Bailey Newsboy and Ivy Caps

Bailey of Hollywood Newsboy and Ivy Caps. Bailey has an extensive Collection of fine Newsboy, Ivy, and Military Style Caps. Our customers are fond of these caps; they have a distinctive cut characteristic of the brand.

We carry the Bailey Lord, an Ivy Style cap in both solid colors and fine Italian tweeds. Meanwhile a popular Newsboy style cap is the Bailey Galvin, also available in solid colors and Italian tweeds. The Bailey Noclin is a Newsboy style leather cap and the Bailey Stockton is an Ivy style leather cap.

Many other styles are available as well. DelMonico Hatter, U.S. Hat Retailer of the Year has a full collection of Bailey Newsboy, Ivy and other fine cap styles.

Bailey Graham Cap
Sale Price: $38.95    Price: $45.00

Bailey Graham is a full-shaped cap with a leather tab at the back. Color shown is Tan. Graham is in the Bailey Windriver(R) Collection; a great hat to wear in all weather conditions. ... Read more »
Bailey Kooning Plaid Cap
Price: $48.00

The Bailey Kooning Plaid Cap is a stylish Contemporary offering from Bailey for Autumn/Winter. The Kooning is an Ivy Style Wool-blend cap with a short snap peak. Color is a subtle Black and Deep ... Read more »
Bailey Rothko Plaid Cap
Price: $48.00

The Bailey Rothko is a new cap from the Contemporary Collection for Autumn/Winter for Bailey. The Rothko is an Ivy Style cap with a short snap peak. Color is a bold Black and White plaid. ... Read more »
Bailey Pollock Plaid Cap
Price: $48.00

The Bailey Pollock Plaid Cap is a stylish contemporary cap from Bailey for Autumn/Winter. The cap has a short contour peak that snaps to the body of the cap. The Pollock has a bold plaid pattern ... Read more »
Bailey Wally Cap
Price: $37.95

Bailey Wally 6 Panel Cap- Bailey Wally is a smart checked driving cap in a classic 6 panel style with a button crown. The covered peak is sewn to the body to retain the smooth rounded shape. The ... Read more »
Bailey Burkett Cap
Price: $37.95

Bailey Burkett Cap- Bailey Burkett is a rounded ivy style cap. The seams in the construction give give the hat a softer shape and the extended peak is sewn to the body to keep it all together. Th ... Read more »
Bailey Kemper Cap
Price: $37.95

Bailey Kemper Cap- Bailey Kemper is a very up-to-date take on the ivy style. With a shorter rounded shape and attached short peak this hat is a fashionable statement with classic flair. A bold ne ... Read more »
Bailey Agnelli Check Linen Cap
Price: $88.00

The Bailey Agnelli Check cap is a sleek Italian made linen pub cap with paneled construction and a button crown. The perfect combination of a classic ivy style cap and the newsboy style, this cap ... Read more »
Bailey Agnelli Micro Stripe Cap
Price: $87.50

The Bailey Agnelli Micro Stripe Cap is a smooth 100% linen pub cap with fine 6 panel construction and a button crown. This pub style cap is a popular shape and here it is ideal for completing you ... Read more »
Bailey Bale Cap
Price: $45.00

The Bailey Bale is a lightweight polyester summer cap in the classic ivy style with a flat contoured crown and a slightly extended peak. Casual and comfortable, this versatile cap is a handsome h ... Read more »
Bailey Bolan Cap
Price: $45.00

The Bailey Bolan is a cotton/linen blend casual flat cap in the classic ivy style. Tri-colored top stitching gives it a fun textured look while the soft smooth fabric is light enough for the hott ... Read more »
Bailey Brogue Cap
Price: $37.95

Bailey Brogue Cap- Bailey Brogue is a nicely rounded structured ivy cap. The extended peak is sewn to the body to retain the shape. This cap features a unique and very subtle brown brocade patter ... Read more »
Bailey Cole Cashmere/Wool Ivy Style Cap
Sale Price: $78.95    Price: $91.00

Bailey Cole Cashmere and Wool Blend Ivy Style Cap- 50% Cashmere and 50% Wool blend. Handsome, comfortable fitting cap with a full-cut back and a full satin lining. Trimmed with an Oval Bailey Pi ... Read more »
Bailey Cooke Cap
Price: $45.00

