Top Guess Canada Deals & Price Drops for May 2026

Looking for a way to combine comfort with a conscious mindset? The GUESS Eco 1981 Label Jogger Sweatpants are your new go to for relaxed days that still look effortlessly stylish. Crafted with sustainable materials, these joggers reflect the brand’s commitment to reducing environmental impact without sacrificing the iconic GUESS aesthetic. The soft, breathable fabric feels amazing against your skin, making them perfect for lounging at home, running errands, or meeting friends for coffee. What sets these sweatpants apart is the subtle yet signature 1981 label detailing, adding a touch of heritage to your casual wardrobe. The elastic waistband and cuffed ankles create a clean, modern silhouette that pairs beautifully with your favorite sneakers and a classic tee. Whether you’re upgrading your athleisure collection or simply want a versatile piece that works hard for you, these joggers deliver on both style and substance. At Guess Canada, we believe that looking good and feeling good go hand in hand. These joggers offer the perfect blend of eco friendly design and everyday practicality. Plus, they are easy to care for and built to last, giving you more value with every wear. Step into a more sustainable wardrobe without compromising on comfort. Head over to guess.com/ca/en/ and discover why the Eco 1981 Label Jogger Sweatpants are a must have for the modern, mindful shopper.

Stay warm without sacrificing style this season with the GUESS Glacier Matte Nylon Puffer Jacket. Designed for those who value both fashion and function, this jacket features a sleek matte nylon finish that adds a modern edge to your winter wardrobe. The lightweight yet insulating construction makes it perfect for layering over your favorite sweaters or hoodies, keeping you cozy during chilly commutes or weekend outings. Crafted with attention to detail, the Glacier puffer includes a full front zipper, a stand up collar for extra protection against the cold, and practical zip pockets to keep your essentials secure. The signature GUESS branding adds a subtle touch of luxury, making this piece a standout addition to any outerwear collection. Whether you are heading to the city or exploring the outdoors, this jacket offers the versatility you need. At GUESS Canada, we believe in combining quality with contemporary design. This puffer jacket is not only durable but also easy to care for, ensuring it remains a staple in your closet for years to come. Plus, with our commitment to customer satisfaction, you can shop confidently knowing you are getting authentic style and value. Elevate your cold weather look with the GUESS Glacier Matte Nylon Puffer Jacket available now at guess.com.

Step into effortless style with the GUESS Wide-Leg Lyocell Jeans, a modern essential for your wardrobe. Designed for those who love a blend of comfort and fashion, these jeans feature a relaxed wide-leg silhouette that flatters every body type. The premium lyocell fabric offers a soft, breathable feel against your skin, making them perfect for all-day wear, whether you are heading to the office or enjoying a casual weekend outing. Crafted with sustainability in mind, lyocell is an eco friendly fiber that drapes beautifully and resists wrinkles, so you look polished without the extra effort. The classic five pocket styling and branded hardware add that iconic GUESS touch, ensuring you stand out with subtle sophistication. Pair them with a tucked in blouse and heels for a chic evening look, or dress them down with a simple tee and sneakers for a laid back vibe. At Guess Canada, we believe in quality that lasts. These wide leg jeans offer versatility and durability, making them a smart addition to your collection. Enjoy the freedom of movement and the confidence of wearing a brand that understands modern style. Whether you are updating your seasonal wardrobe or searching for the perfect pair of jeans, these lyocell wonders deliver on both fashion and function. Experience the ultimate blend of comfort and trend with the GUESS Wide Leg Lyocell Jeans. Shop now at guess.com/ca/en/ and elevate your denim game with a pair that moves with you.

