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Top Illinois Half-day Tours

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Chicago Style Food Tour

Discover Chicago’s food, history, architecture and culture on this 3-hour, small-group walking tour. Try six of the Windy City’s quintessential staples from local restaurants and specialty food shops like Downtown Dogs and the World-Famous Billy Goat Tavern. Taste local favorites including deep-dish pizza, a Chicago-style hot dog and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural and architectural components that make up this legendary town.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 55.00
From  
US$ 55.00
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Chicago City Minibus Tour with Optional Architecture River Cruise

Explore Chicago's iconic landmarks on this 2-hour sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus with a small group of twelve people or less. This ensures an intimate touring experience as you enjoy downtown and some North side neighborhoods. You will have a chance to get out and visit several locations such as the 1888 skyscraper called The Rookery, with its Frank Lloyd Wright designed lobby and the unparalleled skyline views from Museum Campus. Listen as your guide talks about the historical and cultural factors that make Chicago unique. The city tour ends at Millennium Park, home of the famous Cloud Gate sculpture, commonly referred to as "the bean."  Opt to upgrade your tour with a popular 75-minute open-top boat tour on the Chicago River that focuses on the city's renowned architecture. Pick-ups from most downtown Chicago hotels are included.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$ 37.50
From  
US$ 37.50
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NEW TO VIATOR

Chicago Land and River Architecture Tour: North and South Shores

Whether you’re short on time or want to orient yourself to Chicago, a 3.5-hour land and river tour is the perfect option. The comprehensive itinerary takes you through both the North and South sides. Listen as your guide tells insider stories about the people who shaped the city. After the land tour, rest your feet and see the city from a unique vantage point during a 90-minute river cruise.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 89.95
From  
US$ 89.95
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Famous Tastes of Chicago Food Tour

Discover Chicago’s food, history, architecture and culture on this 3-hour, small-group walking tour. Try six of the Windy City’s quintessential staples from local restaurants and specialty food shops like Pizano’s Pizza and the Berghoff, the oldest family run-establishment in Chicago. Taste local favorites including deep-dish pizza,  Chicago Italian Beef Sandwich and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural and architectural components that make up this legendary town.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 55.00
From  
US$ 55.00
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Private Chicago Highlights Driving Tour

Get an insider’s look at the Windy City’s most iconic monuments during this 3-hour private tour. Travel through Chicago aboard a private vehicle as you discover some of the city’s top neighborhoods, including the Loop, River North, the Magnificent Mile (along Michigan Avenue), Streeterville, the Gold Coast and much more. Your private driver-guide and vehicle, bottled water and round-trip hotel transport are all included.
  • Duration: 3 hours
  • Duration: 3 hours
From  
US$ 99.00
From  
US$ 99.00
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Chicago's Chinatown Food and Walking Tour

Explore Chicago's Chinese food scene on this 3-hour 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. You'll enjoy included tastings from restaurants and other food venues in Chinatown — a great way to start a night out in the city.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 74.00
From  
US$ 74.00
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Chicago Lincoln Park Bike Adventure

Experience Chicago like never before on this guided, 3-hour bicycle tour. Ride the walking- and cycling-only Chicago Lakefront Trail to and through the city’s beautiful beaches, parks and lagoons. See the coast of Lake Michigan and the breathtaking Chicago skyline, plus bustling Navy Pier, popular North Avenue Beach, the 35-acre Lincoln Park Zoo and Conservatory and much more. The use of a bike and helmet is included.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 42.50
From  
US$ 42.50
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NEW TO VIATOR

Scenic Chicago North Side Tour and 360 CHICAGO Observation Deck

Discover the sights of North Chicago on a 2-hour group walking tour. Offered in the morning and afternoon, select a start time that fits with your schedule. Follow your guide to Millennium Park, Lake Michigan, and more. Feel free to pause for photos and ask questions whenever you like. You also get free admission to the 360 Chicago Observation Deck, which you can use at anytime until 10:30pm.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 51.95
From  
US$ 51.95
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Chicago History and Architecture Tour

Learn about Chicago's history and architecture and discover the Loop (Chicago's central business district) on this guided, 3-hour walking tour. You'll visit the Pedway, a system of underground tunnels and overhead bridges in the heart of the Windy City that connects over 40 blocks, covering approximately five miles. Learn to navigate these winding passages and hear interesting stories about Chicago’s past, present and future along the way. Also, stroll across the Michigan Avenue Bridge to the newly expanded Chicago Riverwalk and beyond.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 25.00
From  
US$ 25.00
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Friendly Neighborhoods Bike Tour

