Table Of Contents
- #1. Cream Off Shoulder Top and Cream Pleated Midi Skirt
- #2. Gray Sweater and Blue Straight Jeans
- #3. Gray Wrap Coat and Black Wide-Leg Pants
- #4. Cream Knit Cardigan and White Eyelet Shorts
- #5. Black Sleeveless Knit Top and Brown Leather Pants
- #6. Gray Sweater Top and Brown Oversized Blazer
- #7. White Tank Top and Gray Pleated Trousers
- #8. Black Cropped Top and Black Mini Skirt
- #9. Black Hoodie and Olive Green Trench Coat
- #10. Beige Turtleneck Sweater and Green Belted Trench Coat
- #11. Black Turtleneck and Beige Coat
- #12. White Crop Top and Striped Maxi Skirt
- #13. Striped Top and Dark Blue Jeans
- #14. Brown Robe Coat and White Pants
- #15. White Shirt and Black Wide-Leg Pants
- #16. White Tank Top and Black Mini Skirt
- #17. Black Mini Dress and Black Tights
- #18. Brown Bomber Jacket and Light Blue Jeans
- #19. Beige Crop Top and Light Blue Jeans
Rainy day outfits don’t have to mean sacrificing style for practicality. Just because the skies are grey doesn’t mean your wardrobe has to be. Whether you’re running errands, heading to work, or grabbing a cozy coffee, these 19 outfit ideas are designed to keep you dry and stylish. Think layers, boots, and smart outerwear that turns rainy-day blahs into outfit wins.
#1. Cream Off Shoulder Top and Cream Pleated Midi Skirt
Styled with soft elegance, the cream off-shoulder top pairs effortlessly with a matching pleated midi skirt. The black umbrella and pointed flats add contrast, offering a polished way to stay dry on wet city streets.
#2. Gray Sweater and Blue Straight Jeans
Composed in layers, the gray knit sweater and relaxed jeans are grounded by a long black coat and matching loafers. Finished with a soft beanie and sunglasses, this look delivers practical warmth with downtown edge, ideal for laid-back Rainy Day Outfits.
#3. Gray Wrap Coat and Black Wide-Leg Pants
Dramatic folds and clean tailoring define this structured gray coat styled over dark wide-leg pants. Finished with a black crossbody bag and patent shoes, this outfit keeps you warm while walking the dog in the rain.
#4. Cream Knit Cardigan and White Eyelet Shorts
Light and romantic, the cream cardigan adds vintage charm to the eyelet-trimmed shorts and soft pink tank. A dainty headband and cozy socks balance the cool weather vibes with warm-weather texture.
#5. Black Sleeveless Knit Top and Brown Leather Pants
Sleek textures meet moody lighting in this outfit featuring a high-neck sleeveless top and brown faux leather pants. A clear umbrella and structured black purse bring just enough polish to tackle the evening drizzle.
#6. Gray Sweater Top and Brown Oversized Blazer
Oversized layers play a key role here, with a brown blazer styled over a light sweater and mini skirt. Black boots and sunglasses complete this confidently styled city look—one of the bolder Rainy Day Outfits for transitional weather.
#7. White Tank Top and Gray Pleated Trousers
Relaxed yet composed, the white tank adds simplicity to the wide-leg gray pants and long ivory coat. White sneakers keep it grounded, offering ease and coverage for light rainy walks.
#8. Black Cropped Top and Black Mini Skirt
Matching tones define this all-black ensemble, anchored by a sharp blazer and platform boots. The crossbody bag and visible structure give it that balance of glam and utility, fit for city Rainy Day Outfits with edge.
#9. Black Hoodie and Olive Green Trench Coat
Layering comes easy with a cropped black hoodie tucked into joggers and topped by an olive trench. Finished with white sneakers and a baseball cap, this look blends comfort and cool in one practical rainy-day fit.
#10. Beige Turtleneck Sweater and Green Belted Trench Coat
Snug in a chunky beige sweater under a belted green trench, this look is completed with a fuzzy bucket hat and a warm drink in hand. Cozy, cute, and undeniably one of the coziest Rainy Day Outfits around.
#11. Black Turtleneck and Beige Coat
Strolling through wet sidewalks, the black turtleneck dress paired with a structured beige coat and tall black boots delivers a bold yet refined look. This outfit keeps you dry without compromising elegance.
#12. White Crop Top and Striped Maxi Skirt
Layered under a rich brown leather jacket, the white crop top and flowy striped skirt combination creates an eye-catching, relaxed vibe. Paired with coffee in hand and white flats, it’s effortless and well-suited for mild rainy afternoons.
#13. Striped Top and Dark Blue Jeans
Anchored by a timeless trench coat, the striped top and fitted blue jeans ensemble adds structure to a laid-back day. This practical style proves that rainy day outfits don’t need to be dull—just classic, layered, and ready for drizzle.
#14. Brown Robe Coat and White Pants
Captured under warm city lights, the long brown robe-style coat worn over white pants with cozy UGGs balances elegance and function. It’s a look that welcomes puddles with a smile—and maybe a splash.
#15. White Shirt and Black Wide-Leg Pants
Styled with layers and muted tones, the oversized white button-down tucked into black trousers becomes an understated rainy day essential. The taupe knit thrown across the shoulders ties in warmth and texture.
#16. White Tank Top and Black Mini Skirt
Balanced with sheer dotted tights and a short black jacket, the white tank top and black skirt duo delivers charm and function. Add a clear umbrella and it becomes your go-to pick for elevated rainy day looks.
#17. Black Mini Dress and Black Tights
Sleek from top to toe, the fitted black dress with a leather jacket and sheer tights leans into bold confidence. Finished with chunky loafers, it’s a rainy day outfit that doesn’t wait for sunshine to shine.
#18. Brown Bomber Jacket and Light Blue Jeans
Casual layers come to life with a brown suede bomber, light-wash jeans, and a burgundy scarf that adds the right amount of depth. Rain or not, this cozy setup fits well with coffee shop mornings.
#19. Beige Crop Top and Light Blue Jeans
Opting for comfort, the cropped beige top paired with a light blue denim-on-denim set offers a sporty twist on laid-back rainy day outfits. A cap and sneakers pull the entire look together.
Conclusion:
Rainy day outfits are all about smart layering, the right accessories, and a little creativity. With these 19 outfit ideas, you’re fully equipped to step out in style, even when the weather isn’t playing nice. So grab your umbrella, zip up that raincoat, and walk like the puddles are part of your runway. And hey, if your hair frizzes a little, just call it “volume.”

Shaylnn Marie brings major style points to the fashion scene, and her Instagram is a goldmine for anyone hunting down the perfect game day outfit. At Night Out Outfits, we love how she mixes sporty staples with Southern charm, think cropped tees, denim minis, and standout boots. Whether she’s repping her team or showcasing casual weekend looks, Shaylnn’s content captures exactly what our readers crave: bold, wearable, and Instagram-worthy outfits for every occasion.