A gift card for a Lux Tasting Experience for 4 at any Cooper's Hawk Winery Locations 

Win a $100 gift card to All Together Now, the beloved funky restaurant, boutique wine shop, and creamery in the heart of West Town!

Whether you’re craving an evening of chef-driven seasonal plates, a world-class cheese board, or a curated bottle of natural wine to take home, this gift card has you covered. It’s the perfect excuse for a date night, a fancy picnic spread, or stocking up your pantry with the city's best artisanal goods.

1 gift card for a loc retwist and 1 gift card for a full face of makeup from Shimmery D's Salon.

https://www.styleseat.com/m/v/dollhouseofbeauty

Voucher for free hoodie from Sneakerhead University's "Made in Chicago Custom Hoodie Bar" with 3-6 patches of your choice included and pressed on the hoodie. 

"Made in Chicago is where creativity meets city pride. Located in the heart of downtown Chicago, our shop lets you customize your own premium hoodie with bold, Chicago themed press-on stickers inspired by the city’s skyline, neighborhoods, sports energy, music scene, and iconic symbols. Every design is a tribute to the culture, creativity, and grit that make Chicago one of a kind. Whether you're a lifelong local repping your city or a visitor looking for something more personal than a typical souvenir, Made in Chicago turns your memories into wearable art. It’s not just a hoodie, it’s your Chicago story, designed by you."

Elevate your next gathering or refresh your wardrobe with this exclusive bundle from Thrift LLC! Whether you're a vintage hunter or a community builder, this prize offers the best of both worlds.

What’s Included:
$50 Shopping Credit: Score some high-quality curated vintage, streetwear, or unique finds from their latest collection.

4-Hour Event Space Rental: Host your next workshop, pop-up shop, photo shoot, or private party in their stylish, versatile venue.

https://www.thriftllc.net/

SkinMedica offers you the opportunity to experience the luxury of scientific skin care. 

For two decades SkinMedica® has done more than just talk about its transformative skin care and unmistakable results—we’ve proven them. We chase the limitless potential of science. Unlocking the secrets to skin rejuvenation.

This gift basket will help you uncover what your skin needs with the age-defying power of SkinMedica®.

Basket Includes: 
TNS® Advanced+ Serum (Net Vol. 30 ml / 1 fl. oz. U.S.) $295
TNS Recovery Complex (Net Vol. 30 ml / 1 fl. oz. U.S.) $230
HA⁵® Hydra Collagen Hydrator with Vegan Collagen (Net Vol. 50 ml / 1.7 fl. oz. U.S.) $192
Instant Bright Eye Cream ( Net Vol. 15 ml / 0.5 fl. oz. U.S.) $92
AHA/ BHA Exfoliating Cleanser (Net Vol. 177.4 ml/ 6 fl.oz) $48
AHA/ BHA Cream (Net Vol. 56.7 g/ 2 oz.) $48
Vitamin C+E Complex (Net Vol. 30 ml / 1 fl. oz. U.S.) $106
Replenish Hydrating Cream (Net Vol. 2 Oz. / 56.7 g) $68
Instant Bright Eye Mask (Net Vol. 0.08 Oz. / 2.34 g Per Set) $50
Essential Defense (Net Vol. 50 ml / 1.7 fl. oz.) $40

Your next adventure is calling! Whether you’ve been dreaming of a weekend in New York City, a hiking trip in the Pacific Northwest, or a sunny escape to Florida, this is your sign to pack your bags. Win two round-trip domestic travel certificates and fly anywhere in the United States (including Alaska and Hawaii) with United Airlines.

Prize Details:
Tickets: Two (2) Round-trip Economy Class tickets.

Destination: Valid for travel within the contiguous 48 United States, Alaska, and Hawaii.

Get ready for an unforgettable night of rhythm and flavor in Bridgeport! This package pairs the soulful, globally-inspired sounds of world-renowned producer Sango with the local craft excellence of Off Hours Beer Co.

