1 Sale (weekend), 5 Outfits: All the Labor Day Sales

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Men’s Style Sales – Labor Day Weekend 2026

Labor Day sales have felt a bit different this year… Bigger haystack, fewer needles. But there’s still some really great finds out there. Let’s put together some of the best of the best from this year’s crop, and assemble four outfits from all of the Labor Day style sales.

Blue and Black

Suit: Bonobos Jetsetter – $525 ($750)
(Note: Pants need to be hemmed unless you’re a 34″ inseam)
Shirt: Bonobos Tech Dress Shirt – $69.30 ($99)
Tie: The Tie Bar Black Silk Knit – $28
Briefcase: Gaston Luga 14″ – $88 ($109) via Nordstrom
Watch: VAER R1 Oceanracer V2 – $639
Socks: Darn Tough Microstripe – $17.99 ($24)
Shoes: Nordstrom – $74.96 ($99.95)

Warm Early Fall Day

Polo: The Tie Bar Sweater Polo – $34.80 FINAL ($58)
Pants: J. Crew Stretch Chinos – $58.80 ($98)
Sunglasses: Sunski – $78 ($120)
Watch: Timex Marlin Jet – $171.75 w/ Sunset25 ($229)
Shoes: Rockport Textured Loafers – $70 w/ BONUS20 ($129.95)
Belt: GAP – $30.26 w/ DAYOFF ($69.95)

Urban-Outdoorsy

Jacket: BRF Corduroy Collar Quilted Jacket – $75 ($200)
Sweater: BRF 100% Merino – $33.75 ($90)
Pants: GAP Chinos – $26.10 w/ DAYOFF ($59.95)
Watch: Casio Panda Chrono – $98.97 ($165)
Socks: Darn Tough Hikers – $22.49 ($30)
Belt: Nordstrom – $30.99 ($69)
Boots: Danner 917 – $93.75 w/ EXTRA25 ($225)

Blazer and Jeans

Blazer: Bonobos KNIT Jetsetter – $262.50 ($375)
Shirt: Amazon Essentials OCBD – $24.20
Jeans: BRF Slim, Athletic, or Straight Fit – $45 ($115)
Watch: Timex Weekender – $33.74 ($40ish)
Socks: Darn Tough Hikers – $20.99 ($28)
Boots: Cole Haan Water Resistant Suede – $120 w/ BONUS20 ($150)
Belt: GAP – $30.26 w/ DAYOFF ($69.95)

Grays and Browns

Blazer: Bonobos Unconstructed Hopsack – $280 ($400)
Shirt: Target Goodfellow – $35
Pants: GAP Chinos – $26.10 w/ DAYOFF ($59.95)
Belt: Lands’ End – $48.71 ($64.95)
Sunglasses: Sunski – $78 ($120)
Watch: Orient – $265.50 w/ LBD2026 ($295)
Socks: Darn Tough – $18.69 ($25)
Shoes: Anthony Veer via Nordy – $189 ($239)

You can head here to read/scroll through our roundup of what we consider to be the best Labor Day Weekend sales for men.