Bobby’s Bike Hike offers Chicago’s top rated walking tours designed to help you better orientate yourself, learn interesting stories, and meet amazing folks from all over the globe. Our entertaining guides set the standard and make sure your experience is top notch.
- 11:30am Daily
From shimmering lights to decadent bites, Chicago puts its best foot forward for the Holidays. Experience the magic and tradition that shines during this special time of year on a food & walking tour through the Loop’s iconic holiday destinations, sampling and smelling all the sweets and treat...Learn MoreChicago Cultural CenterLearn MoreSCHEDULE11:30am Daily (November 18th - December 31st)LEVELFestively EasyDURATION3 hoursLENGTH1.5 milePRICE
$43.75Adult$48.75Student / Military$43.75Students / Seniors 65+$43.75Kids under 12Kids under 4Highlights
Park's Christmas Tree
Ice Skating Rink
State Street's Holiday Lights
Marshall Field's Walnut Room
Seasonal craft beer
German ciderCustom Line11:30am DailyReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at: $43.75
- 11:30am Tues, Thurs, Sat, Sun
Sample your way through Chicago’s most popular food scene. Enjoy Chicago-style pizza and hot dogs, craft beers, and indulge in a brownie from the folks who invented it. This walking tour shows you some of the most beautiful sites in downtown Chicago from Millennium Park to the lobby of the...Learn MoreChicago Cultural CenterLearn MoreSCHEDULE11:30am Tues, Thurs, Sat, SunLEVELTotally WalkableDURATION3 hoursLENGTH1.5 milesPRICE
$43.75Adult$48.75Student / Military$43.75Students / Seniors 65+Kids under 12Kids under 4HighlightsChicago Loop
Chicago Style Pizza
Famous Chicago-mix popcorn
Locally Crafted Beer
Chicago-style Hot Dog
State Street (that Great Street)
Chicago Cultural Center
The Original BrownieCustom Line11:30am Tues, Thurs, Sat, SunMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at: $43.75
- 4pm Friday & Saturday
Discover the delicious and multi-regional cuisine of China without leaving Chicago on Bobby’s Chinatown Food Tour. We’ll explore the complex layers of Chinese culture and the many contributions these people have made to both Chicago and the World. And what better way to show off Chin...Learn MorePui Tak CenterLearn MoreSCHEDULE4pm Fri & SatLEVELVery EasyDURATION2.5 hrsLENGTH1 milePRICE
Kids (under 4)
$10.00Adult$48.75Student / Military$43.75Students / Seniors 65+$43.75Kids under 12Kids under 4HighlightsWentworth Avenue
Dim Sum Treats
Lamb & Cumin Sandwich
Chinese Cultural Institution
Beijing DuckCustom Line4pm Friday & SaturdayMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $43.75
- 1pm Saturdays
From hosting Chicago’s first inhabitants to reversing its flow to the transportation of today, the Chicago River is the life-blood of this great City. We’ll explore the history of the Chicago River, it’s many bridges, as well as sample some of the many eateries that have brough...Learn MoreLearn MoreSCHEDULE1pm SaturdaysLEVELEasyDURATION1.5 hoursLENGTH1 milePRICE
Kids (under 12)
Kids (under 4)
$5.00Adult$25.00Student / Military$20.00Students / Seniors 65+$20.00Kids under 12Kids under 4HighlightsChicago Riverwalk
Vietnam Memorial & Park
McCormick Bridge house and River Museum
Centennial Fountain & Water Arc
Chicago’s LakefrontCustom Line1pm SaturdaysMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-River-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $15
- Private Groups Only
What could be better than fun drinks and delicious desserts in the River North area? Sip and sample your way through many tasty treats like chocolates and cakes and try fantastic cocktails unique to Chicago! Share fun stories about Chicago’s history with friends (21 and older, please) whi...Learn MoreChicago Cultural CenterLearn MoreSCHEDULEPrivate Groups OnlyLEVELEasyDURATION2.5 hoursLENGTH1 milePRICE
$41.75Adult$46.75Student / Military$41.75Students / Seniors 65+$41.75Kids under 12Kids under 4HighlightsMichigan Avenue
River North Nightlife
Dylan’s Candy Store
Fun, Fun, FunCustom LinePrivate Groups OnlyReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at: $41.75
- Private Groups Only
What is Chicago’s favorite past time? Baseball maybe? Politics? Ice fishing on Lake Michigan? Nope, it’s beer brewing. Chicago has so many high quality big and small brewers within it’s city limits that there is good reason that the City’s residents spend most of th...Learn MoreChicago Cultural CenterLearn MoreSCHEDULEPrivate Groups OnlyLEVELEasyDURATION2.5 hoursLENGTH1 milePRICE
Adult$46.75Student / MilitaryStudents / Seniors 65+Kids under 12Kids under 4HighlightsAmazing Neighborhoods
Well-known Chicago hangouts
India Pale Ales
Belgium BlondsCustom LinePrivate Groups OnlyReserve NowMap GraphicBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at $42.75
Why book a Chicago Walking Tour?
