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Chessie Caps
163 items
Hats
Filters (2)
163 items
Newest
Chessie The Chesapeake Monster Baseball Cap
S-M-P-A
$18.47
$23.09
(20% off)
CHESSIE The Chesapeake Monster coloring book character Baseball Cap
S-M-P-A
$18.47
$23.09
(20% off)
CHESSIE The Chesapeake Monster coloring book character Dad Hat
S-M-P-A
$19.62
$23.09
(15% off)
The Chessie System Baseball Cap
Siam-1306
$20.15
$25.19
(20% off)
Never Underestimate an Old Man with Chesapeake Bay Retrievers Dad Hat
CosmoKitsch
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Ears – Minimal Line Art Dog Design Dad Hat
Noyalita
$19.62
$23.09
(15% off)
Pop Art Chesapeake Bay Retriever Retro Dog Baseball Cap
k3rstman1
$20.15
$25.19
(20% off)
The Chessie System Dad Hat
ShaStyle ArtFo
$21.41
$25.19
(15% off)
The Chessie System Baseball Cap
AmandasHastie
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever Dad Hat
Elisabeth Lucas
$21.41
$25.19
(15% off)
Vintage Cotton Belt Route - Blue Streak Service Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Cotton Belt Route - Blue Streak Service Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Cotton Belt Route - Blue Streak Service Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Chesapeake Retriever Portrait Dad Hat
Elisabeth Lucas
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Peeking over Wall 01 Dad Hat
Elisabeth Lucas
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever with Christmas Hat – Festive Chessie dog Xmas Design Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Chessie System Dad Hat
pink-beagle
$21.41
$25.19
(15% off)
Cute Chesapeake Bay Retriever dog with Signboard I love my Human Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever Owner Dog Coffee Baseball Cap
Sunset4Bones
$20.15
$25.19
(20% off)
Adorable Chesapeake Bay Retriever Pup for Cute Chessie puppy lovers Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Maryland Territory Dog The Retriever 2 Dad Hat
taiche
$21.41
$25.19
(15% off)
Maryland Territory Dog The Retriever Baseball Cap
taiche
$20.15
$25.19
(20% off)
Maryland Retriever Dog Breed Baseball Cap
taiche
$20.15
$25.19
(20% off)
Maryland Retriever Dog Breed Baseball Cap
taiche
$20.15
$25.19
(20% off)
Funny American Dog Chesapeake Bay Retriever 4th of July Dad Hat
whyitsme
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Dog Bless America Baseball Cap
whyitsme
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever Dog Illustration Baseball Cap
whyitsme
$20.15
$25.19
(20% off)
Chessie Dad Retro Funny Dog Lover Owner Father's Day Baseball Cap
BakeryDozen
$23.51
$29.39
(20% off)
Cozy Chesapeake Bay Retriever dog Wearing Pink Winter Hat Trendy Animal Fashion Artwork Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Life Is Better With a Curly Coated Retriever – Minimalist Elegant and Energetic Retriever Design Baseball Cap
GoodyPaws
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever Ears – A House Is Not a Home Without a Chesapeake Bay Retriever Dad Hat
GoodyPaws
$21.41
$25.19
(15% off)
Cute Chesapeake Bay Retriever dog with Party Hat Birthday Celebration Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Sorry I Can't, I Have Plans With My Chesapeake Bay Retriever – Tough & Loyal Water Dog Design Dad Hat
GoodyPaws
$21.41
$25.19
(15% off)
Life Choices Baseball Cap
Carbon Based Lifeforms
$19.31
$24.14
(20% off)
Chesapeake Bay Retriever Dog Wearing Halloween Witch Hat Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
chesapeake bay Dad Hat
NCNGDESIGN
$21.77
$25.61
(15% off)
chesapeake bay Dad Hat
NCNGDESIGN
$21.77
$25.61
(15% off)
chesapeake bay Baseball Cap
NCNGDESIGN
$20.48
$25.61
(20% off)
chesapeake bay Baseball Cap
NCNGDESIGN
$20.48
$25.61
(20% off)
chesapeake bay Baseball Cap
NCNGDESIGN
$20.48
$25.61
(20% off)
Funny cool Chesapeake Bay Retriever Dog wearing sunglasses Baseball Cap
