The Best Fall Dresses Under $40

best fall dresses under $40, affordable fall outfits, how to style a dress in the fall

Left: dress || booties Right: dress || similar moto jackets here and here || over the knee boots

Fall is my favorite time of year to wear dresses because they are just so fun to style during the fall months! Your basic dresses become a whole new animal when you can suddenly pair them with jackets and boots and cardigans. So today I’m sharing the best fall dresses under $40 along with a myriad of ways to style them that you may not have thought of before. Hopefully this post will give you a little inspiration!

Styling Dresses in the Fall


In my opinion, styling dresses in the fall is much more fun than in the summer because there are just so many options to play with. When you’re less restricted by temperature, you can start to have a lot of fun with layers and accessories. I also tend to gravitate toward shorter dresses in the fall because the proportion seems to work better when layering.

Here are some styling ideas for your favorite fall dresses:

  • Pair with booties and a long cardigan.
  • Pair with over the knee boots and add a moto jacket.
  • Layer a loose turtleneck sweater over the top.
  • Layer on a jean jacket and wear with sneakers.
  • Belt a poncho over the top.
  • Layer on a graphic sweatshirt and wear with sneakers.
  • Wear with leggings or tights. 

Some of my favorite retailers for cute fall dresses that are on-trend, affordable and nice quality include Target (so many cute fall dresses!), Old Navy and Forever 21 (don’t worry I did the digging for you!). The dress I’m wearing above is great for this time of year while it’s still warm. I also just ordered this one and have this one in my cart!

Here are many more options, all under $40!

The Best Fall Dresses Under $40

And in case you missed it, my summer best sellers post is live right here on the blog!