Why I’m Grabbing My Winter Jacket Now — And You Might Want To As Well

Here’s the thing: when winter hits, jackets always get pricier — and the good ones sell out fast. That’s why I’m always on the lookout for quality outerwear during off-season sales, especially when it’s from a brand like Tommy Hilfiger.

Tommy’s known for that classic American-cool vibe. It’s easy to wear, stylish but not try-hard, and built to last. Right now, they’ve got some seriously discounted jackets — and I mean up to 60% off, plus an extra 30% off with code SALE. And yes, they still offer free ground shipping on orders over $100, which helps if you’re grabbing more than one item or shopping with a friend.

These three jackets below are all great for layering, perfect for the cold months, and talking fair — prices like these won’t be around in October.


1. Tommy Jeans Chore Jacket – Now $52 (was $130) + Extra 30% Off

This is your wear-everywhere kind of jacket. It’s inspired by workwear so it’s got that tough-yet-cozy feel. The fabric is peached organic cotton, which means it’s soft and a bit plush. I love the boxy fit and oversized style — perfect for layering over hoodies or chunky knits. It also has big pockets (always a win), and the muted Silt color goes with everything.

⚠️ Heads up: Only size XL is left — the rest are gone. If that’s your size, don’t wait. Get this!


2. Tommy Jeans Lightweight Cotton Jacket – Now $55.60 (was $139) + Extra 30% Off

This one’s ideal for those not-too-cold but still chilly days. It’s lightweight, super clean in design, and easy to throw on over casual outfits. I’m really into the elastic cuffs and zip closure, and it has that timeless Tommy feel without being too loud. Also made from organic cotton, and again — only XL left. This is the kind of piece that lives by your door all season long. Buy Now!


3. Tommy Girl Heart Logo Varsity Jacket – Now $239.40 (was $399)

Okay, this one’s for the statement makers. It’s bold, oversized, and full of Tommy vibes. Think classic varsity cut, but with sequin logos, a big heart emblem, and that signature red/ecru combo. It looks straight out of a 90s college movie (in the best way) but updated for now. If you’re into standout pieces that still feel wearable — this is it.

This one isn’t as steeply discounted as the others, but honestly, it’s still a steal for the detail and design you’re getting. Plus, it’s dry clean only — so treat it like the special piece it is. Grab this fast!


I know it feels early to think about jackets, but your future cold-weather self will be glad you did. These Tommy Hilfiger finds aren’t just marked down — they’re actually worth wearing. And with sizes running out (like, for real), don’t wait around thinking they’ll still be there in November.

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