Top Chicago Seasonal Events

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Chicago Adventures

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Chicago River Tiki Bar Party Cruise from Chicago Riverwalk
Special Offer
Special Offer
4.4 (106)

Chicago River Tiki Bar Party Cruise from Chicago Riverwalk

See Chicago the Island Party Way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax...

1 hour 15 minutes
1 hour 15 minutes
1 hour 15 minutes
4.4 (106)
$42
$41
Chicago 3D Fireworks Cruise
Special Offer
Special Offer
4.3 (242)

Chicago 3D Fireworks Cruise

Experience a getaway without leaving the city on this 3D Fireworks Cruise, departing Wednesdays and Saturdays from the Chicago Riverwalk every week during the summer...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.3 (242)
$52
$51
Chicago Sunset Segway Tour
Special Offer
Special Offer
5.0 (27)

Chicago Sunset Segway Tour

Ease into the evening with a relaxing glide through the parks and lakefront in Chicago. This evening ride offers cooler temperatures and beautiful sunset views...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (27)
$63.75
$62.75
Drunk Shakespeare Ticket – Chicago
Special Offer
Special Offer
4.7 (154)

Drunk Shakespeare Ticket – Chicago

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (154)
$29
$28
The Devil in the White City: A Haunting History Tour
Special Offer
Special Offer
4.5 (17)

The Devil in the White City: A Haunting History Tour

We are Chicago's first and best Devil in the White City tour, offering the history, legends and lore surrounding H.H.Holmes, the World's Fair and Victorian...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.5 (17)
$74.99
$73.99
Chicago Food and Culture Walking Tour
Special Offer
Special Offer
4.6 (17)

Chicago Food and Culture Walking Tour

Start your immersive walking tour at a Chicago icon: the Centennial Fountain at River Esplanade Park. From here, your guide will take you on a...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (17)
$39
$38
Yucatan Delights by a Michelin Star-Trained Chef in Chicago
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Yucatan Delights by a Michelin Star-Trained Chef in Chicago

Each dish is crafted with the freshest ingredients and a focus on traditional cooking techniques, resulting in a dining experience that is both authentic and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$205.27
$204.27
Field Museum Basic Admission Ticket with Tasting Experience
Special Offer
Special Offer
5.0 (1)

Field Museum Basic Admission Ticket with Tasting Experience

Explore the wonders of the Field Museum with general admission that covers all open general exhibitions, including the Griffin Halls of Evolving Planet & SUE...

4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
5.0 (1)
$55
$54
Chicago Water Taxi River Fireworks Cruise
Special Offer
Special Offer
4.4 (10)

Chicago Water Taxi River Fireworks Cruise

Join Chicago Water Taxi on Wednesday nights as we depart from the Magnificent Mile to view the City’s fireworks display. No city embraces summer quite...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.4 (10)
$25
$24
2-Hour Chicago Wine and Cheese Cruise
Special Offer
Special Offer
4.8 (5)

2-Hour Chicago Wine and Cheese Cruise

This Wine & Cheese Cruise is a world class Chicago experience for locals and visitors. Board our famous tour boats at Michigan Avenue, and enjoy...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (5)
$70
$69
Chicago Seasonal Stroll Walking Tour of Holiday Attractions
Special Offer
Special Offer
5.0 (5)

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
$44.99
$43.99
Private Holiday City Tour
Special Offer
Special Offer
5.0 (3)

Private Holiday City Tour

Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
$499
$498
Private Christmas Walking Tour in Chicago with Christkindlmarket
Special Offer
Special Offer
5.0 (1)

Private Christmas Walking Tour in Chicago with Christkindlmarket

This private Christmas walking tour in Chicago captures seasonal traditions within a historic urban setting. You will begin along Michigan Avenue, where architectural landmarks are...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$469
$468
Tamales and Tacos with Margarita Cooking Class at Su Casa
Special Offer
Special Offer
4.5 (2)

Tamales and Tacos with Margarita Cooking Class at Su Casa

Immerse yourself in the vibrant flavors of Mexico with a hands-on cooking class at Su Casa Mexican Restaurant. Guided by experienced chefs, participants will learn...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.5 (2)
$59
$58
Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago
Special Offer
Special Offer

Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago

1. Explore Motorsports Hall of Fame. 2. Be in the National Park with most visitors in US -- Great Smoky Mountains. 3. Southern dinner show...

4 days • Free Cancellation
4 days • Free Cancellation
4 days • Free Cancellation
$1,030
$1,029

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