The Cutest Outfits to Wear on a Rainy Fall Day

There's nothing worse than wearing your new favorite pair of boots, only to be met with a rainstorm halfway through your work commute. Your footwear of choice may not be waterproof, and removing water stains on shoes is not something that's super easy (though it is possible). The solution? First and foremost, check your weather app before you head out of the house to see if rain is in the forecast, and second, invest in a good pair of rain boots that will save you so much time and stress when you end up stuck in a downpour this fall.

We know, rain boots may not be the trendiest footwear around, but trust us: There are so many sleek and cool styles on the market right now that will certainly change the way you think about the water-resistant shoes. After all, those trusty rain boots are a versatile and practical option that should definitely be in your footwear rotation for the next six months.

Need more convincing? Ahead, see the trendy rain boots outfits fashion girls have been wearing as of late. Then, shop some of the waterproof styles we're scooping up for the new season and wearing with everything from classic jeans to midi skirts.


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Match your rain boots to your shirt.


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Go for a grungy look by pairing patent black rain boots with checkered pants.


(Image credit: @pernilleteisbaek)

Go all-out on a rainy day by rocking a trench coat and tall rain boots.


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How cute are these black rain boots paired with a houndstooth skirt?


(Image credit: @alyssainthecity)

Black rain boots will always look great when paired with dark-wash jeans.


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Yes, you can rock rain boots with a midi skirt.


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Pair a printed dress with simple rain boots for a super-chic rainy-day outfit for fall.


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Go for head-to-toe black and opt for a wedged pair of rain boots for some added height.


(Image credit: @fundachristophersen)

We love how simple yet cool this outfit is.


(Image credit: @blaireadiebee)

Pick a colorful pair of rain boots.


(Image credit: @alyssainthecity)

Sport a dress, an oversize cardigan, and rain boots this fall.


(Image credit: @officiallyquigley)

Black rain boots are a great way to ground any fall ensemble.


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A classic rainy-day look? Trench coat, wide-brim hat, and rain boots.

Next up, check out the best ways to style a trench coat.

Eva Thomas