Plaid Winter Hats for Men

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Men's Accessories

948 Results

VTG Lumberjack hat wool union made red and black plaid Great Condition
$37.00
$6.20 shipping
S+Z^ &* I9] AwH .?!|/ $WS p o n s o r e d
Vintage Eddie Bauer Redish Brown Plaid Hat With Ear Flaps Size M Wool USA MADE
$19.80
Was: $22.00was - US $22.00
$6.30 shipping
+4^ Y OL &*5 ]8 w.?!|R/ $BS p o n s o r e d
Wind River Outfitters Plaid Red Flannel Winter Hunting Hat - Vintage
$18.00
or Best Offer
$4.51 shipping
+0^ &9 *W F] ZIw .8L?! 52| / $S p o n s o r e d
Red Plaid Bigfoot Washington Adjustable Hat
$12.99
or Best Offer
$6.99 shipping
+WP ^VS K &* ]7 w. ?17!|/ 4$S p o n s o r e d
WWE Mick Foley Cactus Jack W Legends Hat Snapback Cap Plaid New Men
$19.95
or Best Offer
Free shipping
37 watching
+FE^ & 8*I ] VC w2G.?! IL|/ $
New! $95 Filson XL Mackinaw Cap Winter Wool Hat. Red Navy Plaid. Made In USA
$64.99
$6.20 shipping
31 watching
+1E ^ &*8R 8L ] w.Q?7!| /5K $
Vintage KIK-WEAR INC. Flat Cap Rave Style Wool Cap Made In USA RARE
$149.99
or Best Offer
$5.95 shipping
VL +^DI & * ] Hw6 .?!2V 6K|/ $
FILSON DOUBLE MACKINAW WOOL CAP BURGUNDY/DARK OLIVE PLAID XL NWT
$165.00
$9.99 shipping
3+^G 1V 15&* ] w.?!| / $9
VTG Pendleton Virgin Wool Red Plaid Men’s Newsboy Cabbie Derby Hat Flat Cap L
$29.99
or Best Offer
$6.40 shipping
K+^ P& LY* 2]8 FL w .?I!|5/ $
Ralph Lauren Plaid 85% Wool Twill Hat Cap Red Buffalo Check Flannel Duck Poney
$59.95
$5.95 shipping
16 watching
+M^2 O&* ]N w4.R?! Y3| / 4$
LL Bean Wool Blend Ball Cap Hat Strapback Adjustable Plaid Red Leather Strap
$19.00
$7.99 shipping
SV IC Y+6^ &* ] M wD.? !V2|/ $
Ralph Lauren Plaid 85% Wool Twill Hat Red Buffalo Check Flannel Duck Poney NWT
$59.00
or Best Offer
$6.30 shipping
+0F ^ J&* ]D Aw.?!Z CV|/ $
FILSON DOUBLE MACKINAW WOOL CAP BURGUNDY/DARK OLIVE PLAID XL NWT LAST ONE
$350.00
$25.00 shipping
+17^ A&F* CJ ] BAw.?! Z|/V $
Vintage Elmer Fudd Rabbit Season Buffalo Plaid Trapper Fitted (Seems M) Hat Cap
$39.99
Was: $49.99was - US $49.99
or Best Offer
$6.75 shipping
V+^ &* ] w.?O! |0/H C$K S p o n s o r e d
Middlelands Insomniac Red Plaid Adjustable Hat Adult Baseball Cap 100% Cotton
$24.42
$4.25 shipping
+^ K9&* AR] BS VF 6 wQ.? !|/ $S p o n s o r e d
Goorin Bros Flat Cap Size Large Grey Pinstripe Flat Cap Hat Red Plaid Lined
$22.00
or Best Offer
$6.55 shipping
+^T 3&* TK ] UF SwN.?!| / $S p o n s o r e d
CABBIE CAP PLAID MEN ~ Flannel Mesh Knit Gatsby Golf Duck Newsboy Breathable
$9.95 to $11.95
Free shipping
+Y^V &* ] w.?6T !|00/ $
Adult KB Ethos Black Red Plaid Trapper Hat Faux Fur Warm Aviator Hunting
$17.99
$6.55 shipping
4+2 4^F &*A J] w.US? !C|B / $
Polo Ralph Lauren Dry Goods Country Patch Wool Ball Cap Red Plaid Hat
$99.97
$6.99 shipping
X+H^ &* BN ] w .NA 0?!|/9 $
Vintage 1990s Polo Ralph Lauren Sportsman Fleece Flannel Hunting Cap USA
$102.43
or Best Offer
$18.30 shipping
+SN E^D &* MF 0] 6 wMQ.?!|/ $
