High Waisted Baggy Shorts

Discover the perfect blend of comfort and style with our high waisted baggy shorts collection. Designed for versatility, these shorts offer a relaxed fit that flatters every body type while providing ease of movement. Ideal for casual outings, workouts, or beach days, they feature lightweight, breathable fabrics that keep you cool. With various designs and functional details, you can effortlessly transition from active adventures to laid-back lounging. Elevate your summer wardrobe with high waisted baggy shorts that combine fashion and functionality seamlessly.

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25 products
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On Sale
CALIA Women's High Waisted Swim Utility Board Short
  • Pure White
  • Pure Black

CALIA Women's High Waisted Swim Utility Board Short

$29.00

WAS: $58.00*

(32)

Perfect for working out and lounging around the house. ... These have a nice length and not see through. ... The fit is comfortable and just long enough. ... The fabric is thick and high

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5 ChiGal23
My daughter loves these. They are simple and comfy.

5 Townie308
These board shorts were the perfect addition to my summer wear!

5 Penguin25
These are great board shorts. They are high waisted which makes me feel comfortable and confident, and there not tight on my thighs. They are a bit thick and durable which makes me think they ’ ll last. They feel like real shorts I ’ d wear all day.

5 MMDC
I like the color. Size runs a little big, but not a big deal. Keep it.

5 DJT2
Very comfortable, quick drying fabric. Love the updated design this year.

On Sale
FP Movement Women's Get Your Flirt On Shorts

FP Movement Women's Get Your Flirt On Shorts

$27.99-$40.00

WAS: $40.00-$50.00*

(22)

I love the fabric and the high waist flatters by butt. ... so flirty and fun shorts to spice up your workout attire, featured in a flowy style with a high- rise, smocked waistband and side

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5 MommaC13
Bought these for my daughter and she loves them. Fit is try to size. She loves the waistband and they are nice and flowy.

5 lilythoma
These free people shorts have so many colorway options I am obsessed!

5 Stephanie1990
I love this running shorts! Perfect fit and super comfortable when running.

5 TNB1352
This is our second pair. They are great blend of shorts and skirt.

5 MommaPotts
These are so cute and really comfy to run in also!

On Sale
Nike Women's Sportswear Phoenix Fleece High-Waisted Shorts

Nike Women's Sportswear Phoenix Fleece High-Waisted Shorts

$20.23-$55.00

WAS: $55.00*

(68)

I love the high waist and the material. ... Daughter bought these and loves the look and comforting them ... My daughter loves how comfortable these are. ... Comfy ... They flare out a bit which does wonders for my hip

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5 Michelle2324
LOVE these shorts. Perfect for my workouts but also great for casual wear. They are flattering. Not too long and very comfy! Love these!

5 Simoneish
Got this item off clearance and I ’ m so glad I found it! Buttery soft!

5 lilythoma
These shorts were on clearance and still Nike which meant they were a wonderful deal!

5 Jmeyr25
Great price great color clearance is great satisfaction

5
I love Dick's! They have all the best brands and prices!

Nani Swimwear Women's Hybrid Reversible High Rise Shorts
  • Mona

Nani Swimwear Women's Hybrid Reversible High Rise Shorts

$60.00

Quick Facts

4- inch inseam, convenient pockets, and the unique ability to reverse into two distinct styles high- rise flowy, comfy, and relaxed 4 '' inseam quick drying polyester adjustable waist with tie front side

FP Movement Women's The Way Home Shorts
  • White
  • Navy
  • Black

FP Movement Women's The Way Home Shorts

$30.00

(48)

speed up or slow down in these breezy, warm- up style running shorts, featuring a boldly smocked waistband with a high- rise silhouette and split hem. ... These are so comfy and adorable on my

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5 Michael Kyle
I love these shorts, I have multiple pairs now, and I wear them all the time. Very comfortable for casual wear and exercise.

5 Mea1234
My granddaughter found these shorts on clearance! She loves Free People clothing! Loves the fit, style and comfort!

