Not Trousers With Slingbacks: This Is the Chic Way to Style a Blazer in Winter 2026
Skip the predictable blazer and tailored pants with slingbacks. Instead, pair the jacket with this denim trend and heels.
Between single- and double-breasted, fitted and oversize styles, there are many different blazers to choose from these days. The same goes for styling them—endless ways. If you're looking for one easy outfit formula to follow, though, take inspiration from actress Whitney Peak.
While leaving The Today Show in New York City this morning, Peak was photographed in a pinstripe blazer layered over a button-down shirt and paired with faded bootcut jeans. The denim balanced the tailored formality of her upper layers, adding an effortlessly cool edge. For shoes, she chose closed-toe platform heels that grounded the ensemble.
I'm sure I'm not the only one who associates blazers with formal workwear and traditional office settings, so seeing Peak style a blazer in a completely different light feels refreshing. She intentionally ditched the conventional pairings—matching tailored trousers and slingbacks—and took the unexpected route. This element of surprise has set cool, chic outfits apart from those that are just fine in 2026.
If you're inspired to style a blazer in a fresh way, keep scrolling. Ahead, discover the best bootcut jeans and platform heels that will make any blazer look modern, elevated, and elegant this year and beyond.
Shop Bootcut Jeans and Platform Heels
Great jeans with a great discount.
This style also comes in leather and suede and a range of colors.
Don't sleep on Madewell's denim.
If Khaite is backing the revival of platform boots, you can expect to see many more of them.
If you want to invest in well-made designer jeans but don't want to spend more than $500, Nili Lotan is for you.
These also come in burgundy.
Dark-wash denim is still trending.
Gorgeous.
It seems like every fashion person is talking about EB Denim right now.
Since the platform is the same height as the heel, these are guaranteed to be very comfortable.
