cute mom outfits
Source: Style Canada


Cute Mom Outfits for Fall and Winter

What do we wear when we want to look cute, put-together, and comfortable enough to spend the day at home or chase after children? It’s pretty simple. For all the fall days we won’t be leaving the house, not to mention all the casual days of errands and picking up the kids, our team relies on leggings, sweatshirts, cozy sweaters, and jeans with some stretch. You’ve come to the right place if you’re looking for cute, stylish, comfortable mom outfit ideas.

In addition to juggling diaper changes, drop-offs, errands, and bath times, we know all about mastering chic, effortless style.

cute mom outfits

Source: Style Canada

How To Dress Like a Cool Mom?

To achieve the “cool mom” look, choose versatile and effortless clothes that are both classic and timeless. Cool mom wardrobes should include the following items that never go out of style:

  • Comfortable dresses
  • Pull-on shorts
  • Versatile outerwear like leather or denim jackets
  • Joggers
  • Boots, sneakers, and sandals
  • Black leggings
  • Tote bags
  • Knit sweaters
  • Vintage wash denim
  • Fanny pack or sling bag (they are still cool)
  • Elevated sweatshirts
  • Basic T-shirts

Cute Mom Outfits For Fall & Winter

It’s still possible to dress chic while you fill the busy mom role of dropping kids off at school to grocery shopping to work during fall and winter.

These mom outfits will inspire you this fall and winter!

Combat Boots + Check Shirt Jacket

cute mom outfits

Source: Pinterest

Shirt jackets, or “shackets,” are a fall mom’s essential. Pull on a pair of jeans or cargo pants and throw this warm layer over a t-shirt or sweater.

Combat boots and a longer wool shirt jacket add edginess to the above look. If you live somewhere where there isn’t a lot of snow, it’s perfect for cool September and warmer winter days.

Chelsea Boots + Wool Knit Top & Jeans

mom fall fashion

Source: Jess Ann Kirby

A simple pair of Chelsea boots and some jeans with a chunky knit sweater (stripes are our favorite!) looks fantastic. Fall days are ideal for wearing this outfit.

The chunky heel elevates this mom outfit on the boots. You can still chase after little ones in these shoes!

Chunky Sneakers + Plaid Shirt & Jacket

cute mom outfits

Source: @marylawlesslee

You’ll look cute and feel good in Mary Lawless Lee’s cute mom outfits. She is a mom of two adorable kids, so she is an expert in combining chic styles with all the busyness of having little ones.

Visit the park and hang out outdoors in this perfect fall outfit. Combined with jeans and chunky sneakers, the plaid shirt jacket looks great over a sweatshirt.

Sneakers + Plaid Blazer & Jeans

fall fashion outfits

Source: Julia Berolzheimer

We learn how to master being a mom from Julia Berolzheimer, a fashion expert. Fall mom outfit includes jeans, sneakers, a plaid blazer, and a turtleneck sweater.

Although the look is casual and laid-back, it maintains a polished appearance. She also has a little one wearing the same look. Isn’t it adorable? It’s love at first sight!

Ankle Boots + Blazer & Jeans

mom fall fashion

Source: Popsugar

Blazers can also be worn with jeans and ankle boots. It’s great for moms who drop their kids off at school, run errands and meetings, then pick up their kids from school; even if you’re a member of the royal family!

This suit is classy yet casual and comfortable enough for anything the day may bring.

Combat Boots + Floral Midi Dress

cute mom outfits for fall



Fall is the perfect time to wear dresses. Make a statement with a long-sleeve floral dress and combat boots.

Suitable for casual days out and about, this outfit is mom-approved. Besides looking polished and elevated, it is comfortable and easy to move around.

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