Image: Tommy Hilfiger. Design: Stephanie Cui / StyleCaster
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When you hear the name Tommy Hilfiger, it may take you back to the days of your youth. For me, anyone who owned an article of clothing from Tommy in middle school was immediately cool. The luxury clothing brand has long been known for its preppy, sporty pieces, all of which are still very much the M.O. of its designs today, as shown in the recent Tommy Hilfiger Spring-Summer 2025 show.
As a luxury brand, Tommy Hilfiger sits at somewhat elevated prices. If that’s stopped you from trying out any of its clothing before, I’ve got some interesting news. The brand is currently running a rare sale on tons of fall fashion items, including wool sweaters, varying denim styles, monogrammed loafers, and trench coats, to name a few. You could build out your entire fall wardrobe with items from this sale, so don’t miss your chance.
Best Tommy Hilfiger Deals at a Glance
- Best Coat Deal: Belted Single-Breasted Trench Coat, $118 (Originally $169)
- Best Loafer Deal: TH Monogram Leather Loafer, $125 (Originally $179)
- Best Sweater Deal: Oversized Wool Turtleneck Sweater, $107 (Originally $179)
- Best Pants Deal: Tapered Fit Pant, $40 (Originally $90)
- Best Hoodie Deal: Relaxed Fit Plush-Lined Zip Hoodie, $48 (Originally $80)
- Best Baseball Cap Deal: Flag Logo Cap, $21 (Originally $30)
- Best Sneaker Deal: Flag Logo Court Sneaker, $83 (Originally $119)
- Best Bag Deal: Monogram Plaque Satchel, $132 (Originally $189)
- Best Boots Deal: TH Monogram Leather Knee-High Boot, $181 (Originally $259)
- Best Oxford Shirt Deal: Solid Stretch Oxford Regular Fit Shirt, $35 (Originally $70)
- Best Denim Deal: Classic Mid Rise Straight Fit Jean, $83 (Originally $119)
Discounts go as high as 60 percent off on items, but if you happen to be a Hilfiger Club Member, your opportunity to save goes even higher. Those with a membership can get an additional 20 percent off orders of $150 and up. It’s free to sign up, so you might want to consider doing so, even if it’s just to shop this current sale.
Whether you’re on the hunt for many new fall pieces to add to your closet or simply need a couple more staples, Tommy Hilfiger’s fall sale can likely be of service. Below, find what we deem worthy of adding to your cart before the sale wraps up on September 18.
Tommy Hilfiger Oversized Wool Turtleneck SweaterOn Sale 40% off $107 Buy Now This oversized sweater is made from 100 percent recycled wool and has a turtleneck and raglan sleeves. Take note, it does need to be dry cleaned. 
Tommy Hilfiger TH Monogram Leather Loafer
On Sale 30% off $125 Buy Now Loafers are so on trend again for 2024, and this pair will be the envy of all your friends. The shoes feature a sturdy smooth leather embossed with a TH monogram plaque. 
Tommy Hilfiger Belted Single-Breasted Trench
On Sale 30% off $118 Buy Now If you’re looking for a fall jacket that you can reach for over the years to come, this single-breasted, water-repellant trench will carry you through. 
Tommy Hilfiger Flag Logo Duffle Bag
On Sale 30% off $42 Buy Now Getting out of town for a couple days? You’ll be happy you picked up this duffle bag with Tommy’s signature colors. Best of all (despite the 30 percent discount), it has comfortable carry handles that won’t hurt your hands during travel. 
Tommy Hilfiger Tapered Fit PantOn Sale 56% off $40 Buy Now Looking for more office-friendly pants? This tapered fit style is available in sizes 00 through 18 and comes in three different neutral shades. Plus, it’s down to just $40. 
Tommy Hilfiger Classic Mid Rise Straight Fit JeanOn Sale 30% off $83 Buy Now In my opinion, you can never own too many pairs of jeans, especially if they will last through years of repeated wears. These mid-rise straight leg jeans are designed with a stretch cotton material and come in three different inseam lengths. 
Tommy Hilfiger Solid Stretch Oxford Regular Fit Shirt Buy Now This organic cotton Oxford shirt looks incredibly sleek on while remaining super comfortable throughout wear (and never restricting or stuffy!) It comes in four different colors and can even be thrown in the washing machine. 
Tommy Hilfiger Monogram Plaque Satchel
On Sale 30% off $132 Buy Now If you’re adding the monogram leather loafers into your cart, you may as well get the monogram plaque satchel to match. Not only is it roomy enough for all your daily essentials, but it features gold hardware that adds a sophisticated touch.
