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48 results | All Chicago Tours

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Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
590
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
From
US$74.99
From
US$74.99

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

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

star-5
390
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
From
US$104.00
From
US$104.00

Chicago Signature Dinner Cruise on Lake Michigan
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Chicago Signature Dinner Cruise on Lake Michigan

star-4
203
Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
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  • 3 hours
From
US$122.80
From
US$122.80

Underground Donut Tour: Chicago's First Donut Tour
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Underground Donut Tour: Chicago's First Donut Tour

star-5
554
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
From
US$40.00
From
US$40.00

Chicago Lunch Cruise on Lake Michigan

Chicago Lunch Cruise on Lake Michigan

star-4
138
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
From
US$81.82
From
US$81.82

Chicago Architecture River Cruise
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Chicago Architecture River Cruise

star-5
9631
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
  • Free Cancellation
From
US$46.87
From
US$46.87

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-5
3461
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
From
US$35.00
From
US$35.00

90-Minute Chicago River Architecture Tour
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90-Minute Chicago River Architecture Tour

star-4.5
2764
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
From
US$42.00
From
US$42.00

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
217
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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  • 2 hours 30 minutes
From
US$180.18
From
US$180.18

Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-5
119
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
From
US$79.99
From
US$79.99

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

star-5
430
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 Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Gold Coast, Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and Chicago’s Lakefront trail. 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
From
US$89.99
From
US$89.99

Chicago Craft Brewery Barrel Bus Tour
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Chicago Craft Brewery Barrel Bus Tour

star-5
129
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
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  • 3 hours 45 minutes
  • Free Cancellation
From
US$99.60
From
US$99.60

Chicago Pizza Tour
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Chicago Pizza Tour

star-5
301
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.
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  • 3 hours 30 minutes
  • Free Cancellation
From
US$75.00
From
US$75.00

Chicago Premier Lake Michigan Lunch Cruise

Chicago Premier Lake Michigan Lunch Cruise

star-4
51
Board a luxurious yacht at Navy Pier for a 2-hour lunch cruise along Chicago’s scenic shoreline. Enjoy a three-course gourmet meal as you take in views of the Windy City from a climate-controlled observation deck, then sip coffee or tea while the yacht’s onboard DJ spins a leisurely afternoon playlist.
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  • 2 hours
From
US$98.22
From
US$98.22

Chicago walking tasting tour with Secret Food Tours

Chicago walking tasting tour with Secret Food Tours

star-5
297
Explore Chicago's buzzing food scene in a small group on this 3-hour walking tour. Stroll around the 'Chicago Loop', stopping at hidden gems and hearing tales of the city from your local guide,. learning how how important the immigrants that built this town are to the food scene. Taste classic Chicago foods, from deep-dish pizza to the world-famous dipped Italian beef sandwiches. At the end, you'll enjoy a delicious Secret Dish, that will be revealed only on the day of the tour.
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  • 3 hours
From
US$87.00
From
US$87.00

Original Walking Food Experience in Chicago with Tastings

Original Walking Food Experience in Chicago with Tastings

star-5
25
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
From
US$60.96
Price varies by group size
From
US$60.96
Price varies by group size

Downtown Chicago Walking Pizza Tour
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Downtown Chicago Walking Pizza Tour

star-5
40
Immerse yourself in the taste and culture of pizza on this Chicago walking tour that focuses on the food Chicago does best. You'll be with a group of 16, which gives you lots of access to your guide and time to ask questions. Sink your teeth into different styles—deep dish, grandma-style, Neapolitan, Roman, and pan style—then decide which one you like best.
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  • 2 to 3 hours
  • Free Cancellation
From
US$55.00
From
US$55.00

Chicago's Wicker Park Food Tour

Chicago's Wicker Park Food Tour

star-5
24
Explore Chicago’s Wicker Park neighborhood on a three-hour guided food tour. Stop at five different culinary destinations for an incremental meal as you walk through the neighborhood. Try fried chicken from President Obama’s favorite spot, meatball sliders, tacos, and other tasty treats. Get to know the city’s history, as your guide points out significant architecture and cultural landmarks, and see how the food you sample is made with behind the scenes peeks at some of the area’s most love eating establishments. Be sure to wear comfortable shoes to enjoy the walk.
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  • 3 hours
  • Free Cancellation
From
US$75.00
From
US$75.00

Chicago Premier Fireworks Dinner Cruise on Lake Michigan

Chicago Premier Fireworks Dinner Cruise on Lake Michigan

star-3
38
Set sail on Lake Michigan aboard a luxury yacht for a gourmet dinner cruise with views of the Chicago fireworks display. During the 3-hour cruise, the crew serves a 3-course plated meal with dishes prepared by your onboard chef. You can enjoy the stylish interior of the rooftop lounge, dance to DJ entertainment, or relax and soak in the views of the Chicago skyline.
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  • 3 hours
From
US$208.86
From
US$208.86

River North Food Walking Tour

River North Food Walking Tour

star-4.5
67
Get to know the River North district of Chicago through its food on a culinary walking tour that takes you to five local food venues. You'll enjoy tastings of Mexican fare, Chicago deep dish pizza, and other items while learning about the neighborhood's history and food culture.
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  • 3 hours
  • Free Cancellation
From
US$75.00
From
US$75.00

Premier Chicago River Architectural Lunch Cruise

Premier Chicago River Architectural Lunch Cruise

star-3.5
17
Travel down the Chicago River on an architecture cruise aboard the "Odyssey." As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch with salad, a main course such as chicken, salmon, pasta, or short ribs, and a dessert such as cheesecake or sorbet. Listen to onboard narration about the city's architecture along the way.
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  • 2 hours
From
US$105.05
From
US$105.05

Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

star-5
86
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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  • 4 hours
  • Free Cancellation
From
US$89.99
From
US$89.99

Best of Chicago: Discover Art, Food, and Architecture

Best of Chicago: Discover Art, Food, and Architecture

star-5
47
The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Wrigley Building, Tribune Tower, and Cloud Gate on foot along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$51.60
Price varies by group size
From
US$51.60
Price varies by group size

Chicago Fireworks Dinner Cruise with Buffet

Chicago Fireworks Dinner Cruise with Buffet

star-3.5
42
Enjoy a memorable, one-of-a-kind night out on Lake Michigan aboard this combination dinner, dancing, and sightseeing cruise. Make your own way to Navy Pier, and set off as the evening begins. You can admire views of Chicago’s picture-perfect skyline as the sun starts to set. While on board, take advantage of the all-you-can-eat buffet dinner, drinks to purchase, a DJ-helmed soundtrack, and even a fireworks display (weather permitting).
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  • 3 hours
From
US$158.98
From
US$158.98

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