Kiernan Shipka Masters NYC Street Style With Combat Boots and Colorful UGG Slides

Kiernan Shipka has long mastered the art of effortless, city-ready style—and her warm-weather wardrobe continues to prove it year after year. Whether stepping out for meetings, press days, or quick strolls through New York City, the Mad Men alum gravitates toward outfits that balance youthful ease with a distinctly fashion-forward edge.

In one of her most memorable off-duty style streaks, the actress showcased two sharply different looks in a single day, each highlighting her toned frame, her growing confidence in bold silhouettes, and—true to her signature—her thoughtful footwear choices.

From tough-chic combat boots to playful platform slides from UGG, Shipka demonstrated how the right shoes can shift an entire outfit’s energy without ever compromising comfort or personality.

Tough-Chic Street Style: Kiernan’s Miu Miu Crop Cardigan and Combat Boots

Kiernan Shipka toughens up her off-duty look with camo joggers and black combat boots, paired with a cropped knit top that shows off her sculpted abs in New York City on August 16, 2022 (Credit: Janet Mayer / Startraksphoto / Cover Images)

Pulling out all the stops, the Mad Men star put her flat abs on full display in a cropped black cardigan and a pair of low-waist camo pants.

Kiernan wore the $1,450 Miu Miu Viscose rib-knit cardigan featuring a slim fit, long sleeves, a knit logo patch, and a front zipper. She teamed it with camo cargo joggers, which were hitched up to her hips with a black leather belt.

Keeping the tough-chic vibe going, the Swimming with Sharks actress slipped her feet into a pair of black combat boots.

Kiernan Shipka steps out in New York City in a cropped knit top and camo joggers, grounding the edgy look with classic black combat boots

Emma Watson’s look-alike further styled her casual outfit with a long pendant necklace, rings, and a white-and-navy polka-dot bag slung over her shoulder.

She wore minimal makeup, with pink lipstick, and hid her eyes behind round gold-framed sunglasses.

Kiernan Shipka wears her blonde hair down and hides her eyes underneath a pair of round sunglasses

Playful Summer Energy: Pink Checkered Shorts and Colorful UGG ‘Maxi Checks’ Slides

That same day, Kiernan was spotted wearing the same sunnies with a totally different ensemble. She sported a knit black collared shirt with a V-neck and a pair of two-toned knit shorts in a hot pink and pale pink check pattern.

Kiernan Shipka pairs her playful pink checkered shorts with a sleek black knit top and vibrant UGG Maxi Checks slides for a bold, street-style moment (Credit: Janet Mayer / Startraksphoto / Cover Images)

Styled with the same gold necklace and rings, the One & Two star ditched her boots for colorful platform slides.

Drawing attention to her toned legs, Kiernan slipped her red pedicured feet into a pair of colorful “Maxi Checks” slides from the popular American footwear label UGG, available at Zappos.

Kiernan Shipka pairs her black and pink outfit with multicolored UGG Maxi Checks slides

They feature UGG’s signature sheepskin insole in neon pink and a checkerboard mashup print on the lightweight puff upper. They’re set on a 2.5-inch platform with an EVA outsole and finished with the brand’s logo-woven label.

The statement UGG Maxi Checks slides boast a signature sheepskin insole and unique checkerboard mashup print

A Deeper Dive Into UGG Icons and Kiernan Shipka’s Best Footwear Looks

Before wrapping up, it’s worth exploring how both UGG and Kiernan Shipka have shaped modern fashion—whether through cozy streetwear staples or refined red-carpet moments. Below is a curated selection of stories that further highlight their influence.