Head out for some fun with your friends! Enjoy dinner at Neat Kitchen and Bar and then head to Board and Brush in Downers Grove for some painting and fun. Package includes a $100 gift certificate to Neat and a $73 gift certificate to Board and Brush.

Host your friends for an evening of wine and bites. Enjoy a 6 bottle in-home wine tasting for 14 to 20 people with a private Wine Advisor for 2 hours (expires 5/31/23; certificate can also be redeemed for virtual tasting if the winner so chooses). While sipping wine, munch on a charcuterie board with your $150 gift card from Gone Grazy (expires 1/27/2024) and enjoy $50 worth of treats from Toni Patisserie and Cafe.

Cheers! Toast in style with 4 magnums of Dave Phinney Wines: OSC 8 Years In the Desert 1.5L, OSC Abstract 1.5L, OSC Palermo 1.5L and OSC Papillon 1.5L Bottles can be autographed by Dave Phinney when he comes to Chicago if winner chooses.

Have fun with a Private Shopping Party at Vineyard Vines Oakbrook... Plus, $300 off your purchase during the party, 15% off Full Price Merchandise for you and all of your guests during the party, and some Vineyard Vines swag! (Party to be held before or after store hours and cannot be held on a Saturday or during a storewide sale. Expires 1/27/24)

Laugh all night with your friends! Enjoy dinner out with $50 in gift cards to Capri Restaurant in Burr Ridge and then head out for some laughs with Six "Zickets" for complimentary admission to Zanies Comedy Club. Can be used at either the Chicago or Rosemont Location. Reservations required; Not valid on Saturdays & Special Events; two-drink minimum and $3 per person service fee may apply. Ages 21+ only. Expires 1/27/24.

Enjoy a delicious Family Dinner Seafood Boil prepared by two of our fabulous CHIW Junior Board Member chefs, delivered to your house for up to 6 people. A selection of seafood, smoked sausage, potatoes and corn will be steamed in a giant pot. Then the chef will throw down newspaper and drop the food onto it for you to dig in. Get prepared for a delicious (albeit slightly messy) fun night in! Expires July 2023