11 Baggy Outfit Ideas That Are Chic and Comfortable

There's an oversized style for everyone.

At this point, it’s likely that nearly every person has an oversized garment in their closet. Whether it’s a pair of baggy jeans or a slightly oversized blazer, pieces with a relaxed silhouette are the key to a casual and comfortable ensemble. They give you a lot more flexibility (stylistically and literally), but somehow have an effortlessly cool quality to them that will have you tossing aside your go-to skinny jeans for your next lunch date.

While loose-fitting silhouettes instantly conjure up thoughts of baggy hoodies and wide-leg trousers, they’re not the only options for this type of outfit. If you’re in the market for baggy pants, there are plenty of ways to style the staple, from a slouchy sweater to a button-down shirt. But, for those who prefer a more unexpected take on the look, you can ease into baggy styles by reaching for an oversized jacket or a breezy maxi dress. Whichever baggy garments you choose, take note of your desired aesthetic, as you may need to add a few structured pieces to your look for a more polished ensemble.

Keep scrolling for a round-up of baggy outfits that nail the ultra-cool look.

Suit Up

Oversized blazers are a cool girl staple that looks even better when worn as a set. Create a sleek and comfortable look by pairing an oversized double-breasted blazer with wide-leg trousers. While this ensemble looks great in neutral hues like black or navy, you can elevate your suit by opting for a subtle pinstripe pattern.

A Jumpsuit

On busy days, scanning your wardrobe for a matching top and bottom is the last thing you want to do. Enter the jumpsuit, a timeless and simple outfit option. Jumpsuits feel put together, but also give off edgy vibes when worn in an oversized silhouette. If you want to add a little more shape to your look, accessorize with a belt.

Track Pants and A Button-Down Shirt

This is the sporty chic look you’ll want to add to your wardrobe. Pairing wide-leg track pants with an oversized button-down shirt and sneakers is a simple outfit formula that will earn you major style points yet is extremely comfy. If wearing two oversized garments feels too relaxed for you, swap the track pants for high-waisted trousers to create more dimension.

A Maxi Dress

Wearing a baggy outfit in the summer calls for a breezy maxi dress. The relaxed silhouette still gives you that same billowy look as baggy trousers, but is slightly more sophisticated. A look fit for many occasions, you can keep it casual with sneakers and a crochet hat or dress up your maxi with strappy sandals and a straw bag.

Cargo Pants

It doesn’t get more early 2000s than baggy cargo pants. The nostalgic bottoms are effortlessly stylish and surprisingly practical. I mean, who doesn’t love pants with lots of pockets? While khaki cargo pants are the most versatile option, you can make this outfit your own by wearing a denim pair or going for a more vibrant color.

A Slouchy Sweater + Wide-Leg Pants

Slouchy sweaters aren’t just for cozy days on the couch. Pair an oversized knit sweater (pulled slightly off the shoulder) with wide-leg trousers and pointed-toe pumps for a look that strikes the perfect balance between polished and casual. Stick to a monochrome color palette for a more visually impactful ensemble.

A Maxi Skirt and A Bomber Jacket

Nail a '90s-inspired look by opting for a maxi skirt and an oversized bomber jacket. A denim maxi skirt is a no-fuss option with a relaxed silhouette that still has some structure to it. When paired with a bomber jacket in a bold hue, this ensemble packs a bigger punch. Another variation of this ‘outfit to consider for a night out is a flowy slip skirt with an oversized leather jacket.

Baggy Jeans and A Trench Coat

Loose-fitting jeans are a staple that every person needs in their denim repertoire. They’re comfortable, versatile, and extremely easy to style. A plain white tee and a trench coat add a sophisticated element to baggy jeans, but they can also look fantastic with a crop top or a button-down shirt.

An Oversized Polo Shirt

If oversized trousers aren’t necessarily your cup of tea, that doesn't mean you can’t try your hand at a baggy ensemble. For a preppy yet laidback look, consider slipping on an oversized polo shirt with your favorite pair of jeans and a statement shoe. A cream-colored polo will be the best foundation piece but a striped design can spice up more casual denim.

Bermuda Shorts and A Duster

A garment as controversial as capri pants, Bermuda shorts are a great option for a baggy outfit for spring. A classic denim pair can be dressed up with a duster, which adds more volume to these breezy bottoms. Complete your look with cowboy boots to achieve a Western aesthetic or add a glam twist with block-heel mules.

An Oversized Cardigan

An oversized cardigan is the ultimate cozy outfit. Pair a slouchy knit cardigan with a matching bralette and tights for a sleek look you can wear for any daytime outing. If you prefer slightly more coverage, toss on your cardigan over a maxi dress or use it as a standalone top with wide-leg jeans.

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