
Dressing for the in-between season can be tricky. Post-Labor Day, the urge to shift into full-on fall fashion mode can be strong—but, as we know, summer temperatures can linger for a while. So to help you have a very stylish “5th season,” we’ve rounded up some brilliant summer-to-fall outfits that incorporate fall trends in a weather-appropriate way. Scroll on for 9 transitional fall outfit ideas you can copy right now.
1. Denim Jacket + Slip Dress + Combat Boots

How to incorporate your favorite sexy mini dress into fall outfits? Just layer on ’90s grunge-inspired extras like chunky boots and distressed denim.
Shop the Look: Lalah Light Blue Wash Oversized Denim Jacket, Diamonds Are The Best Black Rhinestone Mini Dress, Sinclair Black Aunt Sally Leather Front Zip Platform Boots
2. Utility Jumpsuit + Sneakers

All white after Labor Day? Heck yes! Utilitarian style is trending hard for fall, so try it en blanc for an easy summer-to-fall outfit.
Shop the Look: Grover Cream Denim Utility Jumpsuit, (similar) Deviate White Leather Sneakers
3. One-Shoulder Crop Top + Distressed Jeans + Ankle Boots + Wide Brim Hat

Asymmetrical necklines are on this season’s must-have list! Take on the trend with a crop top anchored by ripped jeans, ankle booties, and a fall-ready hat.
Shop the Look: Best Side Black Long Sleeve One Shoulder Crop Top, Original Straight Faded Light Wash Distressed High Rise Jeans, (similar) Chase Black Pointed Toe Ankle Booties, Take the Scenic Route Tan Fedora Hat
4. Plaid Dress + White Booties

Prep for fall in puff sleeves and plaid. In mustard yellow, this sweet mini dress is perfect for early fall outfits–and white ankle boots help ease the transition, as usual.
Shop the Look: Don’t You Stop Mustard Yellow Plaid Button Front Mini Dress, Filip Ecru Leather Pointed Toe Ankle Booties
5. Color Block Sweater + Cutoffs

Transitional dressing 101: When it’s not quite scorching but not quite cold, bright knits with denim shorts make for perfect summer-to-fall outfits.
Shop the Look: Washed Out Pink Multi Color Block Sweater, (similar) 501 Medium Wash High-Rise Cutoff Denim Shorts
6. White Shirt + Corduroy Shorts + Suede Booties + Fedora

Cords are a seasonal staple! When it’s still warm out, opt for shorts in the fall fabric paired with a white button-up. Suede booties and a wool hat complete the early-fall-outfit vibes.
Shop the Look: Easy Movin White Button Up Long Sleeve Top, Dusters Tan Corduroy High Rise Cuffed Shorts, (similar) Marka Taupe Nubuck Ankle Booties, Rancher Cream Wool Fedora Hat
7. Sheer Long Sleeve Blouse + Cropped Jeans + Sandals

Give us all the statement sleeves! Balance a button-up balloon-sleeve blouse with relaxed denim and strappy sandals.
Shop the Look: Secret Spot Black Dotted Sheer Long Sleeve Button-Up Top, (similar) Jamie Medium Wash Distressed High-Rise Classic Raw Hem Jeans, Galilea Black Platform Sandals
8. White Jacket + Floral Dress + Cutout Booties + Fedora

Denim jackets are the ultimate layering piece–and summer-to-fall outfits are all about layering. A white denim version pops against a moody floral dress, while neutral booties and a wide brim hat help lean into autumn.
Shop the Look: White Noise White Cropped Denim Jacket, Flaunt Factor Black Floral Print Tiered Babydoll Dress, Lila Beige Wool Wide-Brim Fedora Hat, (similar) Legend Taupe Leather Peep-Toe Booties
9. White Blazer + Black Tank Top + Cutoffs + Sandals

Who says denim shorts can’t be sophisticated? Dress up a pair of cutoffs with a blazer and heels for a simple, sexy fall outfit idea.
Shop the Look: Zodiac Cream Double Breasted Blazer, Be Cozy Black Cropped Tank Top, Ribcage Medium Wash Denim High Waisted Cutoff Shorts, Dileni Nude Nappa Leather High Heel Sandals
We want to see your summer-to-fall outfits! Show us your transitional style on Instagram @Lulus–and shop more seasonal styles from our fall fashion selection!
This post was originally published in 2013 and has been updated with new content.
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