45 Cute Date Night Outfit Ideas
Getting all dressed up for a date is always an exciting experience. It’s time to show off your fashion sense and charm the pants (or skirt) of your date!
It can be difficult to come up with outfit ideas when you’re thinking about what to wear on a date.
Whether you’re going for a preppy or casual look in the summer, fall, or winter we’ve got the scoop on 45 cute date night outfit ideas!
Cute Date Night Looks
Outfit 1
Go for a preppy look with a button-up shirt, cute loose-fitting floral print shorts, and black sandals. Finally, accessorize with chunky necklaces and your favorite watch.
The perfect time to wear this outfit is in the summer on a cute date during the day!
- Button Up Knitted Top
- Milumia Women Boho Shorts
- Soho Lug Sole Sandals
- Multi Charm Necklace
- Fossil Matilda Leather Watch
- Darcy Top Handle Satchel
Outfit 2
For a unique date night, outfit look try wearing dark jeans with heeled ankle boots and a loose white blouse that you can pull off your shoulder. Finish off this look by adding some dark sunglasses and star earrings!
- White Off Shoulder Blouse
- Dark Wash Skinny Jean
- barrett booties
- Beatriz D Leather Shoulder Bag
- Stacked Starburst Drop Earrings
- Sunglass Hut Versace Sunglasses
Outfit 3
For a preppy look opt for some pleated blue jeans, low heel sandals, and a white color button-up shirt. Finish this look with some cute glasses.
- Oversized Boyfriend Shirt
- High Waist Pleated Mom Jeans
- Alisia High Heel Sandals
- natalia small flap crossbody
- Ray-Ban Ja-Jo
Outfit 4
If your date is at night then think about wearing black jeans or pants with some high heels that are the same color as the jeans. Top off this look with a nice top or silk top and some gold accessories.
This outfit is great for a night out enjoying happy hour.
- Major Diva Faux Leather Corset
- Slit-hem Leggings
- Grade Black Patent Shoes
- Quatrefoil Station Bracelet
- Drawn Cable Chain Necklace
- Little Bay Shoulder Bag
- Small Hoops
Outfit 5
Opt for soft pink skinny jeans, beige heels, and a white off-the-shoulder top. Top this look off with a cute patterned scarf and some rose gold accessories.
Midi dresses and easy dresses will pair perfectly with these shoes and accessories! The right places to wear this outfit is a day date to a vineyard or fancy restaurant.
- High Rise Stretch Skinny Fit Jean
- Off Shoulder Ruffle Trim Puff Long Sleeve Tube Crop
- Cady Leather Pumps
- brynn small flap crossbody
- Rose Gold Over Silver Bracelet
- Floral Diamond Scarf
- Morganite Stud Earrings
Outfit 6
Get the perfect date night outfit ready by wearing black skinny jeans, ankle boots, and a white crop top. To pull your outfit together throw on some beige accessories.
- Knit Tank
- Curve Love High Rise Super Skinny Jeans
- Samara Booties Stiletto Heel Zip
- Kira Belt
- Tory Burch Fleming Small Shoulder Bag
- Esselle Cream Scrunchies Bundle
Casual Date Night Look Outfits
Outfit 7
Go for a casual look with boyfriend jeans, knee-high socks pulled up to the knees, a pair of knee-high boots, and a green checkered shirt tied around your waist. Finish off this look with aviator sunglasses.
- Cotton poplin shirt
- Cropped Scoop Neck Tank
- Mid Rise Boyfriend Jeans
- Flat Knit Knee Socks
- Heeled Riding Boots
- Ray-Ban Sunglasses
Outfit 8
Pair a band tee with jeans, a pair of sneakers, and aviator sunglasses for a casual date night look. Finish off your outfit by adding a small crossbody bag. You will have a good time In this casual feel outfit!
It’s perfect for any type of date and pair it with leather pants for an elevated look.
- Oversized Printed T-shirt
- Curve Love High Rise Super Skinny Ankle Jeans
- Old Skool Vans
- Adidas Messenger Bag
- Ray-Ban Tory Burch Sunglasses
- You Got This Bracelet
- The Charli D’Amelio Bracletes
Outfit 9
If you’re going on a casual date wear some ripped black jeans, chunky white sneakers, and an oversized tee for the perfect laid-back look.
