So long. Farewell. Arrivederci, sandals. This weekend, fall officially begins, and that can only mean one thing. Boot season is finally here. For the next six months, it's very possible you'll be wearing boots daily—whether it's a thigh-high pair with a boho dress or chic black leather ankle boots with your wide-leg jeans—so you may be looking to add a fresh pair or two to your wardrobe, which is where we can help.
While an amazing pair of boots can certainly be an investment purchase, we don't think the investment has to take everything you budgeted for a fall wardrobe. Instead, I went on the hunt for the chicest boots of the season and found these 29 pairs for under $250. Included are timeless and classic pairs as well as styles that hit on this season's biggest trends. If you're looking for a new pair of boots to mark the season, then keep scrolling for the chicest styles that won't break the bank.
These are the boots I'll be wearing on repeat this fall.
I already own these in black and can't wait to buy them in trending burgundy.
Cute kitten-heel slouch boots to wear with your skirts this fall.
Polished and refined.
Suede boots are trending, and this chic Zara pair comes in at a reasonable price point.
Toteme vibes. H&M prices.
For stomping in those crunchy brown leaves.
Luxurious, elegant, and so good for the price.
Your everyday fall boots, found.
Love the idea of styling these with a boho ruffled dress.
Western styles are back for fall.
Wear with jeans and dresses alike.
It's time for an ankle-boot update.
Rich chocolate brown is trending.
Throw them on and go.
Love this light gray.
Classic and timeless.
A chic pair of riding boots for the season.
H&M's Chelsea boots are always top-notch.
Wear with your relaxed straight-leg jeans for a French-girl look.
Lived-in moto boots were all over the fall runways.
I want them in all three colors.
Is it even fall without a cozy pair of Uggs?
Subtle Western boots in a gorgeous brown.
Stomp in style.
It doesn't get better than the quality of heritage brand Blundstone. The more you wear them, the comfier they get.
Sleek and sophisticated.
Try these if you're not into a super-chunky lug sole (like me).
Black ankle boots for work, the weekend, and beyond.
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Move Over, Jelly Shoes—I Predict *This* Chunky Shoe Trend Will Be Everywhere Come FallGen Z discovers boho chic.
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If You See Cool Girls in "Perfect" Jeans This Fall, They're Probably From This BrandYou're guaranteed to see them on Kendall Jenner and Hailey Bieber.
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I'm a Shopping Director—Here Are the 10 Chic Items on My Fall Shopping ListSweaters, jackets, boots, and more.
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If Your Closet Is Feeling Meh, These 29 New Fall Nordstrom Items Will Turn It AroundFrom sweaters to sneakers.
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I'm a Gen Z Editor—These Are the Elegant Outfit Ideas I'm Stealing From the Runways This FallEasier to copy than you think.
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My Mom Sends Me Cute Walmart Finds on the Daily—31 Stylish Items She's Eyeing for FallOn-trend affordable finds.
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See You Next Summer, Light-Wash Jeans—for Fall, This Is the Only Denim Trend That MattersAs seen on Hailey Bieber in L.A.
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I Predict Trends for a Living—These 7 Will Be Huge Come FallA trend forecaster's take on what to shop right now.
