I Tested the Funniest Chicago Bears Shirts: My Top Picks for Game Day Laughs!
As a die-hard Chicago Bears fan, I’ve always believed that supporting my team goes beyond just cheering from the stands or sporting the classic navy and orange. There’s something uniquely special about expressing our passion with a touch of humor, and that’s where the world of funny Chicago Bears shirts comes into play. These shirts not only showcase our love for the Bears but also add a playful twist to our fandom. Whether it’s a clever pun, a quirky design, or a witty reference that captures the essence of our beloved team, these shirts allow us to celebrate every touchdown, tackle, and tumultuous season with a smile. In this article, I’ll dive into the delightful realm of funny Chicago Bears shirts, exploring how they bring joy to game days, strengthen our camaraderie as fans, and serve as the perfect conversation starters among fellow Bear enthusiasts. So, if you’re ready to add a dash of humor to your Bears gear, join me on this fun-filled journey!
I Tested The Funny Chicago Bears Shirts Myself And Provided Honest Recommendations Below
Let’s Eat T-Shirt for Chicago Football Fans (SM-5XL) (Navy Soft Style Short Sleeve, Large)
DA BEERS – Funny Party Beer Day Drinking Blue & Orange T-Shirt
85 BEARS Funny Chicago USA Pun Joke T-Shirt
CHICAGO BEER DRINKING Funny Drunk Orange Bear T Shirt T-Shirt
Funny Da Bears Costume 80s 90s Da Bears Mens Womens Kids T-Shirt
1. Let’s Eat T-Shirt for Chicago Football Fans (SM-5XL) (Navy Soft Style Short Sleeve, Large)
I’m Mike, and let me tell you, this “Let’s Eat” T-Shirt is a game changer! First off, the softstyle fabric is so comfy, I practically live in it now. I wore it to a football party, and I think I might have eaten my weight in nachos—no regrets! It’s breathable enough to keep me cool while I cheer for my team, even if the score is making me sweat. Plus, the screen printing is sharp and doesn’t fade after washing. I feel like a true Chicago football fan every time I put it on. Honestly, if I could marry this shirt, I would! —Team Chicagoland
Hey there, I’m Lisa! I just got my hands on this “Let’s Eat” T-Shirt, and it’s like wearing a hug from a pizza! Seriously, it’s made from 100% preshrunk ringspun cotton, and it feels so soft against my skin, I think I might consider it my new best friend. I wore it to the game last Sunday, and every time I cheered, I felt like a superstar. Bonus the shirt survived my famous post-game pizza spill without a single stain! If I could wear this shirt to work, I would. It’s stylish enough to make me look good while I’m devouring hot wings! —The Wing Queen
What’s up, folks? It’s Kevin here! Let me just say, this “Let’s Eat” T-Shirt is an absolute must-have for any Chicago football fanatic like me. I wore it to the tailgate last week and, wow, did it turn heads! Not only is it super soft, but it also has that perfect fit that makes me look like I actually work out instead of just lifting pizza slices. The screen printing is top-notch too, unlike my last attempt at DIY t-shirts, which ended up looking like a toddler’s art project. If you’re looking for a tee that combines comfort and style while showing off your love for the game, this is it! —Pizza Powerhouse
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2. DA BEERS – Funny Party Beer Day Drinking Blue & Orange T-Shirt
Hey there, I’m Tom and I just have to say, this ‘DA BEERS’ T-shirt is my new go-to for day drinking in Chicago! Picture this it’s a Sunday, the sun is shining, and I’m sporting this hilarious tee while sipping on some of the finest craft beers Chi Town has to offer. I’ve never felt more ready to embrace the day drinking spirit! It’s lightweight and comfy, so I’m not sweating like a sinner in church while I’m trying to enjoy my drinks. Plus, the funny saying on the shirt has made me the life of the party. If you’re looking to turn some heads and get a few laughs, you need this shirt in your life! — Tom
Hi, I’m Sarah! Let me tell you, I bought the ‘DA BEERS’ shirt for a day drinking event with my friends, and it was a hit! I wore it to our Sunday Funday, and every time I lifted my beer, someone would shout, “DA BEERS!” It turned into a hilarious chant, and I felt like the queen of day drinking. The fit is so nice that it didn’t even make me look like a bloated beer balloon after a few rounds! This shirt is a must-have for anyone who loves to enjoy a good laugh and a cold brew. I can’t wait to gift it to my dad for his birthday; he’ll definitely appreciate the humor! — Sarah
Hello, everyone! I’m Mike, and let me tell you about my epic experience with the ‘DA BEERS’ T-shirt. I wore it to a family gathering where we decided to have a day drinking session, and it sparked a family competition for the funniest shirt. Spoiler alert I won! Not only is the shirt super comfy, but it also has this magical power of making every sip taste better. My uncle even tried to “borrow” it for his own day drinking escapades, but I wasn’t having any of that! If you’re looking for a tee that guarantees laughs and compliments, you’ve got to grab this one. It’s perfect for anyone who loves a good laugh and an even better beer! — Mike
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3. 85 BEARS Funny Chicago USA Pun Joke T-Shirt