Elevate your evening style with the GUESS Eco Minara Rhinestone Sweater Top, a stunning blend of sustainable design and bold glamour. This eco conscious piece from Guess Canada features a soft, comfortable knit fabric crafted with environmentally friendly materials, ensuring you look good while feeling great about your choice. The real showstopper is the intricate rhinestone embellishment that catches the light with every move, adding a touch of luxury and sparkle to any outfit. Designed for versatility, this sweater top pairs effortlessly with high waisted jeans for a chic casual look or a sleek skirt for a night out. The flattering silhouette offers a relaxed yet refined fit, making it a must have addition to your wardrobe. Whether you are heading to a holiday party or a dinner date, this top delivers effortless sophistication without sacrificing comfort. Available now at Guess Canada’s official website, the Eco Minara Rhinestone Sweater Top is more than just a fashion statement; it is a commitment to style and sustainability. Enjoy exclusive online perks and free shipping on qualifying orders when you shop directly from guess.com/ca/en/home. Upgrade your closet with this standout piece that combines eco friendly innovation with the iconic Guess aesthetic. Perfect for those who love to shine responsibly, this top is ready to become your new favorite go to for any special occasion.

Elevate your warm-weather wardrobe with the Marciano by Guess Bowie Skort, a chic and versatile piece that blends the elegance of a skirt with the practicality of shorts. Available now at Guess Canada, this skort is designed for the modern woman who values both style and comfort. The Bowie Skort features a flattering high-waisted silhouette and a playful pleated design, offering a sophisticated look that transitions seamlessly from a casual day out to a trendy evening event. Crafted from high-quality, breathable fabric, it ensures you stay cool and confident, whether you are exploring the city or meeting friends for brunch. The hidden shorts underneath provide freedom of movement, making it perfect for active days without sacrificing your polished appearance. Its tailored fit accentuates your curves while the subtle Marciano branding adds a touch of luxury. Pair it with a simple blouse or a graphic tee to create effortless outfits that stand out. By choosing the Bowie Skort, you are investing in a durable, versatile staple that offers exceptional value. Plus, shopping at Guess Canada means you can enjoy exclusive perks like free shipping on orders over a certain amount and easy returns. Update your closet today with this must have piece that promises to be a favorite all season long. Visit our website to secure yours and experience the perfect blend of fashion and function.

This GUESS Lyocell Blend Shacket is the perfect layer for those in between days when you want something light but still stylish. Crafted from a soft and breathable lyocell blend, this piece offers the comfort of a shirt with the structure of a jacket, making it a versatile addition to any wardrobe. Whether you are heading to the office or meeting friends for a casual brunch, this shacket transitions effortlessly from day to night. The relaxed fit allows for easy movement and layering over your favorite tops or dresses, while the thoughtful design details from GUESS add a touch of elevated sophistication. It is an ideal choice for creating a chic, laid back look without sacrificing comfort. The fabric is gentle on the skin and environmentally conscious, giving you a feel good factor with every wear. Save time deciding what to wear by grabbing this essential piece that works with jeans, leggings, or trousers. It is a wardrobe staple that offers great value, combining style and practicality in one easy to wear garment. Discover how this shacket can refresh your seasonal rotation when you shop at Guess Canada. Enjoy free shipping on orders over a certain amount and easy returns, making your purchase completely risk free. Upgrade your casual style today with this must have piece from GUESS.

Elevate your daily wardrobe with the GUESS Viscose-Blend Vest, a versatile essential designed for effortless layering and timeless style. Crafted from a soft viscose blend, this sleeveless piece offers a comfortable, regular fit that moves with you through every season. The classic crew neckline and front button fastening create a clean, polished look that transitions seamlessly from desk to dinner. Whether you pair it over a crisp white blouse for the office or with your favorite denim for a weekend outing, this vest adds a touch of refined simplicity to any outfit. Its true to size design ensures a reliable fit, while the 63.5 cm total length provides just the right coverage. The model wears a size S, showcasing how this piece drapes beautifully without feeling bulky. At Guess Canada, we believe in effortless sophistication that lasts. This viscose blend vest is perfect for building a capsule wardrobe or updating your current collection. Enjoy the blend of comfort and style that only GUESS delivers. Discover more versatile pieces at guess.com/ca/en/home and refresh your look today.

