Top Experiences in Chicago Riverwalk
Bobby's Bike Hike - Chicago
Chicago Family Food & Bike Tour with Top Attractions
USD 79.99
This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available.
ExperienceFirst
Chicago River Architecture Walking Tour
USD 34
Immerse yourself along the Chicago River and admire the astonishing architecture and landmarks that have shaped the Windy City and beyond.
Our expert guides will show you Chicago through a new lens and explore this city’s history, architecture, and legacy with you.
Our expert guides will show you Chicago through a new lens and explore this city’s history, architecture, and legacy with you.
Big Bus Tours - USA
Chicago Hop-On Hop-Off Big Bus Tour
USD 49.5
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.
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.
WeVenture
Chicago: Architecture and Food Small-Group Walking Tour
USD 377
Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!
Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).
From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog!
Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!
Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).
From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog!
Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!
Bobby's Bike Hike - Chicago
Chicago Highlights Bike Tour with Classic Foods and Craft Beer
USD 89.99
Taste all of Chicago’s classic eats on this 4-hr guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure which recently ranked Top 20 in the World by TripAdvisor. The journey is 14 miles (at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and a few samples of local craft beer! On the daytime version of the tour, you’ll drink in the sights of Chicago’s beautiful northside neighborhoods, including the Lakefront and Wrigleyville, home to our Chicago Cubs baseball team. On the nighttime version, you'll ride through the party districts of downtown and see the lights of Buckingham Fountain, Millennium Park and the glorious skyline. Cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this fun tour! You’ll leave with a profound understanding of our town, even if you only came for the beer.
WeVenture
Neighborhoods of Chicago Private 4 Hour Walking Food Tour
USD 655
A Chicago food tour gives you the chance to explore the city’s foodie scene to its fullest. Explore legendary bakeries in neighborhoods around the city and discover Chicago’s immigrant roots with incredible food from around the world, including Italian, Polish, and German cuisines. Let your local tour guide take you to their favorite candy shop in town, meet interesting shop owners, and hear the stories of restaurants that have been local favorites for generations. We can even include a tour stop to sample some of Chicago’s amazing craft beer from a local brewery! In between food tour stops, we’ll show you the iconic historic and architectural sights of the city as well as a wonderful variety of neighborhoods, and you’ll get your fill of the city’s
Gonzalo Campiño Marketing & Turismo
Walking and getting to know Downtown Chicago
USD 35
Embark on an exciting walking adventure through Chicago with my city tour!
From the iconic Red Line station in Jackson, we will take you on an unforgettable tour of the most representative places of this vibrant city.
We will begin our trip by immersing ourselves in the majesty of Millennium Park, home of the famous sculpture 'Cloud Gate' or 'The Bean', where you can capture stunning photos and enjoy its lively atmosphere.
We will continue exploring the Magnificent Mile, an impressive avenue full of luxury shops, exquisite restaurants and impressive architecture. Here you will have the opportunity to admire some of Chicago's most iconic skyscrapers, such as the John Hancock Center and the Wrigley Tower.
As we progress, we'll discover Chicago's best-kept secrets, from quaint alleys to historic buildings.
From the iconic Red Line station in Jackson, we will take you on an unforgettable tour of the most representative places of this vibrant city.
We will begin our trip by immersing ourselves in the majesty of Millennium Park, home of the famous sculpture 'Cloud Gate' or 'The Bean', where you can capture stunning photos and enjoy its lively atmosphere.
We will continue exploring the Magnificent Mile, an impressive avenue full of luxury shops, exquisite restaurants and impressive architecture. Here you will have the opportunity to admire some of Chicago's most iconic skyscrapers, such as the John Hancock Center and the Wrigley Tower.
As we progress, we'll discover Chicago's best-kept secrets, from quaint alleys to historic buildings.
WeVenture
Private Chicago TV and Movie Locations 3 Hour Walking Tour
USD 105
Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you!
We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible architecture and attractions. We’ll pass buildings that were seen in movies like Wayne’s World and The Negotiator, cross the Chicago River and salute the Marina Towers from The Hunter, then stop inside Union Station. You might recognize this historic hub from The Untouchables or Public Enemies.
While touring the Loop, we may also see filming scenes from The Blues Brothers as well as Ferris Bueller’s Day Off. Your tour guide will point out iconic Chicago buildings including the Willis Tower and – if it’s on your wish list – the famous Bean sculpture in Millennium Park.
With the help of the ‘L’, we can ride north to see filming locations for My Best Friend’s Wedding, The Dark Knight, and Planes, Trains and Automobiles. Truly a unique way to explore Chicago!
We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible architecture and attractions. We’ll pass buildings that were seen in movies like Wayne’s World and The Negotiator, cross the Chicago River and salute the Marina Towers from The Hunter, then stop inside Union Station. You might recognize this historic hub from The Untouchables or Public Enemies.
While touring the Loop, we may also see filming scenes from The Blues Brothers as well as Ferris Bueller’s Day Off. Your tour guide will point out iconic Chicago buildings including the Willis Tower and – if it’s on your wish list – the famous Bean sculpture in Millennium Park.
With the help of the ‘L’, we can ride north to see filming locations for My Best Friend’s Wedding, The Dark Knight, and Planes, Trains and Automobiles. Truly a unique way to explore Chicago!
WeVenture
Private 3 Hour Walking Tour in Chicago City
USD 81
Get the best of Chicago with a local guide on this tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!
We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, visit Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean.
We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building.
Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier.
During your tour, your guide will treat you to a local snack as well as a train pass so we can really maximize our time sightseeing in Chicago!
We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, visit Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean.
