Skip to content

Discover Search

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

Discover Search

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 · €

Striped polo, grey skirt & flats: women's smart casual outfit

Casablanca Café Culture Wool Stripe Short Sleeve Polo Shirt

Norma Kamali Pleated Pickleball Skirt

Kith Kith for Birkenstock WMNS Boston Braided Shoes

CasablancaCafé Culture Wool Stripe Short Sleeve Polo ShirtMulti · 50% cotton, 48% wool$555

Norma KamaliPleated Pickleball SkirtDark Heather Grey · 95% cotton, 5% elastane$185

KithKith for Birkenstock WMNS Boston Braided ShoesSuede$295

Striped polo, grey skirt & flats

Women · Smart casual

$1,035

For mild days, about 55–70°F

Matched by our styling rules · independent

The pieces · 3

Casablanca$555
Café Culture Wool Stripe Short Sleeve Polo Shirt
Multi · 50% cotton, 48% wool
Few sizes left
Norma Kamali$185
Pleated Pickleball Skirt
Dark Heather Grey · 95% cotton, 5% elastane
Few sizes left
Kith$295
Kith for Birkenstock WMNS Boston Braided Shoes
Suede
Few sizes left
Final sale, no returns

Why it works

One printed piece grounded by neutrals
Shared tailored aesthetic
Whole look from Kith — one checkout

Style: Tailored

Looks like it

Shipping & returns

Kith · Shipping $10 · 30-day returns, fee applies · 1 piece final sale, no returns Policy

From each store's own policy and checkout, checked 2026-10-18. The store's checkout has the final word.

Explore

Women's Thanksgiving outfits
Women's business casual outfits
Women's outfits with a skirt
Women's smart casual outfits
Women's fall outfits
Women's tailored outfits
How to style Kith
How to style Casablanca

More looks like this

Norma Kamali · $185

What Goes Around Comes Around · $2,950

Black sweater vest, grey skirt & black loafers

$3,590 · Pieces from $185

For mild days, about 55–70°F · Work · 4 pieces from $185

Norma Kamali · $185

White polo, grey skirt & black shoes

$445 · Pieces from $125

For mild days, about 55–70°F · Smart casual · 3 pieces from $125

Casablanca · $555

Paris Texas · $1,590

Jacket, striped polo & skirt

$2,620 · Pieces from $225

For mild days, about 55–70°F · Smart casual · 4 pieces from $225

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

Lisa Yang · $435

Suzie Kondi · $475

Dear Frances · $540

Clare V · $295

Charcoal sweater, striped pants & black flats

$1,745 · Pieces from $435

For cool days, about 40–55°F · Smart casual · 4 pieces from $435

Grey sweater, skirt & brown boots

$1,895 · Pieces from $225

For cool days, about 40–55°F · Smart casual · 4 pieces from $225

Pangaia · $240

Pangaia · $270

Aimé Leon Dore · $165

Aimé Leon Dore · $80

Striped rugby shirt, black trousers & grey sneakers

$755 · Pieces from $165

For mild days, about 55–70°F · Smart casual · 4 pieces from $165

Buck Mason · $148

Buck Mason · $158

Thursday Boots · $150

Thursday Boots · $168

Striped shirt, olive pants & brown penny loafers

$624 · Pieces from $148

For mild days, about 55–70°F · Smart casual · 4 pieces from $148

Everlane · $34

Everlane · $24

Charcoal sweater, cream pants & shoes

$118 · Pieces from $24

For cool days, about 40–55°F · Smart casual · 3 pieces from $24

Lisa Says Gah · $168

Lisa Says Gah · $140

Rothy's · $155

Lisa Says Gah · $55

Striped sweater, blue trousers & brown flats

$518 · Pieces from $140

For cool days, about 40–55°F · Smart casual · 4 pieces from $140

Pangaia · $240

Pangaia · $285

Thursday Boots · $235

Thursday Boots · $188

Striped rugby shirt, black trousers & brown boots

$948 · Pieces from $235

For mild days, about 55–70°F · Smart casual · 4 pieces from $235

Striped sweater, brown pants & ballet flats

$1,240 · Pieces from $350

For cool days, about 40–55°F · Smart casual · 3 pieces from $350

Striped shirt, brown pants & brown flats

$990 · Pieces from $245

For mild days, about 55–70°F · Smart casual · 3 pieces from $245

Good American · $46

Good American · $59

Good American · $107

Denim jacket, striped polo & brown corduroy pants

$279 · Pieces from $46

For mild days, about 55–70°F · Smart casual · 4 pieces from $46

Grey sweater, brown pants & flats

$1,170 · Pieces from $350

For cool days, about 40–55°F · Smart casual · 3 pieces from $350

Striped sweater, pants & ballet flats

$1,565 · Pieces from $345

For cool days, about 40–55°F · Smart casual · 4 pieces from $345

Eddie Bauer · $75

Eddie Bauer · $65

Green flannel, grey pants & brown shoes

$200 · Pieces from $60

For cool days, about 40–55°F · Smart casual · 3 pieces from $60

Oak + Fort · $138

Oak + Fort · $68

Oak + Fort · $88

Thursday Boots · $160

Charcoal coat, white turtleneck & plaid midi skirt

$454 · Pieces from $68

For cold days, about 25–40°F · Smart casual · 4 pieces from $68

Eddie Bauer · $50

Eddie Bauer · $55

Eddie Bauer · $45

Steve Madden · $50

Grey cardigan, purple flannel & green pants

$200 · Pieces from $45

For cool days, about 40–55°F · Smart casual · 4 pieces from $45

Faherty · $328

Faherty · $158

Faherty · $188

Faherty · $328

Navy blazer, striped sweater & khaki pants

$1,002 · Pieces from $158

For cool days, about 40–55°F · Smart casual · 4 pieces from $158

Ministry of Supply · $119

Ministry of Supply · $109

Steve Madden · $50

Steve Madden · $20

Blue shirt, grey pants & white flats

$298 · Pieces from $50

For mild days, about 55–70°F · Smart casual · 4 pieces from $50

Looks like it

Smart casual$1,163
Smart casual$1,335
Smart casual$2,095
Smart casual$1,345