There’s just something about the easy, breezy silhouette of a pair of baggy pants that I can’t get enough of this season. They’re a welcome change from years of tighter styles and offer endless outfit possibilities.
Below, I’m sharing 19 looks that will have you reaching for your wide-leg pants on repeat.
1. Oversized Sweater with Wide-Leg Jeans
There are some days that are just made for ultimate coziness, right? On those days, an oversized sweater is my go-to, without a doubt.
I love tucking it into a pair of wide-leg jeans, which gives the whole look a bit of shape.
To give it some extra flair, platform shoes bring height and a little bit of attitude. This is the perfect laid-back combination for weekend errands or just casual plans.
2. Black Long Sleeve Crop Top with Gray Pinstriped Wide-Leg Trousers
If you’re looking for a more polished vibe, this one’s for you. Tuck a black long-sleeve crop top into some high-waisted gray pinstripe trousers.
The wide-leg cut is so tailored and keeps the whole outfit looking sharp.
I’d add a pair of pointed-toe black pumps to really dress it up. This is such a classy go-to for a special date night or even a work function.
3. White Button-Up with Cargo Jeans
Want to give your baggy jeans an instant upgrade? Cargo styles are my secret weapon; they feel so modern and cool.
I love pairing them with a crisp white button-up, and I usually leave it untucked to really play up the relaxed feel of the pants.
Some tan platform boots are the perfect finishing touch and give you a little height. It’s one of those amazing outfits that is somehow totally laid-back and super put-together all at once.
4. White Ribbed Crop Tank with Light Blue Baggy Jeans
Let’s be honest, cropped ribbed tanks are having a serious moment right now. You can put together such a cute look by styling one with high-waisted light blue baggy jeans.
The tank’s shorter length lets the waistband of the jeans show. Then, some white platform sneakers add a little height and match the top perfectly.
5. White Band Tee with Black Cargo Pants
To give your cargo pants an edgier feel, pair them with a graphic white band t-shirt. I love keeping the grungy vibe going by half-tucking the tee so the pants’ waistband is visible.
Rugged tan platform boots complete the laid-back rocker look. It’s such an easy weekend outfit that still looks incredibly stylish.
6. Black Crop Top with Light-Wash Baggy Jeans
You can show a little bit of skin by tucking a simple black crop top into some light-wash baggy jeans. I would ground the whole look with a pair of crisp white sneakers.
This combo works so well for a casual date night or for grabbing drinks with your girlfriends.
7. Gray Plaid Flannel with Light Blue Baggy Jeans
Now, let’s get into layering shirts or flannels over baggy jeans. I suggest going for an oversized gray plaid flannel and wearing it open over a white tee with light blue baggy jeans.
For a casual touch, just roll up the sleeves. Finish the outfit with white sneakers to play up the laid-back mood. It’s a comfy weekend look for running errands or meeting friends.
8. Denim Crop Top with Denim Jacket and Wide-Leg Jeans
You can totally double up on denim! Try a cropped denim top with an oversized denim jacket worn open over your wide-leg jeans. It creates such a cool denim-on-denim effect.
Some pointed-toe booties can dress up the outfit for a night out, but you could easily swap in sneakers to keep it more low-key.
9. Striped Polo Shirt and Baggy Jeans
Let’s start with an easy, classic preppy look. A striped polo shirt with light or medium wash baggy jeans is an effortless weekend ensemble.
I’d finish it off with tan boots to complement the laid-back vibe.
This outfit is so great for casual daytime things, like meeting friends for brunch or walking through a farmer’s market.
10. Off-Shoulder Crop Top and Lavender Wide-Leg Pants
You can have some fun with color by putting a white off-shoulder crop top with lavender wide-leg pants. It creates such a vibrant summer look!
I’d keep things sporty and casual with white platform sneakers. This is an outfit that will have you feeling so cute and confident all day.
11. Oversized T-Shirt and Black Wide-Leg Pants
An oversized t-shirt is the perfect partner for black wide-leg pants. My little trick is to tuck just the front of the top in to give your shape a little definition while keeping everything totally relaxed.
Then, let a pair of white sneakers finish off this casual go-to. It’s so simple to throw on but looks seriously stylish.
12. White Ruched Tube Top with Pink Striped Wide-Leg Pants
Last but not least, have a blast with playful prints by pairing a white ruched tube top with some pink striped wide-leg pants. It makes for such a lively summer outfit.
I like to keep things on the sporty side by finishing the look with white sneakers. This combo will have you looking cute and ready for the beach all season long!
13. Mint Crop Top with Black Cargo Pants
Speaking of crop tops, how cute is this mint one peeking out from black cargo pants? The high-waisted cut keeps it all in place, so you can feel comfortable and confident.
White platform sneakers give a little height while keeping the whole look casual. It’s such a fun summer outfit for a festival, a party, or a day of shopping.
14. Leather Jacket and Wide-Leg Jeans
You can totally dress up your baggy jeans by pairing them with a sultry cropped tank and a leather moto jacket. I think it’s a great idea for a date night outfit or for cocktails with the girls.
You’ll look edgy and totally glam all at once.
15. Oversized T-Shirt and Baggy Jeans
You really can’t go wrong with an oversized tee and baggy jeans. Just pick out some light wash jeans and a basic white tee to get that iconic ’90s-inspired look.
I’d keep it casual with white sneakers to finish the outfit. It’s a perfect weekend uniform that you’ll want to have on repeat all season.
16. Cream Knit Sweater with Lavender Wide-Leg Pants
When the weather starts to cool down, you can stay cozy in an oversized cream knit sweater. Tuck it into some lavender wide-leg pants to balance the loose shapes on both the top and bottom.
Then, finish it off with blue sneakers so the pants can be the main focus. It’s a relaxed weekend look that still makes a stylish statement.
17. Black Wide-Leg Trousers and Gray V-Neck Sweater
For an outfit that’s a bit dressier, try wide-leg black trousers with a gray v-neck sweater. I like to tuck the front of the sweater in to define my shape while leaving the back out.
You can also add a black belt to cinch your waist. It’s a nice look for heading into the office or for a casual event.
18. Cropped Varsity Jacket with White Crop Top and Light-Wash Baggy Jeans
For a playful take on the baggy jeans look, layer a cropped varsity jacket over a cute white crop top. The high-waisted light wash jeans perfectly balance the cropped pieces.
It’s a great weekend outfit for running errands or meeting up with friends. The athletic jacket gives off a sporty vibe that feels so fresh.
19. White Cropped Tank with Black Wide-Leg Trousers
Here’s another way to style some dressy wide-leg trousers: pair them with a simple white cropped tank. Then, add black pointed-toe heels for a little bit of polish.
This creates an effortlessly chic outfit that is perfect for cocktails or date night.
