Mens Vintage Hats at RustyZipper.Com Vintage Clothing

1980's Mens Accessories - Cossack Style Hat

80s -North King for JJSiefter and Son- Mens black dyed Mouton lamb cossack style having a 4inch turned up band with an inner blended wool pull-out ear covering section. Black quilted sa...(more) Condition: Good Item #: 366440-A23849

$35.00

80s Mens Cossack Style Hat

7.0US

1980's Mens Accessories - Straw Cowboy Western Hat

80s -Size Label- Mens tan straw fiber Western hat having a 4inch brim that slightly curls up on each side with the front gently curved toward the forhead. The crown top is creased and r...(more) Condition: Good Item #: 366439-A23848

$56.00

80s Mens Straw Cowboy Western Hat

7.0US

80s -Size Label- Mens yellow straw fiber Western hat having a 4inch wide brim that is curled up on each side. The crown top is creased and rises 6inches from the base with a lacy patter...(more) Condition: Good Item #: 366438-A23847

$58.00

80s Mens Straw Cowboy Western Hat

6.75US

1980's Mens Accessories - Kalaga Embroidered Hat

80s -Made in Burma- Mens black background cotton velveteen with hand embroidered gold metallic teal, silver, gold, dusty rose, ivory and yellow threads, tiny silver sequins, lined in bu...(more) Condition: Good Item #: 365924-M63423

$38.00

80s Mens Kalaga Embroidered Hat

Size 7.25

80s -Made in Burma- Mens black background cotton velveteen with hand embroidered gold metallic green, gold, lavender and blue threads, tiny silver sequins, lined in buckram, Kalaga work...(more) Condition: Good Item #: 365923-M63422

$38.00

80s Mens Kalaga Embroidered Hat

Size 7.125

1980's Unisex Accessories - Crocheted Hippie Hat

80s -Hand Crocheted- Unisex heather russet red with black background, mohair and wool hand crocheted and felted fedora style hippie hat with back roll up brim, brim can be steamed into ...(more) Condition: Good Item #: 365913-M63412

$26.00

80s Unisex Crocheted Hippie Hat

Size 6.875

1980's Mens Accessories - Pendelton Western Cowboy Hat

80s -Pendelton, Made in USA- Mens black background wool felt with black faux leather hatband with silver tone conchos and studs, inside cloth headband, wired brim Western or cowboy hat ...(more) Condition: Good Item #: 365912-M63411

$45.00

80s Mens Pendelton Western Cowboy Hat

Size 7.5

1960's Mens Accessories - Alpine Style Fedora Hat

60s -Mayser, A. Breiler- Mens black background fur felt with loden green triple twisted cord hatband, black leather inside sweatband, alpine style hat or fedora with dusty olive rayon s...(more) Condition: Good Item #: 364565-M63032

$60.00

60s Mens Alpine Style Fedora Hat

Size 7.25

60s -St. Moritz- Mens bright red background wool felt alspine style hat or fedora with white twisted cord hatband, inside brown leatherette sweatband, decorated with a maple leaf pin an...(more) Condition: Good Item #: 364564-M63031

$28.00

60s Mens Alpine Style Fedora Hat

Size 7.375

60s -Wegener Handarbeit- Mens heather loden green background fine fur felt alpine style hat or fedora with matching stitched hatband, inside dark green rayon grosgrain sweatband, attach...(more) Condition: Good Item #: 364563-M63030

$58.00

60s Mens Alpine Style Fedora Hat

Size 7.125

1960's Mens Accessories - Alpine Homberg Style Fedora Hat

60s -Hutmacher Original Bihler- Mens loden green background fine fur velour alpine style hat or homberg fedora, with black velvet hatband with dark green braid trim, inside dark green w...(more) Condition: Good Item #: 364562-M63029

$52.00

60s Mens Alpine Homberg Style Fedora Hat

Size 7

60s -Hut Wein Weiner Mode- Mens loden green background fine fur velour alpine style hat or fedora, with dusty light green triple cord hatband, inside dark brown rayon grosgrain sweatban...(more) Condition: Fair Item #: 364561-M63028

