Enjoy wine tasting and charcuterie for up to six people at Napa Valley inspired Chicago hotspot The Oakville Grill & Cellar. Guests will gain access to the exclusive Cellar Door.

Shipping Available

Dinner for two at EL Ideas, one of only twenty one Michelin restaurants in Chicago! Enjoy this coveted upscale, intimate dining experience in famed Chef Phillip Foss's kitchen. Guests will have up to $500 to spend at the dinner.

Shipping available

Four tickets to the Cubs home game opening day in 2027. Section 124, Row 5

Shipping available

Enjoy four regular season game Cubs tickets. Section 20, Row 9 during the 2027 season.

Shipping available

Two fantastic tickets to the Chicago Bears vs. the New England Patriots at Soldier Field on Thursday, October 22nd. Section 342, Row 10, Seats 17 & 18

Shipping available

Two tickets to a Chicago White Sox game during the 2027 season. These incredible seats are located in Section 127, Row 15, Seats 5 and 6 - immediately between home plate and the visitors dugout! Once the schedule is released, the donor will follow-up with the recipient with a few game options for their selection.

Shipping available

Four floor tickets to the Chicago SKY for the 2027 season including parking.

Two tickets to the Bulls vs. Denver Nuggets game on November 22nd at the United Center with parking included. These prime seats are in Section 111, seats 9 and 10 in the 7th row on the foul line, close enough to hear the players and coaches talking!

Enjoy the timeless game of Mahjong with this elegant, portable set designed for style and convenience. Compact and travel-ready, this Mahjong set combines classic fun with modern sophistication, perfect for game nights at home or wherever your travels take you.

Shipping not available

Enjoy a $250 gift card to M Salon in Highland Park, one of Highland Park's chicest salons.

Shipping not available

Stunning sterling silver and gemstone necklace by Be Loved Jewelry.

Shipping not available

A custom fine line tattoo by Chicago tattoo artist Ell Shu.

The winner will work with Ell to create a fine line design in her signature style. Tattoo may be completed in black or red ink and is subject to design, size, and placement approval. Must be 18 or older. Appointment will take place at Studio Gioia in Chicago.

See Ell's portfolio on Instagram (@ellshu.tattoo).

Enjoy a one year supply of Oliveda's most-loved internal beauty and wellness products. These drinkable elixirs combines fresh olive leaf cell elixir with antioxidant-rich camu camu, an Amazonian fruit naturally known for its exceptionally high vitamin C content.

Simply take it by the pipette or add it to your favorite drink. Think of it as skincare's inside job.

Shipping not available

Three (3) restaurant gift cards valued at $300 for Boka Group hotspots: Alla Vita, Momotaro and Swift & Sons