Top Activities on the Ground in Chicago

Eat your way through downtown Chicago on a walking food tour. Visit Millennium Park, the Palmer House Hotel, and other city landmarks and taste quintessential Chicago foods such as deep-dish pizza, hot dogs, and chocolate brownies. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.

Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.

Become an official Chicago Explorer with the Kids Loop Treasure Hunt. This engaging scavenger hunt invites young adventurers to navigate through the iconic landmarks of Chicago, solving clever clues and completing fun challenges. Discover hidden gems from impressive silver sculptures to historic theaters while capturing memories along the way. There's no rush, just plenty of time to work as a team, think like detectives, and uncover the secrets of the city. Each clue solved brings you closer to becoming Chicago Loop Champions. The adventure awaits your first clue is ready.

Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this pet-friendly Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you cover multiple branches of the Chicago River and learn insider facts and stories you'd otherwise miss.

Take in views of the Chicago skyline and its landmarks during this Lake Michigan sightseeing boat cruise. Enjoy a laidback ride, soaking up panoramic views from this unique perspective. Listen to audio commentary to give you fresh insight into the landmarks you see, like Navy Pier and the Willis Tower, and feel free to bring your own lunch or grab a drink at the onboard bar (own expense).

If you want culture, history, food, cinema and film and a heavy dose of all things Chicago this is your tour! Get ready to EAT. We are true fans of Chicago, The Bear and good food which is why we start our tour at the world famous Pequod's pizza where a hot pie will be ready waiting for us to pickup and try. Enjoy this in the pedicab as we begin our leisurely ride through the city getting an open air view of some of Chicago's cutest neighborhoods. Next up we go to Margies Candies for a Banana Split before embarking on a ride all the way from the west side to River North, crossing the Chicago River and getting some photos at the iconic LaSalle Flowers. End your epic Chicago adventure at Mr. Beef or Kasama! Your tour vehicle will be a decorated 6 seat pedicab driven by one of our knowledgeable tour guides. Comfortable for up to 4-5 adults, 6 if kids/teenagers are in the mix. Look at the photos of the cab and feel free to reach out with any questions.

On this small-group Windy City bike tour, you won't just pedal past the lakefront neighborhoods of Chicago's North Side—you'll see more of the city than you could if exploring on your own. Follow a local guide along quiet streets, city parks, and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. As you go, glimpse offbeat attractions like the Playboy Mansion, Oprah’s penthouse, and the Victorian houses of Old Town.

Discover many of Chicago's best-known landmarks—and explore without breaking a sweat—on this private electric bike tour. Meet your guide right at the Buckingham Fountain, grab your e-bike and helmet, and get ready to explore. You'll view Lakefront landmarks like the Field Museum and Adler Planetarium, will zip right along the waters of Lake Michigan, and will stop to soak up picture-perfect views of the Chicago skyline.

Sample some of the Windy City's tastiest donuts—and head to locals-loved dessert destinations that most visitors miss—on this one-of-a-kind walking tour. With your guide in the lead, head to a number of Chicago’s tastiest donut bakeries, all while exploring the city's vibrant downtown Loop neighborhood. All tastings are included in the tour cost, and vegan, gluten-, and nut-free options are also available upon request.

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.

Dive into adventure with your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, this tour guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With this game, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences and make every day an adventure?

Discover the streets of Lincoln Park, Chicago, and the Magnificent Lake Front on a high-quality electric bike rental from E-Z Rider Bike Shop. Our e-bikes provide effortless rides through the city, eliminating worries about traffic and parking. Experience the joy of biking while saving on gas and insurance costs. - Convenient location on Clark Street in Lincoln Park - Free demo test ride available - Ideal for leisurely exploration or thrilling rides - Expert advice to help you choose the right e-bike model

Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.

Admire the ornamental facades and intricate interiors of the Windy City's art deco buildings during this in-depth walking tour of the vibrant Loop. This small-group tour will introduce you to some of the city's highlight architectural landmarks and its rich history, all in a single excursion. As you go, get an up-close look at landmarks that many other tours overlook—and learn insider stories from your architecture-expert guide.