$40.00

60s Mens Alpine Style Fedora Hat

Size 7.25

60s -Size Label- Mens light gray background with darker gray and black speckled wool felt alpine style hat or fedora with double tan twisted cord hatband and rayon grosgrain sweatband, ...(more) Condition: Fair Item #: 364560-M63027

$38.00

60s Mens Alpine Style Fedora Hat

Size 7.125

60s -Huckel, Anton Millerbrand- Mens heather loden green background fine fur alpine style hat or fedora with matching triple cord hatband, inside dark brown leather sweatband, attached ...(more) Condition: Good Item #: 364559-M63026

$58.00

60s Mens Alpine Style Fedora Hat

Size 7.25

60s -Mayser, A. Breiler- Mens loden green background fur felt with jute tan twisted cord hatband, brown leather inside sweatband, alpine style hat or fedora with olive rayon satin hat l...(more) Condition: Good Item #: 364558-M63025

$50.00

60s Mens Alpine Style Fedora Hat

Size 6.875

1960's Mens Accessories - Fur Felt Fedora Hat

60s -Knox Madison Avenue Premiere- Mens charcoal gray fine fur felt snap brim fedora with two inch wide brim, four inch high crown with center crease, ribbon hat band, inner leather swe...(more) Condition: Good Item #: 362105-MM17888

$60.00

60s Mens Fur Felt Fedora Hat

Size 7.375

1960's Mens Accessories -Fur Felt Pork Pie Hat

60s -Royal De Luxe Stetson- Mens dark brown fine fur felt pork pie style hat with two inch wide brim, four inch high crown, ribbon band, leather inner sweat band, and satin crown lining...(more) Condition: Good Item #: 362104-MM17887

$70.00

60s Mens Accessories -Fur Felt Pork Pie Hat

Size 7.625

1960's Mens Accessories - Milan Straw Fedora Hat

60s -Dobbs Roos Atkins- Mens cocoa brown milan straw snap brim fedora style hat with two inch wide brim, five inch high crown, ribbon band, and leather inner sweat band Condition: Good Item #: 362103-MM17886

$54.00

60s Mens Milan Straw Fedora Hat

Size 7.25

60s -Swaine Adeney Brigg and Sons London- Mens beige background, black houndstooth check drivers cap flat cap with satin lining and sweatband, made in Scotland under royal warrant Condition: Good Item #: 362102-MM17885

$32.00

60s Mens Accessories Pageboy Cap Hat

Size 7

1980's Mens Accessories - Fur Felt Western Cowboy Hat

80s -Bailey- Mens black fur felt western hat with four inch wide brim, 6. 5 inch high creased crown, ribbon hat band, leather inner sweat band, labelled five X beaver quality felt (bit ...(more) Condition: Good Item #: 362101-MM17884

$60.00

80s Mens Fur Felt Western Cowboy Hat

Size 7.375

1980's Mens Accessories - Panama Straw Hat

80s -Genuine Panama Hand Woven in Ecuador- Mens tan hand woven Panama hat in traditional planter style with four inch wide brim, four inch high crown with pinched front, hand woven ethn...(more) Condition: Good Item #: 362100-MM17883

$56.00

80s Mens Panama Straw Hat

Size 7.375

90s -Scala- Mens wheat colored synthetic fiber straw hat having a 3 inches wide brim 4 inches crown walls and a round lowered crown top. A dark green trim with a lighter golf club patte...(more) Condition: Good Item #: 358372-A22957

$28.00

90s Mens Straw Hat

7.25

70s -GR Made in Korea- Mens white, black polyester trucker style bill cap with white mesh back and adjustable back band, black front and bill, and embroidered patch for WALKER MUFFLERS ...(more) Condition: New Vintage Deadstock without Original Tags Item #: 357964-MM17637

