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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 Christmas party outfits What to wear with white trainers Women's date night outfits Men's work outfits Autumn 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. * Prices include VAT, plus each store's delivery charges. Each piece is sold by the store named on its page.

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

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What to Wear with Heels: 200+ Outfit Ideas · Wholefit

Outfits / What to wear with heels

What to wear with heels

Outfits with heels for dinners, parties and work, with dresses, jeans and tailoring. 285 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026

Get looks picked for you · 1-minute quiz

With black · 165 looks

Plaid overshirt, black jumper & trousers
£939*
For cool days, about 5–12°C · Date night · 4 pieces from £125*
Brown trench coat, red jumper & trousers
£585*
For cool days, about 5–12°C · Date night · 4 pieces from £80*
Jumper, green trousers & heels
£475*
For cool days, about 5–12°C · Date night · 3 pieces from £135*
Green coat, cream jumper & brown trousers
£579*
For cool days, about 5–12°C · Date night · 4 pieces from £80*
Burgundy cardigan, brown jumper & skirt
£868*
For cool days, about 5–12°C · Date night · 4 pieces from £79*
Blue shirt, trousers & black heels
£992*
For mild days, about 12–20°C · Date night · 4 pieces from £109*

With brown · 152 looks

Coat, brown knit polo & navy wide-leg trousers
£579*
For cool days, about 5–12°C · Date night · 4 pieces from £75*
Jacket, shirt & jeans
£900*
For mild days, about 12–20°C · Everyday · 4 pieces from £160*
Olive coat, brown jumper & navy corduroy trousers
£825*
For cool days, about 5–12°C · Date night · 4 pieces from £87*
Blazer, shirt & black trousers
£975*
For mild days, about 12–20°C · Date night · 4 pieces from £120*
Brown jumper, black corduroy trousers & heels
£792*
For cool days, about 5–12°C · Date night · 4 pieces from £128*
Cream coat, black jumper & green trousers
£504*
For cool days, about 5–12°C · Date night · 5 pieces from £55*

With cream · 134 looks

Cardigan, grey jumper & taupe trousers
£765*
For cool days, about 5–12°C · Date night · 4 pieces from £125*
Camel cardigan, cream polo & red skirt
£940*
For cool days, about 5–12°C · Date night · 4 pieces from £115*
Brown trench coat, jumper & blue trousers
£960*
For cool days, about 5–12°C · Date night · 4 pieces from £135*
Black jacket, grey jumper & skirt
£929*
For cool days, about 5–12°C · Date night · 4 pieces from £79*
Black coat, red jumper & beige trousers
£532*
For cool days, about 5–12°C · Date night · 4 pieces from £65*
Beige trench coat, jumper & navy corduroy trousers
£795*
For cool days, about 5–12°C · Date night · 4 pieces from £135*

With green · 42 looks

Jumper, green trousers & heels
£490*
For cool days, about 5–12°C · Date night · 3 pieces from £140*
Olive coat, brown jumper & navy trousers
£816*
For cool days, about 5–12°C · Date night · 4 pieces from £87*
Cream jumper, trousers & brown heels
£946*
For cool days, about 5–12°C · Date night · 4 pieces from £98*
Cream coat, black jumper & green trousers
£504*
For cool days, about 5–12°C · Date night · 5 pieces from £55*
Cream polo, navy trousers & heels
£1,415*
For mild days, about 12–20°C · Date night · 4 pieces from £115*
Green cardigan, jumper & khaki skirt
£1,275*
For cool days, about 5–12°C · Date night · 5 pieces from £65*

All looks

Filters

Budget for the whole look

Style

Colour

Season

One checkoutEvery piece from the same store

285 looks

Barbour · £77

French Connection · £55

Ted Baker · £80

Brown coat, brown jumper & green trousers

£291* · Pieces from £55*

For cool days, about 5–12°C · Date night · 4 pieces from £55*

Would you wear it?

Holland Cooper · £84

French Connection · £55

Ted Baker · £80

Brown coat, brown jumper & green trousers

£299* · Pieces from £55*

For cool days, about 5–12°C · Date night · 4 pieces from £55*

Would you wear it?