LazyOwlStore
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever and Flying Mallard Baseball Cap
LifeCrush
$21.32
$26.66
(20% off)
Bigfoot Chessie Maryland Folklore Cryptid Baseball Cap
RockFireMerch
$20.15
$25.19
(20% off)
Chessie Mom Chesapeake Bay Retriever Gift Dad Hat
Guarddogdrive
$22.48
$26.45
(15% off)
Chesapeake Bay Retriever pack Dad Hat
Mayarartsy
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Dad Hat
Mayarartsy
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever running Dad Hat
Mayarartsy
$21.41
$25.19
(15% off)
Cute Chesapeake Bay Retriever Dad Hat
Mayarartsy
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Baseball Cap
Mayarartsy
$20.15
$25.19
(20% off)
Valentine's Day Chesapeake Bay Retriever Love Dad Hat
GoodyPaws
$21.41
$25.19
(15% off)
Valentine's Day Curly-Coated Retriever Love Baseball Cap
GoodyPaws
$20.15
$25.19
(20% off)
Chesapeake Bay Retriever Dog Head Dad Hat
ArtistEmbrace
$21.41
$25.19
(15% off)
Life is better with a Chesapeake Bay Retriever Baseball Cap
STocelot
$20.15
$25.19
(20% off)
Chessie yellow Dad Hat
new-yawn
$21.41
$25.19
(15% off)
Chessie blue Baseball Cap
new-yawn
$20.15
$25.19
(20% off)
Vintage Chessie Safety Express - Chicago to Hartford Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chessie Safety Express - Cumberland to Pittsburgh Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chessie Steam Special - Pittsburgh, Wheeling and Return Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chessie Steam Special - Chicago, Hartford and Return Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chesapeake and Ohio Railroad - Outstandability Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Cotton Belt Route - Blue Streak Service Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
"Mama's Little Pumpkin" - Chesapeake Bay Retriever in Halloween Pumpkin with Checkered Background Dad Hat
GoodyPaws
$21.41
$25.19
(15% off)
Vintage Chesapeake and Ohio Railroad - Fast Flying Virginian Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Chesapeake Bay Retriever Dog Illustration Baseball Cap
aio
$23.51
$29.39
(20% off)
Vintage Cotton Belt Route - St Louis Arkansas and Texas Railway Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Lines - Sleep Like A Kitten Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chessie System - Purrfect Transportation Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chessie System - Purrfect Transportation Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chessie System - Purrfect Transportation Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Railroad - For Progress Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chesapeake and Ohio Route Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chessie Steam Special Railway Post Office Stamp - July 30, 1977 Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Railroad Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Railroad Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Railroad Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chesapeake and Ohio Railroad Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Vintage Chesapeake and Ohio Railroad Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Chesapeake and Ohio Railroad Dad Hat
QuayTradingCo
$21.41
$25.19
(15% off)
Coquette Aesthetic Dog Lemonade Stand paws squeezed daily sweet and fresh fruits lemon chesapeake bay retriever easy peasy lemon squeezy Baseball Cap
GoodyPaws
$20.15
$25.19
(20% off)
Chesapeake Bay Chessie Dad Hat
OddityDesign
$21.41
$25.19
(15% off)
Bark Alert Chesapeake Bay Retriever Dog Baseball Cap
RedDesignSyc
$20.15
$25.19
(20% off)
Mad Dog Chesapeake Bay Retriever Dog Baseball Cap
RedDesignSyc
$20.15
$25.19
(20% off)
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Chesapeake Bay Retriever
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