7 Fall Date Night Looks for a Cozy Evening

From apple picking to scary movies, fall is the perfect season for romantic, cozy dates. Whether you’re planning a night-in with your partner or going on an exciting first date, finding the right outfit will make you feel confident. In this blog, we’ll explore twenty of our favorite fall date night looks that will keep you warm and stylish for those enchanting autumn evenings. And the best part is that all these outfits can be found at your favorite consignment shop, so you can embrace sustainable and affordable fashion while looking fabulous. 

1. Chunky sweater and jeans

A soft, cozy sweater paired with your favorite jeans is a go-to combo for fall date nights. You’ll never go wrong with a knit sweater, flattering denim, boots, and a statement purse or bold lip to round out the outfit.

sweater and jeans fall date night 2023

A black sweater with neutral accessories and sunglasses is effortlessly chic. This versatile look can take you from a pumpkin patch to happy hour drinks.

fall date night outfits for 2023 

Fall tones like burgundy, mustard, terracotta, and rust give you a seasonal, put-together look with jeans and your favorite booties. (Check out the fall 2023 colors here!)

fall date night sweater for 2023

2. Sweater with skirt

Elevate the sweater-jeans pairing without losing the comfort by swapping the jeans for a skirt. A soft, slouchy sweater is casual and cozy, while a skirt hugs your curves for a gorgeously feminine silhouette.

fall date night outfits for 2023 

Satin and pleated skirts are timeless classics. A neutral pleated skirt is always a great investment for a fall-to-winter wardrobe, and you can easily match it with any shoe in your closet like booties, heels, or loafers.

pleated skirt for fall date outfit 

Opt for a maxi, midi, or even a mini skirt. For fall 2023, we’re seeing a lot of patterned and textured mini skirts paired with tights or knee-high boots. This gives an academic, polished vibe that’s guaranteed to make an impression on your date.

mini skirt fall outfit 2023

3. Sweater dress and accessories

A knitted sweater dress is an autumn essential. There are so many styles to choose from – from a maxi bodycon to a mini shift silhouette – so keep shopping the consignment store racks to find a style that suits you.

sweater dress for fall 2023 outfits 

Accessories are the key to taking sweater dresses from casual to chic. This white dress is ready for the grocery store when paired with sneakers, but it’s also the perfect date night look with brown accessories and gold accents.

white sweater dress for fall 2023 date night 

Sweater dresses move effortlessly into colder weather and look stunning with wintery accessories like a hat and scarf. This is the perfect outfit for those cooler autumn days without sacrificing style.

sweater dress for fall date night outfit 2023

4. Plaid shirt dress

If you like the look of a mini sweater dress and boots, try a plaid shirt dress. Plaid is trendy every autumn, and it’s the perfect way to add seasonal spirit to your looks.

plaid shirt dress for fall 2023

Add ankle or knee-high booties for a cute fall-day date. Matching your shoes and your purse is a great way to feel put-together, even in a worn-in cozy plaid t-shirt.

plaid dress for fall 2023 date night outfits 

If you want something more casual, modest, and warm, throw on leggings and boots underneath your plaid dress and let your accessories do the talking.

fall 2023 date night outfit inspiration

5. Leather jacket outerwear

When you think fall dates, you probably think camel coats and beige trenches. While these are stunning outerwear options, a leather jacket can give you an edge your wardrobe might be looking for. Throw a leather jacket over a shirt and sweater for an instantly cool, effortless date night look.

leather jacket and skirt for fall 2023 

A leather jacket can transform jeans and a white tee into an outfit. Add some neutral accessories and booties for a fall date night look perfect for concerts, trendy restaurants, or a night out on the town.

leather jacket and jeans fall date night outfit 

You can even throw your leather jacket over your sweater dress for a stunning blend of femininity and rock ‘n’ roll.

cute fall date night outfits 2023

6. Blazer and turtleneck

Turtlenecks are a flattering neckline for many women because it draws attention to the face. And when you pair a turtleneck with the structure of a blazer, it creates an irresistibly sophisticated look.

turtleneck outfits for fall 2023 

Pairing a turtleneck dress or sweater with a blazer will elevate your fall look in a modest yet sultry way. Add stockings and knee-high boots for a French girl chic aesthetic sure to turn heads – including your date’s.

turtleneck dress for fall 2023 date night outfit 

This look is also great for workwear, so you can wear this outfit to dominate the boardroom and then hit drinks and dinner afterward.

fall workwear 2023

7. Corduroy pants and blouse

Corduroy pants are a luxurious texture that will make your outfit irresistibly touchable. Corduroys do a lot of the heavy lifting of an outfit, so you just need to pair them with a detailed or colorful shirt for an instantly chic look.

fall 2023 date night outfits 

For a smart-casual vibe, pair corduroy with a blazer and fall accessories like booties and a neck scarf.

Corduroy fall date night looks 

You can also incorporate corduroy in other aspects of your outfit, like a jacket, dress, or jumpsuit. For a clean feel, brown corduroy with crisp white or ivory is a timeless autumnal pairing.

2023 Corduroy fall outfit 

Fall date night looks 2023

Fall is the season of warm hues, cozy sweaters, and enchanting date nights. Embrace sustainable fashion by shopping these looks at your favorite consignment shop – where you can discover unique and stylish pieces that perfectly capture the essence of the season. 


Photo Sources:

Carmen Lopez, President & CEO www.currentboutique.com


Hello Fashion Lovers! I've been in the fashion industry for over 15 years. I started Current Boutique with the desire to recycle amazing pre-loved designer gems for others to enjoy! I value quality, unique craftsmanship, sustainability & saving money. I am a fashion lover who is energized by the challenges and rewards of being an entrepreneur. I'm here to share tips on fashion, style, bargain shopping and business. I hope you enjoy!
XOXO, Carmen