Style
Hilary Duff's best TV show outfits, from 'Lizzie McGuire' to 'How I Met Your Father'

Hilary Duff’s Best TV Outfits Are What My Style Dreams Made Of

Though some looks are “So Yesterday,” they remain favorites.

By Scarlett Harris
Disney +, Paramount +, and HBO Max

Hilary Duff has been gracing our TV screens for more than two decades, from her tween years on Lizzie McGuire, to Gossip Girl, Younger, and 2022’s How I Met Your Father, which has already been renewed for Season 2. Basically, she’s an icon at this point. As a longtime fan, I keep a camera roll of Duff’s best TV outfits in my brain, from the 2000s nostalgia of clashing prints and butterfly clips to the enviable millennial-cool vibe she now sports.

For many viewers, tracking Duff’s onscreen style evolution is like watching their own. Case in point: “I used to love to go to Forever 21 and spend an hour and a half there and fill a cart with everything,” Cathryn Wagner, one of Lizzie McGuire’s costume designers, told Nylon of the show’s adolescent outfits. (Sounds familiar, right?) Meanwhile, Duff has noted how her characters’ style choices reflect their growth, like when she said Kelsey’s style became “sophisticated” in Younger Season 4 (which, spoiler alert, contributed to many of the rankings on this list).

In honor of her evolving style, allow me to revisit Duff’s best TV outfits, ranked from fierce to the absolute greatest.

14

Lizzie McGuire Season 1, Episode 7: Silver Pants & Red Top

Walt Disney Enterprises/Courtesy Everett Collection

In this near-perfect Lizzie McGuire episode, Lizzie sneaks onto the set of a Christmas-themed Aaron Carter (ugh) music video. The silver pants and red top she wears are fitting for the era, plus the fit is something I could totally see Duff’s HIMYF character, Sophie, modernizing and wearing on the Hulu show.

13

Lizzie McGuire Season 2, Episode 17: White Shirt, Denim Skirt, & Boots

Courtesy of Disney Channel

There’s perhaps a little too much embellishment on this ‘fit, but hey, that’s Lizzie McGuire for ya. White and denim are made to last and a boot helps toughen up every look.

12

Gossip Girl Season 3, Episode 4: New York Mets Tee & Fedora

Ray Tamarra/Getty

They say first impressions count, and movie star Olivia Burke’s introduction to Manhattan’s elite is no different. Most of Duff’s outfits in Gossip Girl are painfully of the time — think: Herve Leger bandage dresses, statement necklaces, and spangly going-out tops. Still, the blue Mets T-shirt and fedora Olivia wears during her first meeting with Dan Humphrey (Penn Badgley) has cool-girl, off-duty actor appeal, making this her best outfit on the show — and the only Gossip Girl ensemble to grace this list.

11

Lizzie McGuire Season 1, Episode 22: Army Pants & Pink

Courtesy of Disney Channel

As the saying goes, on Wednesdays we wear pink… and army pants. Three years before Lindsay Lohan rocked the look in Mean Girls, Duff gave this unexpected pairing a go.

10

How I Met Your Father Season 1, Episode 4: Pink Bow Dress

Patrick Wymore/Hulu

This hot-pink Rebecca Vallance bow dress is perfect for a 30th birthday party, which is exactly what Sophie wears it to. It also gives strong Younger vibes, harking back to a dress Duff’s Kelsey wore on the show (more on that later).

09

Younger Season 4, Episode 3: Yellow Blouse

Courtesy of Paramount Global

This bright-yellow Tibi top became synonymous with Duff’s character throughout Younger’s run, mixing flirty feminine with business chic. By pairing it with jeans, the look signals Kelsey’s desire to forgive Liza (Sutton Foster) for lying about her age the whole time they’ve known each other.

08

How I Met Your Father Season 1, Episode 2: Blue Coat & Purple Print Top

Patrick Wymore/Hulu

This AFRM sheer, purple wave turtleneck paired with necklaces, a black leather skirt, and silver platforms wouldn’t have been out of place on Lizzie McGuire. All it’s missing? Butterfly clips. Here, Sophie wears it for a night out with new besties. The classic baby blue Vince coat modernizes the look.

07

Younger Season 6, Episode 2: Pink & Plaid

TV Land/Youtube

I love pink on Duff, so this boardroom-ready Marni turtleneck is an instant fave. Paired with a plaid Gucci blazer, it reminds me of the coat Sophie wore in the HIMYF pilot. I’d like to wear something similar at work, for sure.

06

How I Met Your Father Season 1, Episode 8: Electric Blue Belted Jumpsuit

COURTESY OF HULU

This Alice + Olivia jumpsuit and Western-inspired B-Low the Belt piece delivers major Samantha Jones from SATC energy. Considering Samantha was known for her power suits, this look could be a slight nod to Kim Cattrall, who plays an older version of Sophie in HIMYF.

05

Younger Season 1, Episode 10: Bomber Jacket & Pink Skirt

Courtesy of Paramount Global

Despite the fact that it was styled by legendary costume designer Patricia Field, I think about this ‘fit a lot simply because it’s so relatable.

04

Lizzie McGuire Season 2, Episode 28: Cream Turtleneck & Plaid Skirt

Courtesy of Disney Channel

Cher Horowitz’s plaid skirts and berets endure for a reason, so this striking Lizzie look also stands the test of time. I prefer the outfit without the Balmoral cap Lizzie wears in the episode, but I still think it’s a winner.

03

Younger Season 6, Episode 7 — Blue Pants Galore

Courtesy of Paramount Global

Younger costume designer Jacqueline Demeterio, who eventually replaced Field, was on a blue pants kick in this episode. Kelsey wore an effortless, sophisticated pair of Alice + Olivia pants paired with an Isabel Marant belt. In addition, she wore a flared floral Racil pair with a racing stripe.

02

Younger Season 4, Episode 2: Bow Bomber Jacket

Courtesy of Paramount Global

For a fun scene in which Kelsey runs around Williamsburg, Duff wore a red and pink Gucci bomber jacket with a giant bow. “We used it on the street because I knew a paparazzi shot was gonna happen!” Demeterio said about the look. While Kelsey is often seen at work, Demeterio and Field often relied on fun pops of colors to let her personality shine outside the office.

01

Younger Season 4, Episode 4: Pink Pleated Dress

Alessio Botticelli/GC Images/Getty

Younger’s fashion was so on point in Season 4 that every outfit could honestly be on this list. However, I had to pick my favorite: the Gucci pink pleated dress. Kelsey wears it to a funeral (of all places) that called for a pink dress code. As always, she didn’t disappoint.

Bonus Look: The Lizzie McGuire Reboot

From the few glimpses at the now-canceled Lizzie McGuire reboot, it was evident Duff was ready to bring her A game. An example? The yellow trench coat she was photographed in while shooting a scene in New York City’s Washington Square Park. This outfit makes me wistful for the looks that could have been as Lizzie explores her thirties. Maybe one day I’ll finally see how Lizzie’s style evolves — and whether it’ll continue to inspire my closet.