The streets of Chicago hold clues to a chilling murder. Can you piece together what happened on this self-guided walking quest? Your smartphone delivers clues, witness statements, and puzzles as you navigate between real-world locations that become your crime scene. Each stop reveals new evidence and suspects. Follow the trail from location to location, piecing together the story while exploring Chicago's streets. The app guides you step by step with an immersive narrative full of twists. This 1–2 hour private detective adventure runs 24/7 — start whenever you want, pause for coffee or photos, and play at your own pace. Available in 5+ languages.

See (and taste) the best of Chicago in just half a day on this bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along the Lakefront Trail, admire views of Millennium Park, and discover the Chicago Riverwalk. As you go, stop to sample culinary classics of Chicago, like deep-dish pizza, a true Chicago hot dog, and a tasty dessert for good measure.

Discover Chicago's vibrant history through an engaging scavenger hunt in Millennium Park. This interactive experience melds fun and learning as you uncover stories from the city’s founding in 1837 to its iconic landmarks. Explore notable sites like Cloud Gate and the Art Institute, while tackling quizzes that challenge your knowledge. The app-led format allows you to navigate at your own pace, making it perfect for families, friends, or dates. Capture memorable moments as you embark on this unique journey through the Windy City.

An immersive clue-solving adventure around Old Town. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime with no fees. It's a scavenger hunt, escape room, and urban crawl all-in-one. Follow the storyline around town as you find clues and use them to crack codes. Then enter solutions on the app to find out where to go next. Clues can be anywhere - murals, statues, landmarks, and more! Plan on about two hours of playtime, depending on your experience level and how much time you spend exploring along the way. Difficulty level is adjustable - take as many or as few hints as you’d like! PLEASE NOTE: Bookings made less than 7 days before your play date will be scheduled for local pickup. For bookings made 7+ days in advance, our team will contact you to arrange shipping.

Taste food from around the world—and immerse yourself in some of the Windy City's most characterful, locally beloved neighborhoods—on this half-day biking and tasting tour of Chicago. With just a small group for company, you'll follow your guide through the city streets, stopping for views of Chicago’s famous architecture and seeing more than you could if traveling on foot. In between, stop for bites like Polish pierogis, locally made chocolates, and Mexican tacos.

This self-guided Adventure is perfect for last-minute travelers who love animals and games, and for families traveling with kids! Travelers will use the eATLAS app for directions on where to go, and what to do--map included. You can start and pause the Adventure whenever it is convenient for you. The Lincoln Park Zoo is a 35-acre complex with 200 different species from around the world, and features more than 1,100 animals, as well as programs devoted to conservation, environmental protection and education. Every December, ZooLights brings thousands of visitors to see the zoo at night festively decorated for the holiday season. And it’s all just a few miles north of downtown Chicago! There are eight objectives in our scavenger hunt, encompassing the entire grounds of the zoo, which includes the Nature Boardwalk and Farm-in-the-Zoo. The zoo is open 365 days a year, from 8 AM to 5 PM on the weekdays and 8 AM to 7 PM on holidays. There is no charge for admission.

Chicago dogs, deep-dish pizza, brownies, and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following your guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and the Lakefront Trail. As you go, stop for generous food and beer tasters.

A puzzle adventure made for kids, all inside Millennium Park. Solve four objectives, walk about a third of a mile, and see the park like nobody else does. Four stops, no streets to cross. Clues hidden near a giant mirrored sculpture, a fountain of a thousand faces, the space under the Bean and a curved row of white columns. Each one your young agents crack unlocks the next. Part scavenger hunt, part brain teaser, sized for small detectives. Someone left a secret message in the park, one word at a time, in steel and stone. Kids count, spot names and hunt for words most grown-ups walk right past. Between stops, a short audio transmission from Operations Center tells your agents what they found and where to go next. Find a door too small for most grown-ups, snap a photo, and our AI analyst confirms it for a bonus badge. No tour guide. No schedule. Your field guide is delivered straight to your phone, with no app or login needed. Hints are built in so no one gets stuck.

Dive into Chicago’s Magnificent Mile on an interactive scavenger hunt, perfect for families, friends, or team building! Guided by clues on your phone, you’ll solve puzzles, unlock local legends, and discover iconic sites like the Old Water Tower, Tribune Tower, and bustling Riverwalk—plus hidden gems along the way. Go at your own pace, compete for fun, and see the best of Chicago’s lively downtown in a whole new way. Teams of up to six welcome; no local knowledge required—just curiosity and comfy shoes.