5 Nbr252
Super comfy, not too short and I got them on sale! Win win

5 Lexilu
Super cute! I ordered these for my daughter. She loves the fit and style.

5 SB Mom1423
Accurate sizing, great style and quality. Would recommend.

New
Patagonia Women's Garden Island Shorts

Patagonia Women's Garden Island Shorts

$8.97-$59.00

WAS: $59.00*

(21)

elasticized waistband for comfort and ease slightly curved hem for comfort and flattering fit high rise slide slit pockets relaxed fit ... Will definitely buy in other

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5 CTree
Super comfortable and breathable fabric that will dry quickly.

5 catlover2112435
I bought these and they were very gooey almost linen like. They are very cute and not too hot.

5 Sb2021
I have three pair of these. They fit well. Look good and wash well.

5 doublematcha
great quality, comfortable, and washes great! bought them on sale so it was a big win

5 Sado0
These shorts are incredibly comfortable. The fit is also spot on.

adidas Women's Essentials 3-Stripes Woven Sportswear Shorts
  • Black/White

adidas Women's Essentials 3-Stripes Woven Sportswear Shorts

$35.00

(3)

loose- fitting shorts high- rise traditional three stripes branding designed to easily mix and match with your favourite fashion items ... enjoy the comfort of these high- rise shorts made in part with recycled materials, supporting adidas' ambition to end plastic...

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5 jess12
the style looks and feels great. a good option to wear daily

5 Juju
[ I absolutely love these short. Prefect fit and love the color.

5 aceyj
these shorts are incredibly comfortable, great quality, and the perfect length. good for running and being active, but still flattering and cute!

On Sale
Good American Women's Scuba Drawstring Shorts
  • Black

Good American Women's Scuba Drawstring Shorts

$64.99

WAS: $90.00*

Quick Facts

high waisted a compact double knit stretch fabric that holds you in and smooths you out clean smooth finish drawstring+ elasticated waistband loose fit in the leg side

Roxy Women's What A Vibe Shorts
  • Laurel Green

Roxy Women's What A Vibe Shorts

$50.00

Quick Facts

relaxed fit high rise paper bag elasticated waistband fixed closure front pockets mid- weight organic cotton double cloth gauze

Roxy Women's Drop a Wave High Waist Shorts
  • Camel Sandy Stripe

Roxy Women's Drop a Wave High Waist Shorts

$46.00

Quick Facts

high waist shorts easy fit wide elasticized waistband pullover

Nike Women's Sportswear Everyday Modern Woven Shorts
  • Sail

Nike Women's Sportswear Everyday Modern Woven Shorts

$62.00

Quick Facts

fit& design lightweight, high- waisted shorts with a longer cut for a relaxed, casual feel very loose through the hip and thigh with a basketball- inspired design elastic waist and drawcord lightweight woven fabric has a soft, semi- structured,...

On Sale
DSG Men's 7" 2-in-1 Stride Run Shorts
  • Mid Gray/Pure White
  • Light Charcoal
  • University Navy

DSG Men's 7" 2-in-1 Stride Run Shorts

$8.97-$10.97

WAS: $35.00*

Quick Facts

athletic fit running shorts includes a full compression liner that provides secure coverage during your workout elastic waist provides a comfortable and secure fit high slit allow for a full range of motion without bunching

Reebok Women's Knit Training Shorts
  • Black

Reebok Women's Knit Training Shorts

$30.00

(1)

I love the way they fit, a little higher waisted and work for both at the gym and lounging at home. ... a high- rise waist keeps you covered with a secure

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5 e1even1
[ These are perfect for plus size people in need of comfort that moves with the curves.

CALIA Women's Soft Scuba Shorts
  • Pure Black

CALIA Women's Soft Scuba Shorts

$17.97-$58.00

WAS: $58.00*

(18)

relaxed fit shorts high rise – sits at the natural waist the drawcord in the waist lets you create the perfect fit includes two front slash pockets for your phone and other

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5 suzyj62
This scuba material is so comfy. I would say these are slightly large, I went down one size and they fit great

5 BreezyBre
These shorts are so comfortable. Really like this brand Calia.

5 CatherineAnne
I am very self conscious in shorts but these look and feel fantastic! So comfortable! I do n't ever want to take them off. THANK YOU!

