Winners are ineligible to win any other WGN(AM) contest or sweepstakes only once (1) every sixty (60) days. Only one (1) winner per household is permitted in any contest or sweepstakes. Winners are eligible to win a prize valued at $600 or more only once (1) every two (2) years.

Contest NameContest WinnerDate of Win
Clean Up Your Closet with Closets by Liberty (ARV: $5,000)Jack Stanis9/1/2020
Lou’s Favorite Things – Andreas & Sons (ARV: $1,500)Margaret Pac9/10/2020
Lou’s Favorite Things – Gilkey Window Co. sliding door (ARV: $6,000)Jason Byrnes9/23/2020
Lou’s Favorite Things – FixMyGarage.com garage opener (ARV: $795)Mary Nivens10/5/2020
Lou’s Favorite Things – Seattle Sutton’s Healthing Eating (ARV: $1,000)Louise Rodemann10/7/2020
Lou’s Favorite Things – Weber Grill at Ace Hardware (ARV: $850)Mary Pesut Hayes10/29/2020
Lou’s Favorite Things – Traeger Pro 575 Grill at Ace (ARV: $800)Jose Velez11/27/2020
Lou’s Favorite Things – EGO Snow Blower at Ace (ARV: $600)Christine Docekal11/30/2020
You Pick-It Fence – $3500 fence from Green T ServicesDaniel Silkorski1/19/2021
Miracle Method Easy StepDiane Reynolds5/13/2021
Indiana Beach: four tickets & cabin stayLawrence Reed6/1/2021
Visit Bloomington Indiana Road Trip Getaway (ARV: $700)Margaret Burroughs9/8/2021
Traverse City, MI: Chateau Chantal packageBarbara Span9/16/2021
Discover Peoria Getaway (ARV: $728)Adolfo Matus10/28/2021
Lake Geneva Santa Cruise (4 tix) + $200 Pier 290 gift cardStacey Rubenstein12/9/2021
Merry, Merry Chicago! at Chicago Symphony (4 tickets)Devi Halvadia12/9/2021
Unwrap Chicago: A Day Downtown featuring Porter KitchenCynthia Ledlow12/13/2021
Unwrap Chicago: A Day Downtown featuring Porter KitchenJustin Mascarenas12/13/2021
Unwrap Chicago: A Day Downtown featuring Porter KitchenDavid Sanders12/13/2021
Unwrap Chicago: A Day Downtown featuring Porter KitchenVictoria Cunha12/13/2021
Winter Wonders Wisconsin Holiday Lights PackageErby Siyolo12/17/2021
Dr. Seuss Experience VIP Staycation (4 VIP tickets + Hilton stay)Natasha Farabee12/28/2021
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountCathy Bondi1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountMary Ann Boyle1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountTom Koska1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountFaith Mantooth1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountPat Pindelski1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountDiane Spain1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountElizabeth Walsh1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountMary Calcagno1/31/2022
Dean’s Night Out: 2x tickets to Groundhog Day at ParamountJason Jones1/31/2022
Gin Blossoms at Four Winds Casino New BuffaloAnne Vaulk2/14/2022
Gin Blossoms at Four Winds Casino New BuffaloChristopher Nickell2/14/2022
Gin Blossoms at Four Winds Casino New BuffaloLarry Michalik2/14/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountPat Dennehey4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountDonna Draeger4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountCarol Hohlen4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountSusan Ilich4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountRichard Miner4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountTheresa Pretzer4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountHeidi Renteria4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountKathy Riley4/11/2022
Dean’s Night Out: 2x tickets to Rock of Ages at ParamountYvette Herczeg4/11/2022
Air Supply at Four Winds Casino New BuffaloFrank Longo4/18/2022
Streets of Lake Geneva Fashion Week Hotel GiveawayShannon May4/22/2022
Experience Jackson – Race Weekend Getaway ($525 value)Susan Walker5/16/2022
NV5 Invitational: 2x tickets to The Hangar all-inclusive hospitalityKelly Turner5/16/2022
Johnny Mathis at Four Winds CasinoCarol Kellen5/23/2022
Johnny Mathis at Four Winds CasinoCarol Barz5/23/2022
Johnny Mathis at Four Winds CasinoDon Ryzewski5/23/2022
Johnny Mathis at Four Winds CasinoLouis Karagiannes5/23/2022
Why Wait To Renovate – $250 Builder Supply Outlet local prizeArlene Wax5/24/2022
Roof for a Hero – Roof up to $17,5000 by Rogers Roofing for a veteranRobert Joiner5/24/2022
Grand Rapids Getaway ($1,790 value)Rebecca Herrera6/1/2022
$500 Petoskey Area LodgingLaura Tritschler6/6/2022
Indiana Beach overnight and passesHeidi Renteria6/10/2022
Lou’s Bloomington Barn Vacation Getaway ($1,000 value) Elaine Sofferman6/30/2022
Night on the Town – Chicago NorthwestNancy Zurawski7/7/2022
It’s All Here: Concert, Dinner, Overnight in RosemontSteve Maraffino7/7/2022
Unforgettable Forgottonia Macomb GetawayKent Renn 7/14/2022
$50 Restore Hyper Wellness gift certificate (#1)Christine Lantz7/18/2022
$50 Restore Hyper Wellness gift certificate (#2)Lisa Schaedler7/25/2022
Champaign-Urbana $500 GetawaySandy Rasmussen8/1/2022
Shipshewana Weekend Getaway/LaGrange County Visitors BureauCorine Scoglio8/2/2022
$50 Restore Hyper Wellness gift certificate (#3)Molly Piech8/2/2022
$50 Restore Hyper Wellness gift certificate (#4)Lois Fowler8/8/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionRexine Sokolnik8/11/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionTremaine Hargon8/11/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionIrene Maksym8/11/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionDan Cooney8/11/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionJoan Nehls8/11/2022
Tchaikovsky Spectacular at Ravinia – 4 Lawn AdmissionJudy Brandhorst8/11/2022
Restore Hyper Wellness – $380 grand prizeJames Kelly8/16/2022
Lake Geneva Cruise Line – 4 adult tour tickets + $200 Pier 290Judy Donash8/22/2022
Dean’s Night Out at Paramount Theatre – DreamgirlsJanet Pero9/6/2022
Dean’s Night Out at Paramount Theatre- DreamgirlsJoan Murray9/6/2022
Dean’s Night Out at Paramount Theatre – DreamgirlsSandra Machaj9/6/2022
Dean’s Night Out at Paramount Theatre – Dreamgirls Heidi Bolder9/6/2022
Dean’s Night Out at Paramount Theatre – Dreamgirls Emily Ward9/6/2022
Dean’s Night Out at Paramount Theatre – Dreamgirls Laurie Hickman9/6/2022
Dean’s Night Out at Paramount Theatre – DreamgirlsTina Lux9/6/2022
Dean’s Night Out at Paramount Theatre – DreamgirlsPetra Hein-Peters9/6/2022
Dean’s Night Out at Paramount Theatre – DreamgirlsMary Leahy9/6/2022
Dena’s Night Out at Paramount Theatre – DreamgirlsBarbara Watters9/6/2022
Hocking Hills Adventure Getaway ($800 value)Laura O’Connor9/12/2022
Bloomington, Indiana Getaway ($644 value)Kathy Duffy9/19/2022
Home Away From Home: Blackhawks in MilwaukeeCatherine Adamczyk9/20/2022
Home Away From Home: Blackhawks in MilwaukeeDiane Cooper9/20/2022