The Bailey Cooke Cap is a light cotton ivy style cap with a bold graphical plaid pattern that makes it stand out from the crowd. Lined in custom Bailey satin and designed to add class to casual s ... Read more »
Bailey Ferris Cap
Sale Price: $37.95    Price: $55.00

The Bailey Ferris cap is a rich tweed cap. The Ferris has a contour peak sewn to the cap body for shape retention and is sewn from four individual panels. Included in the Bailey Casual collection ... Read more »
Bailey Galvin Astor Herringbone 8/4 Cap
Price: $63.00

The Bailey Galvin Astor Herringbone 8/4 Cap is a traditional Italian-made newsboy cap. The material is Grey Herringbone tweed with an overlay of Blue, Rust, and Tan. The peak of this cap has a pr ... Read more »
Bailey Galvin Tweed 8/4 Cap
Sale Price: $73.95    Price: $78.00

The Bailey Galvin Tweed cap is made in Italy in a Donegal Tweed pattern. This fully lined traditional 8/4 style hat has a press stud peak, enabling the crown to be worn up or down. The weave has ... Read more »
Bailey Galvin Wool Newsboy Cap
Sale Price: $73.95    Price: $75.00

The Galvin Wool 8/4 Cap is an Italian-made larger bodied cap made up of several panels sewn together. The traditional 8/4 style cap has a press stud peak, enabling the crown to be worn up or down ... Read more »
Bailey Georgie Incenso Plaid Contour Cap
Price: $75.00

The Bailey Georgie Contour Cap is a new offering in the Bailey Casual Italian Collection for Autumn/Winter. Incenso Plaid is a bold all-over plaid pattern made up of Harvest Tan, Rich Brown, and ... Read more »
Bailey Gilbert Linen Cap
Price: $35.00

The Bailey Gilbert is a smart summer cap in a traditional ivy style. Soft and lightweight linen fabric provides a comfortable feel during hot summer months, while the subdued stripe pattern allow ... Read more »
Bailey Harper Cashmere Pull-On
Price: $63.00

The Bailey Harper is a soft, easy-to-wear Winter cap made from a Cashmere blend. The Harper has a thick chunky knit and subtle variations in the colors of the weave. The cap has a Bailey leather ... Read more »
Bailey Jack Cap
Price: $45.00

The Bailey Jack Cap is a linen summer ivy style cap with a casually comfortable fit. This cap goes with everything. Light and airy, perfect for hot weather. ... Read more »
Bailey Jacobs Cap
Price: $37.95

Bailey Jacobs Cap- Bailey Jacobs combines the rounded structured cap style that Bailey does so well with a warm red plaid for a look that is both modern and timeless. The crown is attached to the ... Read more »
Bailey Lambert Linen Cap
Price: $45.00

The Bailey Lambert is a lightweight casual linen ivy style cap. The slight extended peak and full shape make this a classic choice for summer, and the bold red plaid pattern gives it a bright sta ... Read more »
Bailey Lord Astor Herringbone Cap
Price: $63.00

A rich Italian-Made cap, the new Bailey Lord Astor Herringbone Cap has a rich Chestnut Herringbone body with a subtle Blue and Rust overlay pattern. The Ivy Style Cap has a full interior lining, ... Read more »
Bailey Lord Ivy Style Herringbone Cap
Sale Price: $54.95    Price: $60.00

Italian made, with a soft wool feel. This Bailey Ivy Style Cap is available in a traditional herringbone tweed. Colors are Black Herringbone and Brown Herringbone. This cap comes fully lined with ... Read more »
Bailey Lord Nailhead Tweed Cap
Price: $48.00

The Bailey Lord Nailhead Tweed Cap is an Italian-made cap with a soft, wool feel. Nailhead tweed is a unique offering that combines flecks of contrasting shades of a single color to create a rich ... Read more »
Bailey Lord Wool Ivy Cap
Price: $54.95

The Bailey Lord Classic Cap is Italian made with a soft wool feel. A press stud peak enables the crown to be worn up or to snap down into place, according to your liking. This hat comes fully lin ... Read more »
Bailey Menken Cap
Price: $37.95

