Thanksgiving Day Outfits

Chicago wardrobe stylist shares ten cute and cozy outfits for Thanksgiving

I’m still having a hard time wrapping my head around the fact that Thanksgiving is NEXT WEEK. Ten days, friends! If you’ve yet to plan your outfits for the holiday weekend, you’re definitely not alone. I may have styled TEN head-to-toe looks for you to get inspiration from, but I’ve yet to pick out clothes from my own closet to wear next week. No matter if you’re staying cozy or glamming it up, let this serve as your outfit guide! It will definitely be mine. 🙂

Cardigan + Loafers

Thanksgiving Outfit Idea: Peter Pan Collar Cardigan Sweater and Preppy Lugsole Loafers styled with socks

Peter Pan Collar Cardigan Sweater
Madewell Perfect Vintage Wide Leg Jeans
Tortoise Hoops with Pearls
Neous Navy Bucket Bag
Lugsole Loafers
Shimmery Ankle Socks

Cardigan + Midi Skirt

Cute Thanksgiving Day Outfit: Cardigan with Pearl Buttons, Floral Skirt, and Suede Knee Boots

Pearl Button Cardigan Sweater
Floral Skirt
Cream Belt with Gold Buckle
Chocolate Brown Suede Knee Boots
Pearl Drop Earrings

Printed Sweater + Cream Denim

Cute and Cozy Thanksgiving Day Outfit Idea: J.Crew Fairisle Sweater with Apparis Slippers

Fairisle Crewneck Sweater
Skims Layering Tee
Madewell Perfect Vintage Cream-Colored Denim
Chunky Gold Earrings (on my wish list!)
Taupe Belt (under $30!)
Sherpa Teddie Slippers (great gift item!)

Cardigan + Wide Leg Jeans

Thanksgiving Day Outfit Idea: J.Crew Fairisle Sweater with Sherpa Slipper Slides and Gold Heart Earrings

Fairisle Cardigan Sweater
Skims Layering Tee
Madewell Perfect Vintage Wide-Leg Jeans
Rag & Bone Suede Belt
Gold Heart-Shaped Studs (under $40!)
Sherpa Slide Slippers (great gift idea!)

Plaid Dress + Lugsole Loafers

How to Style a Plaid Dress for Thanksgiving: Silver Lugsole Loafers, Sequin Hoop Earrings, Crystal-Embellished Bag

Hill House Blackwatch Plaid Dress
Spanx Shaping Tights
Sequin Hoop Earrings (obsessed with these!)
Crystal-Studded Suede Bag
Shiny Silver Loafers

Oversized Sweater + Ballet Flats

Cute and Stylish Thanksgiving Day Outfit: Fisherman Sweater, Velvet Ballet Flats, and Colorful Earrings

Cable-Knit Oversized Fisherman Sweater
Perfect Vintage Wide-Leg Jeans
Colorful Drop Earrings
Skinny Brown Belt (under $30)
Green Velvet Strappy Ballet Flats (under $100!)

Going Glam

Stylish Casual Holiday Party Outfit Idea: J.Crew Embellished Shirt with Silver Pumps and a Sequin Paillette Bag

Crystal-Embellished Shirt
Straight Leg Jeans (under $100!)
Chunky Silver Earrings
Sequin Paillette Bag
Shiny Silver Slingbacks

Plaid Dress + Suede Boots

How to Style a Blackwatch Plaid Dress: Black Suede Knee Boots and a Black Knotted Belt

Faherty Blackwatch Plaid Dress (also available here)
Oversized Satin Hair Bow Clip
Sam Edelman Faux Tie Belt
Suede Knee Boots (also available here)

Mini Dress + Velvet Flats

Printed Mini Dress (only $100!)
Spanx Shaping Tights
Pearl Hoops (under $40!)
Pearl Bag (on sale!)
Birdies Velvet Flats

Belted Maxi + Crystal Flats

Thanksgiving Outfit Idea: Printed Dress, Ada Wrap Belt, and Crystal Ballet Flats

Printed Maxi Dress (under $50!)
Ada Wrap Belt
Shimmery Headband
Simple Pearl Studs
Crystal-Embellished Strappy Ballet Flats

Thanksgiving Day Outfits

For even more outfit inspiration, check out these posts:

Thanksgiving Outfit Ideas

10 Outfits to Wear on Thanksgiving

What I Wore on Thanksgiving

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