$30.00

70s Mens Trucker Hat

Adjustable One Size

70s -GR Made in Korea- Mens white, black polyester trucker style bill cap with white mesh back and adjustable back band, black front and bill, and embroidered patch for WALKER MUFFLERS ...(more) Condition: New Vintage Deadstock without Original Tags Item #: 357963-MM17636

$30.00

70s Mens Trucker Hat

Adjustable One Size

1980's Mens Accessories - Aviator Helmet Hat

80s -Mil Tec- Mens black pebble grain leather flight helmet aviator helmet pilot helmet with ear flaps and chin strap, snap back visor, back strap and buckle, ear tabs to hold goggles, ...(more) Condition: New Vintage Deadstock without Original Tags Item #: 357961-MM17634

$60.00

80s Mens Aviator Helmet Hat

Mens Medium, Size 7.125 to 7.25

1970's Mens Accessories - Western Cowboy Hat

70s -Lone Star- Mens ecru and light brown synthetic fiber Western hat having a wide brim which upturned on the sides. The crown rises 5. 0in in back and tapers to 3. 0in in the front. A...(more) Condition: Good Item #: 355753-A22741

$36.00

70s Mens Western Cowboy Hat

7.25US

50s -No Label- Mens brown background sheared nutria or rabbit fur, lined in quilted silk satin, Russian or military style cap (some fading to lining) Condition: Good Item #: 353736-M61852

$32.00

50s Mens Fur Hat

Size 7

60s -Russian Label- Mens black genuine Persian lamb with quilted cotton faille lining, Russian cossack style hat with turned up brim Condition: Good Item #: 353735-M61851

$40.00

60s Mens Fur Hat

Size 6.875

60s -Thermo Team- Mens heather dark brown background acrylic plush and faux karakul fake fur Russian style hat with quilted acetate lining and black wool felt ear flap that folds down Condition: Good Item #: 353734-M61850

$30.00

60s Mens Fake Fur Hat

Size 7.375

60s -Size Label- Mens black background acrylic plush and faux karakul fake fur Russian style hat with quilted acetate lining and black wool felt ear flap that folds down Condition: Good Item #: 353733-M61849

$32.00

60s Mens Fake Fur Hat

Size 7.375

60s -Missing Label- Mens black background acrylic plush fake fur Russian style hat with quilted acetate lining and black wool felt ear flap that folds down Condition: Good Item #: 353732-M61848

$30.00

60s Mens Fake Fur Hat

Size 7.25

1960's Mens Accessories - Fake Fur Fedora Hat

60s -Union Label- Mens black background acrylic plush fake fur with black and beige braid with vinyl hatband with red, yellow and iridescent black feather trim with black and silver pin...(more) Condition: Good Item #: 353731-M61847

$32.00

60s Mens Fake Fur Fedora Hat

Size 7.25

60s -Size Label- Mens bright red background acrylic plush fake fur with black, gold, ivory and green braid hatband with antique gold owl pin and iridescent black feather trim, stingy br...(more) Condition: Good Item #: 353730-M61846

$32.00

60s Mens Fake Fur Fedora Hat

Size 7.25

60s -No Label- Mens black background acrylic plush fake fur with light gray, ivory and black cord hatband with red, yellow and iridescent black feather trim, stingy brim fedora hat with...(more) Condition: Good Item #: 353729-M61845

$32.00

60s Mens Fake Fur Fedora Hat

Size 7.25

80s -Cameo- Unisex red background polyester and cotton blend adjustable snap back trucker hat with midnight blue, brown, white and green embroidered -Pioneer Villa Halsey Or I5 exit 216...(more) Condition: Good Item #: 353372

$17.00

80s Unisex Trucker Hat

One Size

90s -Richardson- Unisex black background with white mesh backed adjustable, snap secured polyester trucker hat with magnificent blue 18 wheeler towing a pretty serious backhoe. This hat...(more) Condition: Good Item #: 353370

$15.00

90s Unisex Trucker Hat

One Size

80s -Speedway- Unisex black background polyester adjustable snap back trucker hat with mesh backing and white and blue -The Judds Heartland Tour 88- print on front. Really a bitchin hat...(more) Condition: Good Item #: 353365

