Style

This Y2K-Fave Brand Just Dropped The Cutest, Comfiest Sneakers

Vintage lewks meet cutting-edge comfort.

by Bimini Wright
We may receive a portion of sales if you purchase a product through a link in this article.

Time travel may not be real (yet), but fashion bringing us to the early 2000s is the next best thing. Skechers — the iconic brand that took its first steps in 1992 — is proving it’s still a hot favorite, with new collections playing off Y2K trends the brand created. Merging vintage feels with modern advances, these new-release sneakers are cute, wildly comfortable, and rocking serious future throwback vibes.

Skechers’ latest drops deliver something for everyone, merging comfort with standout styles. Court & Classics reimagines vintage sneakers with clean lines and everyday versatility, while the BOBS line pairs trendy designs with supporting animal welfare and kids in need. For a playful touch, Arcades brings retro-inspired energy with bold colors and patterns, and of course, the Martha Stewart Collection delivers comfy, classic elegance (and she’s besties with Snoop, so she’s no stranger to cool).

Shop The Edit

Whether you’re into clean, classic looks or vibrant, playful styles, these standout picks from Skechers’ newest collections deliver unmatched comfort and everyday versatility. Each pair is thoughtfully designed to keep you looking and feeling your best, no matter where the day takes you.

1. A Throwback Kick With Modern Moves

Fresh from the Court & Classics collection, this sneaker is like your favorite throwback jam remixed by a modern TikTok DJ. With a Duraleather upper, pig suede overlays, and a contrast logo, it’s sleek and incredibly comfy thanks to the air-cooled memory foam insole. Stylish enough to dress up but chill enough for every day, this sneaker keeps you effortlessly moving and grooving.

Colors: 2 | Sizes: 5.5 — 11

2. Tennis Shoes With Comfy Y2K Energy

Skechers’ Best In Class sneaker is the ultimate throwback to early ‘00s cool. With gold-accented overlays, these low-top lace-ups scream main character energy. The memory foam insole hooks you up with all day comfort, so feel free to pair these with your favorite mini skirt or baggy jeans, because you’ll be ready to channel that chic Y2K vibe — no butterfly clips required.

Colors: 4 | Sizes: 6 — 11

3. Platform Kicks With Playful Pops Of Shine

Take your style to new heights — literally — with these platform kicks. The 1.5-inch high lace-up sneakers serve Y2K vibes with a fun metallic heel trim and logo, while the Duraleather upper and memory foam insole keep things ultra-comfy. Bonus: They’re machine washable, so you can keep them looking fresh no matter how wild your adventures get.

Colors: 2 | Sizes: 6 — 10

4. Sneaks With A Metallic Finish & Maximum Comfort

For a more glitz member of the Court & Classics collection, check out these high-shine sneakers. This court-style tennie proves you can have both style and substance, with a metallic Duraleather upper that catches (and complements) the light and a cushioned memory foam insole. These kicks are equal parts glam and comfy.

Colors: 2 | Sizes: 5 — 11

5. Podiatrist-Endorsed Shoes With Canvas Uppers

Featuring a canvas upper with decorative laces and stripey soles, this vegan-friendly Arcata sneaker from the Arcades collection contains a podiatrist-certified, removable insole cushioning system that’s designed to support every step. The insole molds to your foot for custom comfort, while the lightweight midsole keeps things breezy. Plus, it’s machine washable to boot.

Colors: 8 | Sizes: 5 — 9

6. Lightweight, Sporty Sneakers That Give Back

With an engineered knit upper and a cushy insole, these sneakers from the BOBS collection are all about lightweight comfort that feels good all day. Bonus: They’re 100% vegan and every pair purchased helps animals in need. Sporty, stylish, comfy, and compassionate — what more could you ask for in a shoe?

Colors: 3 | Sizes: 5.0 — 11

7. Vegan Shoes That Slide On So Easily

Look Ma, no hands! These hands-free slip-ins feature a brand-exclusive heel pillow that’s easy to slide into, while still creating a snug, secure fit. Convenient and cozy, the engineered knit upper and stretch laces make them feel so breezy. And, every pair purchased also helps animals in need, so you’re making moves that matter.

8. Slip-On Glam Cooked Up By Martha Stewart Herself

Martha Stewart bakes a mean pie and designs a cool shoe. Featuring a shimmering metallic upper and a cushiony heel pillow, these vegan sneakers are convenient and stylish at once. The memory foam insole feels like a dream, while the hands-free design makes slipping them on simple. Add Martha’s signature touch to your wardrobe and let these machine-washable kicks do some sparkling.