6 Free Tours You Should Try in Chicago – Walking Tours in Chicago, Illinois

As a local and a passionate blogger covering women’s lifestyle and travel, Chicago holds a special place in my heart. It’s a sprawling, gorgeous city that caters to everyone, from architecture enthusiasts to art lovers and foodies alike. Whether you’re here for a short visit or a more extended stay, there’s always a supply of things to do. One of my favorite ways to explore on a budget is through free walking tours using a GPS-guided app. Plug in your headphones, set your own pace, and discover the city with fascinating insights along the way.

Explore Chicago like a seasoned traveler with these free walking tours, perfect for solo adventurers or those looking to learn more about the city’s hidden gems. Whether you’re interested in art, architecture or simply filling your itinerary with fun and budget-friendly activities, there’s something here for every woman traveling to Chicago. Read more if you want to experience the best of Chicago without breaking the bank!

Check Out These Free Walking Tours You Can Start Today:

Chicago Introduction Walk

Starting near the historic Chicago Union Station, the Chicago Introduction Walk is an ideal way to get acquainted with some of the city’s most iconic landmarks. This two-hour walking tour takes you through 11 must-see attractions, beginning near the famous Willis Tower, where you can catch breathtaking views from Skydeck Chicago and concluding near the bustling Water Tower Place.

As you make your way along the route, you’ll encounter the Art Institute of Chicago, home to world-renowned collections of art, and experience the playful energy of Crown Fountain in Millennium Park. Of course, no visit to Chicago is complete without stopping by The Bean (Cloud Gate), a favorite photo spot for both locals and visitors. You’ll also traverse the Michigan Avenue Bridge, where you can soak in views of the Chicago River and the city’s striking skyline, among other key attractions. This tour is perfect for those who want a comprehensive introduction to the heart of Chicago, all while enjoying a leisurely walk through its vibrant streets.

Loop District Architectural Walking Tour

If you’re planning to stay in the Loop, the Loop District Architecture Walking Tour is a fantastic way to immerse yourself in the architectural splendor that defines downtown Chicago. This tour covers a total of 12 attractions and typically takes around three hours to complete, though the duration might stretch depending on how often you pause to capture the stunning sights.

The tour kicks off with one of my personal favorites, the Aqua Tower. Standing tall at 87 stories, this remarkable building is a modern masterpiece, featuring a unique undulating facade that mimics the flow of water, crafted from glass and concrete. As you wind your way through the Loop, you’ll explore a mix of historic and contemporary structures that showcase the city’s architectural diversity. From towering skyscrapers to hidden gems, each stop offers a glimpse into Chicago’s rich history and innovative design.

The tour culminates at the historic Auditorium Building, originally home to Chicago’s grand Opera House. Now serving as a combined office and theater space, the Auditorium Building remains a significant cultural landmark, reflecting the grandeur of Chicago’s architectural past. This tour is perfect for architecture enthusiasts and anyone looking to delve deeper into the stories behind the buildings that shape the city’s skyline.

Chinatown Walking Tour

One of my absolute favorite walking tours on this list is the Chicago Chinatown Walking Tour, located in the vibrant South Loop. This tour is a feast for the eyes, with every stop being a photo-worthy spot that captures the rich cultural essence of the area. Though there are only eight attractions on the itinerary, don’t be surprised if you find yourself spending well over an hour exploring everything, as each location offers its own unique charm and history.

The tour begins at the iconic Chinatown Gate, a striking landmark that welcomes visitors into the neighborhood with its bold colors and intricate designs. From there, you’ll weave through streets filled with ornate architecture, traditional shops, and colorful murals, each telling a story of the community’s heritage. Even with its relatively short list of stops, this tour offers a deep dive into the cultural tapestry of Chinatown.

The journey concludes at the serene Ping Tom Memorial Park, a beautifully landscaped space that provides a tranquil escape from the city’s hustle and bustle. While the tour officially ends here, I highly recommend starting your day at Ping Tom Memorial Park early in the morning to catch the stunning sunrise over the Chicago River. The view is simply breathtaking and sets a peaceful tone for the rest of your tour. Afterward, take your time strolling back through the neighborhood, soaking in the sights, and perhaps finishing off your adventure with a delicious meal at one of Chinatown’s many authentic eateries.

Lincoln Park Neighborhood Walking Tour

One of my absolute favorite areas to explore in Chicago is the charming Lincoln Park neighborhood, and the free Lincoln Park Neighborhood tour perfectly captures the essence of this historic district. This tour offers a leisurely 2.1-mile stroll through one of the city’s most picturesque areas, making it a must-do for anyone looking to experience Chicago’s blend of natural beauty and urban charm.

