The 2024 Subaru Forester delivers all-weather confidence, the ultimate in driving comfort, and seamless, intuitive technology. It’s also the only small SUV to receive the IIHS TOP SAFETY PICK+ award for 16 straight years. The Forester is the SUV for all you love — and for wherever life takes you.
Thanks to McGrath Evanston Subaru
With a $10,000 Walter E. Smithe gift card and guidance from their interior experts, you can choose quality pieces that work together perfectly to tell your family’s unique design story.
Thanks to Walter E. Smithe
Pedego is America’s leading e-bike retailer, offering electrifying options across the cruiser, city, mountain, and fat-tire e-bike styles. Use this $5,000 shopping spree, and the help of experts who will treat you like family, to find the perfect e-bike for your unique needs and personal style. Once you’ve tried a Pedego, you’ll never settle for less.
Spring Early Bird entries must be received by May 31, 2023.
Thanks to Pedego Electric Bike Winnetka
SMEG USA unites advanced technology and contemporary style for home appliances that are as beautiful as they are durable. Our fall early bird winner will receive a four-slice toaster, coffee maker, citrus juicer, coffee grinder, espresso machine, and milk frother — all featuring SMEG’s iconic Italian design for an elevated everyday café experience at home.
Fall Early Bird entries must be received by October 7, 2023.
Thanks to SMEG USA
Our first 50 spring and fall entrants will win a 2024 Rand McNally Road Atlas. Adventure confidently with maps of every U.S. state and Canadian province, detailed maps of over 350 cities, road construction contact information, and more. Be one of the first to enter to win!
Thanks to Rand McNally
Select one stunning handmade rug of your choice from Oscar Isberian’s unmatched selection of quality traditional and contemporary rugs crafted by the world’s finest artisans.
Thanks to Oscar Isberian
Embrace the fun and freedom that only an e-bike can offer. This $5,000 shopping spree from Pedego Electric Bikes Winnetka lets you pick the perfect Pedego for your needs and personal style.Value: $1,533 per prize
Thanks to Pedego Electric Bike Winnetka
The Weber Summit® Grill Center is an impressive backyard kitchen that can rotate a chicken, smoke any dish, or sear the perfect steak. Includes a premium grill cover, cast iron griddle, smart grilling accessories, and a three-piece grill set — everything you need!
Thanks to Weber Grill
With a $1,000 gift certificate for Gearhead Outfitters, you’ll be equipped to enjoy the great outdoors — whether you go out your front door or up a mountaintop. Choose from fleeces and flannels to tents and travel packs to gear up for your next adventure.
Thanks to Gearhead Outfitters
The Wolf Islander scooter is perfect for anyone who favors stunning design that’s easy on the eyes and gas mileage that’s easy on the wallet. Cruise around town, zip to the market, or just enjoy the ride on this retro scooter.
Thanks to City Scooters
The Wolf RX-50 scooter boasts over 100 mpg, quality parts, and an easy-riding design that make it supremely suited for fun day-to-day, citywide travel. Hit the road with ease and speed!
Thanks to City Scooters
The 50cc Icebear ROCKET pmz50-4j is fun, sleek, and ready for the beach or city streets. This fully automatic scooter brings unbeatable comfort, fuel economy, and sporty style to your everyday on-road adventures.
Thanks to City Scooters
Access all the tools you need to express your creativity with a $500 gift card to BLICK Art Materials, America’s oldest and largest art supply retailer. Paint, sculpt, draw, and more!
Thanks to Blick Art Materials
Upgrade your morning routine with Italian-made, high-end kitchen appliances from SMEG. Win a four-slice toaster, coffee maker, blender, citrus juicer, coffee grinder, espresso machine, and milk frother from SMEG USA for a high-design, pro-quality café experience at home.
Thanks to SMEG USA
Win five general admission tickets to Santa’s Village Amusement and Water Park. Get jolly this summer with thrill rides, slides, games, animals, and more – not to mention Santa himself!
