Aside from sweater weather, one of the most anticipated things about the upcoming fall season (from a sartorial standpoint) is the ability to wear boots again. At least it is for this editor. And if you’re anything like me, you might already be looking to replace your old fall boots with a new pair, but you’ve spent your year’s shopping budget on Aperol Spritz’s and Victorian tops this summer, so what is there to do?
Not to worry, as some of the best fall-ready boots are actually affordable—and by affordable, I mean under $100. From of-the-moment Western styles to sturdy and trendy hiker boots to pretty patents, I’ve rounded up the 21 best boots for the season ahead, so all you have to do is scroll through the gallery below and join me in counting down the days to fall.
A Western vibe that still feels so wearable.
These look like they cost 10 times more than they do.
This cuff detail is key.
Because Dr. Martens really does make the best boots.
Everything you’re looking for in classic black booties.
Red is trending for fall, and this is an easy way to get the look.
Call me biased, but these are so cool.
The studs add a subtle but welcome detail.
Tackle two trends in one with these animal-printed Western boots.
When you don’t feel like wearing black, wear olive.
White past Labor Day is now widely accepted.
Practical and pretty.
Wear these on your next night out.
For when you want some extra height.
Patent is perfect for rainy days.
For those looking for something that feels trendy.
Simple yet effective.
Pair these with a miniskirt for an unexpected combo.
This croc texture has us mesmerized.
Perfect for any occasion.
The cool-girl pick.
Up next? 45 purses you’d never guess were under $100.
-
Move Over, Jeans—The Chicest People I Know Are Wearing This Expensive-Looking Pant Trend With BootsSpotted on Naomi Watts.
-
These Are the Surprising Shoe Trends Gen Z Is Styling With Everyday Outfits for the Rest of 2025Niche, weird, and unconventional.
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
-
I’m a Senior Shopping Editor—These Elevated Yet Affordable Nordstrom and Old Navy Fall Picks Have My AttentionJust about everything is under $100.
-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe TrendThey're strange, but so chic.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look CoolSee the inspiration inside.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on RepeatCount these inspo pics as proof.
-
My Mom Only Shops Affordable Fashion—I Sent Her These Rich-Looking Picks From Nordstrom and Old NavyAll but three of these chic pieces are under $100.
