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5 Best Mens High Waisted Pants of 2025

Last Updated - 2025/09/17

1
Best Choice

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

OYOANGLE

OYOANGLE Men's Pleated High Waist Wide Leg Pants Loose Fit Casual Pants with Pocket, Black, Medium

OYOANGLE

CA$64.07

More Details
Main highlights
- Please refer to size measurement before ordering ( The size chart is product measurement, not body measurement)
- Pair: Great to match with t shirts, dress shirts, tank tops, suit tops, sneakers, casual shoes and more
- Occasion: Nice choice for leisure, work, office, business, casual, street, hanging out, vacation, daily life and other occasions
- Fabric: Soft, no stretch, comfortable, skin friendly
- Design: These men's casual pants feature pleated, high waist, wide leg, slant pockets, solid, loose fit
CA$64.07
2

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Haggar

Haggar Men's Iron Free Premium Khaki Classic Fit Pleat Front Pant-Regular and Big & Tall Sizes, Espresso, 34W x 32L

Haggar

CA$57.65

More Details
Main highlights
- STYLE: These are the perfect classic fit trouser pants for a weekend out or for the office. They are a classic fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist and have a relaxed leg opening.
- IRON FREE - Our traditional classic fit that keeps it timeless in a pleat front silhouette. Additional features include offseam front pockets, single welt back pockets and roll hem.
- FABRICATION: Made of 61%Cotton 37%Polyester 2%Elastane offering stretch with incredible recovery.
- EASY CARE: Best of all, these pants are machine washable while eliminating the need to iron. Not to mention, the permanent center crease will keep your pants looking just good as new.
- COMFORT: Without a doubt, this easy care trouser will not hinder your comfort throughout the day. This pant features a hidden expandable waistband that stretches up to 3 inches, so your pants will stay secure and you can feel comfortable all day!
CA$57.65
3

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Ceehuteey

Men's High Waisted Tweed Dress Pants Pleated Front Vintage Wool Trousers, Coffee, 32W x 32L

Ceehuteey

CA$42.44

More Details
Main highlights
- Zipper closure. Keep your essentials safe with 2 pockets on the back of pants
- Size:Please check the size chart or description of the size before ordering.
- Occasion: It is suitable for wedding , business. party, and daily casual wear. You can wear it for various occasions.
- Material: tweed wool and polyester blend material fabric, lightweight and soft on your skin, breathable and sweat-absorbent.
- Attention:Hand or Machine washable.
CA$42.44
4

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Dickies

Dickies Original 874® Work Pants. Black, 38 32

Dickies

CA$45.00

More Details
Main highlights
- Welt back pockets with secure button closure
- Sturdy workwear waistband
- Signature wide-tunnel belt loops
- Reinforced seams
- Hook-and-eye waist closure with zipper
CA$45.00
5
Best Value
28% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Ceehuteey
28% Off

Ceehuteey Men's Casual Pants Linen High Waisted Comfortable Lightweight Summer Trousers, Ivory, 30W x 32L

Ceehuteey

CA$42.57

CA$59.32
(28% Off)

More Details
Main highlights
- Zipper closure. Keep your essentials safe with 2 side pockets on these summer pants for men.Adjustable buckle for better pants fit
- Size:Please check the size chart or description of the size before ordering.
- Occasion: versatile and perfect for yoga, jogging, pilates, dance, outdoor exercise, sports, homewear leisure, loungewear, pajama sleepwear, school, pool, beach, vacation, travel, camping, music festivals or daily casual wearing. Great to wear for hot days, also suitable for wearing in the cool seasons.
- Material: fabric, lightweight and soft on your skin, breathable and sweat-absorbent. You can stay cool, relaxed and feel comfortable all day long, especially in hot days.
- Attention:Hand or Machine washable.
CA$42.57
CA$59.32 (28% Off)

5 Best Mens High Waisted Pants of 2025

OYOANGLE Men's Pleated High Waist Wide Leg Pants Loose Fit Casual Pants with Pocket, Black, Medium

Haggar Men's Iron Free Premium Khaki Classic Fit Pleat Front Pant-Regular and Big & Tall Sizes, Espresso, 34W x 32L

Men's High Waisted Tweed Dress Pants Pleated Front Vintage Wool Trousers, Coffee, 32W x 32L

Dickies Original 874® Work Pants. Black, 38 32

Ceehuteey Men's Casual Pants Linen High Waisted Comfortable Lightweight Summer Trousers, Ivory, 30W x 32L

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