Assembling chic outfits is Sandy Koszarek’s specialty. After all, she spent decades as a VIP stylist at Nordstrom and currently highlights her enviable ensembles on her Instagram and site, Stylish Sandy. Jeans and dresses are two pieces that she, like many out there, wears on repeat. We thought there could be interest in learning more about how she styles these must-haves. Specifically, we wanted to focus on the shoe silhouettes she thinks work perfectly with dresses and jeans because of their versatility.
Below, you’ll uncover the shoes—including flats, sandals, and heels—that Koszarek thinks will elevate any look. It’s also worth noting that Koszarek thinks the footwear styles in question work with dress and denim styles that run the gamut, including maxi dresses and relaxed jeans. Are you interested in adding a new pair of shoes, a dress, or jeans to your wardrobe? You’ll also find summer and fall shopping picks below.
Ballet Flats/Flat Mary Janes
“When I want to wear flats with jeans or longer dresses, I reach for Mary Jane or ballet flats. The styles are classic, but the current styles feel modern and on point.” — Koszarek

Steve Madden
Dreaming Mary Jane Flats
$90

Rails
Anastasia Shirred Sleeveless Maxi Dress
$248

Rothy’s
The Ballet Flats
$145

Levi’s
501 High Waist Crop Straight Leg Jeans
$98

Schutz
Arissa Square Toe Ballet Flats
$98

Topshop
Sleeveless Poplin Midi Dress
$75
Kitten/Block Heels
“I like wearing heels with jeans and dresses. They are the perfect height for comfort and style. Plus, there are many options, whether you prefer sandals or slingbacks!” — Koszarek



Steve Madden
Meme Sandals
$90

& Other Stories
Sleeveless Mesh Dress
$99

Open Edit
Tori Kitten Heel Sandals
$50

AGOLDE
Harper Ankle Wide Leg Jeans
$218

Madewell
Roni Keira Block Heel Sandals
$138

Reformation
Mika Dress
$248
Slingbacks
“I love wearing a slingback heel with dresses and jeans. Although classic in style, it feels modern and very chic!” — Koszarek

Sam Edelman
Cohen Pointed Toe Flats
$130

COS
Twist Detail Sleeveless Minidress
$135

Vince
Bianca Pointed Toe Slingback Pumps
$350

Free People
Good Luck Barrel Leg Jeans
$98

Dear Frances
Tia Slingback Flats
$530

Mizalle
Long Sleeved Gathered Dress
$100
Slides
“Slides are a favorite of mine to wear with jeans and dresses. I love the clean, minimalistic style, and a neutral color or clear straps elongate my legs, making them look longer.” — Koszarek



Birkenstock
Soft Slide Sandals
$140

& Other Stories
Floral Print Puff Sleeve Maxi Dress
$139

Tory Burch
Ines Multistrap Sandals
$258

Madewell
The ’90s Straight Crop Jeans
$128

Sam Edelman
Bay Cutout Slide Sandals
$90

Steve Madden
Francis Maxi Sweater Dress
$99
Sneakers
“I love pairing sneakers with both dresses and jeans. White sneakers, especially, offer a clean, classic, and effortlessly chic vibe.” — Koszarek

adidas
Samba OG Sneakers
$100

Caslon
Sleeveless Tiered Organic Cotton Dress
$70

Nike
Cortez Sneakers
$90

Citizens of Humanity
Ayla High Waist Baggy Wide Leg Jeans
$258

Golden Goose
Running Sole Sneakers
$615

Wit & Wisdom
Tie Waist Long Sleeve Denim Maxi Dress
$118