Wrap yourself in effortless sophistication with the GUESS Cashmere Blend Sweater, a timeless essential for your cold weather wardrobe. Crafted from a luxurious cashmere blend, this sweater delivers unparalleled softness and warmth without sacrificing style. The classic polo neck adds a refined touch, while the long cuff sleeves provide extra coverage and a polished silhouette. Designed with a regular fit, it drapes beautifully on the body for a flattering, comfortable look that works for both casual days and elevated evenings. This versatile piece is true to size, so you can confidently order your usual fit. The model wears a size S, with a total length of 56 cm or 22 inches and a sleeve length of 56 cm or 22 inches, ensuring a balanced proportion. Whether you pair it with jeans for a relaxed vibe or tailored trousers for a more polished ensemble, this sweater transitions seamlessly from office to outing. The cashmere blend not only feels incredible against the skin but also offers lasting durability, making it a smart investment in your wardrobe. Upgrade your layering game with a piece that combines luxury and practicality. Available now at Guess Canada, this sweater is perfect for adding a touch of elegance to your everyday style. Explore the full collection at guess.com/ca/en/home/ and discover why GUESS remains a go to for modern, chic essentials. Don’t miss the chance to own a sweater that keeps you cozy, confident, and effortlessly stylish all season long.

Step into the spotlight with the GUESS Faux Leather Trench Coat, a statement piece that brings edge and elegance to your outerwear collection. Crafted from smooth, high quality faux leather, this coat is designed for those who love bold fashion without compromise. The classic lapel and epaulet details give it a structured, timeless look, while the kimono sleeves add a relaxed, modern touch. A belted waist lets you cinch for a flattering silhouette or wear open for a more effortless vibe. The secure button fastening keeps the sleek lines intact, making this trench as practical as it is stylish. Perfect for transitioning between seasons, this coat adds instant drama to jeans, dresses, or tailored trousers. Whether you are heading to the office or out for an evening in the city, it elevates any outfit with a cool, confident attitude. The model wears a size S, and the total length measures 103 cm or 40.5 inches, with sleeves at 74 cm or 29 inches. True to size, so you can order your usual fit with confidence. At Guess Canada, we believe fashion should be fearless. This faux leather trench is a sustainable choice too, offering luxe style without the guilt. Check our size chart above to find your perfect fit. Refresh your wardrobe with a coat that turns heads and stands the test of time. Shop now at guess.com/ca/en/home/ and own the look.

Stay warm while making a responsible fashion choice with the GUESS Eco Vona Quattro G Padded Jacket, available now at Guess Canada. This jacket is designed for those who value both style and sustainability, featuring a sleek silhouette that easily transitions from city streets to weekend adventures. The quilted design and subtle G branding offer a signature look that is instantly recognizable, while the lightweight padding provides cozy insulation without adding bulk. Crafted with eco conscious materials, this piece reflects GUESS’s commitment to reducing environmental impact. You can feel good about your purchase knowing that style and sustainability go hand in hand. The front zipper closure and practical pockets add everyday convenience, making it a versatile layering piece for cooler months. Whether you are heading to work or meeting friends for coffee, this jacket elevates any outfit with its modern, minimalist appeal. It pairs effortlessly with jeans, leggings, or tailored trousers, giving you endless styling options. The padded construction traps heat effectively, ensuring you stay comfortable when temperatures drop. Don’t miss the chance to upgrade your outerwear collection with a piece that looks great and does good. Visit the GUESS Canada website to explore this jacket and discover more eco friendly options. With its timeless design and thoughtful materials, the Eco Vona Quattro G Padded Jacket is a smart investment for your wardrobe and the planet.

