Chicago (Peaceful & Low Crowd)

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Historical Tours Low Last Minute Supplier Cancellation Rate Helicopter Tours

Soar Above Chicago: A Private Helicopter Skyline Adventure

Experience Chicago like never before with a Private 45-Minute Helicopter Tour. Enjoy breathtaking panoramic views of the city's iconic skyline with family or friends. This exclusive tour offers a thrilling and intimate experience, complete with live commentary and unparalleled photo opportunities. An unforgettable adventure awaits!

star Created with Sketch. 4.8 (126 reviews)

Duration In Minutes Duration: 45 minutes

Price from

$849

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Soar Above Chicago: A Private Helicopter Skyline Adventure

Soar Above Chicago: A Private Helicopter Skyline Adventure

Chicago Shoreline Adventure: High-Speed History & Thrilling Spins!

Chicago Shoreline Adventure: High-Speed History & Thrilling Spins!

Chicago Sightseeing Boat Tour: City Views & Skyline

Chicago Sightseeing Boat Tour: City Views & Skyline

Unlock the Field Museum: VIP Early Access & T. Rex Encounter!

Unlock the Field Museum: VIP Early Access & T. Rex Encounter!

Private Sail: Chicago Skyline Views from Navy Pier!

Private Sail: Chicago Skyline Views from Navy Pier!

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Top Low Crowd & Peaceful Places to Visit in Chicago

Explore the best low-crowd places in Chicago where the environment feels calm and comfortable. These locations are rated for having manageable to minimal crowds, offering free movement, shorter waits, and a more peaceful atmosphere. Perfect for travelers who prefer quiet experiences over packed tourist spots.

Chicago Sunset Sailing: Private Lake Michigan Cruise Awaits!

Location Icon Chicago

$507.96

Chicago Sunset Sailing: Private Lake Michigan Cruise Awaits!

Low Last Minute Supplier Cancellation Rate Likely to Sell Out Day Cruises

Rating Star 5.0 (27 reviews)

Duration In Minutes Duration: 120 minutes

Come Sailing at Navy Pier Marina for a stunning sunset sail on Lake Michigan! Enjoy a two-hour private charter for up to six guests, customizable with your choice of music and route. Relax as a licensed captain guides you, offering historical anecdotes and unforgettable skyline views. A perfect, serene escape on the water.

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Chicago Private City Tour: Discover the Windy City in Style & Comfort!

Location Icon Chicago

$539

Chicago Private City Tour: Discover the Windy City in Style & Comfort!

Bus Tours City Tours Car Tours

Rating Star 4.9 (201 reviews)

Chicago Private Custom City Tour offers a personalized exploration of Chicago with hotel pick-up. Enjoy a 3-4 hour chauffeured tour, led by knowledgeable guides. Stops include Millennium Park and Museum Campus. Interactive and entertaining, this tour covers Chicago's history, architecture, and culture. Concludes with drop-off at your preferred downtown location.

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Chicago Art Institute: Skip-the-Line Small Group Tour

Location Icon Chicago

$85.5

Chicago Art Institute: Skip-the-Line Small Group Tour

Historical Tours Museums Low Last Minute Supplier Cancellation Rate

Rating Star 5.0 (152 reviews)

Duration In Minutes Duration: 150 minutes

Skip the Line Art Institute of Chicago Tour Semi-Private 8ppl Max. This tour lets people see amazing art without waiting in long lines. It is a walking tour that is great for people who like art and history.

What to Expect: The Art Institute of Chicago is a very popular museum, just like the Met in New York or the Louvre in Paris. On this 2.5-hour tour, a friendly guide will take a small group (8 people max) to see the most famous artworks. Some of the art you might see includes *Paris Street, Rainy Day*, *Sunday on La Grande Jatte*, and *Nighthawks*. But sometimes, art is not there because it is being fixed or moved.

This tour includes all entrance fees and a guide who knows a lot about art. It does not include tips for the guide or rides to and from your hotel. It's easy to get to the museum by taxi or UBER.

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Discover Labor's Art: Skip the Line at Milwaukee's Grohmann Museum!

Location Icon Grohmann Museum

$5

Discover Labor's Art: Skip the Line at Milwaukee's Grohmann Museum!

Art Galleries Excellent Quality Historical Tours

Rating Star 4.9 (47 reviews)

Skip the Line: Grohmann Museum. Explore art dedicated to labor, engineering, and human achievement at the Milwaukee School of Engineering. This unique collection offers a glimpse into the history of work, skill and industry, showcasing a variety of artistic styles.Perfect for art enthusiasts, history buffs, and anyone curious about labor's artistic legacy.

