These 2020 Outfit Trends Are Such a Delight and Will Make You Look Chicer

If you’re looking for a fresh batch of fashion-forward outfits to test out this year, you’ve landed in the right spot. That’s right—after recently peeping my Saved collection of photos on Instagram, I realized that many of my favorite images all featured especially stylish outfits. Yep, the outfit trends in question all basically share similar qualities: they’re easy to re-create, cool, and modern. In fact, I fully believe that adopting one of the fits coming your way could make you look even chicer than you already are.
So without further ado, keep scrolling to check out the 2020 outfit trends that are such a delight in my eyes. And while many of the ensembles below could be assembled using pieces already in your wardrobe, I also shopped out the key pieces in each look just in case.
Vest + Wide Belt + Trousers + Square-Toe Boots
One of the standout trends of 2020 would undoubtedly be the gilet. This year, try a slouchy style with a belt and tee paired with trousers and booties for a cool yet smart look.
Shrunken Cardigan + Plaid Skirt + Platform Boots
Lean into those ’90s vibes with a shrunken buttoned-up cardigan paired with a playful miniskirt and chunky knee-high boots.
Leather Jacket + Tucked-In Cardigan + Straight-Leg Jeans + Boots
An oversize leather jacket paired with light-wash, straight-leg jeans is elevated yet low-key—especially with a tucked-in cardigan and boots.
Animal-Print Knit + Wide-Leg Trousers + Booties
The animal-print trend is still going strong. This year, try a chunky cardigan in a leopard pattern teamed with sleek wide-leg trousers and boots for your 9-to-5 (or 5-to-9) life.
Turtleneck + Printed Dress + Leggings + Flat Boots
This layered ensemble is quite a high concept with the zippered turtleneck, sleeveless patterned dress, unexpected leggings, and white boots.
Puffer + Turtleneck + Leggings + Moto Boots
Keep it chill yet forward by pairing your favorite puffer with a turtleneck, leggings, and on-trend moto boots. A belt bag will add that extra dimension to the look.
White Blouse + Coordinating Trousers + Dark Accessories
While seemingly simple, this monochromatic fit is quite modern with the oversize white blouse half-tucked into cream denim. The black belt and booties balance out the ensemble.
Floral Dress + Cropped Jacket + Contrasting Sneakers
Looking for a polished yet effortless silhouette for work or play? Don’t underestimate the power of a pretty floral midi dress mixed with a cropped denim jacket. While booties or heels would work well with this outfit, bold sneakers bring a laid-back feel to the look.
Suit + Turtleneck + Chunky Boots
Suiting looks will still reign supreme in 2020. Follow this style setter’s suit (literally) with a current slouchy yet tailored silhouette with embellished details and unexpected chunky boots.
Next, check out seven cute winter outfit ideas to try now.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
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