- Oversized T-shirt
- Curvy High-Rise Super Skinny Jeans
- Danie White Chunky Sneakers
- Adidas Festival Crossbody Bag
- Herschel Supply Co. Elmer Beanie
- Pandora ME Link Chain Bracelet
- Chunky ring set
Outfit 10
Pair light denim shorts with lace-up sandals and an oversized graphic tee for the cutest casual date night outfit! It’s also great for outdoor dates.
- High-Rise Jean Short
- Oversized Boyfriend Graphic Tee
- The Wave Lace-Up Sandal in Leather
- Nike One Luxe Bag
- PURA VIDA Beach Life Bracelet
- Aloha Necklace
Outfit 11
Pair black skinny jeans with black lace-up sneakers, a graphic tee, and aviator sunglasses for the cutest casual date night outfit!
- Oversized Graphic T-shirt
- High Waisted Black Curvy Supersoft Skinny Jeans
- Doheny Vans
- Fifth Avenue Waist Pack
- Bucket Hat
- Mood Choker
- Ray-Ban Sunglasses
Outfit 12
For the perfect casual date night outfit try wearing ripped black jeans with lace-up high tops, an oversized graphic tee, and aviator sunglasses. This is one of the cuteset casual date night outfit ideas!
- Koi Fish Overdyed T-Shirt
- Boyfriend Flannel Shirt
- AE Ne(x)t Level Ripped High-Waisted Jegging
- Converse Colors Chuck Taylor All Star
- MLB Tonal Baseball Hat
- Classic Aviator Sunglasses
Outfit 13
Throw on your favorite band tee or a top along with ripped light wash jeans and sneakers. For accessories wear an armful of bracelets, hoop earrings, and any glasses. The is a perfect casual date outfit!
- Nirvana Destroyed T-Shirt
- Ripped Mom Jean
- Nike Shoes
- Alicante Stacking Bracelet Set
- Chunky Small Hoop Earrings
- Burberry Sunglasses
Outfit 14
Wear blue jeans, chunky white sneakers, and any graphic tee for an easy cute date night out look!
- Oversized T-shirt
- BDG Mid-Rise Bootcut Jean – Destroyed Light Wash
- Nike M2K TeknoSummit White Shoes
- Moncler Kilia Small Quilted Crossbody Backpack
- Gap Logo Baseball Hat
- Versace Goldtone Watch
Outfit 15
Pair some dark denim jeans with brown boots, a button-up shirt, and an unzipped green jacket. Finish off this look with rose gold accessories. This is the perfect casual first date night outfit!
- Rory leather heeled boots
- Oversized Corduroy Jacket
- High Waisted Dark Wash Supersoft Skinny Jeans
- Cotton-blend Shirt
- Simply Vera Wang Necklace
- Kissing C Hinged Bangle
Outfit 16
Wear some ripped black skinny jeans with black sneakers and any graphic tee for a perfect casual date night look. This is a great choice because if the temperature drops you have a cute flannel to put on!
- Pink Floyd Graphic Tee
- Long-Sleeve Plaid Flannel Shirt
- High-Waisted Distressed Rockstar Super Skinny Jeans
- adidas Cloudfoam Pure 2.0 Sneakers
- Open Circle and Black Velvet Choker
- All Night Festival Bag
Outfit 17
Throw on a loose-fitting chambray shirt, ripped light wash jeans, and gray sneakers for the perfect casual date night outfit!
- Chambray Classic Ex-Boyfriend Shirt in Evie Wash
- adidas QT Racer 2.0 Shoes
- Ripped Mid Rise Super Skinny Ankle Jeans
- Ralph Sunglasses
- Fern Y Necklace
Outfit 18
For a perfect date night outfit try wearing black leggings with high tops, a loose-fitting graphic tee, and sunglasses. To add some cuteness to this look add some colorful socks and necklaces!
- High Waist Leggings
- Oversized Embroidered Rolling Stones Graphic T-Shirt
- Court Royale 2 High Top Sneaker
- Tie-Dye Half Cushion Crew Socks
- Bless Sunglasses
- Gabi Rielle Colorful Floral Pendant Necklace
Summer Date Night Look Outfits
Outfit 19
Pair shorts with polka dots and heeled sandals with an oversized white top, and aviator sunglasses for the perfect summer date night look. Add a moto jacket for a cute date outfit idea.
