Oh, fall! The season of pumpkin spice lattes, cozy sweaters, and frantically Googling “How to look cute while wrapped in 17 layers.” Fear not, fellow fashion enthusiasts! I’ve teamed up with top stylists (and by that, I mean my cat who judges my outfits daily) to bring you 24 fall outfit ideas that’ll have you looking like an autumn goddess. Or at least not like you’re wearing your entire closet at once.
From oversized sweaters to leather jackets, flowy skirts to shackets, we’ve got options that will have you saying, “Sweater weather? More like better weather!” So grab your PSL, curl up in your favorite reading nook, and let’s dive in faster than you can say “pumpkin spice latte.”
1. Oversized Sweater and Leggings
Ah, the classic “I’m comfy but still look like I tried” combo. Pair a chunky knit with your favorite leggings, add ankle boots, and you’re ready to tackle pumpkin patches or judgmental relatives alike.
Styling Tip: Throw on a long pendant necklace or a scarf for extra flair. Bonus points if the sweater is oversized enough to hide your post-lunch indulgences.
2. Plaid Shirt Dress
Channel your inner lumberjack-chic with a plaid shirt dress. Belt it at the waist and pair with knee-high boots for a fall-ready look. Perfect for chopping wood… or just sipping hot cocoa fabulously.
Styling Tip: Add a crossbody bag and a felt hat to elevate the rustic vibes into full autumn glam.
3. Leather Jacket and Jeans
Nothing screams “I’m cool and mysterious” like a leather jacket over a crisp white tee and jeans. Bonus points if your hair looks like you just woke up like this.
Styling Tip: Add ankle boots and a bold lipstick for that effortlessly edgy fall aesthetic. Sunglasses optional, but highly recommended for mysterious vibes.
4. Turtleneck and Midi Skirt
The mullet of fall fashion: business up top, party on the bottom. A fitted turtleneck with a flowy midi skirt gives you polished sophistication while letting you twirl like a carefree autumn leaf.
Styling Tip: Heeled boots or loafers pair perfectly, and a statement belt can cinch the waist for extra oomph.
5. Denim Jacket and Maxi Dress
Perfect for those “is it summer or fall?” days. Layer a denim jacket over your favorite maxi dress. Add a hat if you’re feeling extra fancy—or having a bad hair day.
Styling Tip: Combat boots or ankle boots ground the outfit, while long necklaces add subtle glamour.
6. Monochrome Outfit
Pick a color, any color, and wear it head to toe. Think “fashion-forward crayon.” Monochrome outfits make you look sleek, cohesive, and like you have a personal stylist (even if it’s just your cat).
Styling Tip: Mix textures—like wool, leather, or silk—to keep the outfit interesting.
7. Blazer and Graphic Tee
Business in the front, rock concert in the middle. Throw a blazer over your favorite band tee for the perfect “meeting at 5, mosh pit at 7” look.
Styling Tip: Add skinny jeans and ankle boots for a balance of polished and edgy. A statement bag can finish the ensemble.
8. Chunky Cardigan and Slip Dress
Layer a cozy cardigan over a slip dress. It’s like wearing a blanket out—but make it fashion. Perfect for “I want to be comfy but still look like I tried” days.
Styling Tip: Pair with knee-high boots and delicate jewelry to elevate the outfit.
9. Wide-Leg Pants and Crop Top
Channel your inner ’70s diva with flowy wide-leg pants. Pair with a crop top to maintain balance—both in fashion and yoga, apparently.
Styling Tip: Add platform shoes for extra height and drama. A wide-brim hat completes the retro vibes.
10. Sweater Vest and Button-Up
Embrace your inner grandpa (but make it fashion). A sweater vest over a crisp button-up paired with loafers says “I summer in the Hamptons.”
Styling Tip: Roll up the sleeves for a relaxed look and add a leather satchel to channel preppy chic.
11. Shacket and Leggings
It’s a shirt! It’s a jacket! It’s… a shacket! Layer this wonder garment over leggings for the ultimate “I’m stylish but also ready for a nap” look.
Styling Tip: Pair with sneakers for casual chic or ankle boots for elevated comfort.
12. Trench Coat and Jeans
Channel your inner detective (or film noir star) with a classic trench. Pair with jeans for that “I solve mysteries on my coffee break” vibe.
Styling Tip: Add heeled boots and a structured bag for sophistication. Sunglasses optional—but highly dramatic.
13. Sweater Dress and Knee-High Boots
For cozy elegance. Show off those legs you’ve been hiding all summer, but add a belt to avoid looking like a sentient sock.
Styling Tip: Opt for rich autumn tones—burnt orange, burgundy, mustard—to channel seasonal vibes.
14. Corduroy Overalls and Turtleneck
Tap into your inner child (or farmer) with corduroy overalls. Layer a turtleneck underneath for warmth and style.
Styling Tip: Pair with sneakers or loafers. Add a scarf for extra autumn flair.
15. Leather Pants and Oversized Sweater
Rock star vibes with leather pants, but keep cozy with an oversized sweater. Balance is key—comfort meets cool.
Styling Tip: Add ankle boots and statement earrings for evening-ready edge.
16. Midi Skirt and Ankle Boots
Florals? In fall? Yes, please. Pair a midi skirt with ankle boots and a cozy sweater for a look that says “mysterious, stylish, and Instagram-ready.”
Styling Tip: Add a wide-brim hat and delicate layered necklaces for chic details.
17. Jumpsuit and Denim Jacket
One-piece wonder meets Canadian tuxedo. A jumpsuit under a denim jacket is perfect for days when matching separates feels like too much effort.
Styling Tip: Roll the cuffs and add sneakers or boots for casual versatility.
18. Faux Fur Coat and Jeans
Channel your inner diva with a faux fur coat. Pair with jeans to avoid looking like you’re walking the red carpet (unless you are—then rock it!).
Styling Tip: Pair with ankle boots and bold sunglasses for maximum glamour.
19. Turtleneck Sweater and Plaid Pants
Mix patterns like a fashion-forward grandpa. A solid turtleneck with plaid pants is cozy, chic, and perfect for weekend brunches or library study sessions.
Styling Tip: Loafers or ankle boots add polish, while gold jewelry adds subtle warmth.
20. Sweater Dress and Tights
Cozy meets stylish. Pair a sweater dress with tights for warmth, style, and coverage. Bonus: tights hide the fact you haven’t shaved since August. We won’t tell.
Styling Tip: Add ankle boots or knee-high boots to elevate the ensemble.
21. Tweed Blazer and Jeans
Channel your inner English professor (minus elbow patches). Tweed blazers paired with jeans exude intellectual chic with minimal effort.
Styling Tip: Add loafers and a structured bag to complete the scholarly aesthetic.
22. Wrap Dress and Knee-High Boots
Wrap yourself up like a stylish burrito. Add knee-high boots for versatility—perfect for hayrides, coffee dates, or last-minute autumn photoshoots.
Styling Tip: Choose jewel tones or autumnal florals for a warm, seasonal palette.
23. Teddy Coat and Leggings
Embrace your inner teddy bear, but make it fashion. Plush teddy coats paired with leggings are the ultimate combination of comfort and style.
Styling Tip: Add sneakers or ankle boots, and don’t be afraid to oversized-scarf it up for extra cozy points.
