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Pedal through Chicago’s scary heritage with a 3-hour Halloween bike tour that includes hauntings, tragedies and overflowing cemeteries. Experience the creepiest parts of the city as you follow your professional actor guides through the Halloween streets, and watch them bring Chicago’s ghosts to life. Learn about the infamous ‘Resurrection Mary,’ figure out why the Levee District is so famously haunted, and hear the story of H.H. Holmes, Chicago’s most notorious serial killer.
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