Whether barnstorming in an open cockpit plane, riding in an classic car, hunting in the woods or just walking about town, these "flyer hats" kept a generation or two of Americans warm with... New, Vintage Flyers Winter Hat, Olive w/Brown Fur

New, Vintage Flyers Winter Hat, Olive...

Walmart.com
Rothco
$26.25 $19.99
Free Shipping
Whether barnstorming in an open cockpit plane, riding in an classic car, hunting in the woods or just walking about town, these "flyer hats" kept a generation or two of Americans warm with... New, Vintage Flyers Winter Hat, White Plaid w/GreyFur

New, Vintage Flyers Winter Hat, White...

Walmart.com
Rothco
$25.99
Free Shipping
Committed to quality, innovation, and craftsmanship, family-owned Hat Attack was founded in 1981 and continues to expertly straddle the line between classic sensibility and emerging... Club Monaco Hat Attack Tatelyn Felt Hat in Color Red

Club Monaco Hat Attack Tatelyn Felt...

Club Monaco
$119.50 $69.00

42%

Off
Featuring a classic beanie shape, the Christobelle offers a sweet hint of femininity thanks to its delicate bow detailing at front. From Club Monaco Women's and available in size One Size... Club Monaco Christobelle Bow Hat in Color Black

Club Monaco Christobelle Bow Hat in...

Club Monaco
$69.50 $29.00

58%

Off
Featuring a classic beanie shape, the Christobelle offers a sweet hint of femininity thanks to its delicate bow detailing at front. From Club Monaco Women's and available in size One Size... Club Monaco Christobelle Bow Hat in Color Grey

Club Monaco Christobelle Bow Hat in...

Club Monaco
$69.50 $29.00

58%

Off
Colorful, cozy, and ultra-warm, the classic Fair Isle pattern gets a playful upgrade with the wool Byannca, topped off with a pom-pom detail. Pair it with the matching Asal gloves to... Club Monaco Byannca Fair Isle Hat in Color Brown

Club Monaco Byannca Fair Isle Hat in...

Club Monaco
$89.50 $49.00

45%

Off
Bucket hats are back in a big way this season and this one''crafted in a rich wool blend''brings the polish and handsome detail of glen plaid to a classic silhouette. From Club Monaco Men's... Club Monaco Glen Plaid Bucket Hat in Color Black

Club Monaco Glen Plaid Bucket Hat in...

Club Monaco
$98.50 $79.00
Our ThermaCheck 200 hat feels extra soft on the head and ears, and protects with lightweight warmth. An antistatic treatment prevents lint and dust from sticking. Tucks easily into pocket... Lands' End Men's Classic T200 Hat

Lands' End Men's Classic T200 Hat

Lands' End
$19.00 $9.99

47%

Off
Everyone needs a good baseball hat. It's a clean and casual look that goes great with everything from jeans to khakis -- and an easy way to get some extra protection from the sun. Our... Lands' End Sport Classic Twill Baseball Hat

Lands' End Sport Classic Twill...

Lands' End
$24.50
Our ThermaCheck 200 hat feels extra soft on the head and ears, and protects with lightweight warmth. An antistatic treatment prevents lint and dust from sticking. Tucks easily into pocket... Lands' End Men's Classic T200 Hat

Lands' End Men's Classic T200 Hat

Lands' End
$19.00
Our ThermaCheck 200 hat feels extra soft on the head and ears, and protects with lightweight warmth. An antistatic treatment prevents lint and dust from sticking. Tucks easily into pocket... Lands' End Men's Classic T200 Hat

Lands' End Men's Classic T200 Hat

Lands' End
$19.00
Everyone needs a good baseball hat. It's a clean and casual look that goes great with everything from jeans to khakis -- and an easy way to get some extra protection from the sun. Our... Lands' End Sport Classic Twill Baseball Hat

Lands' End Sport Classic Twill...

Lands' End
$24.50
The breathability of our fedora makes this hat a perfect travel companion during summer months while a colorblock band and brim imparts the classic with a hint of character. From RB Men's... RB Colorblocked Fedora

RB Colorblocked Fedora

Club Monaco
$129.50
The breathability of our fedora makes this hat a perfect travel companion during summer months while a colorblock band and brim imparts the classic with a hint of character. From RB Men's... RB Colorblocked Fedora in Color Blue

RB Colorblocked Fedora in Color Blue

Club Monaco
$129.50
The breathability of our fedora makes this hat a perfect travel companion during summer months while a multicolor band lends a classic hit of character. From Club Monaco Men's and available... Club Monaco Contrast Fedora in Color Brown

Club Monaco Contrast Fedora in Color...

