Current offer expires in
-- H
-- M
-- S
Up to 35% Off Sitewide
Shop Now

Pumpkin Humor Hats

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
Pumpkin Cream Pie Hat
Main Tag:  

Description: Scoop and shoot!

Tags: adult, cream, cream pie, fall, gay

Pumpkin Cream Pie Hat

by Jason Lloyd Art

$12 $19

for
--
:
--
:
--

Peter Peter Pumpkin Eater Carved Pumpkin Humor Hat
Main Tag:  

Description: A tilted carved pumpkin with a crooked grin sits beneath familiar nursery rhyme wording. For pumpkin lovers and fans of playful nursery rhyme wordplay in autumn artwork.

Tags: autumn, autumn pumpkin illustration, carved pumpkin, fall harvest, folklore

Peter Peter Pumpkin Eater Carved Pumpkin Humor Hat

by Nooseeke

$12 $19

for
--
:
--
:
--

Black Coffee Parody Rock Design Hat
Main Tag:  

Description: When you like your coffee like you like your metal

Tags: rock, metal, coffee, sabbath, retro

Black Coffee Parody Rock Design Hat

by PeakedNThe90s

$12 $19

for
--
:
--
:
--

Pumpkin Humor in Distressed Orange and White Block Letters Hat
Main Tag:  

Description: Bold orange, white, and black lettering fills a stacked rectangular frame with a playful pumpkin-themed saying. The worn block type and strong fall palette suit an easygoing Halloween mood, seasonal parties, and anyone who enjoys cheeky autumn wordplay.

Tags: autumn, black, block letters, bold, distressed

Pumpkin Humor in Distressed Orange and White Block Letters Hat

by Pink Hope ⭐⭐⭐⭐⭐

$12 $19

for
--
:
--
:
--

Boyz 4 Now - Scary Hat
Main Tag:  

Description: Boyz 4 Now - I love you so much it’s Scary

Tags: belcher, bobs, bobsburger, bobsburgers, boyz4now

Boyz 4 Now - Scary Hat

by TommyMull Art

$12 $19

for
--
:
--
:
--

Pumpkin Everything, Please Hat
Main Tag:  

Description: A fun pumpkin typography illustration with a pie slice, hot drink, and miniature pumpkins.

Tags: autumn, coffee lover, cozy season, fall, funny quote

Pumpkin Everything, Please Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Smiling Pumpkin Classic Pumpkin Eater Rhyme Hat
Main Tag:  

Description: A cheerful orange jack o lantern sits above a short pumpkin themed nursery rhyme phrase. For pumpkin lovers and fans of playful nursery rhyme wordplay in autumn artwork.

Tags: autumn, autumn pumpkin illustration, carved pumpkin, fall harvest, folklore

Smiling Pumpkin Classic Pumpkin Eater Rhyme Hat

by Nooseeke

$12 $19

for
--
:
--
:
--

Pumpkin Season Is My Personality Hat
Main Tag:  

Description: A bold seasonal typography illustration with a giant pumpkin, pie slice, and falling autumn leaves.

Tags: autumn, cozy season, fall, fall lover, funny quote

Pumpkin Season Is My Personality Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Pumpkin Queen of the Patch Hat
Main Tag:  

Description: A confident pumpkin typography illustration featuring a crowned pumpkin, patch sign, and bold leaves.

Tags: autumn, crown, fall, funny quote, harvest

Pumpkin Queen of the Patch Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

I’m Here for the Pumpkin Pie Hat
Main Tag:  

Description: A humorous pumpkin pie typography illustration featuring a pie slice, whipped topping, and a small pumpkin.

Tags: autumn, dessert, fall, food humor, funny quote

I’m Here for the Pumpkin Pie Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Pumpkin Spice, Zero Patience Hat
Main Tag:  

Description: A funny pumpkin spice typography illustration with a steaming drink, cinnamon sticks, and a pumpkin accent.

Tags: autumn, cinnamon, coffee lover, cozy season, fall

Pumpkin Spice, Zero Patience Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

PUMPKIN PIE RETRO GAMING HUMOR Hat
Main Tag:  

Description: Adorable design that will get you through the holiday season, because pumpkin pie is great for Halloween, Thanksgiving and the Christmas season. Our design features a big pumpkin pie ready to eat up three little pumpkins. Who needs whipped cream? Nom nom nom! Created by Scarebaby Design, a registered TRADEMARKED design company. You may not reproduce, copy, or otherwise re-use this design in any format for any purpose, especially for commercial purposes.