$32.00

80s Unisex Trucker Hat

One Size

80s -Care Label- Unisex blue background polyester mesh weaved adjustable snap back trucker hat with white panel backed front with red fish trimmed -Fishing is not a matter of life and d...(more) Condition: Good Item #: 353364

$21.00

80s Unisex Trucker Hat

One Size

70s -Shell- Unisex green background polyester mesh backed trucker hat with corduroy -Bladex Herbicide- patch accented front and adjustable snap back closure. Everyone loves Herbicide ri...(more) Condition: Good Item #: 353361

$21.00

70s Unisex Trucker Hat

One Size

80s -CH- Unisex midnight blue polyester mesh backed -California Highway Patrol- embroidered trucker hat with adjustable snap back and flat brim. We arent exactly sure if wearing this ha...(more) Condition: Good Item #: 353360

$21.00

80s Unisex Trucker Hat

One Size

70s -YA- Unisex royal blue, white and red cotton and polyester blend, adjustable snap back trucker hat with classic mesh weave, flat brim and center -I live, love, eat, drink and sleep ...(more) Condition: Good Item #: 353355

$21.00

70s Unisex Trucker Hat

One Size

80s -Care Label- Unisex red mesh back polyester snap back trucker hat with black and white -Florence Oregon- print with palm trees. Fun fact! I have never seen a palm tree in Florence, ...(more) Condition: Good Item #: 353349

$18.00

80s Unisex Trucker Hat

One Size

80s -Care Label- Mens white Naval sailors hat having a stiff up-turned band and a twill crown. Slightluy yellowed on the rim. A couple of small circular brown stains. Sweat stains insid...(more) Condition: Fair Item #: 348137-A22096

$22.00

80s Mens Sailor Hat

7.25US

1980's Mens Accessories - Trucker Baseball Hat

80s -Federal- Mens dark brown background polyester trucker baseball hat with dark brown mesh nylon back, adjustable plastic tab closure and -Sun Supply- screen printed in tan on the mid...(more) Condition: Good Item #: 346635

$12.00

80s Mens Trucker Baseball Hat

One Size

80s -Designer Award Headwear- Mens light silver grey and white background polyester trucker baseball hat with grey nylon mesh back, adjustable plastic tab closure and -Hollywood Tavern-...(more) Condition: Good Item #: 344720-N1329

$14.00

80s Mens Trucker Baseball Hat

One Size

80s -Otto Cap- Mens dark brown and light tan background polyester trucker baseball hat with dark brown nylon mesh back, adjustable plastic tab closure with a neon pink town and -Nemo- e...(more) Condition: Good Item #: 344717-N1326

$14.00

80s Mens Trucker Baseball Hat

One Size

80s -Made in USA- Mens natural golden tan background woven straw hat with tan nylon trim along the brim and blue, tan, white and sage green geometric print cotton fabric along the band. Condition: Good Item #: 341560-N1007

$24.00

80s Mens Straw Hat

22Inches Medium US

60s -Missing Label- Mens black and white woven with cream, yellow and orange flecked background wool blend fedora hat with gold acetate lining, light discoloration throughout. (great fo...(more) Condition: Fair Item #: 341559-N1006

$24.00

60s Mens Fedora Hat

22Inches Medium US

1960's Mens Accessories - Mod Fedora Hat

60s -Missing Label- Mens grey blue and white heathered with multicolors woven background wool blend fedora hat witha few orange and brown feathers along the left side band and red aceta...(more) Condition: Fair Item #: 341556-N1003

$26.00

60s Mens Mod Fedora Hat

22Inches Medium US

1980's Mens Accessories - Military Winter Hat

80s -Propper International Inc- Mens khaki green background nylon military winter hat with nylon faux fur trim and bill with snap closure tabs to wear the sides up or down over the ears...(more) Condition: Good Item #: 339560-N957

