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27 Perfect Back to School outfit ideas for Fall & Winter

Looking for the perfect back to school outfit ideas this fall & Winter? Whether you are heading to college, university or high school there’s something in this list for everyone!

The holidays are almost over and you’ll soon head back to school. Now is the perfect time to start planning your outfits.

Having an idea of the outfits you are going to wear will save you a lot of time every morning. Especially during your first week, the last thing you want to be worrying about is what to wear.

So if you haven’t yet figured out your first day outfit or first week of outfits, here are 27 perfect ideas to inspire you.

Back to School Outfit checklists

Here is a shopping list that will allow you recreate all of the outfits in this post.

Mix and Match Staples

  • High-waisted jeans: A dark wash skinny or straight-leg jean is a forever classic. Look for a flattering high-waisted cut for added comfort and style.
  • Neutral colored skirt (midi or mini): A versatile piece you can wear with sweaters, graphic tees, or blouses.
  • A variety of t-shirts: Plain white, graphic tees, and colorful options are all essential for layering.
  • Crop tops (optional): If the weather permits, trendy crop tops can add personality to your outfits.
  • Oversized sweater: Perfect for cozy fall days and layering over everything.
  • Button-down blouse: A classic and versatile piece that can be dressed up or down.

On-Trend Pieces

  • Shacket (shirt jacket): A great layering piece that’s both stylish and functional for cooler weather.
  • Oversized blazer: Adds a sophisticated touch to jeans and dresses.
  • Straight-leg or wide-leg corduroy pants: Corduroy is a fall staple and comes in a variety of colors and styles.
  • Knit vest (optional): A trendy layering piece that can be worn over shirts or dresses.
  • Mini dress (optional): Great for warmer weather or with tights and boots when it gets cooler.
  • Matching co-ord set (optional): A comfy and stylish option that requires minimal outfit planning.


  • Sneakers: A comfortable must-have for everyday wear. Look for classic white sneakers or a trendy platform style.
  • Ankle boots: Perfect for fall weather and can be dressed up or down.
  • Loafers (optional): A timeless and sophisticated shoe option.


  • Tote bag or backpack: A sturdy bag to carry your textbooks and essentials.
  • Baseball cap or bucket hat: Adds a casual touch to any outfit.
  • Statement earrings or necklace: Elevate your outfit with some trendy jewellery.

27 Cute Back to School outfits for Fall & Winter

Now to the outfit ideas. From Jeans outfits, and skirt outfits, to elevated athleisure, dark academia and laid back sweater outfits, i’ve got you covered.

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