Skip to top navigationSkip to shopping bagSkip to main contentSkip to footer linksSkip to offers
GapGap FactoryOld NavyBanana RepublicAthleta
  • Sign in
  • Get free shipping on all orders $50+, earn points, and more! It’s free!
  • Join Gap Good Rewards
  • Orders & returns
  • Points & rewards
  • Gift cards

  • Find a store
  • International shipping
Up to 50% off sitewide
The GapJeans Event:
20–40% off all jeans
ends in
07 h 29 m 55 s
Up to 50% off sitewide
The GapJeans Event:
20–40% off all jeans
ends in
07 h 29 m 55 s
Up to 50% off sitewide
Gap logoGap logo
  • New
  • Women
  • Men
  • Girls
  • Boys
  • Baby & Toddler
  • GapStudio
  • GapX
Women
/
Jeans

High Rise Cheeky Straight Jeans

Image number 1 showing, High Rise Cheeky Straight Jeans
Image number 2 showing, High Rise Cheeky Straight Jeans
Image number 3 showing, High Rise Cheeky Straight Jeans
Image number 4 showing, High Rise Cheeky Straight Jeans
Image number 5 showing, High Rise Cheeky Straight Jeans
Image number 6 showing, High Rise Cheeky Straight Jeans
Image number 7 showing, High Rise Cheeky Straight Jeans
Image number 8 showing, High Rise Cheeky Straight Jeans

High Rise Cheeky Straight Jeans

$89.95
$53.00

Color

Medium Vintage Destroy

Fit

Size

Inseam

    Old school. Meet new school. Meet forever fave. Our vintage-inspired pair that hugs all your curves just right and looks even better walking away.

    • Fit: Hugs your hips, holds you in & ends with a straight leg that hits at the ankle. This jean is snug. Size up for a looser fit.
    • Fabric: 94% Cotton, 5% Recycled Materials, 1% Stretch.
    • Stretch: Low Stretch Jeans. Feels like vintage denim with a hint of stretch. Snug at first & holds you in, but forms to your shape.​
    • Rise: High Rise Jeans.
    • Look: A distressed five-pocket jean in a medium wash.
    • Details: Zip fly & five-pocket styling.
    • Responsibly Made: This pair of jeans is part of our water-saving Washwell program. Compared to conventional wash methods, Washwell has saved millions of liters of water since 2016.
    • More Sustainable Cotton: 94% of the cotton in this jean is verified by the U.S. Cotton Trust Protocol, a program which works with farms committed to improving their environmental footprint by minimizing water usage and improving soil diversity (Claim No. B6AFDACC-10117).
    • Explore our GapJeans Fit Guide.
    • This product was made in a factory that invests in gender equality and women’s empowerment. Through RISE (Reimagining Industry to Support Equality) and Gap Inc.’s program P.A.C.E. (Personal Advancement & Career Enhancement), we support people who make our clothes to build the skills, knowledge, confidence, and resilience needed to advance in work and life. Learn more here.
    • #570975
    • Our High Rise Jean has an 11" (28 cm) rise.​
    • Fitted through the hip & thigh. Straight leg. Size up for a looser fit.
    • Ankle-length jean.
    • 14.5" (37 cm) leg opening.
    • Inseam: Petite 25.5" (65 cm), Short 26" (66 cm), Regular 27.5" (70 cm), Long 29.5" (75 cm), Tall 32" (81 cm).
    • Model is approx. 5’10” wearing size S (27).
    • Model is approx. 5’10” wearing size L (32).
    • Cotton 94%, Elastane 5%
    • Machine wash.

