Cute Maxi Dresses featured by top US fashion blog Never Without Lipstick; Image of a woman wearing a leopard print maxi dress from ASOS.

Cute Maxi Dresses under $100 for Every Occasion

Cute Maxi Dresses under $100 for Every Occasion

Cute Maxi Dresses under $100 for Every Occasion 800 1200 Never Without Lipstick | Dallas Style Blog

While I always love to be both chic and stylish, comfort is my main priority 95% of the time. And there really isn’t anything more ideal for both style and comfort than cute maxi dresses. I ordered this leopard print dress at the beginning of the season and have absolutely adored it! After wearing it for the fifth time or so, I got looking at more maxi dress options that could work for this spring and summer for weekends, work, etc. I’ve put together my findings below by category – I hope you find something comfy and cute!

Cute Maxi Dresses featured by top US fashion blog Never Without Lipstick; Image of a woman wearing a leopard print maxi dress from ASOS. Cute Maxi Dresses featured by top US fashion blog Never Without Lipstick; Image of a woman wearing a leopard print maxi dress from ASOS.Cute Maxi Dresses featured by top US fashion blog Never Without Lipstick; Image of a woman wearing a leopard print maxi dress from ASOS. Cute Maxi Dresses featured by top US fashion blog Never Without Lipstick; Image of a woman wearing a leopard print maxi dress from ASOS.

Cute Maxi Dresses

Casual Maxi Dress Options:

  • This striped, puff-sleeve dress is a DREAM for comfort! Make sure you size down one since it runs a bit oversized.
  • I love the added belt with this dress because it gives it a tailored touch for everyday wear!
  • This off-the-shoulder dress reminds me of a Mara Hoffman version! It has been selling out over and over, so get it while it’s back in stock!
  • There’s nothing a pleated maxi dress can’t fix – especially this one in that powder blue “it color”!
  • If you caught my Friday Finds on Insta Stories last week, you’ll know I’ve been eyeing this amazing floral maxi for weeks! It’s at the top of my list for cute maxi dresses this season.

Work Maxi Dress Options:

  • This striped shirtdress style is made for work and could go with loafers, espadrilles, and even sneakers at a more casual office.
  • Here is the same version of my dress in black! I recommend going true to size or sizing down one size.
  • A lightweight linen option like this one would make for a work outfit worth repeating over and over.
  • If you’re into the prairie style of dress, then this one is a must-have and SO perfect for work and weekends!

Vacation/Poolside Maxi Dress Options:

  • There’s nothing I love more than a leopard slip dress moment! Size up one if you’re a bit fuller in the hips as slip dresses tend to run pretty straight up and down. Or try this more A-line style!
  • This blue and white satin kaftan just screams summer to me! I’d wear this to the pool for sure.
  • Loving the tied sleeves on this dress! So perfect for warm days by the beach on vacay. Same goes for this gorgeous classic black option!
  • This floral, button-up maxi just screams vacation to me.
  • This $18 maxi was made to be a pool cover-up. It also comes in tons of colors/patterns!

Looking for more summer style inspo? Head here to shop my latest summertime faves or to Insta to see what I’ve been wearing lately!