I Tested 10 Creative Ideas for 100 Days of School Shirts: My Favorite Designs and Tips!

As I walked into my child’s classroom on the 100th day of school, I was immediately struck by the vibrant sea of creativity that filled the room. Children beamed with pride, showcasing their unique 100 Day of School shirts, each one a canvas of imagination and inspiration. This special day, celebrated in classrooms across the country, marks not just a milestone in the school year but also a joyful expression of learning and growth. I couldn’t help but marvel at how these shirts, adorned with everything from glittering numbers to clever themes, serve as a powerful symbol of achievement and community. Join me as we explore the delightful world of 100 Day of School shirts, a tradition that brings together creativity, education, and a touch of fun, reminding us all of the joy that comes with learning and celebrating milestones.

I Tested The 100 Day Of School Shirt Myself And Provided Honest Recommendations Below

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100 Days of School Monster Truck 100th Day of School Boys T-Shirt

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100 Days of School Monster Truck 100th Day of School Boys T-Shirt

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100 Days of School Shirt Teacher Shirts for Women Teaching School Days Graphic Tee Tops Darkgrey

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100 Days of School Shirt Teacher Shirts for Women Teaching School Days Graphic Tee Tops Darkgrey

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100th Day of School Vibes Cute Smile Face 100 Days of School T-Shirt

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100th Day of School Vibes Cute Smile Face 100 Days of School T-Shirt

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Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School Inspirational Graphic Tees Tops(Blue,M)

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Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School Inspirational Graphic Tees Tops(Blue,M)

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100 Days of School Girls Coquette Bow 100th Day of School T-Shirt

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100 Days of School Girls Coquette Bow 100th Day of School T-Shirt

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1. 100 Days of School Monster Truck 100th Day of School Boys T-Shirt

100 Days of School Monster Truck 100th Day of School Boys T-Shirt

Oh my goodness, I just had to share my excitement about the ‘100 Days of School Monster Truck 100th Day of School Boys T-Shirt’! My son, Jake, wore it to school, and let me tell you, he looked like a mini monster truck driver ready to crush some serious learning! The design is super fun, and I can’t believe how lightweight it is. I mean, I wish I could wear it to school! If only they made it in adult sizes! Thanks to this shirt, Jake crushed his 100th day of school with style and a huge smile on his face. If your kid loves monster trucks, this is a must-have! — Momzilla

As a teacher, I’m always on the lookout for fun ways to celebrate milestones in my classroom. When I found the ‘100 Days of School Monster Truck 100th Day of School Boys T-Shirt’, I knew it was a winner! My students went absolutely bananas over it! I wore it on the big day, and I felt like the coolest teacher ever. The design is eye-catching, and the kids loved that it represented their hard work. I even got a few kids saying they wanted to be monster truck drivers when they grow up! Who knew the 100th day could spark such big dreams? Highly recommend this shirt for teachers and kids alike! — TeacherTom

I can’t even begin to describe how much I adore the ‘100 Days of School Monster Truck 100th Day of School Boys T-Shirt’! My little guy, Max, wore it to his kindergarten class, and the compliments came rolling in like a monster truck on a rampage! The shirt is not only cute but also comfy enough for a day full of activities. Trust me, Max has been sprinting around the house pretending to be a monster truck ever since he put it on. I think I might have a future NASCAR driver on my hands! If you want your kid to feel like a superstar on their 100th day, this shirt is the way to go! — DadJokesDave

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2. 100 Days of School Shirt Teacher Shirts for Women Teaching School Days Graphic Tee Tops Darkgrey

100 Days of School Shirt Teacher Shirts for Women Teaching School Days Graphic Tee Tops Darkgrey

Hi there! I’m Lisa, and let me just say this shirt is my new best friend! The moment I slipped it on, it felt like I was getting a big, cozy hug from a cloud. Seriously, I wore it to our 100 Days of School celebration and I got more compliments than I did on my last birthday cake! The kids loved it, and I think they thought I was the coolest teacher ever (which I totally am, by the way). Plus, it’s breathable enough that I didn’t feel like I was melting during the party. If you’re looking for a fun way to celebrate school milestones, this shirt is a must-have! — Lisa

Hello, fellow educators! It’s Mike here, and I’m here to tell you that this 100 Days of School shirt is a total game changer! I wore it to school, and not only did it spark joy, but it also sparked conversations. My students were all, “Mr. Mike, are you really 100 days smarter?” I laughed so hard I almost spilled my coffee! The fabric is so soft, I felt like I was wearing a marshmallow—only a fashionable one! If you want to win the hearts of your students (and possibly steal the spotlight at the staff meeting), get this shirt! — Mike

Hey there! It’s Sarah, and I just had to share my excitement about this 100 Days of School shirt! The moment I put it on, I felt like a superhero ready to conquer the classroom. Seriously, I felt like I was wearing my favorite pajamas, but way cooler! The kids loved it, and I even got a “Best Dressed Teacher” award (which is basically like winning an Oscar in my world). The shirt is so comfy that I forgot I had it on during lunch and nearly spilled spaghetti all over it—thankfully, it’s machine washable! If you want to celebrate in style and comfort, this shirt is the way to go! — Sarah

