Self-guided Tours in Chicago

Discover Chicago at your own pace with our carefully designed self-guided tours. Whether you are a history enthusiast, a lover of architecture, or someone who enjoys wandering through hidden streets and local markets, our self-guided itineraries provide the perfect blend of flexibility and discovery. Unlike traditional guided tours, self-guided experiences allow you to explore without time restrictions, pause for a coffee, or spend extra time at the places that capture your interest most. Each route is curated to showcase the cultural, historical, and scenic highlights of Chicago, while also introducing you to unique, off-the-beaten-path gems that most visitors miss. With digital maps, audio guides, and insider tips included, you’ll feel like you have a knowledgeable local by your side, but with the freedom to design your own schedule. From iconic landmarks to hidden alleys, from bustling neighborhoods to tranquil spots, our self-guided tours in Chicago make it easy to create an experience that is truly personal. Enjoy the freedom of exploration while still ensuring that you see the very best that Chicago has to offer.

Top Self-guided Tours in Chicago

Chicago Full Day Bike Rental in Chicago

Chicago , Illinois

★ ★ ★ ★ ☆ (48 reviews)
Free Cancellation

From $ 29.99

Duration: 24 hours (approx.)

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

Book Now You'll be redirected to Viator to finish your booking.
Chicago Half-Day Bike Rental in Chicago

Chicago , Illinois

★ ★ ★ ★ ☆ (6 reviews)
Free Cancellation

From $ 19.99

Duration: 4 hours (approx.)

Explore Chicago at your own pace on an independent bike tour. With your half-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

Book Now You'll be redirected to Viator to finish your booking.
Chicago Scavenger Hunt and Highlights Self-Guided Tour in Chicago

Chicago , Illinois

★ ★ ★ ★ ★ (2 reviews)
Free Cancellation

From $ 7.77

Duration: 2 hours (approx.)

Use clues at each attraction to find your next destination and challenge yourself to use logic, imagination, observation, and team spirit to complete the game. Uncover local information and facts about the city as you explore. Discover hidden gems and narrow streets. Without a schedule and at your own pace, pause anytime and continue later or even another day. Work as a team or compete with each other. A unique team-building activity perfect for couples, families, companies, students and groups of friends.

Book Now You'll be redirected to Viator to finish your booking.
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers in Chicago

Chicago , Illinois

★ ★ ★ ★ ★ (2 reviews)
Free Cancellation

From $ 20.00

Duration: 1 hours (approx.)

Zombie Scavengers takes you on an adventure in Chicago to survive the zombie apocalypse! Use our app and some strategy to find a list of items needed to survive, in any order you'd prefer, around the city. Find the survival items to get points and do fun zombie themed challenges for points as well. Contrive a plan to get your survival team the most points in order to survive the apocalypse! Your remote host will follow along virtually and provide support if you need it. Can you survive the apocalypse in Chicago?

Book Now You'll be redirected to Viator to finish your booking.
The Chi-Town Showdown Scavenger Hunt  in Chicago

Chicago , Illinois

★ ★ ★ ★ ★ (2 reviews)
Free Cancellation

From $ 29.00

Duration: 2 hours (approx.)

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Book Now You'll be redirected to Viator to finish your booking.
Chicago Scav Hunt in Chicago

Chicago , Illinois

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 8.00

Duration: 3 hours (approx.)

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.

Book Now You'll be redirected to Viator to finish your booking.
Chicago Magnificent Mile Scavenger Hunt Walking Tour and Game in Chicago

Chicago , Illinois

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 24.50

Duration: 2 hours (approx.)

Embark on an engaging scavenger hunt through the historic streets of Chicago! Explore the beautiful Magnificent Mile. Stroll the happening riverwalk See the historic sights like the Wrigley Building, the Old Water Tower, the site of Old Fort Dearborn, and much, much more. Explore and see the many unique shops, restaurants and galleries. Go at your own pace and see the best of what Chicago has to offer. Ready to discover Chicago in a whole new way? Let the adventure begin!

Book Now You'll be redirected to Viator to finish your booking.

Why Choose Our Self-guided Tours in Chicago?

Our self-guided tours in Chicago are perfect for travelers who want freedom without missing out on the highlights. With carefully curated routes, insider tips, and easy-to-use digital tools, you can explore at your own pace while still enjoying the benefits of a thoughtfully planned itinerary. Whether you’re short on time or seeking hidden gems, these tours provide the flexibility and depth that make your trip unforgettable.

Frequently Asked Questions

Each tour includes a digital map, clear directions, and audio or written commentary. You’ll also receive local tips to make exploring Chicago smooth and enjoyable.

Most tours can be downloaded in advance, so you don’t need constant internet access. We recommend saving maps and content before starting your journey.

On average, tours take between 2–4 hours. However, since you control the pace, you can make the experience shorter or longer based on your preferences.

Absolutely! Self-guided tours are family-friendly, giving you the freedom to stop whenever needed and adjust the pace for kids or older family members.
We use cookies to improve your browsing experience. See our Privacy Policy.