Walking Tour Chicago: 2024 Best Deals

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Experience one of the world's greatest museums with an expert tour guide! This skip-the-line guided tour explores major artworks and hidden gems from the expansive Art Institute of Chicago collection, which can be overwhelming to explore on your own. The tour begins half an hour before the museum opens allowing you to stroll among the galleries at a leisurely pace. Details
TripAdvisor user rating 5.00 out of 5
42 Reviews
$132.50
Total Price: $135.15 (USD)
Join the Chicago walking tours and sample the Windy City’s iconic food, including deep-dish pizza, the original chocolate brownie, and local craft beers. These walking tours bring you around to some of the most renowned restaurants and bars in the city. Along the way, you’ll come across Chicago’s landmarks, well-known neighborhoods, and historic spots. Details
TripAdvisor user rating 5.00 out of 5
4770 Reviews
$79.99 $70.00
Total Price: $78.65 (USD)
You Save: $9.99
For authentic cuisine with a rich history, embark on a Chinatown food and walking tour with Bobby’s Bike Hike, America’s longest running city bike tour company. As you stroll through Chinatown’s neighborhoods on this 2.5-hour tour, you’ll sample Cantonese dim sum and tea, try Portuguese-Chinese baked goods, and so much more. Plus, you’ll learn about the history behind the cuisine and culture. Details
TripAdvisor user rating 5.00 out of 5
4774 Reviews
$79.99 $74.99
Total Price: $83.99 (USD)
You Save: $5.00
There’s nothing more magical than Chicago during the holiday season. Embark on a walking tour through Chicago’s most festive neighborhoods and restaurants. Sample the city’s best pizza while marveling at sights and decorations along the Magnificent Mile, strolling through Christkindlmarket, and sipping on the Windy City’s best craft beer. It’ll be a holiday season unlike any other! Details
TripAdvisor user rating 5.00 out of 5
4610 Reviews
$74.99
Total Price: $76.49 (USD)
See Chicago from the ground up and from way up high on this private Chicago walking tour! Discover more about The Windy City while taking advantage of all the city has to offer– including the expansive trails of Millennium Park, the opulent stores on Magnificent Mile, unique art and architecture that defines the city, and a stunning view of the Chicago skyline. Details
TripAdvisor user rating 5.00 out of 5
1 Reviews
$411.00
Total Price: $419.22 (USD)

The Chicago Walking Tours present an offering that is as robust and diverse as the Windy City itself. Immerse yourself in the vibrant atmosphere as you explore the city's celebrated streets, historic landmarks, and impressive Chicago architecture. Every step you take in this unique metropolis unfolds a new chapter of its rich history and eclectic culture.

These walking tours are a treat for all senses. Breathtaking skyline areas are captivating backdrops as you listen to stirring narratives that bring Chicago's fascinating past to life. You'll find yourself gazing in awe at towering skyscrapers, marveling at the beautiful blend of vintage and modern aesthetics that define this city.

Chicago has a plethora of neighborhoods, each showcasing its distinct personality. Explore these diverse neighborhoods brimming with a tantalizing mix of cultures, cuisines, music, and art. They are the beating heart of the city that extends a warm, sincere welcome to everyone, making these walking tours in Chicago the perfect way to truly feel the city's pulse.

Being part of a walking tour of Chicago also means getting the chance to indulge in the city's food scene. Chicago's culinary offerings play an integral part of its identity, and walking tours often introduce visitors to an array of mouthwatering local flavors.

An added advantage of these tours is the chance to mingle with other like-minded travelers from all walks of life. This adds a beautiful element of shared experience and camaraderie to your journey.

Chicago walking tours are designed not just as modes of visiting a place but as experiencing it. The benefits abound: you enjoy fresher air, you get to work off some calories, and most importantly, you enjoy an intimate and in-depth experience with Chicago in a way that vehicles simply can't provide. So prepare your comfortable walking shoes, and open yourself up for an experience that will stay with you for a long time.

Embark on an Unforgettable Journey with Chicago Walking Tours - Reserve Your Tickets on Tripster Today!


Don't miss out on the chance to truly experience the spirit of the Windy City. With Chicago walking tours, you'll not only see the city's iconic landmarks but also step off the beaten path into its vibrant neighborhoods and lesser-known treasures. By booking through Tripster, you're ensuring a seamless and reliable tour experience tailored to your interests. So, why wait? Dive into the rich tapestry of Chicago's history, culture, and unique charm. Secure your spot on a memorable walking tour today on Tripster, and prepare to be amazed at every turn.