- Polka Dot Woven Flippy Short
- Oversized Cotton Shirt
- Cris Block Heels
- Classic Aviator Sunglasses
- The Traveler Tote
- Macy’s Bracelet
- White Gold Diamond Stud Earrings
Outfit 20
Get ready for a picnic date in style by wearing denim shorts paired with knee-high socks, brown boots, and a blue checkered shirt tied around your waist. Finish off this outfit with aviator sunglasses.
- Oversized Plaid Flannel Boyfriend Tunic Shirt
- 90s Seamless Fabric Tank Bodysuit
- High Rise Mom Shorts
- Brisa Riding Boots
- Solid Knee High Socks
- Skinny Belt
- HIGH KEY Sunglasses
Outfit 21
Get ready for a summer date time by wearing light wash skinny jeans, heeled sandals, and a loose-fitting white top. To complement this outfit add a black leather jacket and some cute glasses.
This outfit with a long coat is a great option for any dinner date!
- Faux Leather Jacket With Pocket
- Vintage Style Floral Eyelet Blouse
- High Rise Skinny Jeans
- Billini Cypria Sandal
- Quill Sunglasses
- Jumbo Scrunchie
Outfit 22
Get ready for a summer date night by wearing ripped light wash jeans, ankle boots, and a loose-fitting cream-colored top along with some cool shades. For an adorable look add some bracelets and a mini backpack.
- Crinkle lace up top
- Patched Curvy Jegging
- Nine West Izip Peep Toe Booties
- HEARTBREAKER Sunglasses
- Rhea Mini Logo Backpack
- Gold Metal Hair Clip
Outfit 23
Try wearing ripped light wash jeans with fringed ankle boots and a loose-fitting white top to complete your cute summer date night outfit!
This is one of the cutest date outfits and is perfect for a coffee date!
- Ripped Curvy High-Waisted Jegging
- Bubble-Sleeve Blouse
- Ona Fringe Booties
- Soft Tie-Back Headband
- Small Eleanor Shoulder Bag
Outfit 24
Go for a cute summer date night out look by wearing high-waisted shorts with lace-up sandals, an oversized graphic tee, and chunky sunglasses. To complete this look add some cool rings and bracelets!
- Ultra High-Rise Vintage Shorts
- Oversized Skeleton Graphic T-Shirt
- Square Frame Sunglasses
- Shook Up Bracelet
- Lace-Up Strappy Sandals
- Be Free- Smiley Face
- Rhinestone Icon Ring Set
Outfit 25
Try wearing light wash denim shorts with ankle booties, a loose-fitting subtle print top, and any pair of sunglasses you want for the perfect summer date night outfit!
- Girlfriend High-Waisted Denim Short
- Oversized Button-Front Mixed-Print Poet Blouse
- Sun + Stone Asterr Booties
- Titanium & Calfskin Sunglasses
- Sparkling Heart Collier Necklace
- Brynn Flap Crossbody
Outfit 26
Get ready for some fun by wearing some striped shorts with heeled sandals, a cropped denim jacket, and any pair of sunglasses you want. Finish off this look by adding a cute hat! This outfit is a good choice for a daytime date.
- The Easy Short
- 80s Denim Jacket
- Seamless Crop Top
- Hexagonal Square Sunglasses
- Straw easy boater hat
- Mulan Wedge Sandals
Outfit 27
To get ready for amazing nightwear pair light denim shorts with lace-up sandals, a loose-fitting cream-colored top, and a pair of cool sunglasses. Finish this look off with some bright red lipstick!
- Long-Sleeve Clip-Dot Blouse for Women
- Felisity Sandal
- Gigi Light Wash Denim Distressed Cutoff Shorts
- Tory Burch Perry Bombe Double-Zip Crossbody
- NOOSA BEVEL Sunglasses
- Gold Rhinestone Star Ring Set
Romantic Date Night Look Outfits
Outfit 28
Get ready for a romantic date night by wearing some light wash bootcut jeans and black creepers. To top this look off wear a tight black tank with a pink choker and some simple earrings.