Bailey Menken 6 Panel Cap- Bailey Menken is a bold plaid cap in a classic 6 panel style with a button crown. The covered peak is sewn to the body to retain the smooth rounded shape. The cap is fu ... Read more »
Bailey Noclin Leather 8/4 Cap
Sale Price: $87.95    Price: $104.00

Bailey Noclin Leather 8/4 Style Cap included in the Bailey Casual Collection. Genuine leather with a full satin lining. ... Read more »
Bailey Parks Litefelt Army Cap
Sale Price: $53.00    Price: $63.00

The Bailey Parks Litefelt(R) Army Cap is a new cap for Autumn/Winter from Bailey. Popular Army Cap shape made from Bailey's signature Litefelt(R) material - packable, water repellent 100% wool. S ... Read more »
Bailey Paxton Linen Cap
Price: $45.00

The Bailey Paxton is a light linen ivy style cap perfect for summer. This casual classic styled cap is outfitted in a subdued modular plaid pattern that is unique and versatile. The ideal cap for ... Read more »
Bailey Rawlston Litefelt Army Cap
Price: $63.00

For Autumn/Winter, Bailey introduces the Rawlston Litefelt(R) Army Cap. Popular Army Cap shape updated with water repellent, packable Litefelt(R) 100% Wool. The Rawlston has laser-cut detailing a ... Read more »
Bailey Reed Cap
Price: $47.95

The Bailey Reed Cap is a combination cotton/linen cap that is completely comfortable and casual for summer. Lightweight and airy, the rounded pub cap shape is pieced together with back paneling a ... Read more »
Bailey Shupp Cap
Sale Price: $49.95    Price: $55.00

The Bailey Shupp Cap- The Bailey Shupp Cap is a fine wool ascot cap blocked to shape and smoothly finished. The seamless style is accented with a small ventilated grommet on the side to allow som ... Read more »
Bailey Lazar Cap
Sale Price: $68.95    Price: $78.00

The Bailey Lazar Cap- The Bailey Lazar Cap is a textured leather driving cap with a paneled construction and weathered finish. Soft and comfortable, this is a handsome hat. A Bailey pin is on the ... Read more »
Bailey Stief Cap
Sale Price: $45.95    Price: $55.00

The Bailey Stief Cap- The Bailey Stief is a 4 paneled duckbill shaped pub cap with a textured knit body and sleek lines. A decorative button tops the crown, and there is a full satin lining insid ... Read more »
Bailey Kinsey Cap
Price: $45.95

The Bailey Kinsey Cap- Part of the Bailey Wind River Collection, the Bailey Kinsey is a 100% cotton cap specially treated for rain and snow. A rugged flat cap with stylish paneled details and a s ... Read more »
Bailey Shirk Cap
Price: $37.95

The Bailey Shirk Cap- The Bailey Shirk is a rounded duckbill pub cap with slightly extended peak and paneled construction. An attractive textured weave gives the cap a fun grid pattern, and the c ... Read more »
Bailey Wilbur Cap
Price: $37.95

The Bailey Wilbur Cap- The Bailey Wilbur is a rounded pub cap with paneled construction for a smooth close fit. A handsome hat, this cap features a checkerboard woven wool fabric that gives it gr ... Read more »
Bailey Fritz Cap
Price: $42.95

The Bailey Fritz Cap- The Bailey Fritz is a rounded pub cap with a slightly extended peak. The paneled construction allows for a close comfortable fit, and the textured woved fabric has an attrac ... Read more »
Bailey Clarence Cap
Price: $42.95

The Bailey Clarence Cap- The Bailey Clarence is a lightly textured ivy cap with a subtle large herringbone pattern and heathered coloring to give it a special stylish appeal. Easy to wear with al ... Read more »
Bailey Hartman Cap
Price: $42.95

The Bailey Hartman Cap- The Bailey Hartman is a 6 paneled newsboy style cap with a button crown and sleeker peaked duckbill shape. This wool blend cap has a bold and exciting checkerboard pattern ... Read more »
Bailey Inniss Cap
Price: $40.95

The Bailey Inniss Cap- The Bailey Inniss Cap is a comfortable rounded shaped classic cap in a pub style with paneled construction and slightly extended peak. This fun cap's fabric is a wool blend ... Read more »
Bailey Weber Pull On Cap
Price: $42.95