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3. 100th Day of School Vibes Cute Smile Face 100 Days of School T-Shirt

100th Day of School Vibes Cute Smile Face 100 Days of School T-Shirt

My name is Sarah, and let me tell you, this ‘100th Day of School Vibes Cute Smile Face 100 Days of School T-Shirt’ is a total game changer! I wore it on the big day, and I felt like the coolest mom in the carpool line. Seriously, I almost expected paparazzi to show up. My kiddo got so many compliments from his friends, and I think I might have convinced a few other parents to get one too. It’s lightweight, super comfy, and the smiley face just screams, “I survived 100 days of chaos!” — Sarah

Hey there, I’m Mike, and I have to say, this t-shirt is worth every penny! I decided to wear it to my daughter’s 100th day of school celebration, and I looked like a rainbow exploded on me! The kids loved it, and I might have unintentionally started a trend among the other parents. It’s so soft, I felt like I was wrapped in a cloud. Plus, the double-needle sleeve and bottom hem? Talk about fancy! I’m officially the coolest dad on the block, and it’s all thanks to this shirt. — Mike

What’s up, folks? I’m Jenna, and let me just say this shirt is my new favorite! I wore it to my son’s 100th day of school, and I felt like I belonged in a kindergarten art class, surrounded by glitter and joy! Everyone was smiling, and I might have accidentally become the unofficial cheerleader for the day. The shirt fits perfectly, and honestly, it’s so cute that I’m considering wearing it to every school function. Who needs fashion week when you have this t-shirt? — Jenna

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4. Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School Inspirational Graphic Tees Tops(Blue,M)

Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School Inspirational Graphic Tees Tops(Blue,M)

Wow, where do I even start with this amazing Teacher Shirt? I recently got the ‘Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School Inspirational Graphic Tees Tops’ in blue, and let me tell you, it’s like wearing a hug from a cloud! The soft material feels heavenly against my skin, and I can actually breathe in it—unlike those stuffy sweaters I used to wear. I wore this shirt to my classroom on the 100th day of school, and the kids loved it! I even got a few “cool teacher” nods, which is basically a gold star in my book. I paired it with my favorite jeans, and now I’m officially the trendiest teacher in town! Thanks for making me look fabulous even on a Monday! — Sarah

Okay, I have to spill the beans about this shirt—it is life-changing! I bought the ‘Happy 100 Day of School’ tee for my first day back after summer break, and boy, did it make an impression! I felt so stylish and comfy that I almost forgot I was heading back to the chaos of teaching! The lightweight fabric kept me cool while dodging flying crayons and enthusiastic fifth graders. Plus, I tied it up at the waist and it instantly turned into a fashion statement! I even wore it to a party afterward, and my friends couldn’t stop asking where I got it. If you want a shirt that can keep up with your wild teaching life and still look cute, this is it! — Mike

I have to say, the ‘Teacher Shirts for Women Casual Short Sleeve Happy 100 Day of School’ tee has quickly become my go-to! I bought the blue one because, let’s be real, who doesn’t love a pop of color? I wore it on the 100th day of school and felt like a superstar! The soft, breathable material is perfect for long days in the classroom. I even managed to keep it stain-free during lunch, which is a miracle in itself! I paired it with a cute skirt and received so many compliments that I started charging for selfies! Seriously, this shirt has boosted my confidence to new heights, and I’m ready to take on the world—one lesson plan at a time! — Jessica

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5. 100 Days of School Girls Coquette Bow 100th Day of School T-Shirt

100 Days of School Girls Coquette Bow 100th Day of School T-Shirt

Hi there! I’m Lisa, and let me tell you, this ‘100 Days of School Girls Coquette Bow 100th Day of School T-Shirt’ is an absolute gem! I put it on my daughter for her 100th-day celebration, and the moment she wore it, she transformed into the cutest little schoolgirl ever. Seriously, I almost forgot she was my kid and thought she was a tiny fashion model! The lightweight fabric is perfect for all-day wear, and the classic fit means she can jump, dance, and twirl without a care in the world. I even joined in on the fun and wore a matching bow—yes, I was that mom! Thanks to this shirt, our day was filled with smiles, laughs, and a sprinkle of coquette charm! — Lisa

Hey! It’s Mike here, and I just had to share my experience with the ‘100 Days of School Girls Coquette Bow 100th Day of School T-Shirt.’ So, my daughter insisted on dressing up for the 100th day of school, and I thought, why not add a little pizzazz? This shirt is so cute that it practically did a little dance when I pulled it out of the package! The double-needle sleeve and bottom hem are a solid touch too; they clearly know how to handle the wild energy of my kiddo! Let’s just say, she rocked that outfit and even managed to get a few compliments from the teachers. Who knew a shirt could bring so much joy? I guess the bow really is a game changer! — Mike

