Like an arduous romance with a boyfriend who’s always breaking promises, Chicago weather is constantly letting us down. It’s unpredictable, inconsiderate, and well-meaning out of state family members have no idea why we put up with it. Sometimes, we wonder the same.

Two weeks after autumn’s official start and it feels more like spring than it did last April. Hopefully, your weekend plans didn’t involve some great outdoor adventure. If so, you’ll probably want to stock up on cold medication, tea, and brandy. Better yet, change your plans.

The bright side? Cool rainy temperatures provide the perfect setting for fall fashion. Here are some suggestions for what to wear this weekend in Chicago.

Date Night

Sleeveless trenches or long vests, whatever you call it the item is hot right now. It’s also the perfect go-to outwear piece for an in-between season.

Trench/ Jumpsuit/ Heels/ Bag/ Polish/Necklace/Earrings

Chill Time

Comfort and fashion play nice when classic colors and a coherent polka dot theme are involved.

Umbrella/ Jeans/ Top / Trench/ Boots/ Tote/ Lipstick/ Polish