Club Monaco
$79.50
A classic sun shield with a nostalgic feel right from the start. Credit the soft, brushed cotton canvas and smooth chambray-taped seams. The bill molds to the shape you prefer, and an... Lands' End Canvas Baseball Hat

Lands' End Canvas Baseball Hat

Lands' End
$24.50
Keep the sun off and your look classic with our timeless five-panel baseball hat, crafted from chino twill and featuring an adjustable locking strap, smooth taped seams and an interior... Lands' End Sport Men's Athleisure Baseball Hat

Lands' End Sport Men's Athleisure...

Lands' End
$34.00 $14.99

56%

Off
Keep the sun off and your look classic with our timeless five-panel baseball hat, crafted from chino twill and featuring an adjustable locking strap, smooth taped seams and an interior... Lands' End Sport Men's Athleisure Baseball Hat

Lands' End Sport Men's Athleisure...

Lands' End
$34.00 $14.99

56%

Off
A classic sun shield with a nostalgic feel right from the start. Credit the soft, brushed cotton canvas and smooth chambray-taped seams. The bill molds to the shape you prefer, and an... Lands' End Canvas Baseball Hat

Lands' End Canvas Baseball Hat

Lands' End
$24.50
Keep the sun off and your look classic with our timeless five-panel baseball hat, crafted from chino twill and featuring an adjustable locking strap, smooth taped seams and an interior... Lands' End Sport Men's Athleisure Baseball Hat

Lands' End Sport Men's Athleisure...

Lands' End
$34.00 $14.99

56%

Off
Keep the sun off and your look classic with our timeless five-panel baseball hat, crafted from chino twill and featuring an adjustable locking strap, smooth taped seams and an interior... Lands' End Sport Men's Athleisure Baseball Hat

Lands' End Sport Men's Athleisure...

Lands' End
$34.00 $14.99

56%

Off
This classic twill baseball hat adds a shine to your look with a coated finish. Contrast bill and adjustable fastener at back. GUESS Coated Twill Baseball Hat

GUESS Coated Twill Baseball Hat

GUESS.com
Guess
$29.00
Fashion meets function in this texturally intriguing hat that not only blocks the sun, but takes casual ensembles to a new level of classic cool, too. Express Faux Suede Baseball Hat

Express Faux Suede Baseball Hat

Express
$29.90
Three stellar patches stamp the front of this classic cap, made from soft, durable cotton that keeps up with all of your day-to-day adventures. Express Star Patch Baseball Hat

Express Star Patch Baseball Hat

Express
$29.90
The classic profile borrows vintage style, while the flexible brim adds modern flair. Pair it with your favorite jeans and a button-up for a casual-cool look. Express Stripe Band Solid Straw Hat

Express Stripe Band Solid Straw Hat

Express
$34.90
Casual with a little edge? Easy. This classic cap sports a luxe faux leather bill and handsome jet black denim crown to take your everyday style up a few eye-catching notches. Express (minus The) Leather And Denim Lion Logo Baseball Hat

Express (minus The) Leather And Denim...

Express
$24.90
The Fitted Baseball Cap is a 6-panel, constructed cap and features a classic baseball cap design with sewn eyelets and a pre-curved bill. 6-3/4, 6-7/8, 7, 7-1/8, 7-1/4, 7-3/8, 7-1/2, 7-5/8... DECKY Classic Plain Fitted Pre Curved Bill Baseball Hats Hat Caps Cap For Men Women Cardinal

DECKY Classic Plain Fitted Pre Curved...

Walmart.com
Decky
$9.89
Free Shipping
The Fitted Baseball Cap is a 6-panel, constructed cap and features a classic baseball cap design with sewn eyelets and a pre-curved bill. 6-3/4, 6-7/8, 7, 7-1/8, 7-1/4, 7-3/8, 7-1/2, 7-5/8... DECKY Classic Plain Fitted Pre Curved Bill Baseball Hats Hat Caps Cap For Men Women Cardinal

DECKY Classic Plain Fitted Pre Curved...

Walmart.com
Decky
$9.89
Free Shipping
The Fitted Baseball Cap is a 6-panel, constructed cap and features a classic baseball cap design with sewn eyelets and a pre-curved bill. 6-3/4, 6-7/8, 7, 7-1/8, 7-1/4, 7-3/8, 7-1/2, 7-5/8... DECKY Classic Plain Fitted Pre Curved Bill Baseball Hats Hat Caps Cap For Men Women Cardinal

DECKY Classic Plain Fitted Pre Curved...

Walmart.com
Decky
$9.89
Free Shipping
The Fitted Baseball Cap is a 6-panel, constructed cap and features a classic baseball cap design with sewn eyelets and a pre-curved bill. 6-3/4, 6-7/8, 7, 7-1/8, 7-1/4, 7-3/8, 7-1/2, 7-5/8... DECKY Classic Plain Fitted Pre Curved Bill Baseball Hats Hat Caps Cap For Men Women Cardinal

DECKY Classic Plain Fitted Pre Curved...

Walmart.com
Decky
$9.89
Free Shipping