• Thu. Jul 10th, 2025

8 Spring to Summer Outfits That Are Street Style-Approved

8 Spring to Summer Outfits That Are Street Style-Approved

Dressing for that in-between, late spring, and early summer transitional season can be one of the trickiest times in fashion. For one, the sartorial spectrum is at its most wide-ranging. There are days when the winter chills linger a bit longer than we’d like, requiring nothing more than a lightweight layering essential, or two. Then, it’s as if peak heat has officially arrived, putting all focus on the need for the breeziest pieces.

Like most well-rounded capsule wardrobes, a spring-to-summer closet balances a mix of elevated essentials and trendier items. The timeless trench coat reigns supreme in both instances. Try styling Polo Ralph Lauren’s belted khaki trench with a sultry, lace-trimmed slip dress, or Toteme’s funnel-neck blouse with an A-line, floral-print midi skirt and pair of embellished Mary Janes. Great denim also deserves a top spot in the starting lineup, regardless if you choose Dries Van Noten’s dark-wash, pleated blue jeans or a go-to pair of Levi’s 501s. The latter wears especially well with a matching denim lady jacket and the latest must-have raffia handbag.

When it comes to outfit inspiration, the street-style scene offers a steady source of guidance. Across the globe, fashion girls showcased a myriad of spring-to-summer outfit ideas. Below, find 8 transitional outfit formulas that not only define feel-good dressing for right now–but come with the street style seal-of-approval.


Table of Contents

The Printed Midi Skirt With an Embellished Ballet Flat

street style day 4 copenhagen fashion week ss25

Jeremy Moeller//Getty Images

With summer officially on the horizon, why not try dressing with a more maximalist mindset? Start with a chic cropped trench coat, such as this off-white option from Toteme, and a punchy floral-print A-line skirt. Then, end on a dazzling note by stepping into Alaïa’s coveted crystal-embellished Mary Janes. Don’t forget about a retro pair of cherry-red sunglasses either.

Stand-Collar Jacket
Toteme Stand-Collar Jacket
Floral Midi Skirt
Embellished Leather Mary Jane Flats
Alaïa Embellished Leather Mary Jane Flats
Fornax Oval Sunglasses
Aire Fornax Oval Sunglasses
Teen Jodie Bag
Bottega Veneta Teen Jodie Bag

The Classic Striped Button-Up With a Fashion Flip-Flop

street style day 4 copenhagen fashion week ss25

Edward Berthelot//Getty Images

This chic Dane’s look outside of Copenhagen Fashion Week last summer is the perfect example of how to mix your go-to closet classics with a trendier It item. Anchor your outfit with a simple striped button-up shirt and a pair of dark-wash blue jeans. Bring in the fashion fun with a ’90s-inspired flip-flop and cool beaded cord belt.

Combination Striped Poplin Shirt
Zara Combination Striped Poplin Shirt
Pleated Denim Wide-Leg Pants
Dries Van Noten Pleated Denim Wide-Leg Pants
Leather Cord Belt
Massimo Dutti Leather Cord Belt
Dune Flip-Flops
Christos Large Tote
Staud Christos Large Tote

The All-White Outfit With a Statement Necklace

street style day 3 copenhagen fashion week ss25

Jeremy Moeller//Getty Images

The allure of an all-white outfit during the warm weather months is never-ending. Take this street styler’s monochromatic look as an example. Try a matching skirt set, like the below from Staud and style it with simple black ballet flats and a statement necklace. Meanwhile, adding a sleek raffia shoulder bag will transport this look straight into high-summer.

Cayman Top
Carla Skirt
Riviera Petra Tasseled Necklace
Juju Vera Riviera Petra Tasseled Necklace
Luna Calfskin Ballerina Flats
Le Monde Beryl Luna Calfskin Ballerina Flats
Le 37 Raffia Bucket Bag
Saint Laurent Le 37 Raffia Bucket Bag

The Denim Lady Jacket With a Mesh Ballet Flat

street style september 2024 new york fashion week

Edward Berthelot//Getty Images

Denim-on-denim, a Canadian tuxedo, whatever you want to call this classic closet combination, we’re here for it. Styling-wise, leave those traditional, menswear-inspired jean jackets behind and choose a ladylike peplum style instead. Match it with a simple pair of Levi’s 501, a plain white tee, and mesh ballet flats.