We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building.
Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier.
During your tour, your guide will treat you to a local snack as well as a train pass so we can really maximize our time sightseeing in Chicago!
Fit Tours NYC
Chicago River Yoga Walk Tour
USD 44
This is truly an experience like none other. It is combination of a historical walking tour of the Chicago Riverwalk and Yoga. It is a very non-traditional Yoga experience as we incorporate flows along the walking tour, in picturesque locations with beautiful views. No mats are necessary as we incorporate the surrounding elements of the Riverwalk, ie: benches, steps, and grassy lawns. A Fit Tour is the most unique way to "get your steps in" and actively engage with the surrounding city.
Chicago River Boat Architecture Tours
Chicago River Architecture Tour Aboard a Historic Yacht
USD 59
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.
ForeverVacation
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
USD 236
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
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!
====
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
Friendly Local Guides
Deep-Dish Pizza Tour in Chicago with Local Expert
USD 135
Explore Chicago culinary delights on this food tour with your local guide. Head to the iconic landmarks and walk down the Riverwalk while discovering what culinary blend has formed in Chicago thanks to immigrants from different countries and who brought their native recipes with them. Try out local favorites as you pass by the street food stand, grab 1 or 2 Chicago-style hot-dogs or Italian Beef. Get acquainted with the best shops and cafes that have stood the test of time and have been there for generations. The tour is perfect for foodies who would like to get up close and personal with the Windy City’s unique cuisine..
• Uncover the best meals of Chicago and admire the iconic landmarks
• Learn about the origins of famous dishes and savor the moments of delight
• Follow your guide to find the best dining options in the city
• Get a bigger-picture experience diving into the culinary and cultural scene of the City by the Lake
• Uncover the best meals of Chicago and admire the iconic landmarks
• Learn about the origins of famous dishes and savor the moments of delight
• Follow your guide to find the best dining options in the city
• Get a bigger-picture experience diving into the culinary and cultural scene of the City by the Lake
Friendly Local Guides
Bike Tour in Chicago
USD 129
Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the soothing green of the parks, and admire the lake scenery as you ride along the shore.
The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there.
Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families
The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there.
Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families
Go City
Chicago Explorer Multi-Attraction 60-Day Discount Pass
USD 84
Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 50%* off compared to buying individual attraction tickets. This multi-attraction pass, valid for 60 days after your first use, provides admission to your choice of up to seven attractions, tours or activities - all one one pass. Select from more than 25 top sites and things to do, including SkyDeck Chicago, Navy Pier and a Shoreline Architecture River Cruise. It's the easiest and most affordable way to explore the Windy City at your own pace. Simply save your pass on your mobile device (available as your 'ticket' after purchase) and go – no voucher redemption required! With Go City you can see more, do more, and save more.
*Savings based on sample itineraries on the Go City website
*Savings based on sample itineraries on the Go City website
Friendly Local Guides
Chicago Gangsters Tour - Colorful History and Dark Past
USD 99
Fell the tug of history and dive into the breathtaking events of the past. On this intriguing and unusual tour, you will explore another side of famous locations and get acquainted with haunted places filled with a spirit of gangsters and speakeasies of the roaring 20s.
Hear the captivating stories of Chicago’s past and feel the curiosity level rising as you immerse yourself into those times.
Discover the dark and mysterious history of the Chicago downtown
Be entertained by the expert local guide who knows the true history of the city
Get to know what lies beyond the famous Chicago facades and what is hidden from the mainstream tours
Visit the most impressive and exciting sites.
Hear the captivating stories of Chicago’s past and feel the curiosity level rising as you immerse yourself into those times.
Discover the dark and mysterious history of the Chicago downtown
Be entertained by the expert local guide who knows the true history of the city
Get to know what lies beyond the famous Chicago facades and what is hidden from the mainstream tours
Visit the most impressive and exciting sites.
Chicago Architecture Center
Small-Group 90-Minute Walking Tour: Architecture of Chicago
USD 30
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.
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.
Intrepid Urban Adventures - USA
Chicago: Architecture, History & Highlights Small Group Tour
USD 59
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.
Chicago Tours
Chicago: Gangsters and Ghosts Tour Walking Tour
USD 35
Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!
You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.
You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.
Intrepid Urban Adventures - USA
Chicago Small Group Food Tour
USD 69
Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join us for the ultimate foodie adventure in Chicago’s historic River North area alongside a local guide who can show you the best spots for some of the city’s best-loved dishes. From deep-dish pizza to Chicago-style hot dogs, this tour will leave you filled with delicious local foods as well as some insider knowledge into the city’s culinary history and culture.
Wendella Tours & Cruises
Chicago River Architecture Tour by Boat
USD 44
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.
Bobby's Bike Hike - Chicago
Full Day Chicago Walking Food Tour plus 2hr Free Bike or Kayak
USD 99
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!
WeVenture
Chicago Architecture and Highlights Small-Group Walking Tour
USD 173
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) - and you’ll learn about the history of some of Chicago’s most well-known buildings. In addition to enjoying views of the Chicago River (if the weather is good, you’ll be able to walk along it), plus a delicious local treat! And, of course, your guide will show off some local-favorite hidden gems along the way too! You’ll really get a feel for what makes Chicago one-of-a-kind on this tour.
Bobby's Bike Hike - Chicago
Chicago Highlights & Attraction Walking Tour +2hr Free bike/kayak
USD 44.99
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.
Wendella Tours & Cruises
Chicago River 45-Minute Architecture Tour from Magnificent Mile
USD 28
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.
Wendella Tours & Cruises
Chicago Lake and River Architecture Tour
USD 44
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!