Seamlessly Shift Seasons with These 10 Casual Summer to Fall Transition Outfits for 2025 – Style Your Look Now!

As summer fades into the crisp embrace of fall in 2025, transitioning your wardrobe can be a delightful challenge, especially when balancing warm days and cooler evenings. Casual summer to fall outfits are all about lightweight layering, versatile pieces, and earthy tones that bridge the seasons with ease. From breezy dresses paired with cardigans to denim jackets over tees, these outfits keep you comfortable and stylish during unpredictable autumn weather. Drawing from New York Fashion Week and insights from Vogue, Harper’s Bazaar, and Who What Wear, we’ve curated 10 casual summer to fall transition outfit ideas that are budget-friendly ($50-$200), beginner-friendly, and perfect for everyday moments like errands, coffee dates, or early fall outings. Inspired by sources like The Every Mom and Marie Claire, these looks use affordable staples from H&M, Zara, and Target to create versatile, transitional ensembles. Let’s explore these 10 summer to fall outfit ideas to keep you chic and cozy on September 25, 2025!

1. Linen Dress with Lightweight Cardigan

Inspired by Vogue’s boho revival, a linen dress layered with a cardigan is perfect for early fall warmth.

How to Style: Wear a white linen midi dress ($60 from H&M) under a mustard cardigan ($40 from Target). Add ankle boots ($80 from Nordstrom) and a crossbody bag ($30 from Mango).
Why It’s Transitional: The linen keeps it summery, while the cardigan adds fall coziness.
Cost: $210. Where to Shop: H&M, Target, Nordstrom. CTA: Shop this breezy look now for effortless autumn style!

2. T-Shirt, Denim Jacket, and Midi Skirt

Harper’s Bazaar’s denim trend bridges seasons with casual ease.

How to Style: Pair a white t-shirt ($20 from Uniqlo) with a denim jacket ($60 from Levi’s) and a floral midi skirt ($50 from ASOS). Finish with white sneakers ($70 from Adidas).
Why It’s Transitional: The tee and skirt are summery, with the jacket adding fall structure.
Cost: $200. Where to Shop: Uniqlo, Levi’s, ASOS. CTA: Grab this versatile combo today for all-day comfort!

3. Slip Dress with Oversized Sweater

Who What Wear’s slip dress layering is a chic summer-to-fall staple.

How to Style: Layer a black slip dress ($50 from Zara) under an oversized cream sweater ($60 from J.Crew). Add suede ankle boots ($90 from Madewell) and a scarf ($20 from Target).
Why It’s Transitional: The slip dress keeps it light, while the sweater brings fall warmth.
Cost: $220. Where to Shop: Zara, J.Crew, Madewell. CTA: Style this cozy-chic look now for autumn elegance!

4. Button-Up Shirt and Wide-Leg Trousers

Marie Claire’s tailored trousers trend transitions summer shirts into fall.

How to Style: Tuck a chambray button-up shirt ($40 from H&M) into khaki wide-leg trousers ($70 from Mango). Layer a lightweight trench ($90 from Uniqlo) and add loafers ($60 from G.H. Bass).
Why It’s Transitional: The shirt is summery, with trousers and trench adding fall polish.
Cost: $260. Where to Shop: H&M, Mango, Uniqlo. CTA: Elevate your wardrobe with this look today!

5. Tank Top, Flannel Shirt, and Jeans

The Every Mom’s flannel layering is perfect for casual fall days.

How to Style: Wear a white tank top ($20 from Old Navy) under an open plaid flannel shirt ($40 from J.Crew), paired with straight-leg jeans ($70 from Levi’s). Add sneakers ($60 from Converse).
Why It’s Transitional: The tank keeps it light, while flannel and jeans add fall texture.
Cost: $190. Where to Shop: Old Navy, J.Crew, Levi’s. CTA: Snag this classic combo for fall vibes now!

6. Maxi Dress with Leather Jacket

Vogue’s leather jacket trend adds edge to summery dresses.

How to Style: Pair a floral maxi dress ($60 from ASOS) with a black leather jacket ($80 from Zara). Add Chelsea boots ($70 from Dr. Martens) and a bucket hat ($20 from Target).
Why It’s Transitional: The dress is summery, with the jacket and boots grounding it for fall.
Cost: $230. Where to Shop: ASOS, Zara, Dr. Martens. CTA: Rock this bold look for autumn now!

7. Polo Shirt and Corduroy Pants

Harper’s Bazaar’s corduroy revival brings texture to transitional outfits.

How to Style: Tuck a navy polo shirt ($30 from Uniqlo) into rust corduroy pants ($70 from Everlane). Layer a denim shacket ($50 from H&M) and add loafers ($60 from Sam Edelman).
Why It’s Transitional: The polo is light, while corduroy and shacket add fall warmth.
Cost: $210. Where to Shop: Uniqlo, Everlane, H&M. CTA: Shop this textured outfit for fall today!

8. T-Shirt Dress with Quilted Vest

Who What Wear’s quilted vest trend is ideal for early fall layering.

How to Style: Wear a gray t-shirt dress ($40 from Target) under a navy quilted vest ($60 from L.L.Bean). Pair with white sneakers ($70 from Adidas) and a scarf ($20 from Zara).
Why It’s Transitional: The dress is summery, with the vest adding lightweight warmth.
Cost: $190. Where to Shop: Target, L.L.Bean, Adidas. CTA: Get this cozy look for autumn now!

9. Blouse, High-Waisted Shorts, and Cardigan

Marie Claire’s shorts trend extends summer staples into fall.

How to Style: Pair a white blouse ($40 from Mango) with high-waisted denim shorts ($50 from Levi’s) and a long olive cardigan ($60 from Nordstrom). Add ankle boots ($80 from Aldo).
Why It’s Transitional: Shorts keep it summery, with the cardigan and boots for fall.
Cost: $230. Where to Shop: Mango, Levi’s, Nordstrom. CTA: Style this fresh look for fall today!

10. Tank Top, Plaid Shirt, and Midi Skirt

The Every Mom’s plaid layering adds fall flair to summer basics.

How to Style: Layer a black tank top ($20 from H&M) under an open burgundy plaid shirt ($40 from J.Crew), paired with a beige midi skirt ($60 from ASOS). Add ballet flats ($70 from Sam Edelman).
Why It’s Transitional: The tank is light, while plaid and the skirt bring autumn vibes.
Cost: $190. Where to Shop: H&M, J.Crew, ASOS. CTA: Shop this versatile outfit for fall now!

Conclusion: Transition Seamlessly into Fall 2025

These 10 casual summer to fall transition outfits for 2025, from linen dresses with cardigans to t-shirt dresses with vests, offer versatile, cozy style for women navigating autumn’s shift. Budget-friendly and easy to style, they’re perfect for any occasion. Ready to embrace the season? Shop at H&M, Zara, or Nordstrom, browse Pinterest for outfit ideas, or thrift your look now. Don’t wait—style your transitional wardrobe today and make your 2025 fall effortlessly chic!