Skip to main content

Prizes | WTTW 2024 Great Treasure Hunt Sweepstakes

2024 Great Treasure Hunt Sweepstakes Prizes

The 2025 Subaru Crosstrek sports a rugged exterior and stylish interior design, along with enhanced performance, safety, and in-vehicle technology. With ample cargo and passenger space and a stiffer chassis, it delivers a fun, comfortable driving experience, on road or off. If you love adventure, you’ll find it in a Crosstrek.

Value: $30,000

Thanks to .

You dream it, we build it. With a $10,000 Walter E. Smithe gift card and help from the Smithe Design Team, you can furnish any space to perfectly fit your personal style and needs.

Value: $10,000

Thanks to Walter E. Smithe Furniture & Design.

The Wolf Islander is an economy retro scooter that’s above average in its class and built with top-quality parts. Easy on the eyes and even easier to keep happy, the Wolf Islander gets excellent gas mileage, requires little maintenance, and excels during light day-to-day, inner-city travel. No motorcycle license required.

Enter by May 31, 2024 for your chance to win.

Value: $2,499

Thanks to City Scooters.

The all-new 2024 Weber Summit Smart Gas Grill is an outdoor showstopper with a massive cook space, unrivaled culinary features, and innovative SmartControl technology that lets you grill meats to perfection from your smart device. This entertainer’s dream cooks as great as it looks for a breakthrough culinary experience and the ultimate in stress-free barbecuing.

Enter by September 20, 2024 for your chance to win.

Value: $5,299

Thanks to Weber LLC.

Explore America’s most awe-inspiring sites – Glacier, Yellowstone, Grand Teton, Arches, and Canyonlands – on an unforgettable 13-day escorted rail tour for two. Glorious spectacles await throughout this scenic journey from Chicago to Colorado.

Value: $12,000

Thanks to Vacations by Rail.

Select one stunning handmade rug of your choice from Oscar Isberian’s unmatched selection of heirloom quality rugs crafted by the world’s finest artisans.

Max Value: $6,500

Thanks to Oscar Isberian Rugs.

Luxuriate in a seven-night stay for two in a Landmark King Suite at the Canopy by Hilton Chicago Central Loop hotel, a short walk from top Chicago downtown attractions. Includes free self-parking and breakfast for two every day.

Value: $5,000

Thanks to Canopy by Hilton Chicago Central Loop.

Celebrate life with an immersive private-room cocktail party for up to 20 people at Carnivale, Chicago’s most unique and colorful pan-Latin restaurant. Enjoy a festive cocktail hour followed by a prix fixe dinner. Gratuity not included.

Value: $5,000

Thanks to Carnivale Chicago.

Host a gathering for up to 20 people at Chef Art Smith’s Reunion restaurant on Navy Pier, where loved ones renew connections over down-home Southern cuisine. Includes prix fixe dinner and drinks. Gratuity not included.

Value: $5,000

Thanks to Chef Art Smith’s Reunion.

The Icebear Q6 150CC features an air-cool, single-cylinder, four-stroke automatic design with aluminum rims. Perfect for seniors, this great-looking trike revs up the comfort and adventure.

Value: $4,252

Thanks to City Scooters.

The Icebear Trifecta 150CC has perfected fun, economic travel. With front and rear disc brakes, aluminum wheels, and included trunk and windshield, this versatile trike is ready to ride.

Value: $4,202

Thanks to City Scooters.

The Molekule Air Pro purifier's innovative, award-winning PECO-HEPA Tri-Power filter effectively captures and destroys pollutants in large living and work areas so you can start breathing cleaner air today.

Value: $1,000 per prize


Thanks to Molekule.

Enjoy beguiling old-world hospitality, horse-drawn carriages, and a grand experience at a National Historic Landmark. Your one-night, two-person stay in a grand room at the iconic Grand Hotel Mackinac Island includes breakfast.

Value: $900

Thanks to Grand Hotel Mackinac Island.

Win a pair of tickets to three select Harris Theater Presents performances for the 2024/2025 season. Experience Chicago’s foremost home for music and dance, set in extraordinary Millennium Park.

Value: $600

Thanks to Harris Theater for Music and Dance.

Gift baskets don’t get more Chicago-style than this one! You could win a $500 gift card to Lou Malnati’s, “home of the best deep dish in Chicago,” plus a t-shirt, knit hat, sunglasses, personal pizza pan, and spatula to show off your superfan status.

Value: $575

Thanks to Lou Malnati’s.

Embark on a delicious culinary journey through five premiere Chicago dining spots from Lettuce Entertain You Restaurants: Aba, Bub City, Mon Ami Gabi, RPM Italian, and Summer House Santa Monica. Winner will receive five $100 gift cards.

Value: $500

Thanks to Lettuce Entertain You Enterprises.

A six-month Pint Club subscription from Jeni’s Splendid Ice Creams sends you a curated selection of four one-of-a-kind flavors each month from a James Beard Award-winning ice cream maker.

Value: $389

Thanks to Jeni’s Splendid Ice Creams .

Expect top VIP treatment during a progressive Fulton Market dinner for two featuring Momotaro’s dazzling sashimi and nigiri preparations, Chinese American menu favorites from Duck Duck Goat, and a beautiful Swift & Sons dessert spread.

Value: $300

Thanks to Boka Restaurant Group.

Arrive at the big leagues in style with four premium Gold Box Tickets and parking for a White Sox game at Guaranteed Rate Field. This could be the year, and you could be there! Go Sox!

Value: $280

Thanks to The Chicago White Sox.

Explore magnificent trees and beautiful landscapes with a Morton 6 membership. Includes unlimited visits for up to six people for a year with free parking. No timed entry required.

Value: $200

Thanks to The Morton Arboretum.

See Chicago’s world-renowned architecture from all three branches of the Chicago River. Your four tickets to a Shoreline Sightseeing Architecture Tour deliver spectacular views of famous skyscrapers and landmarks at every turn.

Value: $196 per prize


Thanks to Shoreline Sightseeing.

Explore bold-flavored foods with global influence in a fun and lively setting that makes guests feel at home. Dine out with a $100 gift card to Girl & the Goat, the original restaurant from James Beard Winner and Top Chef Stephanie Izard.

Value: $100

Thanks to Boka Restaurant Group.

Interact with awe-inspiring hands-on exhibits that nurture a love of learning in young children. Your family pass for the Kohl Children’s Museum includes admission for up to four people.

Value: $76

Thanks to Kohl Children’s Museum.

Win a 100th Anniversary Collector’s Edition Rand McNally Road Atlas. Revisit a century of roadside culture in this essential reference that also includes current maps of every U.S. state and Canadian province, over 350 cities, and 20 national parks. Be one of the first to enter to win!

Value: $24.99 per prize


Thanks to Rand McNally.

NO PURCHASE OR CONTRIBUTION NECESSARY. Contribution does not affect chances of winning. Limit of 20 total entries and 2 total Bonus Prize Ticket entries per household between 3/25/24 and 10/21/24. Open to residents of Illinois, Indiana, Wisconsin, and Michigan who are 18 years of age or older. Void where prohibited. Sweepstakes expires 10/21/2024. See Official Rules. Sponsor: Window to the World Communications, Inc.