5 Eden Prairie Pickle Ball
My wife absolutely loves her new shorts and talks about `` how great they look '' but also how comfortable they are. She now wants all of the colors.

5 Sherri C
Very comfortable and a great fit. These shorts have a “ dressier ” feel to them. The fit, material and the color allow you to dress them up for special occasions. The length is perfect and not too short.

Under Armour Men's Tech Graphic 10" Shorts
  • Royal/White

Under Armour Men's Tech Graphic 10" Shorts

$30.00

(1635)

My son thinks they look cool and they are super comfortable ... They are comfortable and lightweight and look good. ... These are really comfortable, good price and fit really

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5 Butcher76
These are the best shorts I have ever worn. I love them so much thanks under Armour.

5 SalLL
Great pair of shorts to own. Very soft and stylish. There is a reason these have been around for years!

5 Tizen1969
Like the length. Like the color. UA has great shorts.

5 CaptainHook503
These shorts are lightweight, have an attractive color, and are very comfortable. I am very satisfied with this purchase and might have to buy a couple more pairs.

5 DCAR15
Great color and style with athletic functionality

On Sale
CALIA Women's High Rise Tie Front Cover Up Swim Shorts
  • Pure Black
  • Pure White

CALIA Women's High Rise Tie Front Cover Up Swim Shorts

$14.98

WAS: $58.00*

(2)

adjustable drawcord waistband pockets for storing essentials made for the beach and beyond the ultimate completer piece for your swim

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5 suzyj62
I love CALIA, always great quality clothing. Not see through, fits true to size

On Sale
Nike Women's One Dri-FIT High-Waisted 3" 2-in-1 Shorts

Nike Women's One Dri-FIT High-Waisted 3" 2-in-1 Shorts

See Price in Cart

WAS: $48.00*

(129)

Super comfy and fit very well. ... Great fit very comfortable ... Glad I brought great fit and comfortable. ... I love this short, it is so comfortable. ... Comfy shorts ... They stay put when working out and I like that they 're high

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5 Mcrown
I was n't sure if these shorts will be comfortable but they are! I love the boxer liner inside provides security and adds extra comfort while exercising. Color as pictured and beautiful.

5 313Dee
Great shorts... repeat purchase! Great go- to piece for workouts, or running errands. THEY LOOK GOOD!!

5 Celi1993
Love the lining. Perfect for a nice run or running errands

5 Shorts for running
Ran my first half marathon in them and they were amazing

5 Tiff M
Bought these for every day use and use them for multiple sports( running, tennis, soccer) very comfortable. I ’ ve purchased multiple colors!

Nike Women's One High-Waisted 8" Biker Shorts With Pockets

Nike Women's One High-Waisted 8" Biker Shorts With Pockets

$45.00

(60)

non- sheer fabric and a high waist help keep your butt covered no matter how deep you bend and stretch fewer seams make for a smooth, flattering fit a drop- in pocket in the back of the waistband is large enough to hold your smartphone external thigh pockets let you keep more essentials close nike...

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5 BeatrizM697901403
Bought this shorts for running, since they have pockets and are long enough to prevent chafing. I must say they ’ re amazing, they don ’ t roll up and feel comfortable like a yoga pant. I recommend them for everything, running, strength training, pilates, dance, etc..

5 Megannnnnn89999
So I absolutely love these for walking. I walk ten miles multiple times a week and my thighs love to rub and these help SO much. So far I have two pairs but will be buying more! For reference I weigh 146 and bought a medium.