Stay comfortable and stylish with the GUESS Eco Victoire Scuba Joggers, now available at Guess Canada. These joggers are crafted from a soft, sustainable scuba fabric, making them a smart choice for eco conscious shoppers who value both fashion and the planet. The relaxed fit and elastic waistband with a drawstring offer all day ease, perfect for lounging at home or running errands around town. Designed with a sleek, modern silhouette, these joggers feature ribbed cuffs and subtle GUESS branding for a polished look that transitions seamlessly from casual outings to relaxed weekends. The fabric’s gentle stretch ensures freedom of movement, while the durable construction means they will hold up wash after wash. Whether you pair them with a simple tee or a cozy hoodie, they add an effortless edge to any outfit. By choosing the Eco Victoire Scuba Joggers, you are investing in quality that lasts without compromising on style or sustainability. Plus, shopping at Guess Canada means you can enjoy exclusive perks like free shipping on orders over a certain amount and easy returns. Upgrade your loungewear collection with a piece that feels as good as it looks. Visit https://www.guess.com/ca/en/home/ to explore more eco friendly options and complete your look today.

Elevate your workwear wardrobe with the GUESS Nausica Tailored Wide-Leg Pants, now available at Guess Canada. These pants are crafted from a woven fluid stretch twill fabric, offering a perfect blend of structure and comfort that moves with you throughout the day. The high rise and regular fit create a flattering silhouette, while the relaxed wide straight leg adds a modern, sophisticated touch. Designed with a tailored four pocket construction and a zip fly with button closure, these pants provide both style and functionality. The true to size fit ensures you get the perfect look without any guesswork, and the 83.5 cm / 33 inch inseam length offers a versatile length for various heel heights. Whether you are heading to the office or out for a casual dinner, these pants transition seamlessly from day to night. The Nausica pants are ideal for those who appreciate refined style without sacrificing comfort. The fluid stretch twill material allows for easy movement while maintaining a crisp, polished appearance. As part of the GUESS collection at Guess Canada, you can trust in the quality and design that has made the brand a staple in modern fashion. Shop now and discover how these tailored wide leg pants can become a key piece in your wardrobe, offering endless styling possibilities for any occasion.

Show your pride in sustainable style with the GUESS Eco Lion Crest Tee, available now at Guess Canada. This essential piece combines bold heritage design with eco conscious craftsmanship, making it a standout addition to any wardrobe. Crafted from soft, breathable organic cotton, this tee offers all day comfort while reducing environmental impact. The iconic Lion Crest logo takes center stage, adding a touch of regal attitude to your casual look. Whether you are pairing it with jeans for a relaxed weekend or layering under a jacket for a night out, this shirt delivers effortless versatility. The classic crew neckline and short sleeves ensure a timeless fit that flatters every body type. By choosing this tee, you are not just upgrading your style you are supporting a movement toward more responsible fashion. Available in multiple sizes, it is perfect for gifting or treating yourself. Shop now at guess.com/ca/en/ to enjoy free shipping on orders over a certain amount and easy returns. Elevate your everyday basics with the GUESS Eco Lion Crest Tee, where luxury meets sustainability.

The GUESS Sunetra Satin Mini Shoulder Bag is the perfect blend of elegance and everyday practicality, designed to elevate any outfit with its luxurious satin finish. Compact yet surprisingly spacious, this mini bag easily holds your phone, keys, and lipstick, making it an ideal companion for a night out or a busy day running errands in style. The sleek silhouette and adjustable shoulder strap offer versatile wear, whether you prefer to carry it crossbody or close to your shoulder for a polished look. Crafted by a brand synonymous with timeless sophistication, this GUESS piece adds a touch of glamour without being over the top. The smooth satin material catches the light beautifully, ensuring you stand out at any event. Plus, the mini size is on trend right now, allowing you to make a fashion statement while keeping your essentials organized and secure. It is a smart investment for anyone looking to refresh their accessory collection with a piece that transitions seamlessly from day to night. Shopping at Guess Canada means you get authentic, high quality designs backed by a trusted name in fashion. Whether you are treating yourself or searching for a memorable gift, the Sunetra Satin Mini Shoulder Bag delivers both style and function. Enjoy the convenience of free shipping on orders over a certain amount and easy returns, making your purchase completely risk free. Add this stunning bag to your wardrobe today and experience the perfect mix of luxury and practicality. Visit the official Guess Canada website to secure yours before it sells out.

