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You are here: Home / FASHION / 10 Best Booties to Wear with Leggings and Skinny Jeans this Fall

10 Best Booties to Wear with Leggings and Skinny Jeans this Fall

September 10, 2022 by Christina Marie

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The Best Booties to Wear with Jeans and Leggings for Fall by Very Easy Makeup

Booties to Pair with Jeans and Leggings

The Best Booties for Fall 

I love fall!

Amazon has a FANTASTIC selection of super cute suede booties and tall boots to wear with skinny jeans and leggings.

Continue reading for my top picks of the best booties to wear with skinny jeans and the best booties to wear with leggings.

This post may contain affiliate links. View the disclosure here.

In this article:

  • Best Booties to Wear with Skinny Jeans and Leggings this Fall
  • Fall Outfit Idea with Booties and Leggings
  • Cute Fall Outfit Idea to Wear with Ankle Booties 
  • More Fall Fashion and Beauty by Very Easy Makeup
  • Connect with Very Easy Makeup

Best Booties to Wear with Skinny Jeans and Leggings this Fall

Continue reading for the best booties to wear with skinny jeans and the best best booties to wear with leggings. 

Booties include:

  • Suede booties with a cute bow
  • The #1 ranked ankle bootie (according to Very Easy Makeup!) to buy in black leather AND brown suede
  • Super cute stylish booties with a taller heel that are actually comfortable
  • Short ankle booties with a low heel
  • White snakeskin booties that are perfect for fall (and guaranteed to get compliments!)
  • Black and white snakeskin booties that fit perfectly and are surprisingly comfortable
  • Commuter-friendly rain boots that are actually attractive (and perfect for a Europe trip!)
  • Tall riding boots for women with larger calves

1. Chelsea Bump Ankle Boots – The Cutest Suede Booties to Wear with Skinny Jeans or Leggings

light brown and tan Chelsea pump ankle suede light tan boots to wear with leggings and skinny jeans for fall

Tan Chelsea Pump Ankle Booties (Available in Light Pink and Black Too!)

View on Amazon

2. Anne Klein Suede Booties – My Favorite Fall Booties for Wearing with Jeans

Anne Klein women's Javen ankle suede bootie to wear with skinny jeans this fall for cute fall outfit ideas

Anne Klein Women's Javen Ankle Suede Bootie

View on Amazon

I personally own two pairs of these booties by Anne Klein. I own the Anne Klein black ankle booties and the dark brown suede ankle booties.

View this post on Instagram

Just ordered my mom 25 digital prints from Snapfish for Christmas. Looking forward to learning more about photography in 2020! #christmasgiftsideas #leatherjacket

A post shared by Christina Marie (@veryeasymakeup) on Dec 21, 2019 at 9:19am PST

These booties are the Anne Klein Women’s Javen Ankle Bootie Boot.

View on Amazon

PS – Love the leather jacket in the photo above? It’s by Adrienne Vittadini. Find a similar suede leather jacket on eBay!

3. LifeStride Jezebel Ankle Booties – Best Medium Heel Suede Boots to Wear with Dark Skinny Jeans

LifeStride Jezebel ankle brown booties to wear with pants and skinny jeans for fall outfits

Jezebel Brown Ankle Booties to Wear with Skinny Jeans

View on Amazon

4. DailyShoes Black Suede Western Style Booties – Best Low Heel Booties to Wear with Blue Jeans

DailyShoes Women's Western Cowboy Bootie in black suede with low heels to wear with blue jeans for fall

Black Suede Booties with Buckle and Low Heel by DailyShoes

View on Amazon

5. White Snakeskin Booties – Best FUN Booties to Wear with Black Leggings or Skinny Jeans

Kathemoi Womens White Snakeskin Ankle Boots_Chunky Stacked Mid Heel Booties to wear with short dresses and leggings on a date

White Snakeskin Booties to Pair with Leggings for a Sexy Fall Outfit

View on Amazon

white snakeskin booties by Kathemoi for fall to wear with skinny jeans or leggings

White Snakeskin Boots by Kathemoi to Wear with Skinny Jeans

View on Amazon

6. Snakeskin Booties by Wetkiss – Best Snakeskin Booties to Wear with Black Jeans

snakeskin booties to wear with skinny jeans for fall 2020 outfits and fall fashion

Black and White Snakeskin Booties to Wear with Skinny Jeans

View on Amazon

black and white snakeskin booties to wear with skinny jeans for fall and winter fall fashion outfits

Sexy Snakeskin Boots for Fall Outfits

View on Amazon

PS - Love the red jacket featured above? Check out these two red trench coats to copy the look!

This double-breasted faux suede jacket is SUPER coot too! (And it comes in tan and pink!)

