Letterman Caps

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416 items

Jason and 400 U Baseball Cap

likexthat

$22.00

~~$27.50~~ (20% off)

South Dakota SD Monogram #1 Baseball Cap

VintageVarsity5

$20.15

~~$25.19~~ (20% off)

Late Night With David Letterman Baseball Cap

Bio-phile

$20.15

~~$25.19~~ (20% off)

Letter Z Initial Baseball Cap

Letterman Late Dad Hat

LuceCantin

$20.15

~~$25.19~~ (20% off)

Letterman Steven Baseball Cap

BriaBatten

$20.15

~~$25.19~~ (20% off)

David Letterman Dad Hat

iqhlpsuf27

$20.15

~~$25.19~~ (20% off)

david letterman late night retro vintage Poster Baseball Cap

HarveyBrooka

$23.34

~~$29.18~~ (20% off)

david letterman Dad Hat

DahGrind

$23.51

~~$29.39~~ (20% off)

High School Cadets Spirit Pride Pep Rally Baseball Cap

198tees

$18.47

~~$23.09~~ (20% off)

david letterman Dad Hat

DahGrind

$23.51

~~$29.39~~ (20% off)

Letterman Baseball Cap

sheepshoof

$16.79

~~$20.99~~ (20% off)

Late Night David Letterman Trucker Hat

trangnhung111

$21.75

~~$27.19~~ (20% off)

Letterman Late Show Design Dad Hat

UDOU - University of Be Yourself Trucker Hat

designbutton

$19.19

~~$23.99~~ (20% off)

Manatee wearing a letterman jacket Baseball Cap

Action-Princess

$20.15

~~$25.19~~ (20% off)

Late Night David Letterman Dad Hat

ConoScam

$23.51

~~$29.39~~ (20% off)

LATE-NIGHT-DAVID-LETTERMAN-T-SHIRT Dad Hat

JuanaWRedford

$20.15

~~$25.19~~ (20% off)

LATE-NIGHT-DAVID-LETTERMAN-T-SHIRT Trucker Hat

AmarNukic

$17.59

~~$21.99~~ (20% off)

Biff Henderson's Golf Cart Of Death Baseball Cap

mister-pizza

$20.15

~~$25.19~~ (20% off)

Superbowl 2026 Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

High School Stingrays Spirit Pride Pep Rally Baseball Cap

198tees

$18.47

~~$23.09~~ (20% off)

The Devil You Know and Love Trucker Hat

Jimb Fisher

$19.19

~~$23.99~~ (20% off)

Evans Letterman Trucker Hat

jackdoorman

$19.19

~~$23.99~~ (20% off)

NEON LETTERMAN Baseball Cap

roblives4love

$20.15

~~$25.19~~ (20% off)

Schwiggity Schwag Trucker Hat

DougCustomMade

$18.87

~~$23.59~~ (20% off)

Little Wicked Dad Hat

Xnvy

$20.15

~~$25.19~~ (20% off)

Superbowl 2026 Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Superbowl 2026 Jacket Baseball Cap

David Letterman Baseball Cap

Chris-Fletcher

$18.47

~~$23.09~~ (20% off)

Late Night With David Letterman Baseball Cap

Clarence & Alabama Designs

$20.15

~~$25.19~~ (20% off)

High School Roadrunners Spirit Pride Pep Rally Dad Hat

198tees

$18.47

~~$23.09~~ (20% off)

Late Night T-ShirtLate Night With David Letterman Baseball Cap

Superbowl 2026 Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

High School Terriers Spirit Pride Pep Rally Dad Hat

198tees

$18.47

~~$23.09~~ (20% off)

University of Onions Trucker Hat

B's Designs

$19.19

~~$23.99~~ (20% off)

Princess Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Princess Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Princess Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Superbowl 2026 Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

T-shirt your name here ⭐️ Baseball Cap

Dreamdesign ⭐️⭐️⭐️⭐️⭐️

$20.15

~~$25.19~~ (20% off)

Superbowl 2026 Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Princess Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

1950S High School Retro Varsity Letterman Aesthetic Vintage Collegiate Style | Best Buy Baseball Cap

University of Carbs Dad Hat

B's Designs

$20.15

~~$25.19~~ (20% off)

High School Wranglers Spirit Pride Pep Rally Dad Hat

198tees

$18.47

~~$23.09~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Night Jaguars Baseball Cap

deadartist17

$20.15

~~$25.19~~ (20% off)

Princess Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

High School Broncs Spirit Pride Pep Rally Baseball Cap

198tees

$18.47

~~$23.09~~ (20% off)

Princess Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Superbowl 2026 Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Superbowl 2026 Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Superbowl 2026 Jacket Dad Hat

College Blue Varsity Block Letters Trucker Hat

ModdiesColors

$17.59

~~$21.99~~ (20% off)

Superbowl 2026 Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Rebel Roses - Vintage Americana Skulls & Flowers Design Dad Hat

Capizione

$20.15

~~$25.19~~ (20% off)

Prince Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

High School Monarchs Spirit Pride Pep Rally Dad Hat

198tees

$18.47

~~$23.09~~ (20% off)

Tai's Letterman Jacket Baseball Cap

theemadster

$20.15

~~$25.19~~ (20% off)

prince Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

David Dave Letterman Barbara Gaines Show Late Night Show Trucker Hat

JonahP Dzns

$19.19

~~$23.99~~ (20% off)

Black Widow Letterman Dad Hat

jaiixox

$18.47

~~$23.09~~ (20% off)

Jackie's Letterman Jacket Trucker Hat

theemadster

$19.19

~~$23.99~~ (20% off)

prince Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

CLASS OF 2026 - MAROON LETTERMAN STYLE SENIOR CLASS 26 Dad Hat

catsdothingz

$20.15

~~$25.19~~ (20% off)

Team Cthulhu Trucker Hat

Spoof-Tastic

$19.03

~~$23.79~~ (20% off)

Prince Letterman Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Live, Laugh, Letterman Baseball Cap

Logo-A-GoGo

$20.15

~~$25.19~~ (20% off)

Superbowl 2026 Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Prince Letterman Jacket Dad Hat

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Superbowl 2026 Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Lottie's Letterman Jacket Baseball Cap

theemadster

$20.15

~~$25.19~~ (20% off)

Superbowl 2026 Jacket Trucker Hat

broadwaygirl142

$18.87

~~$23.59~~ (20% off)

Prince Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

Prince Letterman Jacket Baseball Cap

broadwaygirl142

$19.81

~~$24.77~~ (20% off)

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Letterman Caps

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