Top Experiences in The Magnificent Mile

Take a deep dive into a deliriously delicious world, where lofty, flaky crusts brim with sweet tomato sauce and a brazen amount of melty, gooey cheese. No trip to Chicago is complete without indulging in its most iconic and original food – deep-dish pizza.

You could spend hours researching which place is best, then queuing up for a table, and waiting patiently as the long baking time for these hefty pies ticks down. Or you could simply take a Finger Licking Chicago Deep-Dish Tour to enjoy not one, not two, but three legendary joints – all in one easy-breezy 2-hour outing.

This self-guided excursion, which is exclusive to only your invited guests, provides immediate seating with VIP service at the four institutions most responsible for Chicago’s celebrated deep-dish reputation. Wait time is at a minimum, too, as these knife-and-fork pizzas, which normally take upwards of 45 minutes to bake, will arrive hot out of the oven to you in a mere 10 minutes.

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.

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character.

As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus.

You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more.
Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc. Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.

Discover the dazzling beauty of Chicago at night on the all-new Big Bus Sunset Live Tour. This 90-minute panoramic tour takes you on an exciting journey through the city's most iconic sights and landmarks. From the top deck of a double-decker bus, you'll be treated to unique views of the Chicago skyline, comprised of world-famous skyscrapers and revolutionary architecture. Capture a photo overlooking downtown from the Museum Campus in front of the Adler Planetarium and be amazed by the mesmerizing water and light display of The Buckingham Fountain.

Immerse yourself in the bustling nightlife of Chicago. See the Art on the Mart, an incredible light show displayed on the façade of the Merchandise Mart. Don't miss the chance to see the city reflect off The Bean (Cloud Gate) at the famous Millennium Park. As you explore, you'll also encounter architectural marvels such as the John Hancock Center, the Wrigley Building, the Chicago Tribune Building, and the Willis Tower.

Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more.

Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.

Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.

We wrote the book(s) on Chicago ghosts! Now in our 24th year!

Ursula Bielski, our founder, has published more than a dozen volumes on Chicago's haunted history over more than two decades. Chicago Hauntings is the original Chicago ghost tour and still the best. Our tours are based on all original research, unlike the many other knock-off tours you'll find today. Beware of the imitations.

Imagine walking in the steps of Chicago's most notorious criminals at the city's original courthouse, putting your fingers into actual bullet holes from Chicago's gangland days, feeling the haunting presences near the site of the old Cook County gallows, and gazing upon the waters where 844 souls lost their lives in the horrific Eastland disaster of 1915. Come along and experience all this and more.

We are also the only interactive tour experience where YOU are the paranormal investigator, using simple tools to look for spirits while you hear tales of Chicago's most haunted locations.

Luxury vehicles
Professional chauffeurs
Updated fleet
Licensed chauffeurs
Knowledge about navigating in the city

Insta Walk offers you a lot of stylish photos, shooting angles and ideas. This easy, relaxed and friendly walk will open Chicago for you from a new perspective!

Throughout the tour, I'll use iPhone and Polaroid cameras to capture your perfect shot. You'll receive approximately 100 digital photos, 10 of which will be color-corrected to make them truly pop. And for a unique and timeless souvenir, I'll also give you 5 Polaroid prints that you can treasure forever.

Discover a new side of Chicago with Insta Walk! I offer stylish photos, cool angles, and creative ideas during our relaxed and friendly stroll.

I'll use both iPhone and Polaroid cameras to capture your best shots. You'll get about 50 digital photos, with 5 of them color-corrected for a pop of vibrancy. Plus, you'll take home 5 Polaroid prints for a unique and timeless memento.

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.
On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical, informational and at times humorous commentary about the area.
Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience. 

You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more!

Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions.
The small-group atmosphere with maximum of 10 people ensures a more personal experience.  

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.

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!

Take your shot at completing this Chicago Scavenger Hunt around the Loop and River North neighborhoods including the Riverwalk.
Complete this solo or build a ScavSquad of up to 5 people and discover the city like never before!
Use clues and hints within the app to complete the objectives (if you get stuck, you can skip and go back later).
Some objectives have prizes so do your best to complete as many objectives correctly.
Once complete, you can view the Leaderboard to see how you did against others.

When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

The Chicago River Cocktail Cruise allows you to experience an architecture tour with a cocktail in your hand! Your cruise includes either one or two drinks, with your choice of premium spirits, beer, or wine. Additional drinks are available for purchase.

Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

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.

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you.
The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city.
This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more!
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Full schedule
10:00 AM- Meet your Guide at the Grand Subway Station
10:10 AM- Walk along Magnificent Mile
10:20 AM- Stop at Wrigley Building & admire Tribune Tower
10:50 AM- Explore Pioneer Court
11:20 AM- Explore Millennium Park & see Cloud Gate
11:55 AM- Check out an Iconic fountain
12:20 AM- Chicago Riverwalk
1:00 PM- Explore Navy Pier
2:00 PM- Get dropped off by your guide at Millennium station

Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service Hop on - hop off, call today to customize your tour.
This particular tour is for 2 hours, any additional time will be charged separately in 30 minutes increments. The time starts a the prearranged pick-up time and it ends when we drop you off at your final stop.

Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern skyscraper. Chicago is so renowned for architecture that it’s the most vertical metropolis from here to Hong Kong.

On our Chicago Architecture Tour, we’ll stop at and discuss:
• Sears “Willis” Tower
• The John Hancock Building
• Gothic gems
• Magnificent Mile notable locations
• Historic brownstones
• The Frank Lloyd Wright homes of Oak Park

We offer a uniquely added value opportunity to view not only the outside, but also explore the inside of many of these infamous buildings. Our tour will satisfy the architecture style and structural tastes of the most discerning traveling.

Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This walking tour takes you to some of the city’s best spots alongside a local guide where you’ll get the inside scoop on what makes Chicago so special. Not only that, we’ll throw in a couple of sweet, local treats to keep you going as we explore on foot.

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons.

Developed over the past 100 years, the street includes historically-inspired architecture in Parisian, Gothic, neoclassical and Art Deco styles sprinkled among Modern and 21st Century buildings. You’ll see skyscrapers, vertical malls, hotels, residential towers and some buildings that were designed to embody the brands sold inside.

As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy City. This private tour is available in Portuguese, English, or Spanish, and kicks off promptly at 9am.

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. The Chicago River Architecture Tour is the most authentic and encompassing Chicago experience the city has to offer.

Flytographer Private Vacation Photo Shoot

Connect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best things to do in Chicago, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever.

We specialize in:
- honeymoons
- family trips
- engagements
- anniversaries
- romantic getaways
- multi-generational trips
- babymoons
- solo travellers
- and just because!

With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.

The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll through the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America by USA Today and Top 20 in the world by Tripadvisor, offers this ultimate food & walking tour to explore the foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, & brownies. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State Street, Chicago Theatre, Chicago Riverwalk, Michigan Avenue, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on calm, clear Lake Michigan.

Ready for the ultimate day out in Chicago? We’ll embark on an unforgettable Chicago journey, where iconic flavors like Chicago Pizza, Hot Dogs, Italian Beef, Chicago-mix Popcorn, and the original Brownie await. Opt for the VIP Craft Beer package for a heightened experience. Beyond bites, our expert-guided tour explores Millennium Park, the Chicago Riverwalk, Michigan Avenue, Cloud Gate, Chicago Theater, and more. Enjoy a 5-hour walking tour and receive a bonus 2-hour FREE bike or kayak rental, adding value to your experience. Maximize your day by biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Leave the planning to the local experts. Bobby’s Bike Hike was awarded the following three awards just this year: “Top 10 Food Tours in America” by USA Today, “Top 20 Food Tours in the World” by TripAdvisor, and “Top 15 Vacation Ideas in USA” by Entrepreneur Magazine. Seize the opportunity for the ultimate Chicago fusion of flavors and sights in a single, unforgettable day!

Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to view Chicago from the water. Seadog offers fun for the whole family (and the dog, too!) combining an exciting speedboat ride along the shoreline with informative and amusing descriptions of the world-famous Chicago skyline!

The Chicago Murder Mystery Tour is an interactive game and tour. Explore the city and solve a murder at the same time! Play as a detective and a suspect as you navigate one of the richest neighborhoods in the world, and learn about the real legends and crimes of Chicago!

There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. This tour is a walking tour only. No food/drinks on this particular tour.

Join Cranberry Tours for an exhilarating bus journey to the Windy City—Chicago! Our comfortable and scenic ride from Toronto will whisk you away to the heart of American urban culture. Upon arrival, immerse yourself in the architectural wonderland, with a planned itinerary including the towering Willis Tower, the historic Wrigley Building, and the art-filled expanses of Millennium Park. We'll cruise down the Magnificent Mile for some world-class shopping and dine on authentic deep-dish pizza. With expert guides to lead the way, you'll discover the rich tapestry of Chicago's neighborhoods, each brimming with stories and local flavor. This tour promises not just sights and sounds but a deep dive into the vibrant spirit of one of America's most iconic cities. Get ready for a Chicago adventure that will leave you with memories to last a lifetime!

The perfect tour for first timers to Chicago or those who want to explore Chicago's top attractions and highlights. Stroll through the beautiful streets of downtown Chicago and learn about the City’s rich history, colorful characters, and get insider tips. Enjoy a 2hr walking tour & receive a bonus FREE 2hr bike or kayak rental, adding value to your experience. Enjoy biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Bobby's Bike Hike walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Magazine. Explore the amazing sites that Chicago made famous; Millennium Park, Chicago Riverwalk, amazing Architecture of the Wrigley Building and Chicago Theater, & Michigan Avenue dubbed ‘the Magnificent Mile’ for it’s world-renowned shopping. Bobby’s local expert guides lead you through downtown Chicago’s most iconic landmarks and share their knowledge about the City along the way. The tour covers 1.5 miles(2.25km) on easy, flat terrain.

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this exciting and thunderous spectacle.

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.

If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around!

The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and spacious vehicles.

This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more!
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Full schedule
10:00 AM – Pick up from Hotel
10:15 AM – Check out Buckingham Fountain
10:45 AM – Arrive at Michigan Avenue Bridge
11:15 AM – Awe at the Chicago Cultural Center
12:15 PM – See Cloud Gate and explore Millennium park
1:00 PM – Lunch time
2:00 PM – Go to Chicago Theater
2:30 PM – See Garfield Park Conservatory
3:00 PM – Check out the Greetings from Chicago mural
3:30 PM – Snap a cool pic outside of Wrigley Field
3:45 PM – Return to hotel
4:00 PM – Arrive at hotel

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then venture through the Chicago Lock on to the calm, cool waters of Lake Michigan for expansive views of Chicago's extraordinary 26-mile skyline. Take the selfie of a lifetime on this inspirational experience!

Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, and theater-style seating for various performances. Other attractions along the Riverwalk include the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum and if you are lucky enough, see a bridge lift from inside the bridge house.

After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there.

This is not an entrance ticket. Check opening hours before your visit.

New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!