Step into the season with the GUESS Fionaa Lug Boots, a perfect blend of rugged edge and refined style. Designed for the modern trendsetter, these boots feature a chunky lug sole that provides both stability and a bold fashion statement. The high-quality upper material ensures durability while maintaining a sleek silhouette that easily transitions from day to night. Whether you are navigating city streets or heading out for a casual weekend brunch, the Fionaa Lug Boots offer unmatched comfort without sacrificing your look. The sturdy construction supports every step, while the GUESS signature branding adds a touch of iconic flair. These boots are more than just footwear; they are an investment in your wardrobe’s versatility. Pair them with your favorite jeans or a flowy dress for an instant style upgrade. The durable outsole gives you confidence on various surfaces, making them a practical choice for unpredictable weather. With a timeless design that resists passing trends, the Fionaa Lug Boots will remain a staple in your collection for seasons to come. Discover the perfect combination of function and fashion at Guess Canada. Elevate your everyday style with boots that command attention and deliver on performance. Shop now and experience the quality and design that only GUESS can provide.

This mini dress is the definition of effortless chic. Crafted from soft, form hugging rib knit fabric, it offers a silhouette that flatters without feeling restrictive. The classic design makes it a versatile staple for your wardrobe, easily transitioning from a day at the office to an evening out with friends. The dress features a stylish scoop neckline and short sleeves, creating a clean and sophisticated look. Its high quality construction ensures it holds its shape wear after wear, offering lasting value. Whether you pair it with sneakers for a casual vibe or dress it up with heels and statement jewelry, this piece is built to impress. At Guess Canada, we focus on fashion that blends comfort with modern style. This dress is a perfect example, delivering a polished appearance without sacrificing ease. The mini length adds a playful touch, making it ideal for warmer weather or layered with tights for cooler months. Make a statement with minimal effort. This rib knit mini dress is the kind of piece you will reach for again and again. Visit our website at guess.com/ca/en/home/ to explore the full collection and find more ways to elevate your everyday look.

Looking for a top that feels as good as it looks? The GUESS Olsen Soft Ribbed Shirt is your new wardrobe essential. Designed with a soft, stretchy ribbed knit, this shirt hugs your curves in all the right places without sacrificing comfort. Whether you are dressing it up for a night out or keeping it casual for a coffee run, this versatile piece transitions effortlessly from day to night. The classic silhouette and smooth fabric make it easy to layer under blazers or wear solo with your favorite jeans. At Guess Canada, we focus on style that works for real life, and this shirt delivers that perfect balance of laid back and polished. Available now at guess.com/ca/en, this soft ribbed shirt is a must have for anyone who values both fashion and feel. The rich, solid color options pair well with everything in your closet, making it a smart addition to your rotation. Plus, the durable construction means it will hold its shape wash after wash. Upgrade your everyday basics with a piece that offers both quality and trend forward design. Shop the GUESS Olsen Soft Ribbed Shirt today and experience why it is quickly becoming a customer favorite. Whether you are building a capsule wardrobe or just refreshing your look, this shirt gives you the effortless style you deserve.

Step into sustainable style with the GUESS Eco Myles Canvas Field Jacket, available now at Guess Canada. This versatile piece is crafted from eco conscious materials, making it a smart choice for the environmentally aware shopper. The classic field jacket design is reimagined in a durable canvas fabric that offers both comfort and longevity, perfect for layering during unpredictable weather. With its timeless silhouette and utilitarian details, this jacket seamlessly transitions from casual weekend outings to everyday urban adventures. What sets this jacket apart is its commitment to reducing environmental impact without compromising on style. The GUESS Eco collection prioritizes responsible sourcing, so you can feel good about your purchase. The relaxed fit provides ample room for movement, while practical pockets add functionality for carrying essentials. Whether you are exploring the city or heading to a coffee shop, this piece keeps you looking effortlessly cool. Choosing this jacket means investing in quality that lasts. The sturdy construction ensures it withstands regular wear, while the neutral tones make it easy to pair with jeans, chinos, or even a simple tee. Plus, shopping at Guess Canada gives you access to exclusive deals and seasonal sales. Elevate your wardrobe with a jacket that combines fashion forward thinking with planet friendly values. Visit our website today to secure your size before it sells out.

