Katie Holmes Is My Queen of Easy-Chic—I've Bookmarked These 8 Jeans-and-Flats Outfits

katie holmes wearing jeans and flat shoes
(Image credit: Getty Images; Backgrid)

Some celebrities take on the mantle of being the red carpet's best-dressed, but you know what's more difficult (and more indicative of true personal style)? Being unwaveringly good at churning out casual outfits that genuinely inspire how we dress IRL.

This is where Katie Holmes has become such a reliable and valuable source—no one does relaxed outfits in the A-list world quite like her. She's photographed multiple times a week out and about in New York, and her looks never feel contrived, difficult to emulate or full of trendy, faddy buys that will quickly expire.

One area she particularly excels in is her laid-back denim-and-shoe combinations. Whilst she's often seen hitting the sidewalks in flats and loose-fitting denim, each new outfit offers a little nuanced difference. Since autumn set in, she has generated a number of brilliant formulas that are easy to replicate for the rest of the season and well on into 2025.

Yes, Holmes has also provided us with top-tier winter-coat inspiration, some much-appreciated leggings guidance and introduced us to a brilliant high-street handbag, but it's the denim-centric looks that I had to compile into a round-up because they are so perfect for this low-key time of year.

So, keep on scrolling for the jeans-and-flat-shoes outfits Holmes has patented this winter.

1. WIDE-LEG JEANS + PATENT MARY JANES

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: The eclectic "grandpa" vibes of Holmes's knit and light-wash jeans could be too serious with a loafer or brogue, so this more typically feminine shoe style brings a twist to the look.

2. HORSEHOE JEANS + LOAFERS

katie holmes wearing loose jeans with flats

(Image credit: Diamond / Backgrid)

Style Notes: A directional pair of jeans needs an equally confident shoe choice. Holmes's ruched, square-toe loafers are up to the job.

3. LOOSE-FIT JEANS + RED FLATS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: Red shoes (even flats) instantly add a wow factor to super-casual denim looks.

4. BOOTCUT JEANS + LOAFERS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: Bootcuts benefit from a small heel or smart flats that allow the hemline to hit just above the shoe. Any longer and it would look like a mistake, but like this, it's pure class.

5. BARREL-LEG JEANS + SOCK BOOTS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: A sock boot helps to elongate the ankle and balance out the curved shape of barrel-leg jeans. This is a clever move when it's too cold to bare your ankles.

6. INDIGO JEANS + PLIMSOLLS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: Jeans and white trainers are a match made in heaven, no matter the silhouette, wash or sneaker style.

7. STOVEPIPE JEANS + V-CUT PUMPS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: For a preppy look, polished ballet flats look understated with straight-leg jeans.

8. BAGGY JEANS + BOW FLATS

katie holmes wearing loose jeans with flats

(Image credit: Getty Images)

Style Notes: When your outfit reads super chill, add some cuteness via your shoe choice—this seems to be Holmes's outfit mantra.

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Hannah Almassi
Editor in Chief

Hannah Almassi is the Editor in Chief of Who What Wear UK. Hannah has been part of the the Who What Wear brand since 2015, when she was headhunted to launch the UK sister site and social channels, implement a localised content strategy and build out the editorial team. She joined following a seven-year tenure at Grazia magazine, where she led front-of-book news, fashion features and shopping specials as fashion news and features editor. With experience in both print and digital across fashion and beauty, Hannah has over 16 years in the field as a journalist, editor, content strategist and brand consultant. Hannah has interviewed industry heavyweights such as designers including Marc Jacobs and Jonathan Anderson through to arbiters of taste including Katie Grand and Anna Dello Russo. A skilled moderator and lecturer specialising in the shift to digital media and e-commerce, Hannah’s opinion and work has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com, among many others. Hannah is often called upon for her take on trends, becoming known as a person with their finger of the pulse of what’s happening in the fashion space for stylish Brits. Hannah currently resides in Eastbourne with her photographer husband, incredibly busy son and highly Instagrammable cat.