- High Rise Flare Jeans
- Lamoda chunky lace up creeper shoes
- COTTON RIB TANK
- Mini Gem Choker Necklace
- Siren Muse Mini Drop Huggie Earrings
Outfit 29
If you’re planning on going out to dinner with your significant other, try wearing light wash skinny jeans, heeled sandals, and a hip print top! Finish this outfit off by adding some cute simple accessories!
- Abstract Print Ruffle Button Up Peplum Cami
- Mid Rise Ripped Raw Hem Skinny Jeans
- Barely There Double Band Heeled Sandals
- Geo Novelty Sunglasses
- Coin Necklace Set
- Disco Chain Bracelet
- Perforated Italian leather belt
Outfit 30
Opt for ripped blue jeans and heeled sandals along with a cute patterned top. Accent your look with a large hat and some golden jewelry.
- Ditsy Chelsea Collared Waist Tie Top
- Ripped Curvy Super High-Waisted Jegging
- Wool Fedora
- LILAH TAN Shoes
- Small Hoops
- Medallion Coin Multi Strand Necklace in Gold
Outfit 31
Pair a black shirt with bootcut jeans and black heeled sandals to create the perfect outfit for a date night out at dinner!
- Basic Puff Long Sleeve Blouse
- High Waisted Dark Wash Supersoft Bootcut Jeans
- Esther Suede Strappy Sandals
- Leather Shoulder Bag
- Signature Buckle Belt
- Multi Ring Set
Outfit 32
- 90s Ultra High Rise Straight Jeans
- Wit & Wisdom Roll Tab Button-Up Shirt
- Signal Square Toe Sandal
- Aviator Sunglasses
- Loulou Toy Quilted Leather Crossbody
- Michael Kors Watch
Fall Date Night Look Outfits
Outfit 33
For a cute fall date night look try wearing a denim skirt with a pair of boots and a striped crop top. To finish this outfit off add some rose gold jewelry and a crossbody bag! A cute leather skirt or midi skirt would also pair nicely.
- Cropped Striped Long-Sleeve Polo Shirt
- High-Waist Straight Mini Skirt
- Dr. Martens 2976 Quad Chelsea Boot
- Heart Hoop Earrings
- Heart Bracelet
- Hayden Crossbody
Outfit 34
Wear some tight shredded jeans with ankle boots, a checkered shirt, a cream-colored denim jacket, and some cute glasses. Finish off this look with rose gold jewelry. This is one of the cutest fall date night outfits for cold weather!
- Two Palms Linen Raw-Edge Jacket
- Flannel Bishop-Sleeve Blouse
- Ripped High-Waisted Jegging
- Heeled Booties
- Infinity & beyond knot mini pendant
- Everyday spade pave studs
Outfit 35
Go for a cute fall date night look by wearing a black skater skirt with ankle booties and a loose-fitting turtleneck sweater. To accent, this outfit adds some cool shades, long necklaces, and a crossbody bag.
Knit sweaters are great for fall and a great way to start warm!
- Heather Brown Cable Knit Turtleneck
- Petite Box Pleat Skater Skirt
- Deepen Combat Boot
- Fishnet Tights
- Gold Pendant Necklace
- Sphere Studs
- Leather Crossbody
Outfit 36
Try pairing some ripped jeans with lace-up high tops, a band tee, and aviator sunglasses for an edgy date night outfit!
- Cropped Relaxed Def Leppard Band Tee
- Chuck Taylor All Star Shoes
- Ripped High Rise Super Skinny Jeans
- Ray-Ban Sunglasses
- Circle Snake Buckle Belt
- Bohemian beaded bracelet
Outfit 37
Try pairing dark wash bootcut jeans with some heeled ankle boots, a cute top and an oversized denim jacket for the perfect date night look!
- Tie Back Criss Cross Wrap Crop Top
- High Waisted Dark Wash Supersoft Bootcut Jeans
- Oversized Denim Jacket
- Worthington Gotha Booties
- Gucci GG Marmont card case wallet
- Earrings
Outfit 38
Want to stay comfy but still look cute? Try wearing black leggings, heeled ankle boots, and a loose-fitting top along with some chunky sunglasses. Finish off this look by adding a small crossbody bag or backpack.
This black outfit is a chic look for a casual dinner! You can also wear a little black dress and accessorize with the ones listed below.