    Customers also viewed

    Low Rise '90s Loose Jeans
    Low Rise '90s Loose Jeans
    $79.95$63.00
    20% off: limited time
    UltraSoft Denim Horseshoe Overalls
    UltraSoft Denim Horseshoe Overalls
    $98.00$78.00
    20% off: limited time
    High Rise Barrel Jeans
    High Rise Barrel Jeans
    $89.95$71.00
    20% off: limited time
    High Rise Stride Wide-Leg Jeans
    High Rise Stride Wide-Leg Jeans
    $79.95$63.00
    20% off: limited time
    High Rise Stride Wide-Leg Jeans
    High Rise Stride Wide-Leg Jeans
    $79.95$47.00
    40% off: limited time
    Low Rise '90s Loose Jeans
    Low Rise '90s Loose Jeans
    $79.95$63.00
    20% off: limited time
    Mid Rise UltraSoft Baggy Jeans
    Mid Rise UltraSoft Baggy Jeans
    $89.95$71.00
    20% off: limited time
    High Rise Barrel Jeans
    High Rise Barrel Jeans
    $89.95$71.00
    20% off: limited time
    Low Rise Long & Lean Jeans
    Low Rise Long & Lean Jeans
    $89.95$71.00
    20% off: limited time
    Denim Oversized Bubble Jacket
    Denim Oversized Bubble Jacket
    $128.00
    High Rise '70s Flare Jeans
    High Rise '70s Flare Jeans
    $79.95$63.00
    20% off: limited time
    High Rise ’90s Slim Straight Jeans
    High Rise ’90s Slim Straight Jeans
    $79.95$63.00
    20% off: limited time
    High Rise '90s Slim Straight Jeans
    High Rise '90s Slim Straight Jeans
    $79.95$63.00
    20% off: limited time
    Low Rise '90s Loose Jeans
    Low Rise '90s Loose Jeans
    $79.95$63.00
    20% off: limited time
    100% Cotton Relaxed Sweater
    100% Cotton Relaxed Sweater
    $69.95$55.00
    20% off: limited time
    CashSoft Oversized Chunky Cardigan
    CashSoft Oversized Chunky Cardigan
    $79.95$63.00
    20% off: limited time
    Mid Rise Easy Horseshoe Jeans
    Mid Rise Easy Horseshoe Jeans
    $89.95$71.00
    20% off: limited time
    Mid Rise UltraSoft Baggy Jeans
    Mid Rise UltraSoft Baggy Jeans
    $89.95$53.00
    40% off: limited time
    Easy Wide-Leg Pants
    Easy Wide-Leg Pants
    $89.95
    Low Rise Long & Lean Jeans
    Low Rise Long & Lean Jeans
    $89.95$71.00
    20% off: limited time
    CashSoft Crewneck Sweater
    CashSoft Crewneck Sweater
    $59.95$47.00
    20% off: limited time
    High Rise Stride Wide-Leg Jeans
    High Rise Stride Wide-Leg Jeans
    $79.95$63.00
    20% off: limited time
    Low Slung Extra Baggy Jeans
    Low Slung Extra Baggy Jeans
    $89.95$71.00
    20% off: limited time
    High Rise Stride Wide-Leg Ankle Jeans
    High Rise Stride Wide-Leg Ankle Jeans
    $89.95$53.00
    40% off: limited time
    VintageSoft Crop Logo Hoodie
    VintageSoft Crop Logo Hoodie
    $69.95
    High Rise Barrel Jeans
    High Rise Barrel Jeans
    $89.95$71.00
    20% off: limited time
    VintageSoft Baggy Wide-Leg Sweatpants
    VintageSoft Baggy Wide-Leg Sweatpants
    $59.95$47.00
    20% off: limited time
    Low Rise Long & Lean Jeans
    Low Rise Long & Lean Jeans
    $89.95$71.00
    20% off: limited time
    Kids GapFit Tech Quick-Dry Joggers
    Kids GapFit Tech Quick-Dry Joggers
    $39.95$19.00
    50% off: limited time
    Mid Rise Twill Barrel Pants
    Mid Rise Twill Barrel Pants
    $99.95$49.00
    50% off: limited time
    Low Rise '90s Loose Jeans
    Low Rise '90s Loose Jeans
    $79.95$63.00
    20% off: limited time
    High Rise Stride Wide-Leg Jeans
    High Rise Stride Wide-Leg Jeans
    $79.95$63.00
    20% off: limited time
    High Rise Barrel Jeans
    High Rise Barrel Jeans
    $89.95$53.00
    40% off: limited time
    High Rise VintageSoft Relaxed Joggers
    High Rise VintageSoft Relaxed Joggers
    $49.95$29.00
    40% off: limited time
    CashSoft Oversized Chunky Cardigan
    CashSoft Oversized Chunky Cardigan
    $79.95$63.00
    20% off: limited time
    Mid Rise UltraSoft Easy Horseshoe Jeans
    Mid Rise UltraSoft Easy Horseshoe Jeans
    $89.95$71.00
    20% off: limited time
    100% Cotton Oversized Sweater
    100% Cotton Oversized Sweater
    $79.95$63.00
    20% off: limited time
    Easy Wide-Leg Pants
    Easy Wide-Leg Pants
    $89.95
    Low Rise Long & Lean Jeans
    Low Rise Long & Lean Jeans
    $89.95$71.00
    20% off: limited time
    Organic Cotton VintageSoft T-Shirt
    Organic Cotton VintageSoft T-Shirt
    $24.95$20.00
    3 for $39

