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Instagram Roundup October 2025

My latest Instagram Roundup is here! I was finally able to wear actual Fall outfits this month since the weather cooled off. Here are the top 5 looks on Instagram from October!

#1. This cute sweater dress from Chichwish was the most loved Instagram post last month!

Chicwish Artisanal Charm Boat Neck Cable Knit Dress

Fasoty 9pcs Gold Hair Ties

Urban Expressions Daisy Crossbody Bag

C.Paravano Emma Double Bow Ties Cutout Ballet Flats

#2. Pumpkins and plaid? Yes, please! I love this fun and classic Fall outfit and you do, too!

Kiel James Patrick Cozy Pumpkin Fair Isle Crewneck Sweater

Chicwish Plaid Tweed High-Waist A-Line Midi Skirt

Moda Luxe Harper Crossbody Bag

Steve Madden Belinda Flats (a different color way, mine is sold out)

#3. I get so many compliments every time I wear this sweater! I love how the oversized fit pairs with this faux suede skirt.

Chicwish Maple Leaf Oversized Sweater

Chicwish Faux Suede Mermaid Hem Maxi Skirt

Vivaia Aria5 Pointed Toe Ballet Flats

#4. The second I put this outfit together I was obsessed! There’s something about the black sweater, stripe skirt, ballet flats and trench coat that looks like a classic, Parisian chic outfit.

Sezane Jacob Jumper

Chicwish Modern Classic Stripe Cami Dress

J.Crew New Icon Trench Coat (mine is the old style without the hood)

Tory Burch Reva Travel Ballet Flats (similar, mine are an old color)

#5. I was also obsessed with this look when I put it on!

Vineyard Vines Deluxe Turtleneck (similar, mine is old)

Chicwish Sartorial Panel A-Line Maxi Skirt

Sol and Selene Dare to Dream Woven Bag

Coutgo Cap Toe Ballet Flats (similar, mine are old from Nine West)

Which look is your favorite? Leave a comment, I would love to read it! And make sure to sign up for emails, and follow me on Instagram, LTK and Pinterest for all of my latest posts!

~Caitlin~

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