5 Brooke W
I like the fit and length of these shorts. I have several pairs of biker shorts but this is my first pair of Nike. I would definitely buy again in other colors

5 Twin77
I brought this a month ago and love the way they look

5 Awonderrunner
Love these shorts! They stay on really well, even with running and jumping

On Sale
Columbia Men's Washed Out 10" Shorts

Columbia Men's Washed Out 10" Shorts

$29.99-$45.00

(529)

Highly recommend ... Super lightweight comfy shorts that are for wear in a variety of situations ... Comfortable and not too heavy. ... They are perfect for the hottest part of the

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5 LordZRG
Dad fit, fits all the way down to the knee and slightly looser than slim fit, but great pair of shorts. The material ’s stronger and better for outdoor work/ hiking.

5
[ These shorts are light, comfortable, and fast drying.

5 bgmom2three
Very comfortable and good color. Light colors and fits very good

5 JPnSoAZ
[ Great shorts feel good and fit is great too! Bought 2 pair plan to buy more.

5
[ Light and breathable, great for hiking! Size was spot on too!

On Sale
Patagonia Kids' Baggies Shorts

Patagonia Kids' Baggies Shorts

$14.97-$55.00

WAS: $55.00*

(4)

Very cute and not too short. ... Super cute! ... fair trade certified™ sewn bluesign® approved 4 '' inseam 94 g( 3. 3 oz) ... wind- and water- resistant dwr( durable water repellent) finish dries

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5 doublematcha
patagonia has good quality items and this included. love the fun prints. bought this for my little cousin and she loves it!

5 Beachy25
Bought for my daughter, to match mine. Very cute and not too short.

4 underarmourbest
We bought this for our daughter. It is functional and durable. However, it can get hot due to the thick materials. Overall, money well spent.

4 Hoops13
My niece loves the relaxed fit. The material seems extremely durable forboutdoor activities.

On Sale
CALIA Women's Step Up Short
  • Pure White

CALIA Women's Step Up Short

$24.99

WAS: $45.00*

(119)

They are very high waisted and comfortable. ... fit& design regular fit performance shorts relaxed woven silhouette breathable inner brief provides additional coverage as you bend, crouch, and move high rise – sits at natural waist flattering...

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5 Jen913
Bought a pair, loved them…bought a 2nd pair. They beat all my other running shorts from Amazon and Free People. They ’ re really flattering, comfortable and the lining stays in place.

5 BrittanyE123
I fell in love with the Calia brand so I decided to buy these shorts and I am absolutely in love! They are very high waisted and comfortable. The short itself is very loose but there is a built in panty brief to keep things covered. Perfect for summer. These shorts are so cute I have even worn them out to lunch with friends.

5 Kcpa
Very breathable and so easy to move in, they do n't restrict you in anyway. Also very cute prints!

5 Gigi2014
I have several CALIA shorts, and these did not disappoint! They are comfortable for cardio, classes, or weight- training. I love the built in lining and colors. They wash well, and I hang them dry. My go- to workout shorts!

5 Turk6969
I bought these and my wife absolutely loves everything about them from the color and comfort. They are so light and airy.

Nike Women's One Dri-FIT 7” Maternity Shorts
  • Black

Nike Women's One Dri-FIT 7” Maternity Shorts

$45.00

(87)

Sure they are more expensive, but the fabric is SO comfortable, the fit is fantastic- HIGHLY recommend. ... The materials are very high quality. ... I highly recommend these

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5 SarahSC
I have a few different maternity leggings, and to me, Nike is always the best. Sure they are more expensive, but the fabric is SO comfortable, the fit is fantastic- HIGHLY recommend. Obviously wish they had pockets, but I got them on sale and feel like it was such a great purchase.

5 Workoutpants
[ These shorts fit just right. And definitely true to size! The design on these shorts are great. What I like most is how soft and stretchy the material is. Sometimes I have to constantly stretch or pull my shorts up because of the odd fit. However, these are perfect.

