Free $30 eGift card with your $100 order

Dog Hats for Medium Dogs

Slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6
Slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 1 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 2 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 3 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 4 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 5 of 6
Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large slide 6 of 6

Frisco Palm Leaf Short Brimmed Bucket Dog & Cat Hat, Palm Leaves, Medium/Large

By
Rated 4 out of 5 stars
141
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2
Slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 1 of 2
Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium slide 2 of 2

Littlearth NFL Dog & Cat Baseball Hat, San Francisco 49ers, Medium

Rated 4 out of 5 stars
162
$21.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 24 and Jul 28

Slide 1 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 1 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 2 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 3 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 4 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 5 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 1 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 2 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 3 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 4 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 5 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 1 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 2 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 3 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 4 of 5
Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large slide 5 of 5

Frisco UPF 50+ Colorblock Dog & Cat Cap, Red, Medium/Large

By
Rated 3.7 out of 5 stars
68
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Slide 1 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 1 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 2 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 3 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 1 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 2 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 3 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 1 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 2 of 3
The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium slide 3 of 3

The Worthy Dog Strawberries Bucket Dog Hat, Pink, Medium

Rated 5 out of 5 stars
5
$20.98 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

New

The Worthy Dog Alligators Bucket Adjustable Cord Dog Hat, Blue, Large

$21.00 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Hip Doggie Dog Rain Hat, Yellow, Large

Rated 3.6 out of 5 stars
15
$20.25 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 23 and Jul 27

New

Littlearth FIFA World Cup 2026 Baseball Accessory Dog Hat, Medium

$26.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 22 and Jul 26

Frisco Birthday Cake Dog & Cat Hat, Medium/Large

By
Rated 4.8 out of 5 stars
1,844
$11.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Littlearth NCAA Dog & Cat Baseball Hat, Georgia Bulldogs, Medium

Rated 4 out of 5 stars
65
$21.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 24 and Jul 28

Frisco Happy Birthday Cupcake Dog & Cat Hat, Medium/Large

By
Rated 4.5 out of 5 stars
132
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

The Worthy Dog Chomp Bucket Dog Hat, Blue, Medium

Rated 3.8 out of 5 stars
5
$20.39 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Frisco Plaid Dog & Cat Knitted Hat, Red Buffalo Plaid, Medium/Large

By
Rated 4.3 out of 5 stars
275
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

The Worthy Dog Plaid Bucket Dog Hat, Brown, Medium

Rated 4 out of 5 stars
4
$20.77 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Littlearth NHL Dog & Cat Pet Baseball Hat, Boston Bruins, Medium

Rated 5 out of 5 stars
2
$26.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 24 and Jul 28

Frisco Reversible Polar Fleece Lined Dog & Cat Knit Beanie, Navy, Medium/Large

By
Rated 3.8 out of 5 stars
80
$11.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

The Worthy Dog Life's a Beach Bucket Dog Hat, Green, Medium

Rated 3.3 out of 5 stars
3
$21.25 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

The Worthy Dog Ladybugs Bucket Dog Hat, Pink, Large

Rated 3 out of 5 stars
2
$21.00 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Frisco Birthday Glitter Crown Dog & Cat Hat, Medium/Large

By
Rated 4.5 out of 5 stars
152
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

The Worthy Dog Gone Fishin' Bucket Dog Hat, Blue, Medium

Rated 3.3 out of 5 stars
7
$21.25 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Frisco Plaid Dog & Cat Knitted Hat, White Buffalo Plaid, Medium/Large

By
Rated 4 out of 5 stars
84
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Frisco Happy Birthday Pineapple Dog & Cat Hat, Medium/Large

By
Rated 4.5 out of 5 stars
36
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

New

The Worthy Dog Fancy Floral Bucket Dog Hat, Blue, Medium

$18.50 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

The Worthy Dog Fleece Aviator Dog Hat, Tan, Medium

Rated 5 out of 5 stars
7
$19.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

The Worthy Dog Watercolor Floral Bucket Dog Hat, Teal, Large

Rated 3.4 out of 5 stars
5
$21.00 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Frisco Confetti Dog & Cat Birthday Hat, Medium/Large

By
Rated 4.4 out of 5 stars
485
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Frisco Moose Dog Hat, Medium/Large

By
Rated 4.6 out of 5 stars
43
$10.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

Sassy Woof Disney's Bambi Dog Bucket Hat, Medium

Rated 4 out of 5 stars
2
$17.99 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 22 and Jul 28

The Worthy Dog Golf Bucket Dog Hat, Green, Large

Rated 4 out of 5 stars
2
$21.00 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

The Worthy Dog Buffalo Bucket Dog Hat, Red, Medium

Rated 5 out of 5 stars
2
$21.25 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

The Worthy Dog Peachy Keen Bucket Dog Hat, Peach, Medium

Rated 2.3 out of 5 stars
3
$17.50 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Hip Doggie Duck Dog Rain Hat, Large

Rated 3.5 out of 5 stars
4
$22.50 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 23 and Jul 27

Frisco Happy Birthday Dog & Cat Crown, Medium/Large

By
Rated 4.5 out of 5 stars
286
$11.99 Chewy Price
Autoship Price

Free 1-3 day delivery on first-time orders over $35
Free 365-day returns

The Worthy Dog Jack-O-Lantern Dog Hat, Orange, Medium

Rated 4.8 out of 5 stars
4
$19.00 Chewy Price
$22.00 List Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Fabulous Fido Beanie with Ear Holes & Adjustable Chin Strap Dog Knit Hat, Blue, Medium

Rated 4.2 out of 5 stars
28
$17.90 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 23 and Jul 27

The Worthy Dog Happy Camper Bucket Dog Hat, Green, Medium

Rated 3 out of 5 stars
1
$21.25 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

New

The Worthy Dog Golf Bucket Dog Hat, Pink, Large

$21.00 Chewy Price
Autoship Price

Free delivery on first-time orders over $35
Free 365-day returns
Arrives between Jul 21 and Jul 25

Features

Breed Size

Material

Brand

7 Brands are shown below

Pattern

Closure Type

Color Family

Lifestage

Collection

Deals & Savings

Price

Customer Rating