Thanks to Santa's Village Amusement and Water Park
Escape to a simpler time with a two-night stay for two at the Grand Hotel Mackinac Island. Luxuriate in a world of horse-drawn carriages, afternoon tea, and the world’s longest porch at this beloved National Historic Landmark. Breakfast included
Thanks to Grand Hotel Mackinac Island
Enjoy laidback luxury and a five-star Gourmet Inclusive® experience at Margaritaville Island Reserve Cap Cana. Your four-night, all-inclusive stay for two also features live entertainment and endless iconic experiences.
Azul Beach Resort Riviera Cancun offers spectacular accommodations, idyllic pools, world-class culinary experiences and incredible bars near one of the world’s most captivating beaches. Your four-night all-inclusive stay includes countless fun activities, dazzling performances, and adventures you’ll never forget.
Thanks to Azul Beach Resort Riviera Cancún
Earn your license to chill through a four-night, all-inclusive luxury stay for two at Margaritaville Island Reserve Riviera Cancun. Enjoy immersive culinary experiences, live music day and night, beach parties, evening bonfires, signature bars, Caribbean parades, and more.
Escape for a four-night, Gourmet Inclusive®, adults-only stay for two at the endlessly romantic, all-oceanfront El Dorado Seaside Palms. Explore white sands, lush gardens, and crystal-blue waters at the Riviera Maya’s premier destination for sun-seekers, discerning diners, and beach aficionados alike.
Thanks to El Dorado Seaside Palms
Celebrate your love of natural history and science together with a one-year Field Museum Family membership. Good for free admission for two parents plus any children or grandchildren, discounts on ticketed exhibitions and 3D films, behind-the-scenes access, and more.
Thanks to Field Museum
Relax and recover with a free one-hour massage from Urban Oasis. Choose from 36 massage therapists licensed across a wide range of styles for a rejuvenating experience catered to your needs including Swedish, deep tissue, shiatsu, reflexology, and more.
Thanks to Urban Oasis
Get ready to step out in style feeling relaxed and debonair with the Gold Coast package from Merchant & Rhoades. Package includes a haircut, shave, facial, manicure, pedicure, hand massage, foot massage, and shoeshine.
Thanks to Merchant & Rhoades
Enjoy more tree time with a Morton 6 membership, which includes unlimited visits for up to six people for a year, free parking, members-only hours, free Children’s Garden entry, and more.
Thanks to Morton Arboretum
Win a pass good for 10 three-hour open studio sessions with a live model. Paint, draw or sculpt, and get inspired on your schedule by choosing from Palette & Chisel’s 60 hours of studio time per week.
Thanks to Palette and Chisel Academy of Fine Arts
A $200 gift certificate from Lincoln Park staple Roy’s Furniture will help you acquire the perfect furnishings to make your house a home.
Thanks to Roy’s Furniture
The Black Card preview subscription at Steppenwolf is your golden ticket to see Chicago’s best new productions first.
Thanks to Steppenwolf Theatre
Enter a joyful realm of happy little accidents with a painting package featuring Ross oil paints, brushes, palette, a canvas, and more. Also includes full-color instructions on how to paint Bob’s classic “Mountain Summit.”
Thanks to The Bob Ross Company
Take your friends out to the ballgame with four lower-box tickets to see a promising 2023 White Sox team at Guaranteed Rate Field. Could this be the year?
Thanks to Chicago White Sox
Don’t miss your chance to win!
Enter Now
NO PURCHASE OR CONTRIBUTION NECESSARY. Open to residents of Illinois, Indiana, Wisconsin, and Michigan who are 18 years of age or older. Void where prohibited. Sweepstakes expires 10/23/2023. See Official Rules. Sponsor: Window to the World Communications, Inc. To request a printed Sweepstakes packet be mailed to you, please call (773) 509-1111, ext. 2.