Item Value - $1

Second City Comedy Weekend in Chicago for Two

A trip to Chicago isn’t complete without a dose of laughter and a taste of indulgence. Catch a show at The Second City, the legendary comedy theater where improv magic and sharp satire keep the crowd roaring. treat yourself to dinner at Gibson’s Steakhouse, a Windy City institution known for its prime steaks, classic cocktails, and old-school elegance. From filet mignon to lobster tails, every bite is a celebration. Together, these experiences capture the spirit of Chicago—bold, flavorful, and full of character.

Experience Includes:

Two (2) Premium Tickets to Your Choice of Second City Comedy Show
A legendary comedy institution that launched the careers of countless icons—from Tina Fey and Stephen Colbert to Bill Murray and Keegan-Michael Key. With its razor-sharp improv and fearless satire, it’s not just a theater—it’s a cultural landmark that shaped American humor.

Two (2) Night Stay in a Standard Room at the Hilton Chicago/Magnificent Mile Suites

Dinner for Two (2) at Gibsons Bar & Steakhouse
The beating heart of Chicago’s steakhouse scene—an institution since 1989 known for its USDA Gibsons Prime Angus beef and celebrity clientele. It’s where classic cuts meet timeless charm.

One (1) Bottle of Caymus California Cabernet Sauvignon

Terms & Conditions:
Subject to Availability. Blackout Dates Include Major Holidays and Large-Scale Conventions or Events. Additional Blackout Dates May Apply. Hotel Based on Double Occupancy. Upgraded Hotel Property Available Upon Request. All Tickets are General Admission Seats. Seating is Based on the Discretion of the House Manager. House Manager Will Assign a Seat Based on Your Time of Arrival. Children 13-17 Years Old Must be Accompanied by an Adult. Wine Bottle to be Shipped Directly to Winning Bidder. Must be Booked Within 18 Months and Traveled Within 24 Months of Certificate Issue Date.