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Chicago, Illinois – Architecture and the Arts in the ‘Windy’ City

Price Starting at $4,095.00

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Be swept away by the Windy City on this whirlwind adventure to Chicago! Whether you’re biting into your first savory taste of Chicago deep dish pizza or feeling your stomach drop as you stare down 103 floors from the glass observation deck in the Willis Tower, this is a city of experiences, each one more potent than the last. Uncover the grit and romance of Chicago’s history as you tour the major landmarks of the city. Get behind the scene’s tours of Shedd Aquarium, The Art Institute, Millenium Park, and more. Immerse yourself in the culture and beauty of a place known for its architectural innovation. Above all, allow yourself to be truly blown away – after all, it’s what Chicago is known for.

Degree of Difficulty –    

Upon arrival in Chicago, “The Windy City,” you will be met and transferred from one of the airports to your hotel. You’ll have some free time to relax and settle into your hotel room before meeting your group in the lobby for a welcome dinner at The Grill on the Alley, a well-known steakhouse with a classic American menu. MILLENNIUM KNICKERBOCKER CHICAGO.

(Welcome D)

Prices vary by season and package. Please inquire by phone at (800) 627-1244 or email for more information and a pricing estimate.

  • All ground transfers and tours in air-conditioned vehicle.
  • Services of a local guide on transfers and sightseeing as noted.
  • Superior accommodations throughout as indicated or similar.
  • All meals as specified. (B=Breakfast; L=Lunch; D=Dinner)
  • Tour of Chicago Theater.
  • Architectural River Boat Tour.
  • Admission and highlights tour at the Art Institute of Chicago.
  • Admission and behind the scenes tour at Shedd Aquarium.
  • All applicable hotel taxes.
  • Hotel porterage.
  • Complimentary baggage tags.

“She is novelty; for she is never the Chicago you saw when you passed through the last time.”
-Mark Twain

Our program visits Chicago, the ‘windy city.’ The climate here is typically continental with cold winters and hot summers. Add to this the fluctuations in humidity, wind direction and cloudiness, and you get an ever-changing pallet of weather. The best months to visit are in the Spring and Fall, but this is a city that can be visited year-round, as each season offers extraordinary opportunities.