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Play Fantasy Sports with Windy City Gridiron!

The Bears Preseason is over and it’s time to look ahead to some Fantasy Football drafts.

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BRITAIN-TECHNOLOGY-COMPUTING Photo credit should read LEON NEAL/AFP via Getty Images

Chicago Bears fans know firsthand the frustration that comes from watching your team struggle at General Manager. It was a breath of fresh air when Phil Emery was shown the door, after a couple years of asinine draft picks and a head coach who lost the locker room in just his second year in Chicago. When Emery’s desk was cleaned out, the Bears brought in Ryan Pace, and after over half a decade of Pace’s decisions, the results are mixed to put it gently.

A recent poll found that 79% of Bears fans are gaining confidence in Ryan Pace’s decision-making, but that’s with a large boost after the team traded-up to draft quarterback Justin Fields in the first round of the 2021 NFL Draft.

Still, many Bears fans are frustrated with Ryan Pace. If you think you could be a better GM, then let’s play fantasy sports together!


For a very relaxed game with extremely low time commitment (as little as 5 minutes per week) then consider a weekly pick ems league. Pick Em’s gives you a full list of the NFL games that week, and you predict the winner of each matchup and submit your picks. After each week, you can see how well you did and compare with other players in the league.

If this interests you, then visit this link here and use the following group information to find the group:

Group ID: 24047

Password: BearDown

This league will start NFL Week 1, so sign up for the Windy City Gridiron Pick Ems League today!


Similar to Pick Ems, Survivor Football is picking a winner in an NFL matchup each week. The difference is that you are locking in one matchup rather than every game. Lock in the matchup you’re most confident will go the way you predict, like whoever is playing the Lions, and if the game goes the way you predicted then you’re in the clear.

If you’re wrong, though, then you get a strike. Three strikes and you’re out.

You can sign up to play Survivor Football with your fellow Windy City Gridiron community here. This league will starts NFL Week 1, so sign up for the Windy City Gridiron Survivor Football League today!


Here it is, folks. You asked for it, you got it. Let’s play fantasy football together as a Windy City Gridiron community! In an effort to even the playing field between those who have never played fantasy sports before and those who have been playing for years, we’re going to play with very standard PPR rules. If you play with a different scoring system, let us know in the comments!

The Fantasy draft is scheduled for next Sunday, September 5th at 12:00 Noon Central Time.

The rosters will have 1 quarterback, 2 running backs, 2 wide receivers, 1 tight end, 1 flex (any RB, WR, or TE can be slotted here), 1 Defense, and 1 Kicker. The bench is limited to 4 players in the effort to reduce excess stashing.

If you’re interested in joining a fun Fantasy Football league with fellow Bears fans, then you can join here. The draft is less than a week away, so sign up for the Windy City Gridiron Fantasy Football League today!

*EDIT 8/30/21

This league filled up, so we’ll split this into two leagues: WCG Navy League and WCG Orange League. The existing league will be Navy and the new league, with the same scoring rules, will be the Orange League. The draft will be at 2PM Central Time to support those who would like to have a team in each league.

If you’re interested in joining and you didn’t get a spot in the Navy league, you can join the Orange League here. The draft is less than a week away, so sign up for the Windy City Gridiron Fantasy Football League today!

As WCG’s fantasy football writer for the 2021 season, do have a fun deal for you!

So Bears fans, if fantasy sports and gambling are two things you enjoy, then you should join ThriveFantasy, which is a Daily Fantasy Sports and Esports app for Player Props. With Thrive, you can eliminate the countless hours of research and focus on only the top-tier athletes that have the biggest impact on the game.

Choose 10 out of the 20 available player props to build your lineup. Each prop is assigned a fantasy value for both the Over and the Under based on how likely it is to hit. Hit the most props and rack up the most points to win a share of the prize pool.

Use my promo code SALO when you sign up here and you’ll receive a 100% instant first deposit match up to $100! Sign up and PropUp today!

WCG has partnered with a few entertainment providers and apparel manufactures for special offers just for our readers!

Bears gear!

  • All the Fanatics Chicago Bears stuff can be found right here, with a Bears jersey right here, the 2021 Bears NFL Draft hat can be found here, and the official Bears draft shirt right here.
  • BreakingT has a brand new Chicago Collection featuring Justin Fields, Allen Robinson II, Khalil Mack, and more. All their Bears stuff is officially licensed by the NFLPA and you can get your gear right here.


  • The Peacock deal that gets you Sunday Night Football, the WWE Network, and so much more is right here.
  • If you want to get fuboTV with plenty of sports — including the NFL Network — and local network television just click right here.
  • You can get the ESPN+ bundle by clicking right here.
  • A deal to get Paramount + can be found right here.

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