10 Early Fall Outfit Ideas You’ll Want to Try
Hello, beautiful people! As the seasons shift from summer heat to crisp air, early fall fashion becomes all about layering, earthy tones, and versatile pieces you can dress up or down. Whether you’re heading to the office, out on a date, or just running errands, having a few stylish transitional outfits in your wardrobe makes life so much easier.
In this post, I’m sharing 10 early fall outfit ideas—from chic dresses to casual denim looks—that will keep you looking polished while staying comfortable. The first five outfits are from Quince, a brand I truly love for its high-quality, sustainable, and affordable pieces (with free shipping and free returns!). So, if you’re ready to refresh your wardrobe for fall, here are 10 outfit ideas to inspire your style.
Outfit 1: Chili Red Shirt Dress with Earthy Tones
Nothing says fall like rich, warm colors. This stretch twill pleated shirt dress in Chili Red from Quince is a standout piece. With its cinched waist, midi length, and pockets (yes, pockets!), It’s both chic and practical. I paired it with brown heels and Quince’s Trapeze Crossbody Bag in Cognac for a polished look.
Where to wear it: Office, church, brunch, or semi-formal events. Swap the heels for flats for a more casual vibe.
Outfit 2: Ribbed Midi Dress for Date Night
This ribbed sleeveless midi dress in chocolate brown is perfect for date night. It has just the right amount of stretch, making it both flattering and comfortable. I styled it with heels and my Quince bag for a sleek, monochrome look.
Where to wear it: Dinner, cocktails, or a romantic night out. Add a blazer if you need an extra layer.
Outfit 3: Strapless Silk Midi Dress
Every wardrobe needs a show-stopper, and this navy silk strapless midi dress from Quince is it. Washable silk (yes, washable!), lined for comfort, and cut perfectly—it’s a dream. I dressed it up with gold accessories for cocktail hour.
Where to wear it: Cocktail parties, weddings, or any evening event.
Outfit 4: Barrel Jeans & Mock Neck Top
For a chic, casual look, I paired a white mock neck top with side ruching and Quince barrel jeans. Adding ballet flats, my Trapeze bag, and a navy single-breasted blazer elevated it into the perfect smart-casual outfit.
Where to wear it: Work, parent meetings, errands, or coffee runs.
Outfit 5: Midi Skirt with Denim Jacket
Midi skirts are trending this season. I styled mine with a crop top, denim jacket, and silver heels, then tied it together with a silver bag.
Where to wear it: Fashion events, dinners, or nights out.
Outfit 6: Tailored Shorts & Oversized Tee
Sometimes, effortless looks make the boldest statements. I paired black tailored shorts with an oversized tee, slingback heels, and chic sunglasses.
Where to wear it: Weekend outings, casual dates, or quick city strolls.
Outfit 7: Gray-on-Gray Voluminous Look
Playing with proportions, I combined a structured gray sleeveless sweater with shoulder pads and barrel trousers in a darker gray. Styled with chunky loafers, oversized sunnies, and a roomy clutch, it’s a modern nod to the voluminous trend.
Where to wear it: Work, campus, or anywhere you want that street-chic edge.
Outfit 8: Crossover Jeans & Cropped Trench
Transitional weather is perfect for trench coats. I styled wide-leg crossover jeans with a cropped trench jacket (in khaki and olive green), snake-print heels, and a brown bag.
Where to wear it: Shopping, lunch dates, or weekend outings.
Outfit 9: Striped Shirt & Denim Shorts
For a more laid-back vibe, I styled a blue-and-white striped barrel-sleeve shirt with denim shorts and brown mules. To finish, I added a slouchy suede bag, another big fall trend.
Where to wear it: Errands, doctor’s appointments, or casual hangouts.
Outfit 10: Balloon Pants & Bubble Jacket
To end strong, I styled cream balloon pants with a lightweight bubble jacket, platform heels, and a gold bag for a sleek monochrome finish.
Where to wear it: Brunch, casual events, or cozy evenings out.
Final Thoughts on Early Fall Fashion
Early fall is all about transitioning your summer staples with layers, earthy tones, and statement pieces. From shirt dresses to chic jeans-and-blazer combos, these 10 outfits prove that you don’t need a whole new wardrobe—just smart styling.
If you’re ready to refresh your fall wardrobe, start with timeless, versatile pieces you can wear multiple ways. And don’t forget—fashion should be fun, so take these ideas, add your own twist, and step out with confidence this season.
You can also catch these 10 early fall outfits in motion from the YouTube video below. As always, let me know your favorite outfit and happy styling.