Filson Mackinaw Wool Forester Cap 20233034 Red Black Buffalo Check CC Wool
$59.97
or Best Offer
$8.95 shipping
Only 1 left!
+F8 ^V &*T 4D ] w 1.F ?!JK| / $
Military Cap ~ Baseball Caps~ Cabbie ~ Bonnie ~ Hat Cotton Flag Plaid Adjustable
$6.95 to $11.95
Free shipping
52 sold
4X+ ^ &K* ]6 w. ?V!J| / $N
LEVIS PLAID SHERPA LINED WARM WINTER TRAPPER CAP HAT MENS WOOL BLEND L/XL NEW$35
(1)
$28.47
Was: $31.99was - US $31.99
Free shipping
Only 1 left!
S+^ 7& K*8 ] TU w.?!|/ EC$
Levi's Classic Logo Unisex Winter Beanie Hat OSFM NWT Pick Style/Color
$14.95
Free shipping
J+^ &S UB AV* 9 ]O w. ?!|LQ / $
Woolrich Trapper Hat Wool Genuine Fur Buffalo Plaid Red Black XL Outdoor Hunter
$20.46
Was: $24.95was - US $24.95
$8.71 shipping
+G2 ^ S&* ] Aw. W?Q!|/ W$A
Sterkowski PATROL Harris Tweed Cap Trucker Baseball Gray/Khaki/Blue/Black/Beige
$64.00
$9.00 shipping
X+^ &B* ] w.E?R T!|/ $X 8
Vintage Buffalo Check Hunting Hat Cap Medium Ear Flap Hunter Winter Plaid Red
$25.34
Was: $38.99was - US $38.99
or Best Offer
$5.00 shipping
+5^ &* ] Ow.? B!D| LY/ L1 $
Stormy Kromer 7 1/4 Red Black Plaid Original Wool Cap Earflaps Brim Hat USA Made
$24.99
$6.55 shipping
0 bids
2d 4h
1+W^ Q 4&* C0 4] w.?!7 J|6/ $
VTG Woolrich Trapper Hat Buffalo Red Plaid Hunting Hat Sz Medium Made In USA 285
$30.00
or Best Offer
$6.40 shipping
J+^ 6 &* ]8O w .?VA! |/ GE$S p o n s o r e d
Mad Bomber Trapper Rabbit Fur Hat Aviator Fargo Plaid Wool Hunting Cap LL Bean M
$50.39
$5.99 shipping
+0N 7M ^ PZ&* ] wXE.? !|/YV $S p o n s o r e d
Pendleton Plaid Flat Cap Medium Virgin Wool Red & Green
$35.00
or Best Offer
$6.99 shipping
+Y^A W &*X ]O Zw.? !|/W $VS p o n s o r e d
Scottish Tartan Plaid Newsboy Hat Red Gren Flat Cap Medium Wool Acrylic Tweed
$24.95
or Best Offer
$6.95 shipping
+O^ 1& G3 * F] w0 .BB?! |/ $S p o n s o r e d
Chukar Chasers Montana Red Buffalo Plaid Wool Blend Snapback Cap Trucker Hat
$18.99
or Best Offer
$5.62 shipping
+^GV &* ]XK w.I?!|/ $
Boston Scally Co: The Wonderland - Holiday Ed Red & Green Plaid XL Sold Out
$90.00
Free shipping
1+^ Q&* QO D]4 w.?!|3/W $
Vintage Pendleton Newsboy Hat Cap Blue Plaid Wool Snap Bill Cabbie
$27.50
or Best Offer
$6.49 shipping
U+J ^ G&Q* ] w4L.?!|/ $ J
VTG 90s Red Woolrich x SMITH Plaid Wool Baseball Cap Hat Gorpcore Hunting Camp
$29.99
$7.25 shipping
L+D 7^U 2F&* ] wH.1?!| 5F / $
Buffalo Plaid Aviator Trapper Hat Winter Cap Ski Warm Fur Cap
$16.95
Free shipping
626 sold
+^ F&*I ] w.18? 8Z! |/ $WG
Woolrich Y2K Vintage Plaid Red White Trapper Hat Rabbit Fur Trim Medium Unisex
$37.07
Was: $92.68was - US $92.68
or Best Offer
$12.30 shipping
+RI^ &*5 ]D w. ?!WU |D/ P $
VTG PENDLETON Virgin Wool Cabby/Newsboy Cap/Hat Red Tartan Plaid SZ M USA
$15.50
or Best Offer
$7.00 shipping
+H^M &*FR H8 ]3 wO .WY? !|/ $S p o n s o r e d
The Old Course St. Andrews Links Beanie Winter Hat Cap - Cuffed - Pom
$27.95
or Best Offer
$4.99 shipping
+^K &0 *UG T9 ] 2 w.W?!|/ $S p o n s o r e d