Tags: feast, gaming, nom nom nom, pac, pac man

PUMPKIN PIE RETRO GAMING HUMOR Hat

by Scarebaby Design

$12 $19

for
--
:
--
:
--

Kiiikya pumpkin humor Hat
Main Tag:  

Description: Pumpkyaa pumpkin humor

Tags: halloween, kiiikiii, neon, retro, vintage

Kiiikya pumpkin humor Hat

by neslite

$12 $19

for
--
:
--
:
--

Halloween-Pumpkin Hat
Main Tag:  

Description: Pizza and Horror Movies at Halloween. A funny drawing of a pizza, for Halloween, with Jack O Lantern shaped pepperoni, and the text Pizza and Horror Movies. Spooky horror pumpkin pie pizza mashup for a foodie Halloween and Horror Movie night. Yummy.

Tags: ellenhenryart, food, funny halloween, funny pumpkins, halloween

Halloween-Pumpkin Hat

by ellenhenryart

$12 $19

for
--
:
--
:
--

Pumpkin Powered Hat
Main Tag:  

Description: A bold pumpkin typography illustration featuring a pumpkin with a lightning bolt and power button icon.

Tags: autumn, energy, fall, funny quote, harvest

Pumpkin Powered Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Resting Witch Face, Pumpkin Edition Hat
Main Tag:  

Description: A funny spooky pumpkin typography illustration with a sleepy jack o lantern, witch hat, moon, and broomstick.

Tags: autumn, fall, funny quote, halloween, jack o lantern

Resting Witch Face, Pumpkin Edition Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Halloween-Pumpkin Hat
Main Tag:  

Description: Pumpkin Pig with Halloween Horror Greeting. A funny line drawing of a cute pig wearing her spooky Halloween Horror pumpkin costume, with a Happy Halloween card. Her costume is spot on, looks just like the pumpkin on the card.

Tags: animal, ellenhenryart, funny, funny animals, funny halloween

Halloween-Pumpkin Hat

by ellenhenryart

$12 $19

for
--
:
--
:
--

“Age Is Like Cinderella’s Carriage” Pumpkin and Vines Hat
Main Tag:  

Description: It helps to joke about the inevitable. Time waits for no one… might as well laugh about it!

Tags: age well, aging, autumn, autumn vibes, cinderella

“Age Is Like Cinderella’s Carriage” Pumpkin and Vines Hat

by Tickle Shark Designs

$12 $19

for
--
:
--
:
--

Obsessive Pumpkin Disorder Hat
Main Tag:  

Description: Pumpkin obsessed friend? Order them this funny pumpkin obsession gift featuring a giant pumpkin for all of your pumpkin spice latte dreams.

Tags: pumpkin humor, pumpkin latte, cute pumpkin, cute pumpkins, funny pumpkin

Obsessive Pumpkin Disorder Hat

by epiclovedesigns

$12 $19

for
--
:
--
:
--

Slice, Dice, Pumpkin Spice Hat
Main Tag:  

Description: A playful pumpkin spice typography illustration with pie, cinnamon sticks, and a simple spice shaker.

Tags: autumn, cinnamon, cozy season, fall, food humor

Slice, Dice, Pumpkin Spice Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Creep It Real, Pumpkin Hat
Main Tag:  

Description: A friendly spooky typography illustration with a jack o lantern, ghost, and crescent moon.

Tags: autumn, fall, funny quote, ghost, halloween

Creep It Real, Pumpkin Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

Pumpkin Halloween Humor Hat
Main Tag:  

Description: Vintage Chilling Skeleton

Tags: autumn vibes, fall, funny skeleton, halloween, halloween humor

Pumpkin Halloween Humor Hat

by karemmorocco

$12 $19

for
--
:
--
:
--

Pumpkin-Spice-Gout-Humor Hat
Main Tag:  

Description: Pumpkin-Spice-Gout-Humor design features bold orange and teal lettering with a funny medical-style phrase about gout and pumpkin spice. The artwork blends seasonal wordplay, health humor, and bright typography into a playful design with strong contrast and cheeky autumn-themed personality.

Tags: fall humor, funny quote, health joke, medical humor, orange lettering

Pumpkin-Spice-Gout-Humor Hat

by vanquiet

$12 $19

for
--
:
--
:
--

Skeleton Pumpkin Balloon Halloween Humor Hat

Description: Skeleton pumpkin balloon humor meets spooky season chaos in this expressive Halloween design. A skeleton reacts with a bruh moment while losing an arm to a jack o lantern balloon, creating a playful visual joke for fans of Halloween, skeleton art, pumpkin carving, haunted houses, and October celebrations. The bold reaction concept brings seasonal personality to parties, costume events, and everyday spooky style.

