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Men's Clothing

15% off* select clothes* purchases with qualifying Sears or Shop Your Way credit card** online only. Plus, spend $50+, get $20 CASHBACK in points

15% OFF* ON SELECT CLOTHING AND SHOES PURCHASES† WITH QUALIFYING SEARS OR SHOP YOUR WAY CREDIT CARD** ONLINE ONLY

Offer valid in-store 10/6/2019 –10/19/2019

*Not valid on Everyday Great Price items, Best Member Deals, WOW items, Insane Deals, Deal Flash, Lands’ End® merchandise, Levi’s®, JanSport, Regatta, As Seen On TV, work boots, work shoes, and Outlet Store purchases.

Offers may not be combinable with other Sears or Shop Your Way credit card offers.

†Purchase requirement less coupons, discounts and reward certificates and does not include tax, installation, shipping or fees, and must be made in a single transaction. For online transactions, the required minimum transaction amount is based on the single item selected and you must select special financing offer on the payment page at checkout.

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**With credit approval, for qualifying purchases made on a Sears or Shop Your Way credit card (Sears Commercial One® accounts excluded). Sears Home Improvement AccountSM valid on installed sales only. Offer valid for consumer accounts in good standing and is subject to change without notice. May not be combined with any other promotional offer. Sears and Shop Your Way credit cards: As of 9/24/2019, APR for purchases: Variable 8.99%-26.99% or non-variable 5.00%-26.49%. Minimum interest charge: up to $2. See card agreement for details, including the APRs and fees applicable to you.
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Citi and Arc Design is a registered service mark of Citigroup Inc. Mastercard® is a registered trademark, and the circles design is a trademark of Mastercard International Incorporated. Sears and Shop Your Way credit cards are issued by Citibank, N.A. Citibank is not responsible for products or services offered by other companies. Sears is a registered trademark and is used under license from Transform SR Brands LLC.

Spend $50+, get $20 CASHBACK in points
Offer valid in select Sears stores and online 10/13–11/16/19. Spend $50+ on clothes and shoes, get $20 CASHBACK in points in 2 installments. First $10 CASHBACK in points issued within 24 hours and valid for 14 days. Subsequent payment of $10 CASHBACK in points issued 15 days after transaction and valid 14 days. Max. $20 CASHBACK in points per member per promotional period. Items must be sold by Sears. Excludes Marketplace sellers and Lands' End®. Purchase requirement before taxes and after other discounts and must be made in a single transaction. Cannot be combined with any other CASHBACK offer. Points cannot be redeemed on Marketplace, grocery or drugstore items. By accepting Shop Your Way® member benefits and offers, you agree to the Shop Your Way terms and conditions, available at www.shopyourway.com/terms. Members earn points on qualifying purchases, excluding sales taxes and other fees. Points may take up to 48 hours to appear in your account. Extra points are inclusive of, and not in addition to, any base points earned on qualifying purchases. When extra point offers are combined, total points earned will be less than the combined point totals for each individual offer.

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Look Crips! Let's get you ready for everything fall has in store
Men's Shirts
Buy one, get one 50% Off Levi's 505 Regular Fit Jeans (valid through 11/6)
Buy one, get one 50% Off Levi's 505 Regular Fit Jeans (valid through 11/6)
Men's Coats & Jackets
Buy one, get one 50% Off Levi's 505 Regular Fit Jeans (valid through 11/6)
Buy one, get one 50% Off Levi's 505 Regular Fit Jeans (valid through 11/6)
Men's Pants
Men's Activewear
Men's Jeans
Men's Dresswear
Men's Workwear
Men's Underwear & Undershirts
Our Top Picks
Structure Men's Poplin Modern Fit Flex Dress Shirt
Levi's Men's 505 Regular Fit Jeans
Craftsman Men's Long Sleeve Twill Shirt with Teflon™
Craftsman Men's Duck Canvas Carpenter Pants with Teflon™
Champion Men’s Long-Sleeve Fleece Hoodie

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Keep your closet stocked with stylish men's clothing

Stay comfortable and look stylish in the latest men's clothing and accessories from Sears, available in a wide range of sizes for optimum fit and comfort. We have multiple fits in shirts, pants, jeans, and more, including big-and-tall and young men's options. Whether you're shopping for a specific event or expanding your everyday wardrobe, you can find all types of men's fashion to meet your needs.

Professional clothing is essential. If you work in an office environment, you'll need plenty of dress clothes and business casual attire. Choose from a wide selection of U.S. Polo Assn. dress shirts, Dockers suits, and other formalwear to wear during the workweek. If you work outdoors or at jobsites, make sure you have the proper workpants, jeans, and uniforms from brands like Craftsman, DieHard and Dickies. You'll find everything from coveralls to jumpsuits that are comfortable. With your work clothes, check out our wide selection of sturdy men's workboots and work shoes to get the job done.

Outside of work, men's casual clothes are needed for hobbies, sports, and other social activities. Hit the gym in comfortable Champion workout clothes, so you can exercise comfortably. Find everything from medium-sized basketball shorts to men's big and tall activewear for any guy. When enjoying time at home, throw on a pair of Lee, Wrangler, or Levi's jeans and a Hanes or Fruit of the Loom t-shirt perfect for lounging. Whether you're dressing up for a night on the town or for everyday life, be prepared with plenty of stylish men's clothing in your closet.

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