Bobby’s Bike Hike offers a wide variety of award-winning Chicago city walking tours and consistently ranks as having the top tours in Chicago. Plus, we’re proud to be Chicago’s largest and most popular walking tour company, offering new and unique tours each and every year.
Why are walking tours so popular in Chicago? Good Question. And we have the answer. Chicago is consistently ranked one of the country’s top walkable cities because of its flat terrain, ease of use, and abundance of wide sidewalks and pathways. You can safely and easily walk anywhere in Chicago without fear of fatigue, and many of Chicago’s top activities and attractions are within relatively close walking distance of each other. Plus, to top it off residents of Chicago are incredibly friendly. Midwestern charm is real folks, and you can witness it first hand as we walk through this amazing City.
Just keep in mind, whatever tour you decide to take, make sure to reserve your experience on the front end of your trip so we can give you the insight and know how to enjoy everything there is to do in this great City.
What can I expect on your Walking Tours?
We consider ourselves to be Chicago’s walking tour experts. So prepare yourselves to be entertained, informed, and we’ll throw in a whole lot of fun as well. Whether you want to sample your way through Chicago’s restaurant scene, explore one of Chicago’s many ethnic neighborhoods, tap into local nightlife, visit famous gangster haunts or experience the joy of kid-friendly fun, we have a tour that speaks to you.
Walking tours allow you to indulge and fully experience Chicago in a very intimate way, utilizing all five senses. Don’t worry, our tour guides won’t ramble on a scripted narration while you sit idly by, like you get on a boat tour or bus tour. You’ll be actively involved and come away with a much greater appreciation for Chicago and the various people, places, and activities that make this City so darn great.
Our tour guides are the best in the business without a doubt, having propelled us to a #1 Walking Tour ranking on TripAdvisor for the past 10 years. We consistently offer tours that bring Chicago history, food, and culture to life. A walking tour of Chicago with Bobby’s Bike Hike will truly be a moving experience that you and your friends and family will enjoy for years to come.
Who would enjoy a Chicago Walking Tour?
Are you coordinated enough to walk and chew gum at the same time? If the answer is ‘yes’, then your already a step ahead of us. All kidding aside, our tours are quite easy for all ages and fitness levels. Luckily, Chicago makes it easy as it provides flat terrain, wide sidewalks, and attractions within close proximity. And if you cannot walk or if you need ADA accessibility, we’ve got your back as well. Most of our tour routes and restaurants are ADA accessible and we do rent strollers for families needing help for their young.
We offer a wide variety of tours, so plenty of options to choose from. And we take extra special care in making sure our routes are perfect so that you experience the very best of Chicago. And while our guides are quite knowledgeable, they are also equally fun. So bring a sense of humor as we explore Chicago the way most Chicagoans enjoy their City, by walking.
What types of Walking Tours do you offer?
Bobby’s Bike Hike leads cultural and historic walking tours that are the finest, most comprehensive, and thought-provoking walking tours in Chicago. Did you know Chicago is home to the original starting point of the famous Route 66? Or did you know Chicago invented the Skyscraper? What about the fact that Chicago successfully reversed the flow of its River? It did! Whether you’re looking for history, culture, food, or just to be entertained by one of our award-winning tour guides, we know you’ll come away with a lasting Chicago experience.
The Chicago Riverwalk Tour allows you to witness Chicago’s transformation from a dormant industrial-era dock into a thriving post-industrial public space, and the new Riverwalk has won numerous design awards and has done amazing things to activate the Chicago River.
Our Chicago Favorites Food Tour explore Chicago’s iconic loop and offers delight for those craving the very foods that Chicago is famous for, including samples of Chicago-style pizza and hot dogs as well as the original brownie and locally-crafted beer.
The Chinatown Food Tour offers a unique opportunity to sample the many diverse and mouth-watering regions of China, without leaving the City. Chicago is home to a large Chinese population and we’ll explore the best of the best of Chinese history, culture, and cuisine.
Bobby’s Craft Beer Tour allows you to learn about Chicago’s rich beer history, sample some of our favorite local flavors, and learn a little history and culture to boot. It will be impossible to leave this tour without a smile on your face.
And we even offer specialty tours around the holidays, including Bobby’s Holiday Hike: Season Sampling Food Tour from Thanksgiving to Christmas, allowing you to learn about the various foods and diverse traditions that make Chicago so amazing.