Denim Peplum Jacket
Liberowe Denim Peplum Jacket
501® Original Crop Straight-Leg Jeans
Levi’s 501® Original Crop Straight-Leg Jeans
Minette Crystal Net Slippers
Christopher Esber Minette Crystal Net Slippers
Perfect Crewneck T-Shirt
Madewell Perfect Crewneck T-Shirt
Goldentime Small Tote
Zimmermann Goldentime Small Tote

The Elegant LWD With a Springtime Loafer

street style day 3 copenhagen fashion week ss25

Edward Berthelot//Getty Images

Every wardrobe needs a white dress come spring and summer. When you’re not quite ready to bring your sandals out yet, style your LWD with a pair of polished penny loafers. Play with accessories, like a croc-embellished tote bag, minimalist silver cuff, and a beaded necklace to help round out the outfit.

Emmaretta Tie-Detailed Shirred Midi Dress
Dôen Emmaretta Tie-Detailed Shirred Midi Dress
Sag Boat Shoes
Steve Madden Sag Boat Shoes
Croc-Effect Leather Bucket Bag
Toteme Croc-Effect Leather Bucket Bag
Dôme Cuff Bracelet
Mejuri Dôme Cuff Bracelet
Combined Ball Necklace
Mango Combined Ball Necklace

The Barn Jacket With a Floral-Print Midi Skirt

street style day 2 australian fashion week 2025

Hanna Lassen//Getty Images

Thanks to brands like The Row and Prada, barn jackets remain at the top of every cool-girl’s wish list for spring and summer. Get in on the lasting trend and wear yours with a floral-print midi skirt, woven handbag, and pair of heeled ballet pumps.

Denim Parka
Gwyneth Slip Skirt
J.Crew Gwyneth Slip Skirt
Adine T-shirt
The Handwoven Mini Tote
Madewell The Handwoven Mini Tote
The Ada Ballet Pumps
Margaux The Ada Ballet Pumps

The Semi-Sheer Skirt With a Jelly Sandal

street style day 4 copenhagen fashion week ss25

Edward Berthelot//Getty Images

Don’t be intimidated by the semi-sheer skirt this season. Style yours with a bright blue button-up, pair of bubblegum pink jelly sandals, and for some shimmer and shine, sling a metallic handbag across your shoulders. Bonus points if you add in a beaded necklace per this chic Dane.

Classic Stripe Shirt
Hommegirls Classic Stripe Shirt
Nandi Skirt
Homeria Jelly Fisherman Sandals
Ancient Greek Sandals Homeria Jelly Fisherman Sandals
Mykonos Rhodium-Plated, Enamel and Jade necklace
Julietta Mykonos Rhodium-Plated, Enamel and Jade necklace
Small Cadiz Handknotted Shoulder Bag
J.Crew Small Cadiz Handknotted Shoulder Bag

Now 29% Off


The Transitional Trench Coat With a Lace-Trimmed Slip Dress

street style day 4 copenhagen fashion week ss25

Edward Berthelot//Getty Images

A timeless khaki trench coat is deemed the ultimate wardrobe essential for a reason. Not only does it go with anything and everything, but it works across all seasons. Wear yours with a lace-trimmed slip dress à la this Copenhagen Fashion Week attendee. Add a pair of platform raffia sandals and Ray-Ban’s classic black Wayfarers to complete the perfect transitional look.

Twill Trench Coat
Polo Ralph Lauren Twill Trench Coat
Spades Satin Dress
Aritzia Spades Satin Dress
Theo Double-Band Slide Sandals
Loeffler Randall Theo Double-Band Slide Sandals
Classic Wayfarer Sunglasses
Ray-Ban Classic Wayfarer Sunglasses

Now 20% Off

The Knot Earrings
Roxanne Assoulin The Knot Earrings

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