VTG Pendleton Cadet Hat, Red & Green Plaid Cap, Brass Button, 100% Wool, Sz S/M
$35.00
$6.50 shipping
I5 +^ 35&* ]Q w.2?! |/ $V8
LL Bean Wool Cap Main Guide Primaloft Adult One Size Buffalo Plaid Winter
$24.36
Was: $27.07was - US $27.07
or Best Offer
$6.99 shipping
RV+^ &*C ]S 71w .?2!2|/ $
Ebbets Field Flannels x Todd Snyder x LL Bean Heritage Plaid Wool Hat Red NWT
$124.99
$7.00 shipping
4+H ^ CA&* XN G]Z w.? ER!|/ $
Brooks Brothers Hat Adult S Adjustable Red Beige Plaid Strap Back Cap Prep NWOT
$18.71
Was: $24.95was - US $24.95
or Best Offer
$6.95 shipping
PX+ Z8 ^ &* ] XN w5.1 WW?!| / $
Nautica Flannel Bucket Hat Size L/XL Red Plaid
$25.00
$5.99 shipping
C+U X^M &*NC ] Fw.B? IF!| / $
CHICAGO BULLS NBA PLAID GREY & RED SNAPBACK, MITCHELL & NESS, GENTLY WORN
$21.41
Was: $30.59was - US $30.59
or Best Offer
$8.47 shipping
+^B Q&* ] 5 w.P DZ?! |QL/ $
BRONER BRAND Red & Black Buffalo Plaid ELMER FUDD/HUNTING/TRAPPER Hat/CAP NWT
$16.99
or Best Offer
$7.00 shipping
+K^F K W &C* L] T 8w K.?!R|/ $
Supreme Harris Tweed Blue And Red Plaid, Brand New With Tags, Ready To Ship
$80.00
or Best Offer
$12.71 shipping
J+^M &* ]7 R w.X?!|V / AL$
Red Black Buffalo Plaid Long POM Watch Cap Beanie Knit Winter Stocking Hat Decky
$16.95
or Best Offer
$3.95 shipping
15 watching
+OI^ P&*X ] w.?V0!| /4 $G
Lochcarron Royal Stewart Tartan Plaid Flat Hat Cap Scotland Wool Red Sz MS 6
$19.25
Was: $25.00was - US $25.00
or Best Offer
$6.99 shipping
+^ &* XW ]4V w .?!|SP/ Q$7
NEW Snap-On Tools Red/Black Buffalo Plaid Trapper Hat Winter Cap with Flaps NWT
$36.00
Free shipping
29 watching
W+9 B0 ^O 7& *E ]K w. ?HA! |/ $
Kangol Placket Cap Old School Blue Plaid Rap Large L Golf New W Tags
$29.99
or Best Offer
$5.00 shipping
EI +K^U &* SG] w .H5?! |DO / $
Woolrich Wool 100% Hat Lined Red Hunting outdoors Jones Style Vtg USA Size Small
$19.95
or Best Offer
$6.30 shipping
+^ &N*L ]J4 W w4.? !0|W/ $
New! WWE Cactus Jack W Legends Plaid Red Hat Snapback Cap Mick Foley
$19.99
Free shipping
H+T^ &66 * Z] w.?!C R|Z/ $
VOLKSWAGEN VW DRIVER GEAR BLACK & RED PLAID SNAP BACK CAP BASEBALL HAT DRG004782
$21.99
$6.94 shipping
+^ P&*5 ]DK TwE.?!| T/ $
Filson Double Mackinaw Cap Men's Size Small Red/Black/Birch Plaid Made In USA
$76.49
Was: $89.99was - US $89.99
Free shipping
+2^P C&9* ] w MT L.?!|/ F$
Red Black Plaid Aviator Faux Fur Winter Ski Trooper Trapper Ear Flap Hat Cap S/M
(3)
$14.95
Free shipping
9 watching
+G^ 9&* ] wJG .?!UB R|U / $
KP Caps Flat Hat Mens One Size Wool Red Native American Tribal Newsboy Cabbie
$26.97
or Best Offer
$4.84 shipping
M+U ^ &* 0V ]JF w.?4!7 |TN/ $
VTG Pendleton Red Tartan Plaid Fedora Hat Medium AB378-31505
$30.00
or Best Offer
$11.84 shipping
NL+^ J X&* ] w2.A? YE NJ!| / $S p o n s o r e d
Muckleshoot Casino Resort Beanie Toque Adult One Size Red Plaid Polyester Fleece
$15.94
Was: $28.99was - US $28.99
or Best Offer
$4.71 shipping
+K^K &V2* ] DO A1w. R?1!| / $S p o n s o r e d

