Category Archives: Bears Club

Bear Down! Sunday 9/25 10:00AM – Game 3: Chicago Bears @ Houston Texans

bbq restaurant pizza restaurant san mateo

best pizza in san mateo

best pizza in san mateo

best pizza in san mateo

best pizza in san mateo

From Ronnie:

Hello Bears Fans!

Those Damn Packers got the best of us again! I will say this…that was a touchdown! The ball just crossed the line – could have been a game changer. I think the refs were from Wisconsin too, all the calls seemed to go against us – I’m just sayin’. When we play the Packers in December the outcome will be different with a big W! Great game by Montgomery, he came to play and it’s always fun to watch when he’s on his game. We are 1-1 and are at home this Sunday playing the Texans, coached by our former coach, Lovie Smith. The Texans have a young QB in Davis Mills who came into the draft with Fields in 2021 and struggled last week holding onto the ball. Let’s hope our Defense continues that trend and Peanut Punches that ball out! Another test for our Defense in the run game with rookie running back, Dameon Pierce, who looks pretty good. We just need to tackle better!

Thank you fans for coming to Windy City Pizza Sunday night, we had a good crowd. Looks like dry weather in Chicago on Sunday, so The Bears Offense should play fast and mix it up a little more, showing us what they’ve got. We need this win! Game time is 10:00a.m. Sunday, so come on down to Windy City Pizza and cheer on our Bears. By the way, good to see Hester, Kreutz, Briggs and Tillman as 2023 Hall of Fame Nominees. Nobody has ever been better than Hester, who was just so exciting to see play. Miss that man – he should get in this year.
See all of you Sunday.

Let’s Go Bears! Bear Down!

Thanks, Ronnie D.


chicago bears nfl game pizza restaurant san mateo

From Trish:

It felt like old times with a full house on Sunday! Big thanks to all of you fans for being in the house – we know it’s tough to make it on Sunday evenings.

Let’s go Bears – see you Sunday.

Bear Down! Sunday 9/18 5:20PM – Game 2: Chicago Bears @ Green Bay Packers

deep dish pizza san mateo
deep dish pizza san mateo

From Ronnie:

Hello Bears Fans!
Our Bears weathered the first half storm against the 49ers and took over the game in the second half to get the big win…they made my week! Bears looked like they were having fun at the end too, great energy! The message Ryan Poles had for the Bears when he arrived was “And the last thing, the most important piece is we’re gonna take the North and never give it back!” It starts Sunday night against the Packers, time to own Rodgers now! I know it’s on T.V. but come on down to Windy City Pizza so we can all enjoy this one together. I’ve got a good feeling we are going to go into Green Bay and kick some bleep and get it done!

It was great seeing everyone again after two long years. Thanks to Trish and Bob for hosting us since 1998. Wow – time flies! We all appreciated the breakfast foods for the opening game. Always great to see new faces in the house and sad to see fans move away, but the Bears club is going strong and I’m excited to see where our Bears go from here. I look forward to enjoying the season with all of you.
We beat the Niners. Yea! now let’s take care of The Packers Sunday night at 5:20pm.

See you all at Windy City Pizza.
Let’s Go Bears! Bear Down!

Thanks, Ronnie D.


From Trish:

deep dish pizza san mateo

Thanks to all the fans who showed up for the opener – nothing like all being together to see the Bears beat the Niners!

In our fans’ typical generous spirit of camaraderie, we had many great prize additions to the raffle table on Sunday. Big thanks to Cathy (who was at Soldier Field on Sunday), Virgine & Gio (who drive in from Turlock!), and Mario, for donating those terrific prizes. Dan told me last week he was donating the #1 shirt and wanted to raffle it off with proceeds going to the house to help with Windy City’s NFL Sunday Ticket fee (the commercial fee is way more expensive than residential.) No wonder we’ve missed this mid-Western spirit for the past two seasons! So Dan arrived with shirt and his own raffle tickets – ready to go! This is Dan’s project and he’ll be selling tickets at all Sunday morning games for the next several weeks. Please take a photo of your ticket for when we do the drawing. And thanks, Dan, for this great idea.

Go Bears!
Thanks, Trish

Bay Area Chicago Bears Fan Club 2021 Season Update

An Update to our Chicago Bears Fan Club Members from Trish and Bob

Dear Bears Fans;
All of us on the Windy City team hope you are all staying safe in these tough times.

Since the beginning of 2021, we’ve been looking forward to the upcoming NFL and Chicago Bears season and planning with great delight to see all our BEARS fans at the club at the beginning of the season!

Following the emergence of the Delta variant, the CDC recommendations shifted and San Mateo County issued its August 3 “return to mask mandates indoors” for fully vaccinated people.

All very discouraging when we thought we were coming to the end of this pandemic. So, like everyone, we remain very concerned – for our staff and for everyone coming into Windy City, including our BEARS fans. Continue reading Bay Area Chicago Bears Fan Club 2021 Season Update

Bay Area Chicago Bears Fan Club – December Update

To Our Bears Fan Club Members from Ronnie, Trish and Bob;

Hello Bears Fans – Happy Holidays to everyone! I hope you and your families are safe and healthy!

Let’s talk Bears football! Our crazy season fits right in with this crazy 2020 year, where we were 5 and 1 and then, well, things just fell apart for the next six weeks. We all went from being proud Bears fans to being very frustrated and embarrassed. After all that, we still have a slim chance to make the playoffs. Now Nagy’s job is in jeopardy as well as Pace and our team could be starting over next season. But I’m hoping with our re-shuffled offensive line, and Trubisky playing with a chip on his shoulder, that we may have a shot. Throw in Montgomery becoming the Back we always knew he was and the Offensive Coordinator finally realizing what we have in Cole Kmet and how best to use him, and Graham to compliment Robinson and our young receivers and we’ll get this Offense really moving. If that all comes together, we might just have a shot! Continue reading Bay Area Chicago Bears Fan Club – December Update

Bay Area Chicago Bears Fan Club – October Update

To Our Chicago Bears Fan Club Members from Ronnie;

Hello Bay Area Bears Fans!

I hope all of you are doing well and keeping your blood pressure down with all of these Bears games! I wish we could all be at Windy City Pizza enjoying the season together. Unfortunately we can’t, but at least we have Bears football to watch. Here we are at 4-1 and haven’t really hit our potential yet! Our defense is playing pretty well but not great. They are missing a lot of tackles and committing penalties, all of which are driving me crazy! But at least they are making the plays when we really need them to. It’s only a matter of time before Quinn and Mack really start wreaking havoc on the opposing offense, and that’s when the rest of the D benefits. Continue reading Bay Area Chicago Bears Fan Club – October Update

Bay Area Bears Club Fall 2020 Update from Windy City

To Our Bay Area Bears Fan Club Members:

We are missing you already! Usually at this time the Windy City crew is excitedly making plans for the upcoming season, looking forward to seeing all the fans, digging out Bears banners and prizes from our storage shed while checking in with Ronnie, who manages to find more and more novel BEARS prizes with each new season. So, as with many things since mid-March, we are all feeling a little flat, trying to get through this tough time of Covid and focused on keeping all of our great employees safe. Continue reading Bay Area Bears Club Fall 2020 Update from Windy City

2019 Game 16: Chicago Bears vs Minnesota Vikings

Congratulations to #DaBears and our home team, San Francisco 49ers, on their wins yesterday! Though our Chicago Bears won’t be going to the playoffs like the Niners will, we want to thank everyone for their support and packing the house all season! Our Bears family grows every year and we will miss seeing all of you every Sunday. 🐻⬇️

See all of this season’s Bears Club photos here.