How to Wear Trousers Every Day This Fall

While it may still be August and we’re too busy sweating to even think about putting on warmer layers, September is mere weeks away—along with the dropping temperatures that come with it. So, when you’re starting to plan out your 40-degree ensembles, be sure to throw some fall trouser outfits in there, too.

If we’re being completely honest, there’s nothing like casting away our summer staples like denim shorts and swimsuits and trading them in for warm sweaters, jackets, and more. When you’re like you want to dress a little more fab than your standard jeans and T-shirt look, throw on a pair of trousers to up the anti. Warm and versatile, you can wear these pants for any occasion, whether it’s to the office or on the weekend. From classic black pants and crisp whites to funky prints, the right pair of trousers will give your autumn wardrobe a chic update. Shop our favorites on the market below.

How to wear trousers with a skirt



For a chic and unexpected layering trick, wear a slip skirt over your trousers.

This is so pretty.

Available in sizes 1 to 2.

Wear these for your next formal occasion.

Available in sizes 34 to 42.

Fall suit trouser outfit



You can never go wrong with a sleek pantsuit to wear to the office or for special occasions.

Everyone needs a classic blazer.

Available in sizes 0 to 10.

Everyone needs a pair of classic tailored trousers.

Available in Italian sizes 42 to 48.

Play with proportions and sport a tunic over your trouser pants for a chic fall ensemble.

Style this with your trousers or wear it on its own.

Available in sizes 36 to 44.

These trousers are so chic.

Available in sizes 2 to 3.

Who says you can't wear white after Labor Day? Wear yours with a chunky knit sweater.

So cozy.

Available in sizes S to L.

A pair of crisp white trousers will be so chic in the fall.

Available in sizes 36 to 42.

A pair of plaid trousers will catch anyone's eye. Wear yours with a fluffy bomber jacket for a stylish outfit for the cooler weather.

This looks so comfortable.

Available in sizes XS to L.

These are so versatile.

Available in sizes 1X to 3X.

Pair your favorite graphic tee with colorful pants to brighten up your fall ensembles.

We never get tired of a statement tee.

Available in sizes XS to XL.

These will brighten up anyone's day.

Available in sizes S to L.

Swap out your jeans with a pair of trousers to instantly dress up any outfit. We love a chunky sweater with striped trousers for a polished outfit.

Ganni has some of the best knitwear.

Available in sizes XS to L.

Your legs will look miles long.

Available in sizes XS to L.

For an office-approved outfit, a pair of flared trousers with a chic tunic shirt will give you an elegant outfit.

This top is so chic.

Available in sizes XS to L.

Leave it to Ellery to bring back flared pants with a statement.

Available in sizes AU 4 to AU 14.

Pajama pants–style trouser outfit



Don't be afraid to wear your pajama pants out in public for a luxe (and comfortable) look. Pair it with a classic button-down shirt.

You'll never get tired of a classic oxford shirt.

Available in sizes 14 to 24.

Go ahead—wear your pajamas in public.

Available in sizes S to L.

Fall is the perfect time to break out a metallic sweater. Wear yours with paper-bag trousers.

Perfect for fall.

Available in sizes S to L.

You'll never want to take these off.

Available in sizes S to L.

'70s trouser outfit ideas



Tap into the '70s vibes with a cream turtleneck and velvet trousers for the fall.

Nothing beats breaking out the turtleneck for fall.

Available in sizes XS to XL.

Yes, you need these pants.

Available in sizes 34 to 42.

Fall outfit with pink trousers



A graphic blouse will look so good styled with a pair of bright pink trousers for a colorful office look.

You'll get so many compliments on this.

Available in sizes XS to L.

Stylish moto jacket–and-trouser outfit



If you love wearing cropped trousers, give your outfit some edge with a shearling biker jacket and heels.

Up your moto jacket game with this shearling version.

Available in sizes XS to L.

Simple fall trouser outfit



You can't go wrong with styling your favorite checked trousers with a chic and polished sweater for the fall.

This sweater is so stylish.

Available in sizes XS to XL.

You'll get so much wear out of these.

Available in sizes 0 to 10.

All-white trousers outfit



As you're transitioning from summer to fall, sport a pair of wide-leg trousers and a button-down shirt for a chic all-white outfit.

You'll be so comfortable in this.

Available in sizes 00 to 12.

You won't regret getting these.

Available in sizes S to L.

We love a good monochrome outfit as much as anything. Wear different tones of pink for more visual interest.

How pretty are these pants?

Available in sizes 0 to 12.

Without a doubt, you'll be wearing trousers every day this fall.

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