Best of Chicago

Nonprofit Cost: $2,995 Get Started

Choice of Broadway Show, Dinner, 3-Night Stay with Airfare for 2 (5412-2)

This Experience Includes:

  • 2 Premium Orchestra tickets to one Broadway show of your choice
  • $200 gift card towards dining at your choice of participating Chicago restaurants
  • 3-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

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 Bank of America Theatre, Oriental Theatre, Cadillac Palace Theatre, the Auditorium Theatre of Roosevelt University and just off the Magnificent Mile, the Broadway Playhouse at Water Tower Place.

Current and upcoming productions include: Aladdin, Beautiful – The Carol King Musical, Escape to Margaritaville, Irving Berlin’s White Christmas, Les Miserables, Andrew Lloyd Webber’s Love Never Dies, Motown the Musical, School of Rock, The Color Purple, The Humans, Waitress, Wicked, and moreShows subject to change. Please note:  Hamilton is not available as part of this package.

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!

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

Bub City® - BBQ, beer, bourbon and the best of country music
Cafe Ba-Ba-Reeba® - Authentic Spanish cuisine in a lively, vibrant atmosphere
Ema™ - Mediterranean restaurant showcasing the chef’s lighter California style of cooking
Everest® - Personal French cuisine and unique wine collection
Frankie’s Scaloppine® - Neighborhood Italian restaurant
Hub 51® -  Modern American food in a hip, casual environment
Il Porcellino™ - Rustic everyday Trattoria
Intro Chicago™ - Innovative, casually upscale restaurant introducing up-and-coming talent
Joe's Seafood Prime Steak & Stone Crab® - Tempting selection of aged prime steaks, wide range of jet-fresh seafood
M Burger® - Burgers, fries and shakes
Maggiano’s Little Italy® - Authentic Italian restaurant (5 area locations)
Mon Ami Gabi® - A classic French bistro
Nacional 27® - Eat, drink, dance at this modern Latin restaurant, ceviche bar, salsa club
Osteria Via Stato® - Rustic, Italian inspired menu in a warm, welcoming atmosphere, 
Oyster Bah™ - Oyster bar and East Coast-inspired seafood
Petterino’s® - Classic Italian, prime steak and fresh seafood
Pizzeria Via Stato® - Tavern pizzas, as well as small plates and seasonal salads 
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
Tru® - Progressive French fine dining
Wildfire® - Steaks, chops and seafood
Wow Bao® - Hot Asian steamed buns and bowls

Participating restaurants are subject to change. Gift cards may be used towards food, alcohol, tax, and gratuity.

Hotel Accommodations
Enjoy a 3-night stay in a standard guest room in hotel accommodations such as the Hyatt, Hilton, Marriott, or comparable.

Airfare
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.

ADDITIONAL INFORMATION:

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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