AMERICAN EAGLE BY PAYLESS IS NOT A PRODUCT OF AMERICAN EAGLE OUTFITTERS.

  • BOGO!163830010
    Boys' Camo Hiker Boot, Brown, hi-res
    Rugged Outback
    $34.99
     5.0 star rating
    (1 reviews).
    Buy One, Get One 50% Off!
  • BOGO!080500010
    Boys' Fleece Waterproof Boot, Black, hi-res
    Smartfit
    $34.99
     3.5 star rating
    (13 reviews).
    • Waterproof
    Buy One, Get One 50% Off!
  • BOGO!091087050
    Boys' Toddler Fleece Waterproof Boot, Black, hi-res
    Smartfit
    $34.99
     3.5 star rating
    (6 reviews).
    • Waterproof
    Buy One, Get One 50% Off!
  • BOGO!134939050
    Boys' Toddler Waterproof Boot, Black, hi-res
    Smartfit
    $34.99
     4.5 star rating
    (8 reviews).
    • Waterproof
    Buy One, Get One 50% Off!
  • BOGO!134901010
    Boys' Waterproof Boot, Black, hi-res
    Smartfit
    $34.99
     4.0 star rating
    (9 reviews).
    • Waterproof
    Buy One, Get One 50% Off!
  • BOGO!163888010
    Clearance!
    Boys' Infant Mickey Sweater Boot, Black/Red, hi-res
    Mickey Mouse Clubhouse
    $10.00 reg $19.99
    • Wide Width
    Buy One, Get One 50% Off!
  • BOGO!163886010
    Clearance!
    Boys' Infant Soft Sole Puff Boot, Black, hi-res
    Teeny Toes
    $10.00 reg $17.99
    • Wide Width
    Buy One, Get One 50% Off!
  • BOGO!164393050
    Boys' Chukka Mid-Top Boot, Navy, hi-res
    Smartfit
    $22.99
    Buy One, Get One 50% Off!
  • BOGO!164195010
    Sale!
    Boys' Fleece Jayden Casual Mid-Top, Cognac, hi-res
    American Eagle
    $19.99 reg $29.99
     4.0 star rating
    (2 reviews).
    Buy One, Get One 50% Off!
  • BOGO!164192050
    Sale!
    Boys' Toddler Fleece Jayden Casual, Cognac, hi-res
    Smartfit
    $19.99 reg $24.99
     2.0 star rating
    (2 reviews).
    Buy One, Get One 50% Off!
  • BOGO!163853050
    Sale!
    Boys' Paw Patrol Hiker Boot, Dark Grey, hi-res
    Paw Patrol
    $29.99 reg $34.99
     4.0 star rating
    (4 reviews).
    Buy One, Get One 50% Off!
  • BOGO!162859050
    Clearance!
    Boys' Toddler Cookie Cozy Boot, Blue/Black, hi-res
    Sesame Street
    $10.00 reg $29.99
    Buy One, Get One 50% Off!
  • BOGO!162070010
    Sale!
    Boys' Rugged Senica Hiker, Black/Grey, hi-res
    Rugged Outback
    $24.99 reg $29.99
     4.5 star rating
    (3 reviews).
    Buy One, Get One 50% Off!
  • BOGO!162901010
    Clearance!
    Boys' Infant Cookie Cozy Boot, Blue, hi-res
    Sesame Street
    $10.00 reg $24.99
     4.0 star rating
    (1 reviews).
    • Wide Width Available
    Buy One, Get One 50% Off!
  • BOGO!161854050
    Boys' Owen Mid-Top Casual, Black, hi-res
    Smartfit
    $24.99
     5.0 star rating
    (2 reviews).
    Buy One, Get One 50% Off!
  • BOGO!140560060
    Boys' Toddler Square Toe Western Boot, Brown, hi-res
    Smartfit
    $15.00 - $29.99
     4.5 star rating
    (4 reviews).
    Buy One, Get One 50% Off!
  • BOGO!138053010
    Boys' Square Toe Western Boot, Brown, hi-res
    Smartfit
    $29.99
     4.0 star rating
    (5 reviews).
    Buy One, Get One 50% Off!
  • BOGO!136190010
    Boys' Western Boot, Black, hi-res
    Smartfit
    $29.99
     4.5 star rating
    (6 reviews).
    Buy One, Get One 50% Off!

Payless offers boys' casual boots for toddlers, tweens, and teens. You'll find boys' winter boots and snow boots as well as hiking, Western, and character boots. Whatever style your boy prefers, you'll find it at Payless.

When the weather turns cold and wet, there are boots at Payless to keep your boy's feet warm and dry. There are boys' waterproof boots by Smartfit, featuring an over-the-ankle padded top to help keep the puddles out. You might opt for a fleece-lined waterproof boot to provide even more warmth.

Western boots are a classic. At Payless, you'll see square-toe and round-toe Western boots for older boys as well as styles for toddlers. These good-looking boots can be worn almost anywhere, including out on the imaginary range.

For toddlers and younger boys, character boots are proven favorites. Your boy can enjoy Spider-Man hiking boots from the Ultimate Spider-Man line, with webs and a picture of Spider-Man emblazoned on the side and toe. The boy's Cookie boot features an illustration of Sesame Street's famous Cookie Monster. Also in the Sesame Street line is the Elmo boot, depicting a smiling and waving Elmo on the side. Or you can buy your toddler a Cars hiking boot decorated with pictures of characters from the movie. They're all part of the popular Payless character line of footwear.

Boys' casual boots — even boys' winter boots and snow boots — don't have to be boring. The boots you'll find at Payless are fun and stylish. Whether your boy makes a splash when he finds that big puddle or starts a snowball fight on a cold day, you can rest assured that with the right boots, he'll be covered.

You'll find boys' casual boots for all seasons and reasons online and in Payless stores. Do a little exploring and you can count on finding some great values.

Refine Your Results By:

Boys