The Experience:

Two (2) General Admission Tickets: See Sango live on May 1, 2026, at the historic Ramova Theatre. Experience his signature blend of Baile funk, soul, and hip-hop in one of Chicago’s most stunning restored venues.

$50 Gift Card to Off Hours Beer Co.: Start your night right at the brewery and taproom located right inside the theatre! Use it for a round of fresh local pours, to-go cans, or elevated diner fare from the Ramova Grill before the beat drops.

Take to the water and see the city from a whole new perspective. Whether you're planning a romantic sunset date or a fun outing with friends, this 2-hour self-guided cruise from the Chicago Electric Boat Company offers a private, eco-friendly way to navigate the Chicago River.

The Prize Details:
2-Hour Private Rental: Enjoy a quiet, easy-to-drive electric boat (no boating license required!).

The Route: Cruise past iconic Chicago architecture like the Willis Tower, the Merchandise Mart, and the vibrant Riverwalk.

BYOB & Snacks: All boats are picnic-friendly! Bring your favorite beverages and appetizers to enjoy on the water.

Amenities: Equipped with Bluetooth speakers so you can set the perfect soundtrack for your voyage.

Note: Excludes yachts and booking on summer holidays 

Elevate your next group outing with an high-energy experience at Flight Club Chicago! Located right in the Loop, Flight Club has reinvented the traditional game of darts into a tech-enabled, social phenomenon called Social Darts. 

https://www.flightclubdartsusa.com/chicago

With a $250 voucher, you and your crew can enjoy a premium night out that blends friendly competition with an upscale atmosphere.

The Flight Club Experience:

• Social Darts®: Use the credit for a 90-minute reservation at your own semi-private "oche" (darts area), featuring automated scoring and exciting multi-player games designed for all skill levels.

• Elevated Eats: Indulge in a chef-inspired menu featuring everything from steak skewers and lobster elote dip to their famous signature flatbreads.

• Bespoke Cocktails: Sip on curated craft cocktails or local Chicago drafts while you play.

Why settle for one meal when you can have a whole week of Chicago’s best? This "Lunch On Us" bundle brings together the city’s iconic flavors—from classic street food to legendary comfort soul food. Whether you’re craving a dipped Italian beef or a mountain of smothered potatoes, this package has your cravings covered.

What’s on the Menu:

• Portillo’s ($50 Gift Card): Good for any location! Enjoy your fill of Chicago-style hot dogs, Italian beef, crinkle-cut fries, and—of course—that famous chocolate cake.

• Ooh Wee It Is ($150 Total): Three $50 gift cards to the home of the famous smothered potatoes. Dive into their soul-food-inspired menu that's packed with flavor and heart.

• Lite House Grill (1 Full Meal Vouchers for 2): Treat yourself to a healthier, flavorful flip. These two certificates are good for a complete meal at this neighborhood favorite known for its fresh ingredients and signature sauces.

Come join us at our First Timers Happy Hour! The perfect place to start your Bon Vivant decorating Journey. You’ll walk away with two beautifully decorated sheet cakes in two different flavors, which can be stored in the refrigerator for up to one week after they’re assembled or in the freezer for up to 2 months. 

As always, our signature snack spread, cocktail (or mocktail), and a trifle dessert are complimentary with every class.

https://bonvivantcakes.com/

Two tickets to a Chicago Bears game during the 2026 season. Game availabilty is subject to the ticketholder. 

A large assortment of L'Oréal products. 

indulge in a premier dining experience with a $200 gift voucher to Mimi’s Craft Kitchen, one of Chicago’s most beloved hidden gems. Known for its elevated comfort food and artisanal approach, Mimi’s blends local, seasonal ingredients with creative culinary flair.

Whether you’re planning a romantic dinner, a celebratory brunch with friends, this voucher offers the perfect excuse to treat yourself to the best of Chicago’s craft food scene.

The Package Includes:

• A $200 Gift Voucher valid for all food and beverages