5 Keri
[ The Nike One Maternity Shorts are an incredibly soft and comfortable pair of workout shorts. Having gained 20 pounds in my first trimester, I 'm already too large for my normal workout shorts. I was concerned that I 'd be forced to workout out in baggy shorts and t- shirts throughout my pregnancy. My concerns were alleviated when I put on the Nike One Maternity Shorts. I was pleasantly surprised at the ease at which the shorts slid on and the barely there feel of the material covering my stomach. This is probably the most important feature as I barely like anything touching my stomach at this point. The shorts are well- made and durable. I wear them often when running errands. The fabric feels soft and I 'm hoping the black color offers a slimming effect. One of my favorite features is that the fabric covering my stomach is thin enough that I can cover my stomach or fold it down over the bottom of the shorts and it does n't look bulky under my tops. I could n't find any complaints with this item. I do wonder about color options available though. I 'd like to see them made in a variety of colors not just the normal black and grey. Overall, this is a nice, comfortable, cool pair of shorts that I 'll probably continue to wear after the baby is born.

5 NikeTechFlees
[ I really liked these shorts. I do n't often like spandex shorts because they 're too short or uncomforable but these have been great. I wear them around the house a lot and underneath shorts when I am working out or running around outside. They are supremely comfortable and have endured quite a bit of use as well. I would probably buy another pair just to have something to rotate while these are in the laundry.

5 JennyS
[ Finally some maternity shorts that will stay up without being too tight on my growing belly! They fit and feel great. I usually wear size 12 in pants and the XL was a perfect fit. The material is nice and smooth, not too thick for warmer weather, but not see through. I highly recommend these shorts!

Brooks Women's Chaser 3" Shorts
  • Mint Mix
  • Black

Brooks Women's Chaser 3" Shorts

$60.00

(128)

new exposed elastic waistband now sits higher on the waist than before for a secure fit updated jersey brief liner won ’ t ride up or bunch. ... Great lightweight 3 ''

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5 Miriam29
I really like these shorts, especially for hot summer days. They are very lightweight and loose enough to be easy to move in without being unflattering

5 Burt
[ Nice fit, true to size and stylish fit. Additional side pocket for phone would be handy

5 KaylaW
These shorts are great! I use them a lot for training and racing!

5 KrystalH
I normally don ’ t write reviews. But these are by far some of the most comfortable and flattering running shorts I ’ ve worn in a long time! I ’ m 5 ’ 5 ” 115lbs and the XS was perfect. Waistband just right, not too tight or loose, and the rise is in- between typical mid- rise and high- rise so I don ’ t feel like I ’ m having to roll them down or pull them up to be flattering. Sitting down they don ’ t bunch up. I went back and bought them in every color. Just buy them for yourself before they sell out!

5 Brig
Amazingly comfortable. My favourite pair of running shorts I 've ever worn

On Sale
Brooks Women's Method 5" Short Tights
  • Razzmatazz

Brooks Women's Method 5" Short Tights

$48.97

WAS: $54.00*

(160)

The length is just right to avoid thigh chafe and the pockets provide room for all my essentials. ... Doesn ’ t show sweat, holds a phone without sliding, exactly what I

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5 EmilyG
I ’ ve never been a shorts person( usually wear capri cut tights) but recently I got the idea to try shorts+ long sleeve crop top( sun protection) for summer running. These are phenomenal. The ends don ’ t roll up and the side pocket fits my iPhone 11. I probably could have fit more comfortably in a Small but I like a lot of compression so got XS. Takes some work to squeeze into but I feel secure during my run without being uncomfortable. 5 ’ 3 ” 120lb Only thing I don ’ t like is that the logo on the left leg peels off( might be attributed to how tight the shorts are so they have to stretch a lot).

5 LisaL
My favorite running tights! They actually stay put and the side pockets are perfect for your phone or any fuel you may need. They are compression but I do n't feel like I am being crushed.

5 KarenN
These shorts are substantial. The length is good, not too short and not too long. Nice for trail running or hiking. If you prefer a not- so- tight compression fit, size up.

5 KateD
Perfect for marathon and distance running- stay put on legs and lots of storing pockets

5 DavidC
Was looking for mens medium but for the sale price, I took the women's large. Fits great, feels great.

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