If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist.

If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist.

      It may seem like summer has just begun (or is that just me?), but whether we want it to or not, fall is on the way, and I’m not keen on waiting until the last moment to start organizing my autumn wardrobe. I prefer to begin my preparations early—so early, in fact, that I often wear fall attire when it's still officially summer. Picture lightweight knits paired with a leather skirt, or a breezy jacket combined with trousers and flip-flops. Transitioning smoothly from summer to fall is a delicate skill, and luckily for everyone, I keep up with the experts in this area. Below, you’ll find the ultimate guide for fall-to-summer transitional outfits for 2025. You'll see button-down shirts matched with calf-hair skirts, sundresses worn with barn jackets, and car coats styled with V-neck sleeveless tops and sandals. There’s a certain art to dressing during the tricky period between late summer and early fall, and the fashion pros featured here know the formula by heart. Keep scrolling if you’d like to become an authority on the topic. (Trust me, you want to!)

      Get the look: Gray button-down shirt + black wide-leg trousers + flip-flops

      Paloma Wool

      Magalita Crop Crinkle Cotton Blend Button-Up Shirt

      WAYF

      Maddox Pleated Cuff Trousers

      Get the look: Sporty jacket + black flare trousers + open-toe heels

      Kallmeyer

      Suri Windbreaker in Silk Taffeta

      H&M

      High-Waist Dress Pants

      Get the look: Collared sweater + leather pencil skirt + heeled sandals

      Reformation

      Hermia Regenerative Merino Polo

      Norma Kamali

      Straight Skirt

      Get the look: Oversized white T-shirt + black denim maxi skirt + flat sandals

      Helsa

      The Sculpted Tee in Thick Jersey

      Get the look: Barn jacket + white sheer dress + cord necklace

      SWF

      Cap Sleeve Midi Dress

      Get the look: Eyelet dress + black trousers + heeled sandals + shoulder bag

      All That Remains

      Riviera Frida Top

      Reformation

      Vida Stripe Straight Leg Pants

      Get the look: Button-down shirt + calf-hair skirt + tights + kitten-heel pumps

      MW

      Oversized Button-Up Shirt

      Magda Butrym

      Printed Calf Hair Pencil Skirt

      Get the look: Leather blazer + lightweight sweater + lace-trim shorts

      Veda

      Louisa Leather Jacket

      Reformation

      Fern Satin Short

      Get the look: Red T-shirt + ivory coat + capri pants + flats

      Sweaty Betty

      Essential Sculpt Crewneck T-Shirt

      SNDYS X Revolve

      Capri Pants

      Get the look: Crochet top + ivory coat + black trousers + flip-flops

      The Frankie Shop

      Gaia Oversized Wool-Blend Coat

      Get the look: White button-down shirt + flare jeans + heeled sandals

      MANGO

      Cotton Button-Up Shirt

      Lauren Ralph Lauren

      High Waist Flare Jeans

      Get the look: Black blouse + leather pencil skirt + strappy heels

      Open Edit

      Relaxed Fit Long Sleeve Button-Up Shirt

      MANGO

      Faux-Leather Pencil Skirt

      Get the look: V-neck top + black coat + flare trousers + silver necklace

      COS

      Single-Breasted Car Coat

      Get the look: White T-shirt + maxi dress + red flip-flops

      COS

      Ruffled Cotton Midi Dress

      Jeffrey Campbell

      Beach Day Jelly Flip Flop

      Get the look: Trench coat + white T-shirt + wide-leg jeans

      MANGO

      Long Double-Breasted Trench Coat

      Reformation

      Cary High Rise Slouchy Wide Leg Jeans

      This post was originally published at an earlier date and has since been updated.

If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist. If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist.

Other articles

I Never Thought Sneakers Should Be Paired with This Skirt Trend—But I've Just Been Shown Otherwise. I Never Thought Sneakers Should Be Paired with This Skirt Trend—But I've Just Been Shown Otherwise. Now I'm aware. As a Fashion Editor, I've recently purchased more beauty products than clothing—here are 19 that I don't regret at all. As a Fashion Editor, I've recently purchased more beauty products than clothing—here are 19 that I don't regret at all. Our lead fashion editor has recently been on a quest for summer beauty products. Explore her top picks here. When I want my simple T-shirt dress to appear elegant, these are the shoes and bag I pair with it. When I want my simple T-shirt dress to appear elegant, these are the shoes and bag I pair with it. It functions every time. This footwear color trend is more stylish than black, burgundy, and brown. This footwear color trend is more stylish than black, burgundy, and brown. Kaia Gerber is in agreement. We have tried numerous eyeliners (only to be disappointed by many), but these 9 are truly exceptional. We have tried numerous eyeliners (only to be disappointed by many), but these 9 are truly exceptional. Selected by the editors of Who What Wear UK. Tired of black? COS has announced these are the trendiest colors to wear at the moment. Tired of black? COS has announced these are the trendiest colors to wear at the moment. The most stylish color scheme available.

If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I would assume you had enlisted the help of a stylist.

Pleasant flavor.