For most folks, shorts season runs from May to August, but for this outfitter and a good pair of tights I extend short wears well into fall. Here are some past posts featuring autumnal (and in one case winter) shorts! Fall Shorts , Tweed and Leopard , Statement Sweater . I recently acquired a new autumnal short that became a go-to October item. cardigan-- Lara Knit thrifted via Phoenix Boutique , shirt / shorts -Boden, sunnies- Kate Spade , belt / earrings -Amazon, boots- LL. Bean , bag-Zac Posen(similar here ) I love the rich tone of this shirt with the neutral plaid of the shorts. I don't know if both of them being from Boden pairs them together so well, but they nicely compliment each other. And I love how this elbow-patch cardigan can just be thrown over this look for comfy/cozy fall vibes and that it hits right where the shorts end for some proportion play.