Broadway in Chicago

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Choice of Broadway Show, Dinner, 2-Night Stay with Airfare for 2 (5412-2)

This Experience Includes:

  • 2 Premium Orchestra tickets to one Broadway show of your choice
  • Dinner for 2 at your choice of participating Chicago restaurants
  • 2-night stay in a standard guest room at a Hyatt, Hilton, Marriott, or comparable hotel
  • Round-trip coach class airfare for 2 from within the 48 contiguous U.S. to Chicago, IL
  • Winspire booking & concierge service

Chicago’s theater scene is one of the seven wonders of this vibrant city. It’s so woven into the urban neighborhoods that it has become part of the fabric of Chicago. Move over, New York, because Chicago’s Broadway scene is giving you a run for your money!

Theater Tickets
Enjoy two Premium Orchestra tickets (first 15 rows center section) to your choice of one of the exciting shows in Chicago’s bustling Downtown Theater District, subject to availability.  Select from a range of musicals and plays on the stages of five of the finest theatres in Chicago’s Loop including the CBIC Theatre, Oriental Theatre, Cadillac Palace Theatre, Auditorium Theatre of Roosevelt University and just off the Magnificent Mile, the Broadway Playhouse at Water Tower Place.

Current and upcoming productions include: A Taste of Things to Come, Andrew Lloyd Webber’s Love Never Dies, Dirty Dancing, Les Miserables, On Your Feet, Pretty Woman, Rodgers & Hammerstein’s Cinderella, The Cher Show, The Color Purple, The Humans, The Sound of Music, Waitress, and more.  Shows subject to change.

Please note:  Hamilton front mezzanine or rear orchestra tickets may be available for shows midweek; additional fee for Friday, Saturday and Sunday shows. At time of printing, Hamilton is scheduled to run through September 2018.  Dear Evan Hansen is not available as part of this package.

Chicago Casual Dining
Enjoy a total of $200 in gift cards towards dining at your choice of iconic Chicago concepts including:

Bub City® - BBQ, beer, bourbon and the best of country music
Cafe Ba-Ba-Reeba® - Authentic Spanish cuisine in a lively, vibrant atmosphere
Everest® - Personal French cuisine and unique wine collection
Hub 51® -  Modern American food in a hip, casual environment
Petterino’s® - Classic Italian, prime steak and fresh seafood
Ramen-san™ - Ramen noodle reminiscent of traditional ramen shops in Japan
RPM Steak® - Modern chef-driven steakhouse in partnership with Bill and Giuliana Rancic
Shaw's Crab House® - Jazzy, sophisticated, seafood restaurant and a carefree, lively oyster bar
Tallboy Taco® - Casual taqueria operating out of Nacional 27

Participating restaurants are subject to change. Lettuce Entertain You gift cards may be used towards food, alcohol, tax, and gratuity.

Hotel Accommodations
Enjoy a 2-night stay in a standard guest room in hotel accommodations such as the Hyatt, Hilton, Marriott, or comparable.

This package includes round-trip coach class service for two from any major metropolitan airport in the 48 contiguous United States to Chicago, IL, subject to availability.

Airfare must be booked within one year from the date of purchase. Airfare taxes and a $25 per person processing fee are the responsibility of the purchaser. Blackout dates: Thanksgiving, Christmas, and New Year’s weeks.

Business and First Class upgrades are available at the time of booking for an additional fee. Use of frequent flyer miles for upgrades is dependent on specific ticket restrictions as determined by the airline’s frequent flyer program.

Winspire Booking & Concierge Service
Winspire provides a team of seasoned travel professionals who will help you redeem your experience. All travel related details and reservations are handled for every part of your Winspire experience. Operating as a full-service travel agency, Winspire can assist with extra hotel nights, airfare upgrades, and additional guests. This service also provides you with an established network of onsite contacts who can help you book additional experiences, activities and tours.


Must be booked a minimum of 60 days in advance. Reservations are subject to availability. Certificates cannot be replaced if lost, stolen or destroyed. All purchases are non-refundable. Packages cannot be resold. Suggested retail value is calculated using tariff air rates and rack room rates. Ground transportation is not included.

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