$22.00

80s Mens Military Winter Hat

US Medium

80s -Home Sewn- Unisex bronze orange background acrylic chunky knit hat with fold over opening. Condition: Good Item #: 339556-N953

$12.00

80s Unisex Knit Hat

One Size

80s -Kangol- Mens midnight background polyester golf hat with 2 inch bill and a white -Kangol- and kangaroo fuzzy insignia on the middle back. Condition: Good Item #: 339555-N952

$25.00

80s Mens Golf Hat

Large US

80s -Care Label- Mens emerald green and white background polyester trucker baseball hat, with back nylon green mesh back, back plastic adjustable band and -Fitzgeralds Casio Hotels Reno...(more) Condition: Good Item #: 339546-N943

$14.00

80s Mens Trucker Baseball Hat

One Size

80s -Winner- Mens black with dark pink, white, orange and green floral print background cotton polyester blend trucker baseball hat with back black plastic adjustable band, and -US Bank...(more) Condition: Good Item #: 339539-N936

$16.00

80s Mens Trucker Baseball Hat

One Size

1980's Mens Accessories - Baseball Trucker Hat

80s -Nissun Hat- Mens red background polyester cotton twill, back plastic adjustable snap closure tab, embroidered grommets and -Gandy and Staley Oil Co. Willows, CA- on the middle fron...(more) Condition: Good Item #: 337425-M60958

$12.00

80s Mens Baseball Trucker Hat

One Size

1990's Mens Accessories - Baseball Trucker Hat

2000s -Gametek The Game Pro- Mens dark red background with white and yellow big -C- embroidered on front, Jesus embroidered on the back in yellow, black upper bill, white grommets and t...(more) Condition: Good Item #: 337423-M60956

$14.00

90s Mens Baseball Trucker Hat

Size 6.75 to 7

1990's Mens Accessories - Straw Fedora Hat

90s -New York Hat Co.- Mens ivory background toyo sewn straw with black rayon grosgrain hatband with feathers, pinch crown fedora hat with inside padded twill headband Condition: Good Item #: 337419-M60952

$30.00

90s Mens Straw Fedora Hat

Size 7.5 to 7.625

80s -Care Label- Mens midnight blue and white background polyester trucker baseball hat with midnight blue nylon mesh back, back plastic adjustable snap closure and white crown with -Ro...(more) Condition: Good Item #: 337256-N445

$18.00

80s Mens Trucker Baseball Hat

One Size

1980's Mens Accessories - Corduroy Baseball Trucker Hat

80s -Made in USA- Mens red background polyester cotton corduroy baseball trucker hat with back leather adjustable belt closure, and a fraternity lettering in white embroidery with -Dad-...(more) Condition: Good Item #: 335553-N297

$16.00

80s Mens Corduroy Baseball Trucker Hat

One Size

80s -Care Label- Mens midnight blue background polyester nylon blend baseball trucker hat with back mesh panels, back adjustable plastic tab closure, and -Police- in puffy white letteri...(more) Condition: Good Item #: 335551-N295

$14.00

80s Mens Baseball Trucker Hat

One Size

1980's Unisex Accessories - Sheepskin Suede Leather Cap Hat

80s -Missing Label- Unisex tan and cream background suede leather sheepskin cap hat with fuzzy lining that stretches onto the fold over ear flaps that have a leather ribbon closure if w...(more) Condition: Good Item #: 334127-N251

$32.00

80s Unisex Sheepskin Suede Leather Cap Hat

7.25 US Medium

Late 70s or Early 80s -Donegal Tweed Woven in Ireland- Mens grey and cream with woven burgundy, blue and brown tweed print background wool hat with full acetate lining. Condition: Good Item #: 331137-N202

$28.00

70s Mens Wool Hat

6.75 to 6.875 US Small

Late 50s or Early 60s -Stetson- Mens black background wool -Homburg- hat with black grosgrain ribbon along the crown and the edges of the gorgeous hat. Leather lining the inside of the ...(more) Condition: Good Item #: 330779-N70

