Past Chicago Contests

MLB The Show Giveaway Contest Rules Contest ended 4/22/2022

MLB The Show 22 Trivia Giveaway Contest Rules Contest ended 4/22/2022

CDGA Golf Show Zero Friction Giveaway Contest Rules Contest ended 4/17/2022

GKB Cover5 Madness 16 Contest Rules Contest ended 3/25/2022

GKB Cover5 Madness Contest Rules Contest ended 3/21/2022

68 Teams, 1 Cup Contest Rules 2022 Contest ended 3/16/2022

Shot or No Shot Contest Rules 2022 Contest ended 3/4/2022

Would You Rather Contest Rules 2022 Contest ended 2/9/2022

AEW Ticket Giveaway Contest Rules Contest ended 1/27/2022

What’s At Steak Contest Rules 2022 Contest ended 1/24/2022

Frank Caliendo Ticket Giveaway Contest Rules Contest ended 1/19/2022

My Wife or Radio Partner Contest Rules 2022 Contest ended 1/19/2022

National Pizza Week Pizza Giveaway Contest Rules Contest ended 1/14/2022

Waddle & Silvy Twin Peaks Giveaway Contest Rules Contest ended 1/14/2022

2021 Waddle & Silvy Holiday Parody Contest Rules Contest ended 12/17/2021

The Grate Cheesy Giveaway (Nov, Dec) – Contest Rules 2021 Contest ended 12/12/2021

Chicago’s College Tailgate Gift Card Giveaway Contest Rules Contest ended 12/4/2021

Waddle Watch Party Giveaway Contest Rules Contest ended 11/8/2021

Bleck & Abdalla Watch Party Ticket Giveaway Contest Rules Contest ended 11/6/2021

Whiskey University Gift Card Giveaway Contest Rules Contest ended 11/10/2021

ESPN Chicago PointsBet Pregame Giveaway Contest Rules Contest ended 1/9/2022

Free Pizza Friday Giveaway Contest Rules Contest ended 10/29/2021

It’s Miller Time Cooler Giveaway Contest Rules Contest ended 12/3/2021

Big 10 Championship Trip Giveaway Contest Rules Contest ended 11/19/2021

Jason Bonham’s Led Zeppelin Evening Ticket Giveaway Contest Rules Contest ended 10/13/2021

Chicago Wolves Ticket Giveaway Contest Rules Contest ended 10/16/2021

Playoff Gift Card Giveaway Contest Rules Contest ended October, 2021

Windy City Takeover in Vegas Contest Rules Contest ended 9/20/2021

ESPN Chicago Golf Outing Enter to Win Contest Rules Contest ended 9/14/2021

Windy City Takeover in Vegas Bar Crawl Contest Rules Contest ended 9/18/2021

Monster Jam Ticket Giveaway Contest Rules Contest ended 9/9/2021

Run Your Sox Off 5k Giveaway Contest Rules Contest ended 9/8/2021

Where Are They Now Contest Rules Contest ended 8/26/2021

#ESPNFanCamp Contest Rules Contest ended 8/25/2021

Giving Small Business a Big Future 2021 Contest ended 8/22/2021

Free Ticket Friday Contest Rules Contest ended 9/17/2021

The Grate Cheesy Giveaway – Contest Rules 2021 Contest ended 7/23/2021

2021 ESPN Chicago Fantasy Football Championship Contest Rules Contest ended 8/21/2021

National Sports Collectors Convention Ticket Giveaway Contest Rules Contest ended 7/19/2021

Show Us Your Dash Contest Rules Contest ended 10/15/2021

Meat and Greet with Jurko Contest Rules Contest ended 7/1/2021

Kane County Fair Ticket Giveaway Contest Rules Contest ended 6/28/2021

I-94 Rivalry Roadtrip Rules Contest ended 6/21/2021

Kap & J.Hood City Connect Jersey Giveaway Contest Rules Contest ended 6/9/2021

City Connect Jersey Giveaway Contest Rules Contest ended 6/8/2021

Freaky Fast Trivia Rules Contest ended 5/10/2021

White Sox Ticket Giveaway Contest Rules Contest ended 4/8/2021

Opening Day White Sox Trivia Contest Rules Contest ended 4/1/2021

Hometown Hockey Giveaway Contest Rules Contest ended 2/20/2021

Coors Light Game Face Contest Rules Contest ended 2/7/2021

Waddle & Silvy Spare a Square Contest Rules Contest ended 2/3/2020

Giving Tuesday’s Ultimate Giveaway Contest ended 2/7/2021

Waddle & Silvy Holiday Parody Contest Rules Contest ended 12/16/2020

ArchnemeSWISS Giveaway – Contest Rules 2020 Contest ended 11/29/2020

The Last Dance Blu-ray Giveaway Contest Rules Contest ended 11/10/2020

PointsBet Pregame Call to Win Contest Rules Contest ended 1/4/2021

It’s Miller Time in Chicago Contest Rules Contest ended 1/3/2021

Great Clips 20 Greatest Bears Players Contest Rules Contest ended 12/10/2020

Quarterback Carousel Contest Rules Contest ended 9/11/2020

Battle of the Reporters Contest Rules Contest ended 9/2/2020

Season of the Southsiders Contest Rules Contest ended 10/1/2020

Chicago’s Best Baseball Bars Contest Rules Contest ended 10/3/2020

The Skrewball Sign-Off Contest Rules Contest ended 1/1/2021

Miller Lite Fantasy Football Championship 2020 Contest Rules Contest ended 8/23/2020

Silvy Strong Challenge Contest Rules Contest ended 8/31/2020

Great Clips 20 Greatest Cubs Players Contest Rules Contest ended 9/17/2020

Made to Chill Contest Rules Contest ended 8/14/2020

Ultimate Home Tailgate Contest Rules Contest ended 8/28/2020

Woodbridge Heroes Contest Rules Contest ended 9/27/2020

ESPN Chicago Honorary ESPY Contest Rules Contest ended 6/16/2020

Ultradad Giveaway Contest Rules Contest ended 6/21/2020

Golf with Jurko Contest Rules Contest ended 5/31/2020

The Game – Ultimate Loser Edition Contest Rules Contest ended 5/6/2020

Waddle & Silvy Talent Contest Rules Contest ended 4/24/2020

The Game – Tourney of Champions Contest Rules Contest ended 4/17/2020

The Biggest Name Drop Contest Rules Contest ended 4/3/2020

The Way Back Screening Contest Rules Contest ended 3/2/2020

Follow the Northsiders to England Contest Rules Contest ended 3/6/2020

D. Wade Life Unexpected Screening Contest Rules Contest ended 2/18/2020

Great Clips 20 Greatest Players Rules Contest ended 3/20/20

Waddle & Silvy Spare a Square Detailed Contest Rules Contest ended 2/3/2020

Crawl to Spring Training Rules Contest ended 2/19/2020

Cover 2 Contest ended 12/16/2019