    You may also like

    Gap × Disney Baby Organic Brushed Cotton PJ Set
    Gap × Disney Baby Organic Brushed Cotton PJ Set
    $34.95$17.00
    50% off: limited time
    Twill Cargo Baggy Shorts
    Twill Cargo Baggy Shorts
    $59.95$47.00
    20% off: limited time
    Baby & Toddler Mix & Match Pocket T-Shirt
    Baby & Toddler Mix & Match Pocket T-Shirt
    $16.95$13.00
    20% off: limited time
    Gap × Disney Baby Organic Brushed Cotton PJ Set
    Gap × Disney Baby Organic Brushed Cotton PJ Set
    $34.95$13.00
    60% off: limited time
    Baby & Toddler Mix & Match Pocket T-Shirt
    Baby & Toddler Mix & Match Pocket T-Shirt
    $16.95$13.00
    20% off: limited time
    Baby & Toddler Mix & Match Pocket T-Shirt
    Baby & Toddler Mix & Match Pocket T-Shirt
    $16.95$11.00
    30% off: limited time
    Baby & Toddler Mix & Match Pocket T-Shirt
    Baby & Toddler Mix & Match Pocket T-Shirt
    $16.95$11.00
    30% off: limited time
    Modern Straight Khakis
    Modern Straight Khakis
    $59.95$47.00
    20% off: limited time
    Modern Straight Khakis
    Modern Straight Khakis
    $59.95$47.00
    20% off: limited time
    Baby & Toddler Mix & Match Pocket T-Shirt
    Baby & Toddler Mix & Match Pocket T-Shirt
    $16.95$10.00
    40% off: limited time

    Reviews

    Review SnapshotPowerReviews
    4.1
    4.1
    2049 Star Ratings
    79%
    of respondents would recommend this to a friend
    Ratings Distribution
    • 5 Stars

      1172

    • 4 Stars

      359

    • 3 Stars

      240

    • 2 Stars

      141

    • 1 Star

      137

    Hips/Rear
    tight
    loose
    Overall size
    small
    big
    Rise
    lower
    higher
    Waist
    tight
    loose
    Most Liked Positive Review
    5
    Another Favorite

    Gosh, I just really like Gap jeans. I find myself always being happy with my Gap jeans, and these High Rise Cheeky Straight jeans are no exception--I love the fit! I guess I didn't read the description for these jeans because when I opened the package, I realized they were button-fly. In the past, m...e and button-fly anything were never a good team. I decided to keep them despite not having a beloved zipper. I am currently wearing these jeans after washing and drying. They're ankle length, or floods--whatever suits your vocab. The dark wash is what I've been searching for. I am a size 12/31 in Gap jeans; however, after reading reviews for these jeans, I sized up to a 32 regular length. They don't fit snug on me anywhere; as a matter of fact, they fit a little loose in the legs and hang on my waist without any pinching--but that is how I prefer my jeans to fit--not a skinny jeans gal. If I wanted these to fit like how they fit on the ad model, I probably would have sized down to either a 31, maybe a 30.

    VersusVS
    Most Liked Negative Review
    1
    Useless size guide and description

    Shopping for jeans on this website is CRAZY making! The size charts are useless. It's impossible to figure out the difference from one jean to the next. First - these are NOT STRAIGHT cut. They are tapered at the ankle. The actual measurements are as follows: 29 Tall = 30" inseam, 11" rise (meas...ured from the crotch), 30" waist 29 Long = 29" inseam, 11" rise, 30" waist 28 Long = 28" inseam, 10 3/4" rise, 29" waist If the 29 actually had a 29" waist, there wouldn't be a gap on me as I actually have a 29" waist. The color is boring and conservative but it's one of the few options that doesn't have all the stupid fake fading, factory made holes or frayed hems - all of which I cannot stand. They have a button fly, are medium weight with a little bit of stretch - these things plus the 11" rise are good. However, the cut of the leg is unflattering - they widen thighs and shorten the look of legs, despite having a higher rise. Why this company cant be of better help with sizing and information on their own products is beyond me. Obviously, I am returning these.

    Write a Review
    1734 Customer Reviews
    3
    Not a fan

    Submitted 6 days ago

    By anonymous

    From Undisclosed

    Height 5'6"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Comments about High Rise Cheeky Straight Jeans

    Not a fan of button fly, only want zippers

    Overall size
    small
    big
    Was this review helpful to you?
    4
    Versatility

    Submitted 7 days ago

    By anonymous

    From Undisclosed

    Height 5'5"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Comments about High Rise Cheeky Straight Jeans

    #sweepstakes… Great pair of denim and very versatile. Goes with everything, dress up or dress down.

    Overall size
    small
    big
    Was this review helpful to you?
    5
    My favourite jeans!

