Activities & Tours:

River North Food Walking Tour

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor foods from Chicago's best deep dish pizza restaurant, Rick Bayless' amazing Mexican fare and more. In addition to all the delicious food, your guide will discuss the history, culture and food scene of the neighborhood. We have vegetarian options at all the food stops and can accommodate other dietary restrictions with advance notice. Join us on a culinary adventure of Chicago's River North neighborhood. We've done all the delicious research to showcase the best eats in Chicago. Wear your comfy shoes, bring your appetite and we'll take care of the rest...

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based on 74 reviews

See Details → Duration: 3 hours
From £68.34

Chicago History and Architecture Walking Tour with Boat Cruise

Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune Tower on the Magnificent Mile, and cross the historic Michigan Avenue Bridge. Learn about the Chicago Fire and have the opportunity to enjoy a classic Chicago savory treat (additional cost). Visit Starbucks Reserve Roastery, savoring the flavors that are as rich as the city’s heritage. Pass by several landmarks like the Tribune and Wrigley buildings. Gain a deeper appreciation of Chicago's spirit. At the end, hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour and marvel at the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.

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based on 1 reviews

See Details → Duration: 3 hours 30 minutes
From £79.86

5 Day Tour On Lakes Superior Huron and Michigan

Five days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the United States, all of which are located in Lake Michigan in the United States, Lake Superior, the largest freshwater lake in the world, and Lake Huron. Famous cities along the five great lakes: Chicago, Milwaukee and Traverse City along Lake Michigan, Green Bay along Green Bay, and Sault Ste. Mackinac Island, which was once selected as one of the top ten most beautiful islands in the world. Room Details All hotel rooms are based on two Full / Double beds or one King/Queen bed depends on what rooms are availiable at the hotel on the day. The maximum occupancy per room is four travelers. One Room Selection If you are a party of more than four guests or desire to have separate rooms, please create separate bookings. Avoid traveling in a different bus? If you have more than one booking, please provide all confirmation numbers once your bookings are complete.

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based on reviews

See Details → Duration: 5 days
From £866.18

Best of Chicago Small-Group Tour with Architecture River Cruise

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. You and your private small group will enjoy complimentary downtown Chicago hotel pick up. To begin your tour your Tripshepherd guide will take you to the Adler Planetarium Pier, a must-stop while in the Windy City. Aboard the Shoreline Architecture Cruise you will enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments. To finish your exclusive, private tour, you will get to visit two iconic Chicago landmarks - the Buckingham Fountain and the Chicago Bean (Cloud Gate). Enjoy complimentary downtown Chicago drop off.

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based on 157 reviews

See Details → Duration: 4 hours
From £195.04

Deep Dish Cooking Class at Pizzeria Uno in Chicago

You will learn how to make (and get to eat) an authentic Deep Dish pizza - all with the Birthplace of Deep Dish pizza. You will be living a piece of American food history. You can then cook your own Deep Dish pizza at home with the skills that you have learned! Enjoy your pizza with a salad and a drink (soda, beer or wine).

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based on 1 reviews

See Details → Duration: 1 hours 30 minutes
From £45.31

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch. Focus can be on public or street art, architecture, food, and much more!

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based on 32 reviews

See Details → Duration: 2 hours
From £168.94

Private Transfer from Chicago City to Chicago (MDW) Airport

Take the worry out of your departure to Chicago Airport and pre-book a private transfer to suit your group size (up to 14 people). Avoid the long lines for taxis at the hotel, and travel in the comfort of a Premium car or minivan.

