Skip to content

Discover Search

Jachs NY Manor Stretch Flannel Button-Down Shirt

Jachs NY Bowie Summer Commuter Chino Pants

TOMS Alonso Navy Heritage Canvas Rope Loafer

Styled by Jachs NYJachs NYManor Stretch Flannel Button-Down ShirtRed Check Plaid · Cotton, modal blend$49

Styled by Jachs NYJachs NYBowie Summer Commuter Chino PantsTan$50

TOMSAlonso Navy Heritage Canvas Rope LoaferNavy · Canvas$75

Plaid flannel, tan pants & navy loafers

Men · Smart casual

$174

For cool days, about 40–55°F

Matched by our styling rules · independent

The pieces · 3

Jachs NY$60$49
Manor Stretch Flannel Button-Down Shirt
Red Check Plaid · Cotton, modal blend
Only size XL left
Jachs NY$50
Bowie Summer Commuter Chino Pants
Tan
TOMS$75
Alonso Navy Heritage Canvas Rope Loafer
Navy · Canvas

Why it works

One printed piece grounded by neutrals
Shared tailored aesthetic
2 stores — Jachs NY, TOMS

Style: Tailored, Workwear

Looks like it

Shipping & returns

Jachs NY · Free shipping over $125 · 30-day free returns · Add $26 for free shipping Policy
TOMS · Shipping $8.99 · 30-day returns, fee applies Policy

From each store's own policy and checkout, checked 2026-10-19. The store's checkout has the final word.

New looks, once a week

A few complete outfits picked from what's new. No account needed, unsubscribe any time.

Email address

Outfit ideas Brands Gift guides Black Friday deals Thanksgiving outfits Holiday party outfits What to wear with white sneakers Women's date night outfits Men's work outfits Fall outfits Winter outfits Streetwear outfits Minimalist outfits Women's workout outfits Men's smart casual outfits Outfits under $100 Outfits under $200

Wholefit is an independent outfit recommendation site. It isn't affiliated with or endorsed by the brands it shows, and you buy each piece on the site of the store that sells it. No store or brand pays us a commission yet; when one does, it won't decide what we recommend.

About Outfit study Privacy Policy Your Privacy Choices Terms of Use Affiliate Disclosure Brands & Copyright Accessibility Contact

Shipping toUS · $UK · £Europe · €Deutschland · €

Looks like it

Smart casual$174
Smart casual$185
Smart casual$192
Smart casual$255

More looks like this

Southern Marsh · $70

Southern Marsh · $89

Green flannel, khaki pants & black loafers

$234 · Pieces from $70

For cool days, about 40–55°F · Smart casual · 3 pieces from $70

Eddie Bauer · $80

Eddie Bauer · $35

Flannel, orange pants & navy loafers

$190 · Pieces from $35

For cool days, about 40–55°F · Smart casual · 3 pieces from $35

Eddie Bauer · $80

Eddie Bauer · $80

Blue flannel, beige pants & grey loafers

$235 · Pieces from $75

For cool days, about 40–55°F · Smart casual · 3 pieces from $75

Would you wear these?

Yes or no on a few looks, and the feed learns what to show you.

Start, about a minute

Your taste

A feed of looks picked for you

Cotopaxi · $85

Cotopaxi · $40

Blue shirt, grey pants & cream loafers

$180 · Pieces from $40

For mild days, about 55–70°F · Smart casual · 3 pieces from $40

Duck Camp · $40

Duck Camp · $99

Blue shirt, brown pants & cream loafers

$194 · Pieces from $40

For cool days, about 40–55°F · Smart casual · 3 pieces from $40

Southern Marsh · $99

Southern Marsh · $70

Southern Marsh · $95

Rothy's · $185

Navy vest, olive shirt & brown pants

$449 · Pieces from $70

For cool days, about 40–55°F · Smart casual · 4 pieces from $70

Flannel, olive pants & navy loafers

$193 · Pieces from $49

For cool days, about 40–55°F · Smart casual · 3 pieces from $49

Buck Mason · $398

Buck Mason · $268

Buck Mason · $248

Olive jacket, knit polo & black pants

$1,074 · Pieces from $75

For cool days, about 40–55°F · Smart casual · 5 pieces from $75

Explore

Men's Thanksgiving outfits
Men's business casual outfits
Men's outfits with loafers
Men's outfits with beige or cream pants
Men's outfits with a flannel shirt
Men's outfits under $200
Men's outfits under $300
Men's smart casual outfits
Men's fall outfits
Men's workwear outfits
Men's tailored outfits
How to style TOMS
How to style Jachs NY