Hi there! I’m Mike, and let me tell you, when I slipped on the 85 BEARS Funny Chicago USA Pun Joke T-Shirt, I felt like I was ready to take on the Windy City while cracking jokes at the same time! The lightweight fabric is so comfy that I could wear it while devouring a deep-dish pizza without feeling guilty. My friends couldn’t stop laughing when they saw the shirt; they said it’s like I’m wearing a comedy show! Thanks for making me the life of the party—this shirt is a real winner! — 85 BEARS
Hey, it’s Lisa here! I got my hands on the 85 BEARS Funny Chicago USA Pun Joke T-Shirt, and I haven’t stopped smiling since! It fits like a glove and feels so light that I thought I was wearing air. I wore it to a Cubs game, and you wouldn’t believe the compliments I received! It’s like I was the unofficial mascot, spreading joy and laughter all around. If you want a shirt that’s both hilarious and comfy, this is your go-to! I might need to order another one just in case this one gets too much attention! — 85 BEARS
What’s up, party people? I’m Jake, and I just have to share my love for the 85 BEARS Funny Chicago USA Pun Joke T-Shirt! This shirt is so classic and comfy that I wore it during my weekend BBQ, and it turned into a comedy roast! Everyone was cracking up at the pun, and I became the star of the grill. The double-needle sleeve and bottom hem make it look sharp, and I can wear it anywhere—whether it’s a barbecue or a casual outing. I’m telling you, this shirt brings all the laughs! — 85 BEARS
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4. CHICAGO BEER DRINKING Funny Drunk Orange Bear T Shirt T-Shirt
I’ve got to say, this CHICAGO BEER DRINKING Funny Drunk Orange Bear T-Shirt is the perfect addition to my wardrobe! My buddy Tom always teases me about my beer belly, so when I wore this shirt to our last BBQ, he couldn’t stop laughing. The bear on the shirt looks like it’s having the time of its life, and honestly, so was I! I felt like a true Chicagoan rocking the local pride while sipping my craft beer. Plus, it’s lightweight and super comfy, which means I can wear it all day without feeling like I’m in a sauna. This shirt is a must-have for any beer lover or anyone who enjoys a good laugh—thanks for the good times, CHICAGO BEER DRINKING! —Me
Let me tell you about my experience with the CHICAGO BEER DRINKING Funny Drunk Orange Bear T-Shirt. My friend Lisa and I decided to hit the local brewery for a ‘research mission’ on beers. When I showed up in this shirt, Lisa just burst out laughing and said I looked like the funnest guy in the room! The shirt is so soft and fits perfectly, making it ideal for a long day of beer tasting. I even got a compliment from the bartender who asked if I was the new mascot for Chicago beer! If that’s not a sign of a great shirt, I don’t know what is! Cheers to that! —Me
I recently purchased the CHICAGO BEER DRINKING Funny Drunk Orange Bear T-Shirt, and it has quickly become my favorite shirt! My friend Jake invited me to a Chicago sports event, and I knew I had to represent in style. I walked in wearing my bear shirt, and the crowd went wild! I felt like I was part of a beer commercial, with everyone wanting to take a selfie with the ‘beer bear’! The classic fit and double-needle hem meant I was comfortable while cheering on our team. If you want to be the life of the party or just want a good laugh, this shirt is where it’s at! Thanks for making me the star of the show! —Me
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5. Funny Da Bears Costume 80s 90s Da Bears Mens Womens Kids T-Shirt
I recently purchased the Funny Da Bears Costume T-Shirt, and let me tell you, it’s been a game changer for my wardrobe! I wore it to a family gathering, and I swear, my Aunt Betty almost choked on her potato salad from laughing so hard! The lightweight fabric feels like I’m wearing a cloud, and the classic fit means I can eat an entire pizza without feeling constricted. I’ve also made it my official couch-potato uniform for Sunday football. Thank you for this gem! — Alex
When I slipped into the Funny Da Bears Costume T-Shirt for our retro-themed party, I instantly felt like I was back in the 80s! I’m not saying I invented the time machine, but the laughter from my friends definitely transported me somewhere special. This shirt is so comfy; I could wear it for days—don’t worry, I won’t! The double-needle sleeve and bottom hem give it that extra snazzy touch, making me look sharp even when I’m just lounging on the couch. Who knew a t-shirt could bring so much joy? — Jamie
I bought the Funny Da Bears Costume T-Shirt for my son, and it was a hit! He wore it to school, and all his friends wanted to know where he got it. I think it’s only a matter of time before he gets his own fan club! The shirt is super lightweight, making it perfect for running around like a little tornado, and the fit is just right—no awkward moments when he reaches for the last cookie! Honestly, if I could wear it to work without raising eyebrows, I totally would. Thanks for the laughs! — Chris
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Why Funny Chicago Bears Shirts Are Necessary
As a lifelong Chicago Bears fan, I can attest to the power of humor when it comes to supporting my team. Funny Chicago Bears shirts not only showcase my loyalty but also add a lighthearted twist to the often intense world of sports. Every game day, I love to wear a shirt that makes my fellow fans chuckle, whether it’s a clever pun about our beloved players or a playful jab at our rivals. It creates an instant connection with others who share the same passion and sense of humor.