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based on reviews

See Details → Duration: 35 minutes
From £112.97

Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour. After the World's Columbian Exposition of 1893, Chicago was determined to become a great cultural and commercial metropolis. This tour is a testament to that era's ambitions. See buildings by Daniel Burnham, Louis Sullivan, Holabird and Roche and other noted architects and hear the stories behind the city's architectural gems. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 295 reviews

See Details → Duration: 2 hours
From £23.04

Chicago Walking Tour: Modern Architecture

Looking for iconic Mid-Century Modern architecture? What better place than Chicago with its triumvirate of modern architects (Mies van der Rohe, Bertrand Goldberg and SOM) and a city ready and willing to accept them. Find out what set these buildings apart from their predecessors and how they helped set the stage for the future. If you’re interested in iconic buildings, public art, urban planning or government this is your tour. Find out the stories behind inland steel, Marina city, the IBM building and other "Mad Men" worthy skyscrapers. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 40 reviews

See Details → Duration: 1 hours 30 minutes
From £23.04

Chicago Insider Segway Tour

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city through the lens of the Chicago Syndicate, hear the whispers of the city’s elite (or politicians), and be entertained by stories that are rarely told. You’ll think “No, really I never would have known!” Glide around Millennium Park, through the new neighborhood of Lakeshore East, and along the Lakefront as we unveil Chicago’s forgotten past in two hours! Your imagination will come alive as you hear stories of the Chicago Mob, the truth behind the 1968 Democratic National Convention, innovations that changed history, and so much more!

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based on 51 reviews

See Details → Duration: 2 hours 20 minutes
From £56.06

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into the streets to showcase and highlight the vibrant street art scene which many people overlook on a daily basis. We hope you join us to experience something truly unique in Chicago.

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based on 175 reviews

See Details → Duration: 2 hours
From £30.72

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 6 reviews

See Details → Duration: 3 hours to 8 hours
From £230.37

Instagram Photo Tour and Art Walk at The Art Institute in Chicago

-Ticket included -Only tour in Chicago that's an Art Walk and a Photoshoot at the same time This is a unique opportunity to visit one of the best museums of the world, have a personal photoshop inside, learn stories and history from artworks and artists. Great experience for solo, couples, family or friends travelers nd Art lovers. I'll take you to see 7 out of the 12 highlights and to some of the best photo-op spots inside this Chicago Landmark Museum. Your Profile/Cover Picture and your Instagram is going to look amazing after this. After we meet and get to know ourselves, you'll just give us your device or we use ours, and we will take your pictures and/or guide which angles are better to take that picture that you want. Your experience will last about 1 hour to 1.5 hours. We'll take you to Picasso, Miró, Dalí, Warhol, Van Gogh, Monet, Degas and we can guide you in the direction where to go later. You will love this experience! Our device is iPhone 14 Pro Phone.

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based on 1 reviews

See Details → Duration: 1 hours 15 minutes
From £68.34

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 84 reviews

See Details → Duration: 2 hours to 3 hours
From £52.98

Luxury SUV O'Hare/Midway Airport (Meet & Greet) -> Chicago OneWay

Luxury Fleet: Travel in style with our premium vehicles, from sedans to stretch limousines. Professional Chauffeurs: Expert drivers ensure a seamless journey, tailored to your needs. Clear Background Check. Personalized Service: We go above and beyond to make your trip unforgettable, accommodating any request. Advanced Technology: Stay connected with easy booking, real-time tracking, and SMS notifications. Exceptional Customer Care: Our team is available 24/7 to provide prompt, courteous assistance. Competitive Pricing: Enjoy luxury at affordable rates, ensuring excellent value for money. Safety First: Rigorous safety measures guarantee a secure journey for every passenger. Community Engagement: We're committed to supporting local events and charities, making a positive impact.

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based on reviews

See Details → Duration: 30 minutes to 1 hours
From £153.58

Activities & Tours:

River North Food Walking Tour

Chicago History and Architecture Walking Tour with Boat Cruise

5 Day Tour On Lakes Superior Huron and Michigan

Best of Chicago Small-Group Tour with Architecture River Cruise

Deep Dish Cooking Class at Pizzeria Uno in Chicago

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

Private Transfer from Chicago City to Chicago (MDW) Airport

Chicago Walking Tour: Historic Treasures of Chicago

Chicago Walking Tour: Modern Architecture

Chicago Insider Segway Tour

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

Instagram Photo Tour and Art Walk at The Art Institute in Chicago

Downtown Chicago Walking Pizza Tour

Luxury SUV O'Hare/Midway Airport (Meet & Greet) -> Chicago OneWay

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