What Shoes to Wear With Your Thanksgiving Outfit: 15 Chic Combos
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Thanksgiving isn’t just about turkey, mashed potatoes, and pumpkin pie — it’s also about looking fabulous in all those family photos while staying comfy enough to survive a full day of eating, lounging, and maybe even playing some backyard football.
But here’s the tricky part: choosing the right shoes to complete your Thanksgiving outfit. You need something cute, versatile, and comfy enough to last through the feast. Luckily, I’ve got you covered with 15 chic shoe + outfit combos that are perfect for Turkey Day.

👢 1. Knee-High Boots + Sweater Dress
Pair a cozy sweater dress with classic knee-high boots. This combo is timeless, elegant, and gives you major “autumn chic” vibes.
🥿 2. Ballet Flats + Wide-Leg Pants
If you’re going for comfort without sacrificing style, slip into a pair of ballet flats with wide-leg trousers. They’re comfy enough for long dinners and look effortlessly chic.
👟 3. White Sneakers + Midi Skirt
For a laid-back but trendy look, style a midi skirt with crisp white sneakers. Cute, comfortable, and perfect for casual family dinners.
👠 4. Block Heels + Wrap Dress
A flattering wrap dress pairs beautifully with block heels. They give you height without killing your feet during a long day of festivities.
👢 5. Ankle Boots + Plaid Shirt Dress
Take your plaid shirt dress to the next level with ankle boots. They’re chic, versatile, and perfect for chilly November evenings.
👡 6. Mules + Knit Midi Skirt
Slide into stylish mules with a knit midi skirt. This look is minimal yet elegant — great for a classy dinner setup.
🥾 7. Chelsea Boots + Jeans
Classic Chelsea boots with comfy stretch jeans are the ultimate casual Thanksgiving combo. Add a sweater or blazer to keep it chic.
👡 8. Heeled Sandals + Knit Jumpsuit
Yes, you can totally wear heeled sandals in the fall. Pair them with a knit jumpsuit and layer a cardigan for warmth.
👟 9. Slip-On Sneakers + Casual Co-Ord Set
If your Thanksgiving is more low-key, rock a knit co-ord set with slip-on sneakers. Effortless, comfy, and stylish.
👠 10. Loafers + Casual Blazer Outfit
For a semi-formal vibe, style a casual blazer with jeans and sleek loafers. Perfect for stylish dinners without trying too hard.
🥾 11. Combat Boots + Skater Skirt
Add a little edge to your Thanksgiving look with combat boots and a cute skater skirt. Pair with tights and a chunky sweater for a bold yet cozy look.
👡 12. Pointed-Toe Flats + Midi Wrap Dress
For something chic and comfy, style a midi wrap dress with pointed-toe flats. It’s feminine, classy, and perfect for long dinners.
👠 13. Heeled Booties + Knit Skirt
A knit skirt styled with heeled booties makes for a chic yet cozy Thanksgiving combo. Add a knit top for a complete look.
🥿 14. Espadrilles + Boho Maxi Dress
A boho maxi dress with comfy espadrilles is perfect if your family does a dressier Thanksgiving vibe.
👟 15. Chunky Sneakers + Casual Knit Dress
For a trendy twist, pair a casual knit dress with chunky dad sneakers. It’s comfy, modern, and gives that cool-girl vibe.
Final Thoughts
Shoes can totally make (or break) your Thanksgiving look. Whether you’re a boots girl, a sneakers queen, or someone who loves a little heel, these combos will help you nail the perfect holiday outfit. Bonus: every pick here is comfy enough to survive multiple helpings of pie. 🥧✨