If I spotted you in any of these 15 outfits perfect for transitioning from summer to fall, I'd assume you had a stylist.

      It may seem like summer has just begun (or is it just me?), but whether we want to admit it or not, fall is on the horizon. Personally, I prefer to start planning my autumn wardrobe early—so early, in fact, that I often incorporate fall items while it's still technically summer. Picture lightweight knits with a leather skirt or a breezy jacket teamed with trousers and flip-flops. Mastering the transition from summer to fall is an art form, and luckily, I follow 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 with calf-hair skirts, sundresses with barn jackets, and car coats paired with V-neck sleeveless tops and sandals. There's a fashion science to dressing during that tricky phase between late summer and early fall, and the style icons below have perfected the formula. Keep reading if you aspire to be an authority on this topic. (And trust me, you will want to be.)

      **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 on an earlier date and has since been updated.