Activities & Tours: Illinois

Chicago Architecture Experience by Train

Chicago is often defined by its wild architecture, satisfying staples such as its famous deep dish pizza, and iconic sculptures like “The Bean” of Millennium Park. But how do you get from one attraction to another with ease? The Chicago “L”! With your included all-day pass in hand, you’ll receive a true local experience as we cruise from station to station on Chicago’s elevated train. You’ll learn how these tracks shaped the city, from its steam locomotive days to its current electrified system. Among the neighborhoods we’ll tour is the Chicago Loop, thronged with Chicagoans commuting to its financial, federal, and theater districts. We’ll stop at one of the oldest surviving stations on the L system as well as the impressive main hub of the Chicago Public Library. We’ll hop off the train to enjoy a small Local treat before boarding the L to explore more of Chicago’s history and enjoy some spectacular skyline views. And by the end of your tour, you’ll be an expert CTA rider!

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based on 19 reviews

See Details → Duration :2 hours
From $44.1

Original Price : 45

Saving Amount : 0.9

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 blocks downtown, popping in and out of buildings to see beautiful and fascinating interior spaces. You'll learn to use this system that most locals don't even fully know or use, and you'll be encouraged to continue exploring Chicago on your own after the tour!

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based on 164 reviews

See Details → Duration :2 hours
From $35

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

This is a drive by tour, no tour guide included, admission not included. Choose the number of hours & the vehicle type and we can help you schedule it. The list has been build with efficiency in mind and all stops are arranged in such a way so that you can make the most out of our time. Book a VIP treatment to enjoy this architectural tour in your private car. Stop at any of the sites and take as many pictures as you like. The actual tour hours may vary due to traffic conditions. Each tour starts when we pick you up and ends when we drop you off. It takes roughly 20 minutes between downtown Chicago and Oak Park. You can combine this architectural tour with any other city tours that we offer. We are open 24/7, every day. Book today with the highest rated limousine service in Chicago! Call today to customize your tour.

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based on 5 reviews

See Details → Duration :3 to 8 hours
From $300

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. All charters are NON-SMOKING experiences.

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based on 52 reviews

See Details → Duration :2 hours
From $483.96

Downtown Chicago Walking Pizza Tour

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to understand how pizza evolved as an immigrant food. Explore Deep Dish, Roman, Neapolitan, and Artisanal pizza in just a couple of hours. Discuss how each of these styles is crafted and the differences in their ingredients, baking techniques, and ovens. Plenty of pizza to eat, come hungry!

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based on 75 reviews

See Details → Duration :2 to 3 hours
From $69

Walkin' with Colin: Chicago History, Mystery, Comedy, and Tragedy

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town, going in and out of extraordinary buildings, admiring amazing art and architecture along the way as we uncover how it all came to be. Expect an engaging, entertaining and wide-eye-opening tour du jour of my sweet home, Chicago.

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based on 55 reviews

See Details → Duration :2 hours
From $44

Private Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.

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based on 2 reviews

See Details → Duration :2 hours
From $300

2-Hour Chicago Lakefront and Museum Campus Segway Tour

Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or 8 mile Chicago Segway tour. Begin these guided Chicago Segway tours traveling through the fragrant garden paths of Grant Park to view Buckingham Fountain. Enjoy the breeze as you glide effortlessly to the most popular Chicago tourist attractions along the Chicago lakefront: the Museum Campus, the Shedd Aquarium, the Field Museum, and of course Soldier Field, home of the Chicago Bears. You can't go wrong with this perfect sightseeing tour.

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based on 241 reviews

See Details → Duration :2 hours
From $75.65

Chicago Full-Day City Tour

Welcome to the amazing city of Chicago. Check out the classical landmarks in Chicago while getting amazed by its post-modern architectures. Discover the stories behind the city’s most significant buildings such as Cloud Gate and Chicago Theatre. Take an in-depth tour of the city of Chicago and visit 360 Chicago for a full 360-degree panoramic view of Chicago from above. Explore Millenium Park and Grant Park. Itinerary: Millennium Park & Cloud Gate (20 mins) → Grant Park (10 mins) → The Art Institute of Chicago (Optional, 120 mins) → Chicago Water Tower (10 mins) → Michigan Avenue (pass by) → Chicago Cruise (Optional, 75 mins, seasonal) → 360 Chicago (Optional, 75 mins) We will pass by Navy Pier, Clarence Buckingham Memorial Fountain, Marina City, Trump International Hotel and Tower and Willis Tower Observation Deck.

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based on 2 reviews

See Details → Duration :8 to 10 hours
From $126.9

Original Price : 141

Saving Amount : 14.1

Small-Group Sightseeing Boat Tour in Chicago

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!

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based on 42 reviews

See Details → Duration :2 hours
From $85

Chicago's West Side Foodie Ride Bike Tour

Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAdvisor and Top 10 Food Tours in America by USA Today! This 4-hour guided food and bike tour is the perfect way to learn more about Chicago's neighboroods and taste authentic Chicago dishes along the way. You’ll explore the cultural cuisines of historic Fulton Market district, Ukrainian Village, Wicker Park, and Lincoln Park for toffee and ice cream. The tour finishes with a chocolate tasting in Old Town. You’ll learn the history of these beautiful neighborhoods and the tradition behind each of the dishes sampled. Ride through Chicago's gorgeous and unique neighborhoods, plus our legendary Lakefront Trail! There is no better way to explore Chicago than by bike!

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based on 96 reviews

See Details → Duration :4 hours
From $89.99

Chicago Lakefront Electric Bike Tour

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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based on 6 reviews

See Details → Duration :1 to 2 hours
From $69.34

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

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based on 3 reviews

See Details → Duration :2 hours
From $433.82

Chicago Walking Tour: Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears) Tower, the Chicago Theatre and more! Get a brief overview of more than a dozen buildings—as well as Chicago landmarks like Millennium Park, the Loop and the Chicago River—on this whirlwind tour. There are lots of photo opportunities along the way, so be sure to bring your camera! As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 32 reviews

See Details → Duration :1 hours 30 minutes
From $30

Chicago Black History Highlights Walking Tour

Experience Chicago's rich Black History on our short and impactful tour! Explore Obama's home, visit Rainbow PUSH Coalition, and pay homage to Muhammad Ali's legacy before ending with a delicious stop at Harold's Chicken Shack. Perfect for families and those short on time, our tour offers bottled water and highlights key historical landmarks. Book now for an unforgettable journey through Chicago's vibrant heritage

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based on 1 reviews

See Details → Duration :1 hours
From $45

Activities & Tours: Illinois

Chicago Architecture Experience by Train

Chicago Architecture Tour: Underground Pedway and the Loop

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Downtown Chicago Walking Pizza Tour

Walkin' with Colin: Chicago History, Mystery, Comedy, and Tragedy

Private Chicago Scenic Driving Tour

2-Hour Chicago Lakefront and Museum Campus Segway Tour

Chicago Full-Day City Tour

Small-Group Sightseeing Boat Tour in Chicago

Chicago's West Side Foodie Ride Bike Tour

Chicago Lakefront Electric Bike Tour

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

Chicago Walking Tour: Must-See Chicago

Chicago Black History Highlights Walking Tour

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