7. Asgard Ankle Chelsea Rain Boots – Best Waterproof Booties that Are Actually Attractive

If you want a good pair of booties that are actually cute and attractive, check out the Chelsea rain booties by Asgard.

These boots are comfy and water resistant. Perfect to wear with pants if you live in Seattle or Portland!

shiny black short waterproof ankle Chelsea rain boots by Asgard on Amazon

Black, Shiny, and Attractive Rain Boots

View on Amazon

cute and comfortable rain boots to wear with jeans for women

Comfortable Rain Boots to Wear with Jeans

View on Amazon

8. Tommy Hilfiger Riding Boots – The Best Tall Boots for Wearing with Jeans

Sometimes I prefer to wear tall boots instead of short booties with my fall outfits.

I personally own a pair of tall, black boots by Coach and a pair of tall brown boots by Tommy Hilfiger.

Here’s a similar pair of tall brown boots for fall or winter outfits online.

Tommy Hilfiger equestrian riding boots for wearing with jeans in the fall and winter

Tommy Hilfiger Brown Equestrian Riding Boots

View on Amazon

These boots are so comfortable. I love dancing in them!

Equestrian riding boots look great with dark blue jeans or with a dress for fall.

9. Spirit Fawn Suede Pointed Toe Ankle Booties

Booties to Wear with Jeans in Fawn

Sizes: 5.5-11

Shop on Lulus

These booties get AMAZING reviews on lulus! These booties are easy to clean and look super high quality.

10. Naynee Bone Square Toe Mid Calf Boots

Light Cream Bone Booties for Fall

Sizes: 5-11

Shop on Lulus

These booties to wear with jeans so so, so stylish! These booties are easy to walk in and will result in MANY compliments.

Fall Outfit Idea with Booties and Leggings

My go-to outfit for fall is skinny jeans (or leggings), a cute feminine top, a leather jacket, and booties!

the best booties to wear with leggings and leather jackets for fall fashion and fall outfits

The Best Booties to Wear with Leggings

Love the outfit featured above? You can get the fall look with clothing from Amazon!

1. Sexy Spanx Look-a-Like Faux Leather Leggings

Spanx dupe look-a-like faux leather leggings with high waist in black from Amazon

Spanx Look-a-Like Dupe Faux Leather Leggings

View on Amazon

2. Yellow Suede Short Jacket to Pair with Leggings or Skinny Jeans

bright yellow suede jacket with zipper and pockets by Bellivera moto biker short jacket for women

Yellow Faux Suede Jacket by Bellivera with Zipper

View on Amazon 

3. Super Cute Suede Booties for Fall

Chelsea pump ankle suede booties in light pink and tan to wear with leggings or skinny jeans for fall outfits

Chelsea Pump Short Ankle Booties in Light Pink/Peach with Bow

View on Amazon

Cute Fall Outfit Idea to Wear with Ankle Booties 

cute fall outfit idea and fall 2020 outfit ideas by Very Easy Makeup to wear with booties that includes a yellow t-shirt, red pants, and oversized cardigan from Amazon

Cute Fall Outfit Ideas and Affordable Fall Outfits from Amazon

If you want to expand your fall closet, check out this super cute outfit to pair with your new pair of ankle booties for fall!

1. Sexy High Waist Pencil Pants with Bow-Knot Pockets for Work

red high waist umpire pencil pants with bow-knot pockets for work or going out and fall outfits

Red High Waist Pencil Pants with Bow-Knot

View on Amazon

2. Casual Twist Knot Yellow T-Shirt for Fall

V-neck casual yellow t-shirt for fall outfits to pair with jeans and booties for a cute fall outfit idea

Casual V-Neck Yellow T-Shirt

View on Amazon

3. Chunky Knit Cardigan/Sweater for Fall to Pair with Leggings or Jeans

chunky, oversized yellow cardigan and sweater for fall to pair with leggings or jeans

Oversized Sweater/Cardigan to Pair with Leggings or Jeans

View on Amazon

More Fall Fashion and Beauty by Very Easy Makeup

Did you enjoy this article with the best booties to wear with leggings? Please give it 5 stars below and share on Facebook with a friend!

Check out these articles by Very Easy Makeup for more fashion, beauty, and very easy makeup tips.

  • DIY Stitch Fix Outfits and Fall Outfit Ideas
  • Halloween Costumes and Costume Ideas
  • Blonde to Brunette for Fall – See Before and After Pics
  • 5 Cute Fall Outfits for Plus Size Women
  • White Engagement Photo Dresses and Engagement Photo Outfit Ideas for Fall

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The best booties to wear with skinny jeans and leggings for fall 2020 outfits and fall outfit ideas

The Best Booties to Wear with Jeans & Leggings by Very Easy Makeup

Leave a Comment / Filled Under: FASHION, Accessories, Fall Outfits

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