We’re quickly moving toward fall here in Minnesota, with cooler mornings and evenings upon us. It’s one of my favorite times of year, and while I’m excited to make the sartorial shift to fall, I’m not quite ready to say goodbye to all of my warm-weather apparel just yet.

Today I’m sharing five favorite ways to transition summer apparel into fall. Have more ideas to pass along? Shout them out in the comments!

Looking for more of my outfits? Take a peek at last month’s outfits post, featuring five favorite flowy outfits.

01

Sleeveless Nap Dress (shown above)

I bought this dress last winter and loved it alllll through the summer (the sleeveless fit made it perfect for warm weather). Now I’m excited to pair it with a cardigan or turtleneck throughout the fall.

Product Sources:
Hill House Ellie Nap Dress (no longer available in tartan)
Babaa cardigan, similar here from & Other Stories, similar here from H&M
Thrifted sandals

02

White Linen Shorts

I love these H&M shorts so much. My favorite way to style them into the fall is with loafers and a button-up!

Product Sources:
H&M shorts (no longer available), similar here from H&M
Alex Mill top, similar here from Madewell
Martiniano loafers via Idun (no longer available), similar here from Chelsea Paris
Machete gold hoops, similar here from Luv Aj via Shopbop, similar here from SHASHI via REVOLVE

03

Bright, Flowy Dress

Another way to embrace sweater weather! Make your flowy, bright dresses work all fall long with a chunky turtleneck and boots.

Product Sources:
Babaa Turtleneck, similar here from H&M
Apiece Apart dress via Idun (no longer available), similar here from Anthropologie
Vintage Frye boots

04

Birkenstock Sandals

Give me a sandal as we head into fall and I’ll raise you a sandal paired with socks … RED socks. I kept the rest of this look relatively simple with denim and a white top.

Product Sources:
H&M jeans (no longer available), similar here from H&M
H&M top (no longer available), similar here from & Other Stories, similar here from H&M
Madewell socks (no longer available), similar here from Calzedonia
Birkenstock sandals via Madewell or REVOLVE
Vintage sunglasses, similar here from Warby Parker
Secondhand Louis Vuitton bag, similar here from M.Gemi

05

Cutoff Shorts

This final outfit may be my favorite of the bunch. I’ll find a way to style a pair of cutoffs until the snow hits the ground. I love these paired with a mock neck top, button-up, black flats, and a head scarf.

Product Sources:
Joe’s Oxford shirt, similar here from & Other Stories
Uniqlo short-sleeve mock turtleneck (no longer available), similar here from SKIMS
Thrifted Levi’s cutoffs, similar here from Levi’s
Secondhand Chanel flats, similar here from J. Crew
Secondhand Louis Vuitton bag, similar here from M.Gemi
Machete gold hoops, similar here from Luv Aj via Shopbop, similar here from SHASHI via REVOLVE
Kate Young for Tura sunglasses via Idun (no longer available), similar here from J. Crew
Secondhand scarf, similar here from & Other Stories

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Kate Arends

Kate is the founder of Wit & Delight. She is currently learning how to play tennis and is forever testing the boundaries of her creative muscle. Follow her on Instagram at @witanddelight_.