See for yourself what makes Chicago such a great place to bike on this tour. You’ll leave the more touristy parts of the city behind as you make your way into the parks and neighborhoods of the locals. Visit the Gold Coast, Old Town, and Lincoln Park, cycle through the DePaul campus and stop at Wrigley Park plus more. You’ll get a look at stately architecture and lovely parks as you go.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 42.50
From  
US$ 42.50
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NEW TO VIATOR

Urban Sketching Downtown Chicago with a Watercolor Artist

Spend a morning or afternoon observing Chicago’s iconic urban landscape as you work with a local artist to create your own urban sketch of the city. Learn professional techniques working with pencil, pen, and watercolor, and let your inner artist out onto the page. Explore the city, working inside or outside depending on the season, and go home with photo documentation of your work including photos you sketching in the city and with your final work of art. This tour is Ideal for budding or experienced artists interested in seeing Chicago in a different light and connecting with the urban world in an artistic way.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
US$ 55.00
From  
US$ 55.00
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NEW TO VIATOR

Chicago Land and River Architecture Tour: Historic South Side

See the architecture of Chicago's South Side by both land and on a Chicago River boat tour. Traveling south of the Loop along Michigan Avenue and South Lake Shore Drive, you'll pass by sights such as the Art Institute of Chicago, University of Chicago, Jackson Park, the Museum of Science and Industry, Museum Campus, Buckingham Fountain, and former President Obama's home.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 73.95
From  
US$ 73.95
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NEW TO VIATOR

Historic Chicago South Side Tour and 360 CHICAGO Observation Deck

Discover the historical sights of South Chicago on a 2-hour group walking tour. Select the morning or afternoon start time, depending on your preference. Follow your guide to Grant Park, Buckingham Fountain, Obama's House, and other sites that define the historical South Side. Pause for photos and ask questions at any time. You also get a free ticket to the 360 Chicago Observation Deck, which you can use at anytime until 10:30pm.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 51.95
From  
US$ 51.95
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NEW TO VIATOR

Scenic Chicago North Side Tour and Chicago Style Pizza

Get a comprehensive overview of Chicago’s North Side on a 3.5-hour sightseeing tour. Home to Wrigley Field, Tribune Tower, and Chicago Water Tower, the vibrant district is not to be missed. Enjoy live narration as you travel along North Lake Shore Drive past Lincoln Park Conservatory and Zoo and much more. After the tour, receive a meal voucher for a personal pizza at the popular Exchequer Restaurant.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 52.95
From  
US$ 52.95
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Private Chicago North Shore Half-Day Tour

Explore the affluent North Shore of Chicago on this guided, half-day sightseeing tour. Enjoy a scenic ride along Lake Michigan, passing by four cities, plus majestic mansions and historic American homes. Stop in downtown Evanston, with a visit to the Shakespeare Garden and the campus of Northwestern University. See other popular locations like Rogers Park, Loyola University, the Bahai House of Worship, the Chicago Botanic Garden and much more. All entrance fees plus a Chicago hotel pickup and drop-off are included.
  • Duration: 4 hours
  • Duration: 4 hours
From  
US$ 180.00
From  
US$ 180.00
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NEW TO VIATOR

Historic Chicago South Side Tour with Chicago Style Pizza

See the sights of Chicago's South Side on a tour that takes you south of the Loop along Michigan Avenue and South Lake Shore Drive. Pass by attractions such as the Art Institute of Chicago, Frank Lloyd Wright's Robie House, former President Obama's home, the University of Chicago, Jackson Park, the Museum of Science and Industry, Museum Campus, and Buckingham Fountain. Then head to Exchequer Restaurant and Pub for Chicago-style pizza.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$ 52.95
From  
US$ 52.95
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Naperville Food and Culture Walking Tour

Get a taste for what life is like for Chicago locals during this 3-hour off-the-beaten path food tour of the Windy City suburb of Naperville. Skip the tourist spots and eat like a true Chicagoan as you try 6 family-run restaurants in this charming city just outside downtown. As you chow down you’ll discover hidden outdoor art and learn fun facts about this historic Chicago area. A guide and all food tastings are included.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$ 50.00
From  
US$ 50.00
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Book online or call
(888) 651-9785
(888) 651-9785