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Chicago's Hidden Pedway: Underground Walking Adventure

Location Icon Chicago

$65

Chicago's Hidden Pedway: Underground Walking Adventure

Walking Tours Likely to Sell Out Private and Luxury

Rating Star 5.0 (27 reviews)

Duration In Minutes Duration: 180 minutes

Walking Tour: Underground Chicago via the Pedway is an adventure that explores the city's secret underground tunnel system, called the Pedway, and some special sights above ground. This walking tour is perfect for anyone who wants to see a different side of Chicago and learn about its history and culture.
The tour starts in the Swissotel lobby with a short introduction to the Pedway. Guests will go underground to visit the Cultural Center and see the beautiful Tiffany Dome. The tour continues through the Pedway to Macy's, where visitors can admire the Tiffany ceiling and the famous Walnut Room. Then the tour heads west to see the Picasso sculpture in Daley Plaza and the Chicago Temple with its Sky Chapel.
After a quick train ride, the tour arrives at the start of Route 66, where guests can take photos with the Art Institute's lion statues. Finally, the tour visits Millennium Park to see Cloud Gate (The Bean), Lurie Gardens, and Crown Fountain. The tour includes transit tickets and a local expert guide. Gratuities, food, and drinks are not included.

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Discover Chicago's Iconic Loop: Architecture, Art & History Walking Tour

Location Icon Chicago

$60

Discover Chicago's Iconic Loop: Architecture, Art & History Walking Tour

Nature Walks Private and Luxury Walking Tours

Rating Star 4.9 (54 reviews)

Duration In Minutes Duration: 120 minutes

Chicago Loop Walking Tour unveils the city's vibrant heart. Explore stunning architecture, famous art, and learn about the communities that shaped this iconic area. A guided, small-group experience perfect for discovering hidden gems and key landmarks. Best to remember the stories behind the buildings.

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Milwaukee's Marvels: An Exclusive Cultural & Historical Journey

Location Icon Milwaukee

$68

Milwaukee's Marvels: An Exclusive Cultural & Historical Journey

DSA non-compliant Low Supplier Cancellation Rate Low Last Minute Supplier Cancellation Rate

Rating Star 4.9 (289 reviews)

Discover Iconic Milwaukee Tour: An intimate exploration of Milwaukee's history, culture, and energy. From Lake Michigan to the Harley-Davidson Museum, explore the Third Ward's boutiques and diverse neighborhoods. Marvel at the Milwaukee Art Museum and customizable options suits interests. A private, high-end unforgettable experience limited to 5/cruiser.

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Explore Chicago's Hidden Gems: A Neighborhoods Small-Group Tour

Location Icon Chicago

$125

Explore Chicago's Hidden Gems: A Neighborhoods Small-Group Tour

Low Last Minute Supplier Cancellation Rate Audio Guides DSA non-compliant

Rating Star 4.5 (50 reviews)

Duration In Minutes Duration: 270 minutes

The Small-Group Tour of Chicago Neighborhoods offers an in-depth exploration beyond typical tourist spots. This unique tour showcases over ten neighborhoods across Chicago's North, South, Southwest, and Northwest sides. Offering insights into local culture and city parks, it's an immersive experience for those seeking a comprehensive view of Chicago.

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Chicago's Black History: A Heritage Tour Unveiled

Location Icon Chicago

$125

Chicago's Black History: A Heritage Tour Unveiled

Half-day Tours Low Supplier Cancellation Rate Bus Tours

Rating Star 4.4 (127 reviews)

Duration In Minutes Duration: 240 minutes

The African American Heritage Tour of Chicago explores pivotal landmarks, including the DuSable Museum and homes of influential figures like Louis Farrakhan and Barack Obama. Experience the impact of the Great Migration and the profound contributions of African Americans to Chicago's culture and history. A truly insightful experience.

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Chicago's Hidden Gems: Unearthing the Pedway & Loop Secrets

Location Icon Chicago

$35

Chicago's Hidden Gems: Unearthing the Pedway & Loop Secrets

City Tours Walking Tours Short term availability

Rating Star 4.9 (377 reviews)

Duration In Minutes Duration: 120 minutes

Chicago Architecture Tour: Explore the underground Pedway and Loop's hidden architectural gems. Discover secret buildings, interior spaces, and untold stories beneath the city. Learn to navigate the Pedway like a local, and uncover Chicago's rich history and design on this walking tour. Perfect for architecture enthusiasts.

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Step Back in Time: Chicago's Dazzling Art Deco Interior Walking Tour

Chicago Architecture Walking Tour explores stunning Art Deco interiors from the 1920s, revealing the glitz and glam hidden within Loop buildings and along the Chicago River. Discover spaces unseen by boat tours, and delve into the futuristic designs of this iconic era. No special skill needed and excellent for all ages.

star Created with Sketch. 4.9 (83 reviews)

Duration In Minutes Duration: 120 minutes

Price from

$35

Explore More Tours by Real Experience Factors In Chicago

We constantly score & monitor Chicago tours, and bring together key Dyvarcity metrics based on real customer reviews and feedback. So you can find best experiences based on your needs.

Chicago Best Things to Do: Concerts, Helicopter & Food Tours

The Chicago skyline is hiding a secret- a ton of them, actually. It’s more than a view: it’s got adventures you're meant to explore. Breathe in the winds and excitement of a helicopter tour, party at top concerts, or dive into food and pizza tours. Walk beside history on a gangster mob tour, take a fireboat or bus tour. Looking to get wild tonight? Find events going on sooner than tomorrow, from EDM to country concerts. Check all your bucket list boxes, and live stories you’ll remember forever.

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