How to Wear Shorts in the Fall

One of the biggest moments for me this summer was finding shorts that looked good. You know, the kind that are long enough to look appropriate, but short enough to still be sassy? Yes, those. In fact, for the first time ever, I picked up three pairs. I don’t usually wear shorts, those that know me know that I do not simply because I cannot stand really short shorts. However, now that I found these amazing pairs, I never want to take them off, even during these colder days we have been having in the late 60s in Chicago. So you know what? I haven’t put them away. In fact, I’ve mentioned how great they look with a leather top before and now I share 5 more amazing ways to wear shorts this fall season.

  • Tips on Wearing Shorts This Fall 1 of 11

    Check out these 5 amazing looks on how to wear shorts in the fall. 

  • Downtown Set 2 of 11
    Casual shorts


    Black denim can take you far. Paired with black boots and an oversized sweater, it's just the look the cool kids are looking for. And by cool kids, I mean my friends and I and yes, you can sit with us. 



  • Black Denim Shorts 3 of 11

    Available at Topshop, $60

  • Girly Glam 4 of 11


    Very girlish and oh so fun, these polka dot shorts can easily be worn into the fall. Peter pan collars, bold colored shoes and a structured jacket make everything so chic. You never thought shorts could look so sophisticated, did you?

  • Polka Dot Shorts 5 of 11

    Available at Net-a-Porter, $60

  • Weekend Wear 6 of 11


    Perfect for a walk around the zoo or a stroll to the park, these casual black shorts can carry into the fall with a button up and scarf. Make sure to pair with flats to avoid them looking too short. 

  • Casual Shorts 7 of 11

    Available at Topshop, $68

  • Dark Nights 8 of 11


    Perfect for a girls' night out or a casual pizza date with your SO, these shorts can be dressed up or down this season. Worn with printed flats, the bold color and texture stand out even more. 

  • Textured Shorts 9 of 11

    Available at Nordstrom, $68

  • Street Chic 10 of 11


    A little French-inspired, this bold color choice is perfect for fall. Paired with a striped top and wedged sneakers, the true bold accessory for this fun pair is a great shade of lipstick to match. 

  • Colored Shorts 11 of 11

    Available (on sale) at FarFetch, $90

Article Posted 3 years Ago

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