The tour begins with a visit to Oz Park, a whimsical green space inspired by ‘The Wizard of Oz.’ Here, you can wander through lush gardens, snap photos with statues of Dorothy, the Tin Man, and other beloved characters, or simply relax in the tranquil surroundings. As you continue along Lincoln Avenue, you’ll pass by an eclectic mix of boutique shops, historic homes, and tree-lined streets that reflect the neighborhood’s rich history and vibrant community.

The tour concludes at the famous Lincoln Park Zoo, one of the oldest and most beloved zoos in the country. The zoo offers free admission, allowing you to extend your adventure by visiting a wide variety of animals and beautifully maintained exhibits. As you walk, you’ll want to take your time, moving slowly to fully appreciate the architectural beauty, natural scenery, and photo opportunities that abound along the way. Whether you’re a local or a visitor, this tour provides a delightful glimpse into one of Chicago’s most beloved neighborhoods.

University of Chicago Area Walking Tour

If you’re eager to explore an area that feels like stepping into a storybook, the University of Chicago Area Walking Tour is an excellent choice. This tour takes you through one of Chicago’s most picturesque and historically rich campuses, where the architecture resembles ivy-covered castles straight out of a fairy tale. The university’s campus is renowned for its stunning Gothic-style buildings, which are beautifully draped in lush, green ivy, creating a serene and almost magical atmosphere.

As you meander through the campus, you’ll encounter a range of impressive structures, from the stately Harper Memorial Library to the charming quadrangles that offer a glimpse into the university’s storied past. The tour allows you to appreciate the intricate details of the architecture and the expansive green spaces that surround these historic buildings.

The entire area is designed for a leisurely exploration, and depending on how many photos you take and how thoroughly you wish to explore, you can navigate through the campus relatively quickly. Whether you’re a history enthusiast, architecture lover, or simply seeking a peaceful stroll amidst beautiful surroundings, this tour offers a delightful experience that showcases the best of what the University of Chicago has to offer.

Chicago Old Town Walking Tour

Another fantastic choice for a blend of architecture and culinary delights is the Chicago Old Town Walking Tour. Spanning approximately two hours, this tour introduces you to around nine key attractions, though the entire neighborhood itself is a treasure trove of Chicago history and charm. The journey begins on Wells Street, a historic thoroughfare lined with beautifully preserved buildings that reflect Old Town’s rich past. As you wander through this area, you’ll encounter a fascinating mix of Victorian-era architecture, modern eateries, and classic storefronts that contribute to the neighborhood’s unique character.

The tour concludes at the historic St. Michael’s Church, a landmark that adds to the area’s historical significance. Along the way, you’ll have the chance to explore some of the neighborhood’s key sites, including local landmarks and hidden gems that capture the essence of Old Town’s heritage. If time permits, make sure to stop by the Chicago History Museum, located nearby, to deepen your understanding of the city’s past. This museum offers a wealth of information and exhibits that complement your exploration of the Old Town, making it a worthwhile addition to your tour.

View More Free Tours in Chicago or Create Your Own

If you’ve explored all the tours on this list and are still hungry for more, GPSmyCity offers additional free walking tours throughout Chicago. For those seeking a more personalized experience, the Create Your Own Tour feature on the app lets you pin your favorite spots on a map, allowing you to design a unique itinerary tailored to your interests and come back to it whenever you like.

The GPSmyCity app is a fantastic tool for women looking to expand their Chicago itineraries without stretching their budget. Not only does it provide free tours in Chicago, but it also offers GPS-guided tours in over 1,000 cities worldwide. This means you can enjoy a tailored, cost-effective travel experience wherever your adventures take you. Check out the full list of locations here.

Free walking tours aren’t the only thing that you can fill your itinerary with while staying on a budget, there’s more! Make sure you check out all of my Chicago blog posts as well as my free in Chicago activities so that you can enjoy the remainder of your trip without spending a lot of money.

Check out my other blog posts filled with budget friendly Chicago activities

Free walking tours are just the start of your budget-friendly Chicago adventure. For women traveling to Chicago who want to maximize their experience without overspending, be sure to check out all my Chicago blog posts. They cover a range of budget-friendly activities and tips to help you enjoy your trip to the fullest. Check this out for more great ways to explore Chicago while staying on budget!