These 32 Elegant Fall Dresses Look Incredibly Chic With Boots

I feel like every season has a signature outfit formula, and for fall, mine is a dress and boots. Both elements get annual updates based on current trends, but it's an outfit combination I always revert back to. The moment the calendar strikes October, I get hyperfixated on my favorite fall boots and dresses, and my other clothes take a back seat. Whether it's a mini, midi, or maxi, I think adding a pair of sleek knee-high boots creates the perfect fall outfit.
Since 2024 has been the year of elegance, the fall dresses I'm reaching for this season are full of sophisticated touches—from draped details to shoulder-baring silhouettes and full skirts. I took a scan through my favorite retailers in search of elevated fall dresses to add to my wardrobe and found 32 utterly chic options that are too good not to share. Below, I'm highlighting the best elegant dresses to wear with boots.

-
You're 100% a Fashion Person If You're Wearing This Fall Jacket Trend—I Found 25 of the Chicest Ones for Under $180
Instantly elevate your outfit.
-
Nothing Humbles Your Closet More Than the Zara New Arrivals Section—25 Pieces to Instantly Elevate Your Fall Outfits
Did I mention they're modeled by Alexa Chung?
-
It's Boho Chic on a Budget—29 Gorgeous Free People Sale Finds I'm Absolutely Loving
Up to 70% off!
-
The 10 Specific Items Everyone With Elegant Taste Will Buy This October
From J.Crew's It sweater to Reformation's It shoes.
-
My Little Sisters Think I'm Rich—These Are the Under-$150 Finds Making Them Believe That
A walking (chic) ATM.
-
I Love the Sweaters at J.Crew, COS, and Zara RN—40 Worth Adding to Your Cart
These will elevate your fall outfits.
-
33 Gorgeous Fall Coats I'm Considering From Revolve, Mango, and Banana Republic
Suede jackets, funnel-neck coats, and classic trenches ahead.
-
MyReplica Store Shopping List Includes the Chicest Staples—Cheers to Excellent Fall Outfits
Cool sneakers, beautiful sweaters, stunning coats, and more.