Tags: halloween reaction, halloween skeleton, haunted house, jack o lantern, losing arm joke

Skeleton Pumpkin Balloon Halloween Humor Hat

by Greenboy Suitable

$12 $19

for
--
:
--
:
--

Michael Myers Freak In The Sheets Pumpkin Horror T-Shirts Hat
Main Tag:  

Description: Unleash your inner horror enthusiast with our exclusive “Michael Myers Freak in the Sheets Pumpkin Horror T-Shirts”. These chilling garments will send shivers down your spine and leave an unforgettable mark on Halloween enthusiasts. Michael Myers Freak In The Sheets Pumpkin Horror T-Shirts, hoodie, long sleeve, v-neck tee Crafted from premium cotton, our Michael Myers Freak in the Sheets Pumpkin Horror T-Shirts offer both comfort and style. The vibrant print features the iconic Michael Myers mask, surrounded by glowing orange pumpkins, creating a spooky yet festive atmosphere. Whether you’re trick-or-treating or attending a Halloween party, these shirts will make you stand out from the crowd.

Tags: autumn, fall, fall season, funny gift, funny quote

Michael Myers Freak In The Sheets Pumpkin Horror T-Shirts Hat

by T-Shirt Central

$12 $19

for
--
:
--
:
--

Nightmare La Land Hat

Description: I hope you like it!

Tags: ryan gosling, mashup, la la land, emma stone, jack and sally

Nightmare La Land Hat

by Zascanauta

$12 $19

for
--
:
--
:
--

Pumpkin Head Halloween Horror Bernie Sanders Irish Uncle Memes Hat
Main Tag:  

Description: A funny drawing of a man in stripes sitting next to a pumpkin head man in mittens in a room. You may recognize Bernie Sanders under that Halloween costume. You may recognize Matt, dubbed Irish Uncle, from a popular 90s TV reunion. Put them together and it is now a Halloween horror. For your friends who are fans of pop culture memes and spooky horror.

Tags: 90s tv, bernie sanders, ellenhenryart, funny, halloween
Halloween Pumpkin Costume Humor Hat

Description: Celebrate spooky season with a jack-o'-lantern in a witch hat and sneakers, showing off its Halloween costume. A playful vintage-style gift for Halloween lovers.

Tags: autumn halloween, cartoon pumpkin, funny halloween, halloween humor, halloween party

Halloween Pumpkin Costume Humor Hat

by Haunted halow

$12 $19

for
--
:
--
:
--

Welcome Great Pumpkin Spice Latte Hat

Description: Welcome Great Pumpkin Spice Latte

Tags: acs, american chop suey, cartoon, ed bickford, humor

Welcome Great Pumpkin Spice Latte Hat

by Metal Robot

$12 $19

for
--
:
--
:
--

Happy Thanksgiving Turkey Cute Pilgrim Pumpkin Pie Hat
Main Tag:  

Description: Celebrate autumn with this cute Thanksgiving turkey design featuring a cheerful pilgrim bird holding a fresh slice of pumpkin pie and fall leaves. Great for family Thanksgiving dinner, friendsgiving parties, school celebrations, and anyone who loves festive Turkey Day food humor. Makes a fun holiday outfit for kids, teachers, dinner hosts, and pie lovers.

Tags: autumn leaves, cute turkey, fall harvest, family dinner, friendsgiving
Cheeky Pumpkin Hat
Main Tag:  

Description: Cheeky Pumpkin - do not out your finger in its mouth.

Tags: halloweentee, scary monsters, pumpkins, pumpkin gift, spooky

Cheeky Pumpkin Hat

by P7 Illustrations

$12 $19

for
--
:
--
:
--

Football-Inspired Fall Pumpkin, Leopard, Autumn Sports Humor Hat

Description: Bring together fall style and football spirit with pumpkins, leopard print, and autumn sports humor. Perfect for football season and game-day fans.

Tags: autumn lover, autumn sports, fall pumpkin, fall vibes, football fan

Football-Inspired Fall Pumpkin, Leopard, Autumn Sports Humor Hat

by seat.bythewindow

$12 $19

for
--
:
--
:
--

The grand Pumpkin Hat
Main Tag:  

Description: The grand Pumpkin

Tags: humor, serie, horror, tvshow, monster

The grand Pumpkin Hat

by Cromanart

$12 $19

for
--
:
--
:
--

Pumpkin Pie Humor Funny Halloween Joke Pun Hat
Main Tag:  

Description: Pumpkin Pie Humor Funny Halloween Joke Pun

Tags: christmas, fall, food, funny, halloween

Pumpkin Pie Humor Funny Halloween Joke Pun Hat

by Dimi Art

$12 $19

for
--
:
--
:
--

Pumpkin ghost Hat
Main Tag:  

Description: A pumpkin ghost with a knife in the head

Tags: autumn, boo, cartoon, fall, ghost

Pumpkin ghost Hat

by The Other End Comics

$12 $19

for
--
:
--
:
--

Funny Pumpkin Dive Squirrel Thanksgiving Fall Autumn Humor Hat

Description: Funny Pumpkin Dive Squirrel Thanksgiving Fall Autumn Humor Tee

Tags: autumn, autumn leaves, fall season, funny gift, funnytee

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Home Goods