Best Selling

See All

Polo Ralph Lauren Baseball Cap Navy Blue White Big Pony Logo Leather Strap
(9)
$29.95 New
$21.97 Used
Men Polo Country Ralph Lauren Leather Bill Plaid Trucker Hat Cotton Ball Cap
$83.99 New
Ralph Lauren Polo Red Tartan Checker 100 Cotton Flannel baseball Cap Hat
$54.99 New
$49.00 Used
Hooey Men's Cactus Ropes 6-panel Denim & White Trucker Cap CR080
(1)
$34.95 New
$29.99 Used
Target Pride Bucket Hat-Black Plaid Gay Pride Hat colorful one size
(1)
$5.00 New
Stetson men's Wool Blend Plaid Newsboy Cap Hat - Medium - Brown / Olive
$41.95 New
With Tags Houndstooth Gap Logo Baseball Hat Classic Style & Comfortable Fit
$17.99 New
Vans Drop V Brown Plaid Flannel Snapback Hat Cap OS VN0A36OR3N1
$30.99 New

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Plaid Winter Hats for Men

Shop by Category

948 Results

VTG Lumberjack hat wool union made red and black plaid Great Condition

Vintage Eddie Bauer Redish Brown Plaid Hat With Ear Flaps Size M Wool USA MADE

Wind River Outfitters Plaid Red Flannel Winter Hunting Hat - Vintage

Red Plaid Bigfoot Washington Adjustable Hat

WWE Mick Foley Cactus Jack W Legends Hat Snapback Cap Plaid New Men

New! $95 Filson XL Mackinaw Cap Winter Wool Hat. Red Navy Plaid. Made In USA

Vintage KIK-WEAR INC. Flat Cap Rave Style Wool Cap Made In USA RARE

FILSON DOUBLE MACKINAW WOOL CAP BURGUNDY/DARK OLIVE PLAID XL NWT

VTG Pendleton Virgin Wool Red Plaid Men’s Newsboy Cabbie Derby Hat Flat Cap L

Ralph Lauren Plaid 85% Wool Twill Hat Cap Red Buffalo Check Flannel Duck Poney

LL Bean Wool Blend Ball Cap Hat Strapback Adjustable Plaid Red Leather Strap

Ralph Lauren Plaid 85% Wool Twill Hat Red Buffalo Check Flannel Duck Poney NWT

FILSON DOUBLE MACKINAW WOOL CAP BURGUNDY/DARK OLIVE PLAID XL NWT LAST ONE

Vintage Elmer Fudd Rabbit Season Buffalo Plaid Trapper Fitted (Seems M) Hat Cap

Middlelands Insomniac Red Plaid Adjustable Hat Adult Baseball Cap 100% Cotton

Goorin Bros Flat Cap Size Large Grey Pinstripe Flat Cap Hat Red Plaid Lined

CABBIE CAP PLAID MEN ~ Flannel Mesh Knit Gatsby Golf Duck Newsboy Breathable

Adult KB Ethos Black Red Plaid Trapper Hat Faux Fur Warm Aviator Hunting

Polo Ralph Lauren Dry Goods Country Patch Wool Ball Cap Red Plaid Hat

Vintage 1990s Polo Ralph Lauren Sportsman Fleece Flannel Hunting Cap USA

Filson Mackinaw Wool Forester Cap 20233034 Red Black Buffalo Check CC Wool

Military Cap ~ Baseball Caps~ Cabbie ~ Bonnie ~ Hat Cotton Flag Plaid Adjustable

LEVIS PLAID SHERPA LINED WARM WINTER TRAPPER CAP HAT MENS WOOL BLEND L/XL NEW$35

Levi's Classic Logo Unisex Winter Beanie Hat OSFM NWT Pick Style/Color

Woolrich Trapper Hat Wool Genuine Fur Buffalo Plaid Red Black XL Outdoor Hunter

Sterkowski PATROL Harris Tweed Cap Trucker Baseball Gray/Khaki/Blue/Black/Beige

Vintage Buffalo Check Hunting Hat Cap Medium Ear Flap Hunter Winter Plaid Red

Stormy Kromer 7 1/4 Red Black Plaid Original Wool Cap Earflaps Brim Hat USA Made

