Jack Rogers Sale Dates (2026) | Year-Round Sales Calendar

Jack Rogers runs major sales around Memorial Day (late May) and Labor Day (early September), both offering 20-60% off sandals. They also hold a Friends & Family event twice yearly—once in spring and again in early October—with around 25-30% off most items.

July and December bring the deepest clearance discounts as the brand turns over seasonal inventory. Black Friday and late-August's “End of Summer Sale” round out the calendar, though discount levels vary each year.

Target Memorial Day weekend for the first big discount on new spring styles, usually around 20-30% off. If you can wait, Labor Day in early September often brings steeper markdowns—up to 60% off—as summer inventory clears out.

Mid-summer in July also sees strong clearance pricing, especially on seasonal colors and less common styles. The classic Jacks Flat Sandal in popular neutrals rarely gets marked down heavily even during sales.

Traditional Jack Rogers sandals do require about a week of break-in wear—the leather footbed and thong straps need time to soften and mold to your feet. Wear them at home for short periods at first to avoid blisters on outings.

The newer “Jacks Comfort” line features a redesigned footbed that's comfortable from day one without needing any break-in period. Once broken in, classic Jacks can be worn for hours and should last years with proper care.

Jack Rogers generally run true to size, but reviewers note they can feel slightly narrow. If you're between sizes or have wider feet, go up a half size for better comfort.

The sandals will stretch and conform to your foot shape as the leather breaks in, so don't size up thinking they'll stay tight. Check the brand's size guide before ordering—their whole and half sizes accommodate most foot shapes once the initial stiffness wears off.

Jack Rogers outlet stores carry a mix of past-season styles from the main collection and outlet-specific designs made exclusively for that channel. Discounts average 30-60% off retail prices year-round, with extra promotions during holiday weekends.

Retail locations and the official website show current full-price collections with limited markdowns outside of scheduled sales. For classic styles in popular colors, outlets offer better value, though selection depends on what past inventory arrived that season.

Free standard shipping is often available on the Jack Rogers website, though the threshold or qualifying conditions can vary by promotion. Delivery usually takes 3-5 business days within the US.

Third-party retailers like Nordstrom and Zappos also carry Jack Rogers and frequently offer free shipping with no minimum purchase. Check each retailer's current shipping policy, as terms change seasonally.

Long-time owners report getting 5-10 years of regular wear from a single pair of Jack Rogers, which works out to just a few dollars per wear. The leather construction and hand-stitched details hold up far better than mass-produced sandals at similar price points.

That said, the break-in period can be rough, and they offer minimal arch support for all-day walking. If you want a preppy, timeless sandal that lasts and you're willing to ease into them, they're a solid buy—especially on sale.

Genuine Jack Rogers feature hand-stitched rondelles (the circular whipstitching detail), quality full-grain leather, and a branded insole with clear “Jack Rogers” text. The sole should have the brand name stamped on the bottom.

Buy from authorized retailers—the official Jack Rogers website, Nordstrom, Zappos, Bloomingdales, and Saks—to avoid knockoffs. Some third-party sellers have been reported for selling lower-quality imitations that look similar but fall apart quickly. If the price seems way too good compared to authorized retailers, it's probably a fake.

Seasonal colors, metallic finishes, and trend-driven styles hit the sale section first and see the steepest discounts—often 40-50% off or more. The classic Jacks Flat Sandal in neutral tones like platinum, bone, and midnight rarely get heavily marked down even during major promotions.

Booties, sneakers, and non-sandal footwear also appear in clearance more frequently since Jack Rogers is best known for their sandals. If you want a core style in a timeless color, expect to pay closer to full price or wait for a Friends & Family event rather than hoping for deep clearance pricing.

Department stores like Nordstrom, Bloomingdales, and Saks discount Jack Rogers more aggressively during their own seasonal sales—sometimes 30-50% off when the official site might only offer 20%. They also honor their loyalty programs and have more flexible return windows.

The official Jack Rogers website gives you the full current collection, access to exclusive online colorways, and first dibs on new releases. For buying at full price or snagging limited-edition styles, go direct. For holiday shopping and end-of-season clearance, department stores usually win on both price and selection.