🎃 Spooky Season Drop: 10 Funny Halloween Shirt Ideas That Always Sell

Get inspired by our top 10 funny Halloween shirt ideas that always sell—from “Baseball Mom Halloween” to “Pumpkin Spice & Printing.” Designed & printed by South Bay Printworks.

👻 Trick or Tee? It’s Spooky Season at South Bay Printworks

Halloween isn’t just costumes—it’s a merch moment. Every October, we drop our funniest, most clickable custom Halloween designs for fans, parents, teachers, and teams across the South Bay (and beyond). Here are the ten that keep flying off the press.

Top 10 Funny Halloween Shirt Ideas

1. Baseball Mom Halloween

   Pumpkins + baseball seams = fall tournament energy. Great on crewnecks for chilly night games.

2. Boo Crew

   Family, classroom, or team sets. Add names/roles for an easy personalization upsell.

3. Pumpkin Spice & Printing

   For caffeine lovers & creatives—cozy fall colors that pair perfectly with hoodies.

4. Resting Witch Face

   Sassy font + minimalist hat icon. Timeless gag, timeless sales.

5. Trick or Treat Yo’Self

   Crowd-pleasing pun for boutiques, small teams, and anyone who loves a treat.

6. Ghouls Just Wanna Have Fun

   Retro fonts + 80s palette. Perfect for girls’ night or themed parties.

7. Paws & Pumpkins

   Cats, dogs, pumpkins—pet owners go nuts. Great for shelters and pet parades.

8. Squad Ghouls

   Friend groups & sororities love this—offer “good” vs “evil” colorways.

9. Creep It Real

   Candy colors & playful type—parents & kids favorite for trick-or-treating.

10. Print, Drink & Be Scary

    A South Bay Printworks original for makers & night-shift print warriors.

Why These Designs Sell (Every Year)

The bestseller formula is simple: Funny + Relatable + Print-Ready. We refresh each fall drop with updated fonts, colorways, and local flavor—so the ideas stay evergreen while the look feels new.