VTG Woolrich Trapper Hat Buffalo Red Plaid Hunting Hat Sz Medium Made In USA 285

Mad Bomber Trapper Rabbit Fur Hat Aviator Fargo Plaid Wool Hunting Cap LL Bean M

Pendleton Plaid Flat Cap Medium Virgin Wool Red & Green

Scottish Tartan Plaid Newsboy Hat Red Gren Flat Cap Medium Wool Acrylic Tweed

Chukar Chasers Montana Red Buffalo Plaid Wool Blend Snapback Cap Trucker Hat

Boston Scally Co: The Wonderland - Holiday Ed Red & Green Plaid XL Sold Out

Vintage Pendleton Newsboy Hat Cap Blue Plaid Wool Snap Bill Cabbie

VTG 90s Red Woolrich x SMITH Plaid Wool Baseball Cap Hat Gorpcore Hunting Camp

Buffalo Plaid Aviator Trapper Hat Winter Cap Ski Warm Fur Cap

Woolrich Y2K Vintage Plaid Red White Trapper Hat Rabbit Fur Trim Medium Unisex

VTG PENDLETON Virgin Wool Cabby/Newsboy Cap/Hat Red Tartan Plaid SZ M USA

The Old Course St. Andrews Links Beanie Winter Hat Cap - Cuffed - Pom

VTG Pendleton Cadet Hat, Red & Green Plaid Cap, Brass Button, 100% Wool, Sz S/M

LL Bean Wool Cap Main Guide Primaloft Adult One Size Buffalo Plaid Winter

Ebbets Field Flannels x Todd Snyder x LL Bean Heritage Plaid Wool Hat Red NWT

Brooks Brothers Hat Adult S Adjustable Red Beige Plaid Strap Back Cap Prep NWOT

Nautica Flannel Bucket Hat Size L/XL Red Plaid

CHICAGO BULLS NBA PLAID GREY & RED SNAPBACK, MITCHELL & NESS, GENTLY WORN

BRONER BRAND Red & Black Buffalo Plaid ELMER FUDD/HUNTING/TRAPPER Hat/CAP NWT

Supreme Harris Tweed Blue And Red Plaid, Brand New With Tags, Ready To Ship

Red Black Buffalo Plaid Long POM Watch Cap Beanie Knit Winter Stocking Hat Decky

Lochcarron Royal Stewart Tartan Plaid Flat Hat Cap Scotland Wool Red Sz MS 6

NEW Snap-On Tools Red/Black Buffalo Plaid Trapper Hat Winter Cap with Flaps NWT

Kangol Placket Cap Old School Blue Plaid Rap Large L Golf New W Tags

Woolrich Wool 100% Hat Lined Red Hunting outdoors Jones Style Vtg USA Size Small

New! WWE Cactus Jack W Legends Plaid Red Hat Snapback Cap Mick Foley

VOLKSWAGEN VW DRIVER GEAR BLACK & RED PLAID SNAP BACK CAP BASEBALL HAT DRG004782

Filson Double Mackinaw Cap Men's Size Small Red/Black/Birch Plaid Made In USA

Red Black Plaid Aviator Faux Fur Winter Ski Trooper Trapper Ear Flap Hat Cap S/M

KP Caps Flat Hat Mens One Size Wool Red Native American Tribal Newsboy Cabbie

VTG Pendleton Red Tartan Plaid Fedora Hat Medium AB378-31505

Muckleshoot Casino Resort Beanie Toque Adult One Size Red Plaid Polyester Fleece

Best Selling

Polo Ralph Lauren Baseball Cap Navy Blue White Big Pony Logo Leather Strap

Men Polo Country Ralph Lauren Leather Bill Plaid Trucker Hat Cotton Ball Cap

Ralph Lauren Polo Red Tartan Checker 100 Cotton Flannel baseball Cap Hat

Hooey Men's Cactus Ropes 6-panel Denim & White Trucker Cap CR080

Target Pride Bucket Hat-Black Plaid Gay Pride Hat colorful one size

Stetson men's Wool Blend Plaid Newsboy Cap Hat - Medium - Brown / Olive

With Tags Houndstooth Gap Logo Baseball Hat Classic Style & Comfortable Fit