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Top Illinois Walking & Biking Tours
Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
50 minutes - Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansion, walk along a wooden block-paved alley, sip a Faster Pussycat in Chicago's oldest piano bar and more as you enjoy a...Read more
Gangsters and Ghosts Tour in Chicago
2 hours - 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...Read more
Chicago Lakefront Electric Bike Tour
1 to 2 hours - This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point.
It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum...Read more
Famous Tastes of Chicago Food Tour
3 hours - What should a visitor see and do while in Chicago- It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond that it can often be hard to decide where to start. Why not tantalize all of your desires and senses with a 3 hour small- group walking food excursion lead by a professional guide- You'll...Read more
Chicago Style Food Tour
3 hours - Confused on what to see and do while in Chicago- It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond. Combine them all by tantalizing all of your senses with a 3 hour small- group walking food excursion lead by a professional guide. You'll indulge in 5-6 of Chicago's quintessential staples...Read more
Chicago Art & Architecture 2-Hour Guided Walking Tour
2 hours - Go inside more iconic buildings than any other Chicago architecture tour. The Loop is not just famous for the L train circling downtown Chicago, it’s an iconic, vibrant neighborhood, steeped in history. Prepare to be awed at the towering Art Deco architecture that Chicago is most famous for but take it one step further and go inside the most...Read more
Holiday Hike Chicago-Style: Festive Food & Walking tour
3 hours - There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3-hour guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for tours by bike and on foot. You’ll get to sample the Windy City’s favorite winter treats; including a...Read more
Chicago Favorites Ultimate Food & Walking Tour
3 hours - Stroll through the beautiful streets of downtown Chicago and taste all of the Windy City’s favorite eats! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, whose walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Traveler Magazine. This is Bobby’s quintessential culinary...Read more
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
4 hours - Taste all of Chicago’s classic eats on this four-hour 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. The journey is 14 miles (traversed at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot...Read more
Chicago Lincoln Park Bike Adventure
3 hours - Enjoy the car-free lakefront trail and explore Chicago’s beaches, parks, lagoons, and gorgeous Lincoln Park Zoo (free admission). This tour offers a diverse mix of nature and attractions. Top sights include: The Chicago Lakefront, Navy Pier, North Avenue Beach, Lincoln Park Zoo and the Conservatory. Easy riding and kid-friendly, great fun for...Read more
Private Half Day Highlights of Chicago, with Hancock Tower Observation Deck Tix
4 hours - Enjoy a privately guided walking tour of Chicago's highlights, including a deep dish pizza and tickets to the 360 Observation Deck on the 94th floor of Hancock Tower. During your Private Half Day Highlights of Chicago Tour you'll visit the city's major sites. Known for its bold architecture and jazz heritage Chicago is a striking city whose...Read more
Haunted Chicago Ghost and Pub Walking Tour
2 hours 30 minutes - Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some of its most famous and creepy haunted stories. 21+ only. A costumed guide will lead tour goers on a 2.5 hour journey, offering glimpses into the past and revealing the...Read more
Chicago in a Day: Food, History and Architecture Combo Tour
5 hours - Ready to discover some of the best Chicago has to offer with a local by your side- Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!
Marvel at the stunning Chicago...Read more
Personal Travel and Vacation Photographer Tour in Chicago
1 to 3 hours - No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Chicago to capture your travels in a contemporary and candid style.
Specialising in delivering quality photography with photographers all over the world, we guarantee you amazing photos to remember...Read more
Lincoln Park Hauntings Ghost Investigation Tour
2 hours 15 minutes - We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator. Like Ursula, all of our guides are all real investigators and true Chicagoans. We love investigating, we love Chicago history, and we would love to show you...Read more
Private Guided Chicago City Tour
4 to 8 hours - Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior...Read more
Go Chicago Explorer Pass with SkyDeck and 360 Chicago
60 days - Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 45% on ticket prices. 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. Select from more than 30 top sites and things to do, including SkyDeck Chicago, Navy Pier and...Read more
Shoot My Travel- Experience Chicago With a Local Photographer
1 hour - Chicago is the perfect city to get a dose of all that is great about America: beautiful parks, innovative architecture, and historic figures. All with a side of deep dish pizza, blues, and baseball!
Millennium Park welcomes with visionary architecture and public sculptures, like “the Bean,” while Willis Tower, once the tallest building in...Read more
Underground Donut Tour: Chicago's First Donut Tour
2 hours - We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample of...Read more
Chicago's Chinatown Food and Walking Tour
3 hours - Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, America’s longest running city bicycle tour company, whose walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Traveler Magazine, for an afternoon of interesting...Read more