Michigan Avenue Guided tours

Our most recommended Michigan Avenue Guided tours

Chicago: Beautiful Lakefront and Museum Campus Segway Tour

1. Chicago: Beautiful Lakefront and Museum Campus Segway Tour

Segways are amazingly fun and there is no better way to tour a world-class city like Chicago than on your own personal set of wheels--a Segway! Our eight-mile Lakefront Chicago Segway tour lets you learn about and view and many Chicago's attractions in a highly unique way. As you glide effortlessly and enjoy the lakefront, you can learn the history of our city from your friendly and professional tour guide. Immerse yourself in the area's countless attractions, gorgeous parks and gardens, and stunning photo opportunities. See sights like Grant Park, the BP Bridge, the Bean, and the Buckingham Fountain, as well as generous views of Lake Michigan and the majestic skyline. Segways are safe to use, easy to learn, and fun to ride. We offer a thorough training session from our certified guides before we begin the tour.

Chicago: Underground Pedway & Downtown Secrets Walking Tour

2. Chicago: Underground Pedway & Downtown Secrets Walking Tour

Come experience Chicago's famous "Pedway" – the mysterious underground tunnels downtown that keeps us all warm & dry in bad weather. Wandering the Pedway, through hidden corridors of stained glass and even underground swimming pools, you'll access interiors that seem to come up out of nowhere. In the first part of our 2-hour walk, on weekdays, you'll see beautiful and historic government building interiors, learning not only about the design and history of the buildings, but also about the movies filmed there. On weekends, as government buildings are closed, we instead explore a couple stunning interiors with stained glass mosaics that will leave you awe-struck. You'll walk under full blocks of buildings, up and down staircases, accessing these buildings through the Pedway's secret passages. In the second part of our walk, you'll discover some of the other "secrets of the Loop" hidden in plain sight. What is the meaning behind "The Bean"? What is the significance of Chicago and Route 66? How can someone walk right by a garden and not even SEE it -- or walk by a building and not see it, for that matter? You'll find so many secrets, packed into a leisurely 2-hour walk with your expert Chicago guide. Ending with a fabulous “secret” interior near the Art Institute, you’ll be in the perfect central spot for continuing your exploration of downtown Chicago on your own after the tour!

Chicago: Treasures of the Golden Age Walking Tour

3. Chicago: Treasures of the Golden Age Walking Tour

This Historic Treasures of Chicago tour covers the most significant historic architectural landmarks in Chicago’s Loop. Your expert guide, trained by the Chicago Architecture Center, will focus on great cultural buildings from the late 19th and early 20th centuries, which harkened back to earlier time periods and were designed in revival styles such as Beaux Arts, neo-Georgian and neo-Gothic. Marvel at exteriors and interiors of dazzling beauty and startling originality, and get a glimpse inside some of the city's most beloved buildings.    The highlights of this walking tour will include the Chicago Cultural Center, home to the world's largest Tiffany dome; the iconic Marshall Field's department store, now Macy's on State; and the Palmer House, a beautifully restored hotel from the 1920s. 

Chicago: History, Culture and Architecture Walking Tour

4. Chicago: History, Culture and Architecture Walking Tour

Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) before heading off into the bustling city. Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily to move about the city in a network of underground tunnels. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, make your way to another delicious destination. Along the way, enjoy views of the world-famous Wrigley Building and the incredible Chicago Tribune building, the heart of Chicago’s thriving and historic journalism industry. Your second tasty confection is locally made chocolate from a Chicago staple. Finally, take a stroll through the beautiful lakefront parks along Michigan Avenue. Round up your tour in the picturesque Millennium Park, home to the iconic Bean sculpture. Here, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or drink recommendations.

Chicago: Food, History and Architecture Tour with Tastings

5. Chicago: Food, History and Architecture Tour with Tastings

Discover the architecture and food scene of Chicago on a guided day tour. Learn more about the city's history and vibrant food scene as you discover various bustling neighborhoods and historic areas. Start the tour under the dazzling marquee of the Chicago Theater. Explore the bustling city where the first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then, head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels. Make your way above ground at City Hall, and admire its classic interior design and architecture. Next, visit a spot for a tasty sweet treat, and a local tradition, Chicago-style popcorn. Take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower). From there, visit another delicious destination for locally made chocolates from a Chicago staple. Meander through the beautiful lakefront parks along Michigan Avenue, finishing at picturesque Millennium Park, home to the iconic Bean sculpture. Travel by ‘L” train or ride share with your guide from Millennium Park up to the River North neighborhood, the original Chicago foodie destination. Your food tour starts with a very well-known Chicago fare, the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guide’s favorite version. Next up is the world-famous Chicago deep-dish pizza. An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself. After you’ve filled up on pizza and hot dogs, continue your tasting journey with a classic Chicago sandwich, the Italian beef. Sample this sandwich in a real Chicago institution with no-frills decor. Our tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see in the city.

Other Sightseeing Options in Michigan Avenue

Want to discover all there is to do in Michigan Avenue? Click here for a full list.

What people are saying about Michigan Avenue

With so many buildings and architecture to see, which ones are the most significant and relevant? This is where the tour comes in. The tour guide did not disappoint; you enter into some of the buildings where if you go by yourself, you wouldn’t dare. The tour is awesome and it leaves you with a nice feeling of appreciating the architecture of the city. Buildings we entered: Chicago Cultural Center Palmer House Marshall Field and Company Building - this is the Macy's store, its public, but the surprise is something that you wouldn't see if you are wandering by yourself (Ceiling with Tiffany Mosaics). Impressive and highly recommended.

Tammy our guide was incredible. She was knowledgeable, considerate and extremely funny. She coped with a timid rider along with 3 very confident participants. The trip was varied, detailed and a brilliant way to cover a lot of ground efficiently.

We loved the tour itself. Tall Dave was a GREAT tour guide and we learned a lot! I had booking issues with GetYourGuide and in the future I would instead book directly with Intrepid Urban Adventures Chicago.

Our guide (Frankie) was knowledgeable, enthusiastic and friendly. A great find in Chicago and a great value.

Guide (Frankie) was very knowledgeable and friendly. She made the tour very enjoyable.