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Top Illinois Holiday & Seasonal Tours

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Elevated Chicago City Lights Romance Experience

Elevate your Valentine with Chicago Helicopter Experience! You and your special someone will be whisked away in a luxurious helicopter over the glistening Chicago skyline. From the most unique vantage point, you'll capture the amazing views as millions of lights dot the city - lining Lake Shore Drive, dancing on Buckingham Fountain, and scattered across the iconic skyscrapers. The glowing cityscape provides a romantic backdrop to your special evening. We'll help you toast your celebration with complimentary champagne, two chocolate roses, and a keepsake photo of your unforgettable experience.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
$149.00 USD
From  
$149.00 USD
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NEW TO VIATOR

Moonlit Cemetery Tour - Bluff City Cemetery

• Join us on an interesting tour of this historic cemetery. Unlike other tours which just talk constantly, you get to enjoy the peace and quiet of the cemetery and anticipate the experiences that await you. • During the tour you will learn some history about the cemetery and different burial practices of the past. We will teach you how to try and capture paranormal activities on your camera, or camera phone. • included in the price is the use of special equipment for detecting Spirits in the cemetery. • This is small-group tour (20 people max) • The tour lasts 3 hours • Your experienced Spirit Guides will take you on a fascinating Moonlit Tour of the Cemetery. • Afterlife Tours, Inc. is giving a percentage of every ticket sold back to the Cemeteries, to assist in the preservation, and reconstruction, of this historic cemetery.
  • Duration: 3 hours
  • Duration: 3 hours
From  
$45.00 USD
From  
$45.00 USD
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Chicago Helicopter Tour With Holiday Lights

Celebrate the holidays in Chicago with a special scenic helicopter ride that provides a dazzling perspective on the Windy City's top attractions. Depart from a heliport located downtown near the Loop and fly over illuminated landmarks such as Willis Tower (formerly Sears Tower), Navy Pier, Wrigley Field, Lincoln Park Zoo, and Lake Michigan while listening to commentary from your pilot about the history of Chicago. At the heliport, you can enjoy hot chocolate and seasonal treats, history exhibits, and an interactive flight simulator.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
$178.00 USD
From  
$178.00 USD
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Holiday Hike: Festive Chicago Food and Walking Tour

Stroll through Chicago's winter streets, lit up for the holidays, on this 3-hour walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows at Macy's, and ice skating at Millennium Park. Follow your local guide on a walk down festively decorated State Street and sample generous tastes of classic Chicago foods and holiday treats. Seasonal craft beer tastings will help you stay warm and toasty; please note this tour operates in all weather conditions, so dress appropriately.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
$74.34 USD
From  
$74.34 USD
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NEW TO VIATOR

Moonlit Cemetery Tour - Oakwood Cemetery

• Join us on an interesting tour of this historic cemetery. Unlike other tours which just talk constantly, you get to enjoy the peace and quiet of the cemetery and anticipate the experiences that await you. • During the tour you will learn some history about the cemetery and different burial practices of the past. We will teach you how to try and capture paranormal activities on your camera, or camera phone. • included in the price is the use of special equipment for detecting Spirits in the cemetery. • This is small-group tour (20 people max) • The tour lasts 3 hours • Your experienced Spirit Guides will take you on a fascinating Moonlit Tour of the Cemetery. • Afterlife Tours, Inc. is giving a percentage of every ticket sold back to the Cemeteries, to assist in the preservation, and reconstruction, of this historic cemetery.
  • Duration: 3 hours
  • Duration: 3 hours
From  
$45.00 USD
From  
$45.00 USD
See Details

Chicago Fireworks Viewing by Segway

Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, then witness Chicago's weekly summer fireworks display at Navy Pier from a secret location. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$65.30 USD
From  
$65.30 USD
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Chicago Holiday Lights Tour by Segway

Soak up the Windy City’s festive holiday feel and explore local landmarks with ease on this 2-hour Segway tour in Chicago. Hop onto your Segway and spin through Chicago’s Millennium Park to the Loop. With your guide, you'll watch skaters enjoying the ice rink, explore Michigan Avenue and admire festive displays at Macy's department store. See the German Christmas market stalls at Daley Plaza, where locals sip hot chocolate and munch 'bratwurst,' and enjoy the atmosphere beneath the city’s Christmas tree. Get the personalized feel of a small-group experience.
  • Duration: 120 to 135 minutes
  • Free Cancellation
  • Duration: 120 to 135 minutes
  • Free Cancellation
From  
$70.40 USD
From  
$70.40 USD
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30 Minute Chicago Helicopter Tour With Fireworks Show

Get a front row seat to Chicago’s fireworks display during a 25 to 30-minute helicopter ride above the Windy City.  The nighttime tour takes you over Navy Pier, the Loop, and North Side. Listen to in-flight commentary through a provided headset, which also mutes outside noise. Then, fly to Navy Pier and photograph the stunning fireworks from above before returning to the Earth.
  • Duration: 25 to 30 mins
  • Free Cancellation
  • Duration: 25 to 30 mins
  • Free Cancellation
From  
$299.00 USD
From  
$299.00 USD
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Private Navy Pier Fireworks Sail in Chicago

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$445.76 USD
From  
$445.76 USD
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Chicago Winter Holiday Walking Tour With Drinks

Celebrate the holidays in Chicago on a special 2.5-hour walking tour that serves up the Windy City's history with drinks and festive decorations. Wear your warm winter clothing for a tour that spends half the time indoors at landmark spots like the Marshall Field’s Department Store in addition to some time outdoors. Your guide shares commentary about the Daley family and Chicago's mayors, Christmas traditions in the city, and other Chicago lore as you stroll through downtown and pop into two establishments for drinks (optional and at own expense).
  • Duration: 3 hours
  • Duration: 3 hours
From  
$34.00 USD
From  
$34.00 USD
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