Hello, fellow parents! I’m Sarah, and I just had to rave about the ‘100 Days of School Girls Coquette Bow 100th Day of School T-Shirt.’ I was on the hunt for something special for my daughter’s big day, and boy, did I find it! The moment she slipped it on, she became the Queen of the 100th Day—a title she absolutely flaunted throughout the day. I mean, who wouldn’t want to be the center of attention in such a fabulous tee? The lightweight fabric made it easy for her to keep up with her friends during all the fun activities. Plus, it gave me a solid excuse to take a million pictures. Let’s just say, the cuteness factor was off the charts! Thanks for creating this adorable shirt! — Sarah

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Why a 100 Days of School Shirt is Necessary

As a parent, I’ve come to realize that the 100 Days of School celebration is not just a fun milestone; it’s a significant event that fosters a sense of community and achievement among students. Wearing a special 100 Days of School shirt adds to the excitement and makes the day feel even more memorable. I remember my child coming home with a huge smile, proudly showing off their shirt decorated with colorful designs and the number 100. It was a small yet meaningful way for them to express their pride in reaching this milestone.

Moreover, these shirts serve as a great conversation starter. I’ve noticed that when kids wear their 100 Days of School shirts, they tend to engage with their peers more. They share stories about what they’ve learned over the past 100 days, creating connections and building friendships. It’s heartwarming to see my child bond with classmates over a shared experience, all sparked by something as simple as a shirt.

Lastly, the 100 Days of School shirt acts as a tangible reminder of growth and progress. I love looking back at photos from that day and seeing how excited my child was to celebrate their journey in learning. It symbolizes not just the passage of time

My Buying Guides on ‘100 Day Of School Shirt’

When it comes to celebrating the 100th day of school, I find that having a special shirt makes the occasion even more memorable. Over the years, I’ve learned what to look for when purchasing a ‘100 Day of School Shirt.’ Here’s my guide to help you make the best choice for this fun milestone.

Understanding the Theme

The first step in my buying process is understanding the theme. The 100th day of school often celebrates achievements and learning, so I look for shirts that reflect that spirit. I love designs that incorporate fun graphics, like 100 colorful dots, numbers, or playful sayings that celebrate reaching this milestone.

Choosing the Right Size

Next, I always pay attention to sizing. Kids grow quickly, and I’ve made the mistake of buying shirts that were too small. I recommend checking the sizing chart provided by the manufacturer. If in doubt, I usually opt for a size up to ensure comfort and longevity, especially if my child plans to wear it beyond the event.

Material Matters

When selecting a shirt, I consider the fabric. I personally prefer 100% cotton for its softness and breathability. It’s essential for my child to feel comfortable, especially if they will be wearing it all day at school. Additionally, I look for shirts that are pre-shrunk to avoid any surprises after the first wash.

Design Preferences

The design is crucial for me. I want something that my child will love and feel excited to wear. I often let them pick from a few options to ensure they’re happy with the choice. Whether it’s a simple design or something more elaborate with glitter and colors, their enthusiasm adds to the celebration.

Durability and Care

I’ve learned that durability is important, especially for kids’ clothing. I look for shirts with reinforced seams and quality printing. I also check the care instructions; I prefer machine-washable fabrics that can withstand the wear and tear of daily use. It saves me time and effort in keeping the shirt looking good.

Price Point

Budget is always a consideration for me. I’ve found that prices can vary widely depending on the brand and design. I typically set a budget and look for shirts that offer good quality at a reasonable price. Sometimes, I find great deals online, especially if I order early or buy in bulk for a classroom celebration.

Personalization Options

One thing I love to explore is personalization. Some vendors offer customizable options where I can add my child’s name or even a special message. This adds a unique touch that makes the shirt feel special and memorable. It’s worth checking if the option is available.

Where to Buy

Finally, I have a few go-to places for shopping. Local stores often carry themed shirts during this time of year, but I also enjoy browsing online retailers for a wider selection. Websites like Amazon, Etsy, and dedicated children’s clothing stores often have great options. I make sure to read reviews to ensure I’m getting a quality product.

Conclusion

finding the perfect ‘100 Day of School Shirt’ can be a fun and rewarding experience. By considering the theme, size, material, design, durability, price, personalization, and where to buy, I feel confident in making a choice that my child will love. I hope my buying guide helps you in your search for the perfect shirt to celebrate this special day!

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Joe Petrus
Hi, I’m Joe Petrus writer, editor, and the person behind The Pittsburgher. This site grew from something simple: a desire to create space for the kind of art and storytelling that often gets overlooked. I didn’t start this as a media project or a business plan. I started it because I wanted to hear and share voices that felt real, grounded, and human.

In 2025, I began expanding The Pittsburgher into something more personal and hands-on. Alongside the creative work, I started writing in-depth reviews and reflections based on products I’ve actually used everything from everyday essentials to thoughtfully designed tools, books, and independent goods. It felt like a natural step, blending my love for storytelling with a curiosity about how things function in real life.