All attendees will enjoy Carnivale's delicious cuisine, custom cocktails, live entertainment, magic, and raffle.

 Attire: Cocktail, Business Casual, or Latin Chic



The Guest House celebrates over 25 years of positive impact in 2025! Join us for a night of celebration at The House Always Wins 2025 on Monday, April 28th at the fabulous Carnivale Restaurant in Chicago!

Your presence at this night of laughter and entertainment ensures that medical patients, their families, and military veterans of any age, and any diagnoses, can access top-quality, life-saving medical treatment from Chicagoland hospitals, due to the temporary lodging that the Guest House provides!

Led by the esteemed WBBM Newsradio's Reporter / Afternoon Anchor Lisa Fielding, our casino-themed gala promises an unforgettable evening filled with Latin cuisine, specialty cocktails from Uncle Nearest Premium Whiskey, live entertainment including samba dancers, gaming, and a raffle. 


Just announced - we are excited to add our friend, LeeAnn Trotter, Arts & Culture Reporter for NBC 5 Chicago, to the festivities.

We are also pleased to announce the return attendance of our special celebrity guests,
Tim Kazurinsky, Award-nominated, Actor/Screenwriter/Producer (SNL, Police Academy movies, About Last Night

AND

Mariann Aalda, Noted actress and positive ageing activist - Currently recurring on the Emmy Award-winning streaming soap, The Bay, as family matriarch "Violet Givens," and is the "Radical Age Disruptor" Expert for Crunchytales.com, a UK-based online magazine for women over 50, Mariann will be making a special Guest House appearance this year as her performance-art character, "Adult Sex Ed Evangelist & Mojo Motivator, Dr. Ginger."

Valet parking will be available, making your arrival seamless and stress-free. VIP ticket holders may access the VIP lounge all evening and be swept away by specialty tastings and unique cuisine. All attendees can kick off the celebration with the main event taking place from 6:00 pm to 9:30 pm.

Don't miss out on the chance to be part of this extraordinary evening for a great cause! Register now and secure your spot. Let's make this celebration a night to remember.


All attendees will enjoy:

  • A sample of Carnivale's delicious Latin cuisine reflected at multiple food stations on the main level, including vegan and vegetarian options
  • Open bar with a range of tantalizing cocktails and spirits
  • Uncle Nearest Premium Whiskey will be providing a specialty cocktail all evening
  • Performance from samba dancers who entertain and engage our guests
  • Magic from John Railing who will amaze and astonish
  • Opportunity to play Blackjack, Craps, and Roulette - donate to purchase chips to turn in to win fun raffle prizes


VIP Sponsors will also enjoy:

  • Private bar w/a mixologist teaching you how to make your own mojito
  • Texas Hold 'Em poker table (only in VIP Lounge) in addition to a Blackjack and Craps table
  • Selections from the delicious Carnivale menu that cannot be found on the main level
  • Access to the VIP lounge all evening

Live Auction Packages - In Person Only!

Don't miss your opportunity to bid on these gorgeous getaways - only available live at The House Always Wins!

Win a stay at this stunning private home in Breckenridge, Colorado, nestled in the mountains and only 15 minutes from the ski slopes!


This private casita in Tucson, Arizona includes complementary rounds of golf at the neighboring private course!

Special thanks to The House Always Wins 2025 Committee:

David Cades

Charles Gavzer

Kanasha Herbert

Beth M. Kligerman

David Segil

Denise Szalko

Sarah Wunder


Attendees of The House Always Wins last year spent the evening savoring Carnivale's delicious Latin cuisine, enjoying the live entertainment, which included samba dancers, magic, and raffle. Thank you to all those who made 2024's event special! We look forward to another magical night on April 28, 2025.

Donate Now

Provide Comfort, Inspire Healing

Your donation to the Guest House offers more than just a place to stay. It provides solace, support, and a sense of home for our guests during their medical journey.

No donation is too small to make a big impact.

To pay by check, please include the number of tickets or sponsorship level in the memo line and make the check payable to Guest House. 

Mail payments to:
Guest House
Attn: Development
1933 W. Polk St., SSR-214
Chicago, IL 60612

If you have any questions or concerns, please contact us at [email protected]

Thank you for your support!

Hosted By

Illinois Medical District Guest House Foundation
Questions? Contact Dionne Nicole Smith

Location

Carnivale, West Fulton Street, Chicago, IL, USA

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