10 Must-Try Black Leggings Outfit Fall Casual Looks That Are Comfy and Chic
As someone who’s spent years styling outfits and writing fashion content for women just like you, I’ve learned that some pieces never go out of style—and black leggings are at the top of that list. Especially when fall hits, and you want to feel warm, cute, and still put-together without sacrificing comfort. Sound familiar?
If you’ve ever typed black leggings outfit fall casual into Pinterest or Instagram and felt overwhelmed with ideas—or lack thereof—I totally get it. That’s why I created this list of 10 must-try black leggings looks that are not only comfy and chic, but also perfect for everything from work to weekend errands.
Whether you lean into simple and casual styles or prefer a baddie vibe, these outfit ideas will keep your wardrobe fresh all season long. Let’s dive in!
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1. The Simple & Effortless Errand-Run Fit
Let’s kick things off with a go-to outfit I wear at least once a week. A pair of classic black leggings, an oversized crewneck sweatshirt, and your favorite white sneakers. This look screams I have things to do, but I’m still cute.
Style tip: Add a baseball cap and a canvas tote for a laid-back, city-girl-on-the-move feel.
2. Chic Coffee Date Vibes
There’s something about faux leather leggings that instantly levels up your look. When I’m meeting a friend for lattes or heading to a quick brunch, I love styling mine with a cropped turtleneck and a longline wool coat. Add neutral ankle boots or sneakers if you’re walking a lot.
Style note: Tuck your hair in your turtleneck and wear gold hoops for that Parisian-chic energy.
3. Casual Work-From-Home to Office Look
Working from home doesn’t mean sacrificing style. I often go for high-waisted leggings, a crisp white button-down, and a cozy cardigan for that Zoom-ready, comfy-yet-professional aesthetic. If I need to head into the office, I swap my slippers for sleek loafers.
Bonus: Black leggings with subtle seams or piping can look tailored and work-appropriate.
4. Baddie On-The-Go Streetwear Style
This one’s for the girls who love a bit of drama in their streetwear. I pair faux leather leggings with a crop top, oversized denim jacket, and chunky white sneakers. Throw on some layered gold chains and a tiny crossbody bag, and you’re ready to strut.
Real talk: This outfit always gets compliments when I’m out shopping or grabbing takeout. It’s bold, sexy, and confident.
5. Classy Fall Brunch Ensemble
Sometimes you want to dress up without trying too hard. For this look, go with a pair of black leggings, a sleek turtleneck, and a belted blazer. Add pointed-toe boots and a structured bag to elevate the whole ensemble.
Pro tip: Neutral tones like camel or beige in your outerwear instantly make the outfit feel expensive.
Amazon Product Recommendation #1: Spanx Faux Leather Leggings
These are a cult favorite for a reason. The Spanx Faux Leather Leggings hug in all the right places and give you that elevated, polished look without compromising on comfort. They’re my go-to for looks 2, 4, and 8 in this list.
Why I love it: They smooth you out, feel secure, and the faux leather sheen is subtle but chic.
Perfect for: Brunch, dinner dates, or when you just want to look like you tried—without actually trying.
Shop Spanx Faux Leather Leggings on Amazon
6. Cozy & Simple Pumpkin Patch Look
What’s fall without flannel, boots, and your favorite black leggings? For this look, I go ultra-cozy: regular black leggings, a plaid shacket, chunky scarf, and combat boots. Add a beanie and you’re Instagram-ready.
Why it works: Layers add dimension and make your outfit more interesting while staying totally casual.
7. Athletic Chic for On-the-Move Days
This is what I wear on busy weekdays where I need to hit the gym and the grocery store. Opt for black tights-style leggings with a high waist, a cropped hoodie, and a puffer vest. Pair it with your favorite running sneakers and a sleek ponytail.
Style tip: Choose leggings with pockets for your phone and keys—it’s a lifesaver.
Amazon Product Recommendation #2: CRZ YOGA High-Waist Athletic Leggings with Pockets
These leggings feel like Lululemon dupes—without the price tag. The fabric is buttery soft, squat-proof, and they feature two deep side pockets. Great for daily errands or workouts.
Why I love it: Perfect for outfit #7. These leggings give me that athletic look and are breathable enough for layering.
Perfect for: Gym runs, coffee runs, or actual runs (if you’re more motivated than I am).
Get the CRZ YOGA Leggings on Amazon
8. Date Night Ready with a Twist
Who says you can’t be sexy and comfortable? For date nights, I love pairing my faux leather leggings with an off-the-shoulder sweater, heeled boots, and a bold lip. Add a small clutch and soft curls and you’re golden.
Insider tip: Go for a deep burgundy or olive green sweater to make it feel more fall.
9. All-Black Elevated Minimalist Fit
There’s something empowering about an all-black outfit. I wear this look when I want to feel sleek and confident. Pair black leggings with a black turtleneck, black wool coat, and black boots. Add gold jewelry for contrast.
Pro move: Choose textures (cotton, leather, knit) to keep the outfit from looking flat.
Amazon Product Recommendation #3: AUTOMET Oversized Flannel Shacket
I’ve recommended this piece to so many of my readers—and I personally own it in two colors. It’s perfect for layering over black leggings and comes in the most beautiful autumn tones.
Why I love it: Great for outfit #6. It gives cozy pumpkin patch energy but is still chic and not too bulky.
Perfect for: Fall photos, casual outings, or layering with hoodies underneath.
Grab the AUTOMET Shacket on Amazon
10. Fashion-Forward Layered Street Look
Channel your inner cool girl with this layered streetwear outfit. Start with black leggings, a graphic tee, flannel shirt tied at the waist, and a leather moto jacket. Add high-top sneakers, a beanie, and statement earrings.
Why it’s a vibe: It’s edgy, fun, and looks like you know what you’re doing—even if you threw it on in 5 minutes.
Final Thoughts
Black leggings might seem basic, but with the right styling, they’re anything but boring. From simple errand-day looks to faux leather date night chic, there are endless ways to create a black leggings outfit fall casual look that suits your mood and schedule.
As a fashion writer, this post was such a joy to create because I truly live in leggings during the fall. I’ve tested and worn every single one of these combinations, and I hope they spark your creativity (or at least save you from the I have nothing to wear spiral).
Now it’s your turn!
Which outfit will you try first? Drop a comment below or tag me on social when you recreate one of these looks. And don’t forget to check out the Amazon faves I shared—they’re absolute wardrobe staples.
Until next time, stay cozy and chic.