Stay warm without sacrificing style with the GUESS Sophy Hooded Faux-Fur Vest, a standout piece for your cold weather wardrobe. Available exclusively at Guess Canada, this vest combines cozy comfort with a chic, fashion forward look that easily elevates any outfit. The plush faux fur feels luxurious against the skin while the attached hood adds extra warmth and a touch of effortless glamour. Designed for versatility, this vest layers beautifully over your favorite sweaters, long sleeve tops, or basic tees. Whether you are heading to a casual brunch or a weekend outing, the Sophy vest offers an easy way to add texture and dimension to your ensemble. The neutral tones and classic silhouette make it a staple piece you will reach for again and again. Beyond its undeniable style, this faux fur vest is also a practical choice for the Canadian climate. It provides substantial insulation without the bulk of a heavy coat, allowing for freedom of movement and easy layering. The high quality craftsmanship ensures lasting wear, so you can enjoy its cozy feel season after season. Upgrade your outerwear collection with a piece that balances warmth, comfort, and trendsetting design. Shop the GUESS Sophy Hooded Faux-Fur Vest now at guess.com/ca/en/home/ and enjoy free shipping on your order. Dont miss out on the perfect blend of luxury and practicality for your fall and winter wardrobe.

Stay warm and stylish this season with the GUESS Amari Faux-Fur Zip Vest, a must have for your cold weather wardrobe. Designed in Canada and available exclusively at guess.com, this vest combines luxurious texture with practical functionality. The rich faux fur fabric offers a soft, cozy feel while the front zip closure makes it easy to layer over your favorite sweaters or long sleeve tops. Whether you are heading out for a casual day or dressing up for a night out, this vest adds a touch of sophistication to any outfit. The neutral tones and sleek silhouette ensure it pairs well with jeans, leggings, or tailored pants. Plus, the high quality construction from GUESS means you get lasting durability without sacrificing comfort. Save on layering pieces that work for every occasion with this versatile vest. It is perfect for transitional weather or as a statement piece during colder months. Shop now at Guess Canada to enjoy exclusive styles and reliable shipping. Elevate your outerwear collection with the Amari Faux-Fur Zip Vest and experience the blend of fashion and function that GUESS is known for.

The GUESS Aria Faux-Suede Jacket brings a soft, luxurious texture to any wardrobe without the high maintenance of real suede. Designed for effortless layering, this piece offers the perfect blend of comfort and city ready style. The rich faux suede fabric feels smooth to the touch while providing durable warmth for cooler days and nights. Whether you are heading out for coffee or an evening downtown, this jacket adds instant polish to jeans, dresses, or tailored trousers. The Aria jacket features a classic front zip closure and a clean, tailored silhouette that flatters without feeling stiff. Its structured shoulders and versatile neutral tones make it easy to dress up or down. You can throw it over a simple tee for a casual look or layer it over a blouse for a more refined outfit. The soft lining ensures you stay cozy while the lightweight build allows for easy movement throughout your day. This piece is an excellent alternative to traditional leather, giving you the same elevated look with a more sustainable and budget friendly approach. The faux suede resists wear and tear, making it a smart addition to your seasonal rotation. Whether you are updating your fall essentials or looking for a transitional jacket, the Aria delivers timeless appeal with modern ease. Visit GUESS Canada online to explore this jacket and more pieces that blend everyday comfort with standout design. The Aria Faux-Suede Jacket is your go to for looking polished without sacrificing comfort.