U.S. Polo Assn. · £60

U.S. Polo Assn. · £75

FitFlop · £97

Tommy Hilfiger · £77

Pink jumper, brown wide-leg trousers & black heels

£309* · Pieces from £60*

For cool days, about 5–12°C · Date night · 4 pieces from £60*

Would you wear it?

Community Clothing · £87

Community Clothing · £65

FitFlop · £97

Fjällräven · £71

Brown jumper, beige trousers & black heels

£320* · Pieces from £65*

For cool days, about 5–12°C · Date night · 4 pieces from £65*

Would you wear it?

Finisterre · £175

Finisterre · £145

Finisterre · £110

Brown jacket, orange jumper & cream trousers

£790* · Pieces from £110*

For cool days, about 5–12°C · Date night · 4 pieces from £110*

Wax London · £185

Norse Projects · £199

Gramicci · £95

Overshirt, brown jumper & trousers

£914* · Pieces from £95*

For cool days, about 5–12°C · Date night · 4 pieces from £95*

Carhartt WIP · £205

Portuguese Flannel · £110

Carhartt WIP · £130

Brown Carhartt jacket, green flannel & trousers

£900* · Pieces from £110*

For cool days, about 5–12°C · Date night · 4 pieces from £110*

Carhartt WIP · £215

Carhartt WIP · £130

Black Carhartt jacket, jumper & trousers

£765* · Pieces from £130*

For cool days, about 5–12°C · Date night · 4 pieces from £130*

Finisterre · £135

Finisterre · £145

Finisterre · £125

Pink cardigan, brown jumper & black pleated trousers

£765* · Pieces from £125*

For cool days, about 5–12°C · Date night · 4 pieces from £125*

Selected Femme · £125

Howlin · £185

Bobo Choses · £140

Cardigan, purple jumper & khaki trousers

£830* · Pieces from £125*

For cool days, about 5–12°C · Date night · 4 pieces from £125*

The Couture Club · £120

The Couture Club · £85

The Couture Club · £70

Brown blazer, grey jumper & charcoal trousers

£560* · Pieces from £70*

For cool days, about 5–12°C · Date night · 4 pieces from £70*

Community Clothing · £128

Community Clothing · £55

FitFlop · £97

Tommy Hilfiger · £77

Brown jumper, tan trousers & black heels

£357* · Pieces from £55*

For cool days, about 5–12°C · Date night · 4 pieces from £55*

Cream blazer, green jumper & trousers

£765* · Pieces from £55*

For cool days, about 5–12°C · Date night · 4 pieces from £55*

Lisa Says Gah · £160

Lisa Says Gah · £200

Black midi dress & heels

£360* · Pieces from £160*

For warm days, about 20–30°C · Date night · 2 pieces from £160*

Lisa Says Gah · £180

Lisa Says Gah · £120

Lisa Says Gah · £200

Green jacket, brown dress & green heels

£500* · Pieces from £120*

For mild days, about 12–20°C · Date night · 3 pieces from £120*

Lisa Says Gah · £120

Lisa Says Gah · £200

Brown dress & heels

£320* · Pieces from £120*

For warm days, about 20–30°C · Date night · 2 pieces from £120*

More outfit ideas

Women's outfits with heels
What to wear with white trainers
What to wear with black jeans
What to wear with jeans
What to wear with brown boots
What to wear with black boots
What to wear with loafers
What to wear with black trousers
What to wear with a blazer
What to wear with a cardigan
What to wear with a hoodie
What to wear with joggers

What goes with heels

On top: Knitwear or shirts
Bottoms: Trousers or trousers
Layers: Coats or jackets
Colours that work: Brown, cream, black and green

How to wear heels

Counted from 40 of these looks.

What goes with heels

On top: Knitwear or shirts
Bottoms: Trousers or trousers
Layers: Coats or jackets

Colours that work

Brown, cream, black and green come up most often across these looks, so they make an easy base to build on.

What a complete look costs

Most whole outfits here cost between £504 and £914; the typical one is £765. Swap any piece to change the total.

Brands in these looks

Most pieces come from Staud, Lisa Says Gah, Community Clothing, Ted Baker and French Connection. Each look checks out on the stores' own sites, one store at a time.