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Top Chicago Holiday & Seasonal Tours


Holiday Hike Chicago-Style: Festive Food & Walking tour

clock 3 hours
  • Get immersed in this Holiday Hike Chicago-Style tour
  • A festive tour where travellers will witness the festivals of Chicago Read more
  • A walking tour through the Millennium Park, Palmer House, the Hilton Historic Lobby, Macy's on State Street and many more places
  • What You'll Do:

  • The tour begins at 130 E Randolph St, Chicago
  • Meet the guide at the Giordano's Pizzeria to taste stuffed pizza also popularly known as deep-dish pizza, a speciality of Chicago
  • Visit Millennium Park which is equipped with an ice-skating rink, where tourists get a chance to glide on ice to their hearts content
  • At Palmer House Hilton Historic Lobby, 17 E Monroe St, Chicago, stop to eat some tasty sweets, a place where the chocolate treats were first discovered
  • Get a chance to see the holiday decor at Macy's on State Street, 111 N State St and then you will be taken to Daley Bicentennial Plaza for shopping
  • Visit the open ampitheatre at Jay Pritzker Pavilion
  • What It Includes:

  • Time taken to cover this trip is approximately 3 hours
  • Food samples are served to the tourists
  • Visit some of the main attractions of Chicago
  • The tourists are accompanied by a local tour guide
  • Holiday Cocoa or Cider are served to travellers as refreshments
  • A moderate level of physical fitness is required to participate in this tour
  • Travellers Talk:

  • The tourists found the tour extremely informative and stated that the guide was friendly and well-behaved
  • They said that the food stops were on desirable joints where they had a lot of fun
  • The tourists loved the company of their guide
  • Is It Right:

  • A trip perfect for all who wish to view and experience the festivities of the Windy City
  • One can take part on this trip with their family and friends
  • Read lessRead more

BEST Windmill Island-Tulip Festival Day Tour

clock 10 to 11 hours
  • Travel with thoroughly disinfected sightseeing coach and our professional well-trained tour escort.
    Travel in comfort with our experienced professional Chinese and English-speaking tour guide.
    Indulge in the sea of tulips and take you to feel the windmill island in spring; stroll through the Holland Village and enjoy the European style;...Read more

The Christmas Tree Crawl Experience Chicago at the Holidays

clock 2 hours
  • Experience the vibrant life of downtown Chicago at its most exciting and beautiful time of year! Visit stops like the Christkindlmarkt, the old Marshall Field's, the Palmer House Hilton Historic Lobby, Millennium Park, and...Read more

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

clock 2 hours
  • There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with...Read more

4th of July Independence Celebration Aboard Chicago's Official Tall Ship Windy!

clock 2 hours
  • Treat yourself to one of the most spectacular sails of the year aboard Tall Ship Windy. The July 4th celebration in Chicago is one of the best in the nation. From spectacular music in Grant Park the entire weekend, Navy Pier fireworks on July 2nd and the celebration everywhere on July 4th – Chicago is the place to be.

    This VIP event...Read more

Chicago New Year's Eve Premier Dinner Cruise on Lake Michigan

clock 3 hours
  • Ring in the new year in style and countdown to midnight with a New Year's Eve Premier Dinner Cruise on Lake Michigan. Enjoy a unique celebration, a festive atmosphere, and the best views of Chicago.
    Grab a front-row seat for the best seat to the fireworks and watch their glow illuminate your city like you’ve never seen...Read more

2-Hour Chicago Holiday Lights Segway Tour

clock 120 to 135 minutes
  • See Chicago all decked out in holiday lights on a Segway sightseeing tour of the Windy City’s sparkling downtown. Get into the holiday spirit as you ride past the bean sculpture and Millennium Park Ice Rink, admire festive window displays at Macy’s (formerly Marshall Fields) and glide under twinkling lights along Michigan Avenue. End your...Read more

Magnificent Mile Holiday Lights Walking Tour

clock 2 hours
  • Catch the holiday spirit in Chicago! Get your best walking shoes on and join us for an adventure through the beautifully illuminated downtown Chicago. Your holiday journey will start at Chicago’s front yard, Millenium Park, and is just steps away from Macy’s festive windows. Enjoy the delicious tastes that Christkindlmarket Chicago has to...Read more

FAQs about Chicago Holiday & Seasonal Tours