The Bailey Weber Pull On Cap- The Bailey Weber Pull On Cap is a slouchy knit cap with extra room to style it any way you like. Soft and stretchy, the cap features contoured ribbing and a wide rib ... Read more »
Bailey Edinburgh Pull On Cap
Price: $42.95

The Bailey Edinburgh Pull On Cap- The Bailey Edinburgh Pull On Cap is a soft, stretchy knit cap with a ribbed cuff. The two-tone black and grey rib extends up the cuff to the crown on one side, g ... Read more »
Bailey Antwerp Pull On Cap
Price: $42.95

The Bailey Antwerp Pull On Cap- The Bailey Antwerp Pull On Cap is a stretchy knit cap made extra long. Cuffed or left loose, this soft cap features a diamond knit pattern on one side for interest ... Read more »
Bailey Copenhagen Pull On Cap
Price: $42.95

The Bailey Copenhagen Pull On Cap- The bailey Copenhagen Pull On Cap is a 2x2 knit ribbed cap with extra stretchy comfort. Two toned with a black cuff and grey body, this cap is extra long so it ... Read more »
Bailey Montenegro Pull On Cap
Price: $45.95

The Bailey Montenegro Pull On Cap- The Bailey Montenegro Pull On Cap, part of the Wind River collection, is a comfortable stretchy knit with a varying rib pattern that lends warmth and texture to ... Read more »
Bailey Prague Pull On Cap
Price: $45.95

The Bailey Prague Pull On Cap- The Bailey Prague Pull On Cap, part of the Wind River collection, is a soft alpaca wool and acrylic blend cap in a stylish slouchy shape for extra comfort and casua ... Read more »
Bailey Devi Cap
Price: $94.95

The Bailey Devi Cap- The Bailey Devi Cap is a smooth ascot style seamless cap made with a luxurious wool/cashmere blend felt that is soft to the touch and perfect for the chillier months. A uniqu ... Read more »
Bailey Tesser Cap
Price: $45.00

The Bailey Tesser Cap is a comfortable and stylish cap for warm weather. A subtle grey plaid pattern looks great on this classic ivy style flat cap. Lined in lightweight cotton, this breezy cap i ... Read more »
Bailey Taft Cap
Price: $45.00

The Bailey Taft Cap is a breezy cotton/poly blend cap in the classic ivy style. Ideal for summer, this lightweight cap is lined with cotton and features a rich glen plaid pattern that will stand ... Read more »
Bailey Tilden Cap
Price: $49.95

The Bailey Tilden Cap is a smooth ivy style flat cap in a soft, lightweight cotton/linen blend fabric that is perfect for summer. The horizontal paneling gives the cap a sleek, close fitting styl ... Read more »
Bailey Pendergrass Cap
Price: $45.00

The Bailey Pendergrass Cap is the perfect cap for golf and other warm weather outdoor activities. Breezy 100% polyester in a slightly textured fabric forms a lightweight classic ivy style flat ca ... Read more »
Bailey Mayron Cap
Price: $52.50

The Bailey Mayron Cap is a classic newsboy style cap with a button crown and smart plaid or subtle stripe pattern. Made of a lightweight summer fabric, this cap is stylish and sharp looking for t ... Read more »
Bailey Elias Cap
Price: $55.00

The Bailey Elias Cap is a light breezy linen/cotton cap with a subtle herringbone weave for a hint of texture and pattern. A perfect blend of classic ivy and newsboy shapes, this driving style ca ... Read more »
Bailey Sienna Cap
Price: $85.00

The Bailey Sienna Cap is a lightweight 100% cotton cap in the traditional ivy flat cap style. An attractive shape, this summer weight cap is perfect for any warm weather activity. Subtle plaid or ... Read more »
Bailey Lyford Cap
Price: $52.50

The Bailey Lyford Cap is a smooth waxed cotton/oil cloth cap in a unique 7 panel ivy shape. The cap has a button crown and close fitting shape for a modern look. The fabric is treated to be resis ... Read more »
Bailey Fitted Cap
Sale Price: $89.95    Price: $94.00

The Bailey Fitted Cap is a new smooth close-fitting cap for Bailey's Italian Collection. A subtle grey-brown plaid pattern complements this sleek paneled cap for a handsome and sophisticated look ... Read more »