$68.00

50s Mens Wool Hat

6.875US

80s -Kangol- Mens merlot background polyester blend knit golf hat with 2 inch brim and black -Kangol- embroidery along the middle back of the hat. Condition: Good Item #: 326486

$25.00

80s Mens Golf Hat

7US to 7.125US Medium

80s -Dorfman Pacific- Mens cinnamon spice Western hat having a shaped top on the 6 inch high crown. A fiber 1. 50in band circles the base of the crown with gold and white peaks and vall...(more) Condition: Good Item #: 326200-A20869

$72.00

80s Mens Western Hat

7.5 US

80s -No Label- Mens gold background patterned acetate jacquard with black gold and white braiding sewn on crown and sides, ethnic cylindrical cap hat with flat crown, lined in blue cott...(more) Condition: Good Item #: 317593-M59477

$16.00

80s Mens Ethnic Hat

Size 6.875

80s -M & B Headwear Co.- Mens dark khaki green background, polyester wool blend military hat with a leather band around the inside of the hat and acetate lining. Condition: Good Item #: 315684

$12.00

80s Mens Hat

6.75US

80s -Missing Label- Mens royal blue and white polyester mesh trucker baseball hat with adjustable back band, and -Kiwanis International- screen printed in gold and royal blue on the mid...(more) Condition: Good Item #: 303898

$14.00

80s Mens Trucker Baseball Hat

One Size

1980's Mens Accessories - Western Cowboy Hat

80s -Label Missing- Mens mint green, synthetic fiber, Western hat, having a bowl shaped crown and upturned 3.50in wide brim. A .75in, vinyl, trim band details the crown base, having a g...(more) Condition: Good Item #: 277831-A17629

$36.00

80s Mens Western Cowboy Hat

7.0US

1970's Mens Accessories - Flat Cap Golf Hat

70s -Imperial Headwear Denver- Mens grey background cotton blend corduroy gold style flat cap with snap secured brim and velcro secured adjustable back for ease in fit. Hat has been in ...(more) Condition: Vintage Dead Stock - New Without Tags Item #: 255765-E1005

$23.00

70s Mens Flat Cap Golf Hat

One Size

50s -Flip-It- Mens pink and gray rayon linen-look hopsack with ivory rayon satin lining, rare style adjustable size driving cap with snap-together visor, inside leather headband Condition: Good Item #: 253004-M53457

$40.00

50s Mens Accessories Hat

Size 7.375 to 7.625

1980's Unisex/Childs Accessories - Western Hat

80s -Origin Stamp Mexico- Unisex/Childs Western styled hat, from natural colored woven fiber. Red raffia stitching spells out -Wall Drug- and a red vinyl finishes the outside edge of th...(more) Condition: Good Item #: 218219-A15325

$21.00

80s Unisex/Childs Western Hat

6.75 US

1960's Mens/Boys Accessories - Western Hat

60s -Label Missing- Mens/boys Western styled synthetic fiber hat. There is a pear creased crown top, with cut work detailing the side walls. A fiber chain circles the base and extend to...(more) Condition: Good Item #: 166212-A13208

$33.00

60s Mens/Boys Western Hat

6.75US

1960's Unisex/Childs Accessories - Western Cowboy Hat

60s -Fabric Label - Unisex Black, felted wool, childs cowboy hat. The edges are laced with a rounded white braid. Matching cord circles the crown and under the chin, with a bead adjuste...(more) Condition: Good Item #: 141960-A11826

$40.00

60s Unisex/Childs Western Cowboy Hat

7.0Us

1990's Unisex Accessories - Knit Ski Hat

90s -Pacific Headwear- Unisex red acrylic knit stocking cap with a JB arrow head logo patch and embroidered Football logo. Condition: Good Item #: 192587

10.00 SALE $8.50

90s Unisex Knit Ski Hat

One Size

90s or newer -no label- Unisex bright orange and white acrylic knit stocking cap with the Orange County Choppers embroidered logo. Condition: Good Item #: 192577

9.00 SALE $7.65

90s Unisex Knit Ski Hat

One Size