    Submitted 10 days ago

    By anonymous

    From Undisclosed

    Height 5'7"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Reviewed at

    gapcanada.ca/

    Comments about High Rise Cheeky Straight Jeans

    I was so sad to hear the high rise Cheeky Straight jeans are being retired. They've been my favourite of the last few years and I had to order another pair before it was too late

    Overall size
    small
    big
    Was this review helpful to you?
    3
    Weird Sizing

    Submitted 12 days ago

    By Amy S.

    From Undisclosed

    Height 5'7"

    Weight 140–150 lbs

    I have a pair of these in a size 29 in the medium wash - love them! I ordered the darker wash in the same size, but I could NOT button them up! They fit the same in the hips/thighs, but there was no way in h*ll I could do up the buttons. It was at least 2-3 sizes smaller in the waist than my other pair. Sadly had to return these and there are no bigger sizes. Even if I had ordered a larger size to be able to button them up, the fit elsewhere on the jeans may have been off. I've never had this happen with Gap jeans.

    Rise
    lower
    higher
    Waist
    tight
    loose
    Hips/Rear
    tight
    loose
    Overall size
    small
    big
    Length purchased
    regular
    Which size did you purchase?
    29
    Overall quality
    3

    Bottom Line No, I would not recommend to a friend

    Was this review helpful to you?
    4
    It's ok

    Submitted 16 days ago

    By anonymous

    From Undisclosed

    Height 6'0"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Reviewed at

    gapcanada.ca/

    Comments about High Rise Cheeky Straight Jeans

    I'm 6 ft and the length of these jeans is ok. I ordered size 30, and it fits, but not like on a picture. #sweepstakes

    Overall size
    small
    big
    Was this review helpful to you?
    5
    Stylish

    Submitted 21 days ago

    By anonymous

    From Undisclosed

    Height 5'3"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Comments about High Rise Cheeky Straight Jeans

    Love them! So stylish and can be dressed up or down! I'm 58 and feel like its a nice staple to add a little style to my wardrobe.

    Overall size
    small
    big
    Was this review helpful to you?
    5
    Great!

    Submitted 24 days ago

    By anonymous

    From Undisclosed

    Height 5'4"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Comments about High Rise Cheeky Straight Jeans

    Amazing material! Feels expensive!!

    Overall size
    small
    big
    Was this review helpful to you?
    1
    Can't tell, still haven't received my order

    Submitted 28 days ago

    By anonymous

    From Undisclosed

    Height 5'2"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Comments about High Rise Cheeky Straight Jeans

    Got an email my order would arrive on the 18th. Now its th 13th. Perhaps don't purchase unless you're NOT on a deadline.

    Overall size
    small
    big
    Was this review helpful to you?
    5
    Perfect fit

    Submitted 1 month ago

    By anonymous

    From Undisclosed

    Height 5'4"

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Reviewed at

    gapcanada.ca/

    Comments about High Rise Cheeky Straight Jeans

    Great fit and material. Flattering style

    Overall size
    small
    big
    Was this review helpful to you?
    5
    Confidence jeans.

    Submitted 1 month ago

    By anonymous

    From Undisclosed

    Verified BuyerVerified Buyer

    Sweepstakes Entry

    Reviewed at

    gapcanada.ca/

    Comments about High Rise Cheeky Straight Jeans

    These jeans are the perfect weight and perk up my curves. My confidence jeans.

    User submitted media
    Perky
    Was this review helpful to you?

    Displaying Reviews 1-10

    Back to Top
    Next »

    Related items

    • High Rise Vegan Leather Cheeky Straight Pants
    • High Rise Relaxed Straight Jeans
    • High Rise Culotte Jeans
    • High Rise Denim Culotte Jeans
    • High Rise '90s Straight Jeans
    • High Rise Vintage Slim Jeans
    • High Rise Stride Wide-Leg Jeans
    • High Rise '90s Slim Straight Crop Jeans
    • High Rise True Skinny Jeans
    • High Rise Metallic '90s Straight Jeans

    See It First

    Privacy Policy

    InstagramYoutubeTikTok
    Customer Support
    Customer ServiceBuy Online. Pick Up In-Store.Store LocatorGapCashGiftCards
    Gap Good Rewards
    Join Gap Good RewardsApply for a Credit CardMy Rewards & BenefitsPay Credit Card BillLearn More
    About Us
    Our ValuesCareersGet the AppSign up for Text Messages
    © 2025 The Gap, Inc.|Privacy Policy||Your California Privacy Rights|California Transparency in Supply Chains Act|Terms of Use|Careers|Sustainability|About Gap Inc.
    Americans with Disabilities Act|Gap Inc. Policies