- Ruffle-trimmed Chiffon Blouse
- High Waisted Essential Ankle Leggings
- LYNDEN DARK COGNAC Boots
- 3 Pairs Hoop Earrings
- Saint Laurent Baby Kaia Leather Crossbody Bag
- Toulouse Black Oversized Sunglasses
Outfit 39
Get ready for an awesome date night by wearing some light wash bootcut jeans, heeled ankle boots, and a loose-fitting checkered top. Finish off this outfit with some fun jewelry and aviator sunglasses!
The important thing about this outfit is the accessories. You can also pair floral dresses with these accessories.
- Gingham Balloon Sleeve Babydoll Top
- Ab-Solution Itty Bitty Bootcut Jeans
- CEDAR TAN SUEDE Booties
- Madelyn Gold Statement Earrings
- Fabric-Covered Headbands
- Lemonade Enamel Ring Set
Outfit 40
Get ready for a great time by wearing dark wash bootcut jeans, ankle boots, and long sleeves. Finish this date night outfit by adding some fun jewelry!
You can certainly wear a sweater dress with these booties and accessories for your next date.
- Oversized Vintage Striped V-Neck Sweater
- Mavi Jeans Marcia Crop Bootcut Jeans
- Yona Bootie
- Succulent Earrings
- Impression Resin Charm Bracelet
- Claw Clip
- Carson Premium Quartz Silver Dial Watch
Winter Date Night Look Outfits
Outfit 41
For the cutest winter date night look wear some dark wash skinnies, fur-lined booties, and an oversize sweater to complete your outfit. Finish this look by adding a cozy scarf and cool shades! A cute black sweater will also pair nicely.
- Oversized Cozy Shirt Jacket
- Slim Cable Henley Sweater
- High Waisted Dark Wash Skinny Jeans
- DR MARTENS Faux Fur Lined Chelsea Boots
- Mélange Super Soft Scarf
- Vera Wang Retro Round Sunglasses
- Lined Pom Hat
Outfit 42
Try wearing black skinny jeans, black ankle boots, and a white button-up shirt. Top this look off with a black leather jacket, rose gold jewelry, fun sunglasses, and a cute bag. This outfit is great for a fancy dinner!
- Faux Leather Peak Lapel One Button Boyfriend Blazer
- Tipped Portofino Shirt
- Super Skinny High Jeans
- Lottie High-Heel Booties
- Kate Spade Bangle Bracelet
- Becky II Sunglasses
Outfit 43
Pair dark wash bootcut jeans with ankle boots, a chunky cardigan, and some aviator-style sunglasses for the perfect date night outfit! This outfit is great for a second date.
You can add a little bit of bracelets and rings to make the right outfit with a neutral color and look your best self!
- Texture Crop Cardigan
- Mid-Rise Dark-Wash Boot-Cut Jeans
- Vanessa Heeled Ankle Boots
- Titanium & Calfskin Sunglasses
- UO Flat Brim Felt Fedora
- Sapphire Choker
Outfit 44
Pair ripped light wash jeans with ankle booties, a cute top, and some chunky sunglasses for the perfect casual date night outfit! Keep warm in the winter months with a blazer and look cute while doing it.
This is one of the stylish casual date night outfits!
- MANGO Double-Breasted Blazer
- Ruched Bust Sleeveless Crop Cami Top
- Ripped Mom Jean
- Lucky Brand Joal Pump
- 90s Nude Rectangle Sunglasses
- Micro 30 Montaigne Bag
- Teardrop Earrings
Outfit 45High-Rise
Try wearing black bootcut jeans with a black boot and an oversized sweater for the cutest date night outfit! Add some cute socks to make this coute outfit look even better.
The best part of this outfit is it will fit any dress code and any date you go on!
- Mauve Purple Balloon Sleeve Sweater
- High Waisted Black 90s Bootcut Jeans
- Eve Bootie
- Rosebud Waffle Knit Ankle Socks
- Jones Belt
- Gold Branch Earrings
These cute outfit ideas are also a perfect balance of cute first date outfit ideas. Where any of these outfits to a new restaurant or movie date for a good first impression and boost of confidence.
No matter your body type or body shape these are the best options for your favorite date night outfits.
There you have it, 45 Cute Date Night Outfit Ideas!
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