19 Chic & Stylish Fall Date Night Outfit Ideas
If you’re like my husband and I and you’re trying to be better about going out for a date night these days, then these Fall date night outfit ideas I am sharing today are perfect!
The Fall is the perfect time to go out for a fun date night because the weather allows for a wide variety of outfit choices (early Fall you might not even need a coat yet!) and it’s so fun to start embracing the Fall trends, colors, and coziness.
These Fall date outfit ideas keep it elevated but casual and comfortable, while also being in style for Fall 2025. I am sharing chic looks that feature lots of knits, boots, leather, suede and fun Fall tones!
19 Fall Date Night Outfit Ideas for 2025
Leather Bomber, Plaid Bubble Mini Skirt, and Tall Boots
This look is a perfect mix of playful and edgy. The plaid mini skirt keeps it flirty, while the leather bomber adds a cool factor. Tall boots help you stay warm and stylish.
Leather Jacket, Long Denim Skirt, and Chelsea Boots
A long denim skirt is such a classic fall piece. Pairing it with a leather jacket and Chelsea boots gives the look a modern twist that’s great for dinner or drinks.
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Cardigan, Trench Coat, Plaid Mini Skirt, and Tall Boots
Layering a cardigan under a trench coat gives you warmth without sacrificing style. The plaid skirt and tall boots pull it all together for a cute and cozy date night look.
Suede Jacket, Floral Dress, and Tall Boots
This is one of my go-to combos in early Fall. A lightweight floral dress with a suede jacket feels soft and romantic. Tall boots add a seasonal touch.
Sheer Black Lace Top, Black Jeans, and Studded Ballet Flats
Want something with a bit of edge? A sheer lace top tucked into black jeans feels sultry but still comfy. Studded ballet flats make the outfit pop.
RELATED: How to Style Black Jeans (12 Chic Black Jeans Outfits)
One Shoulder Top, White Long Denim Skirt and Woven Ballet Flats
This outfit is stylish but super wearable. The one-shoulder detail is flattering and fun, while the white denim skirt keeps it fresh. Add woven flats for a feminine finish.
Matching Burgundy Sweater and Skirt Set with Tights and Heels
Matching sets make it so easy to look put-together. Burgundy feels perfect for Fall and tights with heels dress it up just enough for a night out.
RELATED: 12 Gucci Tights Outfit Ideas (& Cheap Alternatives!)
Oversized Blazer, Wide Leg Jeans and Metallic Ballet Flats
This one is a favorite for chillier nights. The oversized blazer gives structure, wide leg jeans keep it comfy, and metallic flats add a little shine.
One Shoulder Top, Leopard Pants, and Heels
Leopard pants bring the drama, while the one-shoulder top balances it out. Add heels and you’re ready for a trendy dinner spot.
White Denim Jacket, Floral Dress and Heels
White denim works in Fall too. Pair it with a darker floral dress and heels for an outfit that feels transitional but on-theme.
Chunky Cardigan, Long Denim Skirt and Heels
A chunky cardigan is cozy and stylish when paired with a long denim skirt. Heels elevate the look just enough for date night.
Denim Vest, Leopard Maxi Skirt and Red Mary Jane Flats
This one is unexpected but fun. The denim vest adds texture, and the leopard skirt gives you that fall print moment. Red flats are a cute pop of color.
Suede Jacket, Black Sweater Dress and Chelsea Boots
You really can’t go wrong with a sweater dress. A black one is extra versatile, and a suede jacket and Chelsea boots complete the look perfectly.
RELATED: How to Style a Sweater Dress in 2025
Brown Leather Jacket, Leopard Mini Skirt and Tall Boots
This outfit is such a fun combo of tough and sweet. The leather jacket balances the mini skirt and tall boots keep it season-appropriate.
Long Sleeve Asymmetric Top, Wide Leg Jeans and Metallic Heels
The asymmetric top adds interest without trying too hard. Paired with wide leg jeans and a touch of shine on your heels, it’s a win for casual dinners.
Burgundy Leather Jacket, Midi Sweater Dress and Tall Boots
Burgundy is one of my favorite Fall colors. The leather jacket brings edge, and a midi sweater dress keeps it chic. Tall boots polish it off.
Black Scarf Coat, Mini Sweater Dress, Tights and Chelsea Boots
A scarf coat is so cozy for cooler nights. Pair it with a mini sweater dress and tights for a look that’s both warm and stylish.
Blazer, Strapless Jumpsuit and Studded Ballet Flats
A strapless jumpsuit is a fun base for layering. Add a tailored blazer and studded flats for an outfit that’s just dressy enough.
RELATED: How to Rock a Jumpsuit in 2025 (Outfits Ideas & Style Tips)
Suede Trench Coat, Mini Sweater Dress, Tights and Ankle Boots
This outfit screams Fall. The suede trench is so elegant over a mini sweater dress. Add tights and ankle boots for a perfect evening look.
So those are some fun Fall date night looks that I hope inspire you as you put together looks for date nights this Autumn! Whether it’s a fun night away from the kids with your hubbie, or a first date with someone you’re excited about, I know your outfit will be on point!
Loved these Fall date night outfits and want to save them to reference at a later date? Be sure to save one of the images below to your Pinterest!