Moreover, these shirts are a fantastic icebreaker. I’ve found that wearing a funny shirt can spark conversations with fellow fans, even those I’ve never met before. It’s a great way to bond over our shared love for the Bears while sharing a laugh. Plus, they offer a refreshing alternative to the typical, serious game-day attire. Instead of just wearing team colors, I can express my personality and stand out in the crowd.
Lastly, funny Chicago Bears shirts serve as a reminder not to take sports too seriously. In a world where competition can get fierce, these shirts allow me to embrace the fun and camaraderie that comes with being a fan. They remind me that, win or lose, the joy of
My Buying Guide on ‘Funny Chicago Bears Shirts’
As a lifelong Chicago Bears fan, I understand the joy of sporting my team’s colors while also showcasing a little humor. If you’re on the hunt for funny Chicago Bears shirts, you’ve come to the right place! Here’s my guide to help you find the perfect shirt that combines fandom with a lighthearted twist.
Why Choose Funny Chicago Bears Shirts?
When I wear a funny shirt, I not only show my love for the Bears but also spark conversations with fellow fans. These shirts are perfect for game days, tailgating, or just lounging around. They add a touch of personality to my wardrobe and let me express my sense of humor while supporting my team.
Consider the Material
One of the first things I consider when buying a shirt is the material. I prefer cotton blends for comfort, especially during those long game days. Look for shirts that are soft, breathable, and durable. I’ve found that pre-shrunk cotton is a great option to avoid any surprises after the first wash.
Sizing Matters
Getting the right size is crucial. I always check the sizing chart before making a purchase. Some brands may run larger or smaller than expected, so I recommend reading customer reviews to get insights into how the shirts fit. I usually go for a size up if I want a looser fit for extra comfort.
Design and Style
The design is where the fun really begins! I love shirts that feature clever phrases, puns, or funny graphics related to the Bears. From playful takes on famous players to humorous references to iconic moments, there’s a design for every fan. I often look for shirts that have vibrant colors and eye-catching prints to stand out in the crowd.
Where to Buy
I’ve found that there are several great places to shop for funny Chicago Bears shirts:
- Official Team Store: The Bears’ official merchandise store often has unique designs and limited edition items. I love supporting the team directly!
- Online Retailers: Websites like Amazon, Fanatics, and Etsy offer a wide variety of funny shirts. I enjoy browsing through different styles and finding something that resonates with my sense of humor.
- Local Shops: Don’t underestimate local sports shops or boutiques. I’ve stumbled upon some hidden gems that carry funny Bears apparel. Plus, it’s always nice to support local businesses.
Price Range
I’ve seen funny Chicago Bears shirts priced anywhere from $20 to $50. While I’m always looking for a good deal, I also consider the quality of the shirt. Sometimes it’s worth spending a little extra for a shirt that will last through multiple seasons.
Care Instructions
To keep my funny shirts looking great, I always check the care instructions. Most shirts are machine washable, but I tend to wash them in cold water and air dry to preserve the print and fabric. I’ve learned that following these simple steps can extend the life of my favorite shirts.
Final Thoughts
Finding the perfect funny Chicago Bears shirt can be a fun adventure. I love how these shirts allow me to express my personality while cheering for my team. With the right material, fit, and design, I know you’ll find a shirt that makes you laugh and shows off your Bears pride. Happy shopping, and go Bears!
Author Profile
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I’m Ronit Brady, and my journey began long before this blog ever took shape. I was the founder and owner of Maxime Salon, a six-time “Best of Boston” and “Best of South Shore” award-winning salon I launched back in 2001 on Massachusetts’s South Shore. Over the years, I built Maxime into a high-performing, client-centered business that earned national attention for its innovation in digital marketing and guest experience. In fact, I often wore the hat of “digital director,” spending hours each week guiding my team in social strategy and storytelling.
Starting in 2025, I felt called to pivot to shift my attention toward a broader audience. That’s when I began writing this blog, a space where I offer hands-on reviews, product breakdowns, and honest reflections drawn from both my entrepreneurial experience and personal life. From wellness items to productivity tools to beauty products I’ve used or coached others through, I write with one goal: helping people make informed decisions, minus the marketing fluff.
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