The exception is one category. Gap’s tall jeans are now the best-value denim in this entire dataset, and unusually for tall, the size runs are intact. 👖
Our Gap tall fit guide covers how Gap’s tall inseams and rises compare before you commit.
Jeans have the deepest discounts
Several styles landed at 70% off with the full tall waist 27 to 33 run available, which is the combination that almost never happens in tall sizing.
Mid Rise Vintage Slim Jeans · $23 (was $80), 70% off, tall 27 to 33, Medium wash, 605 reviews at 4.4
High Rise Kick Flare Jeans · $23 (was $80), 70% off, tall 27 to 33, Dark wash or Washed black, 431 reviews at 4.4
Both washes carry the complete size run. At $23 for a well-reviewed tall jean that is actually available, this is the cheapest credible denim we have seen at Gap all summer.
Low Rise Long & Lean Jeans · $26 to $29 (was $90 to $100), 70% off, tall 27 to 33, eight washes, 731 reviews at 4.6
This is the pick of the week. Eight washes at 70% off, nearly all with the complete 27 to 33 run: Light indigo at $26, then Medium destroy wash, Dark wash, Medium wash blue, Medium indigo, Blue railroad stripe and more at $29.
High Rise Stride Wide-Leg Ankle Jeans · $26 (was $90), 70% off, tall 27 to 33, Medium indigo, 1,216 reviews at 4.5
Black and Fresh white are also discounted, but only to $44.
365 Low Rise Denim Pleated Trousers · $26 (was $90), 70% off, Dark indigo, tall 00 to 20
Worth calling out for the size range alone: 00 through 20, which is broader than anything else in this week’s Gap denim.
Fall and holiday arrived in the same delivery
Gap added a batch of new tall styles across many colorways, and the mix is a little startling for August. Sweaters and flannel pajamas landed in the same week as the summer denim clearance.
Adult Softest Flannel PJ Pants · $39 (was $50), tall S to XXL, eight new plaids and stripes
Red gingham, Blackwatch plaid, Red Plaid, Red tartan, Navy plaid, Blue stripes, Brannan stripe and Pink stripe, all with the full S to XXL run. Holiday flannel in August is early even by retail standards. The matching PJ Shirt arrived alongside at $39, and the returning Brannan stripe print pant is $29.
CashSoft Oversized Half-Zip Pullover · $63 (was $90), tall S to XXL, four colors
Camel hair tan, Black ellis, Terra brown heather, Charcoal grey. CashSoft is Gap’s most reliable sweater fabric and it rarely launches discounted, so 30% off on arrival is a real opening.
100% Cotton Oversized Turtleneck Sweater · $71 (was $90), tall S to XXL, four colors
Mid Rise Barrel Utility Jeans · $44 (was $90), tall 27 to 33, Light wash
A brand new barrel jean that launched at half price with the full waist run intact.
Plaid Maxi Shirtdress · $118, tall S to XXL, Black plaid
Full price and full size run. One of the few new pieces Gap is not discounting, which is usually a signal the store expects it to sell on its own.
The TLDR summary
The denim is the thing to buy here. Gap’s tall jeans at 70% off with complete 27 to 33 waist runs is the strongest single opportunity across all four stores this week, and the Long & Lean at $26 to $29 is where we would start.
The new fall sweaters are worth a look while they are 20% to 30% off on arrival, because Gap’s CashSoft pieces tend to hold their price into the season.
Prices, sizes, and stock checked August 22, 2026. Some links are affiliate links; see our disclosure.