Shop Oversized Sweatpants Men

Sponsored
$48.96
$69.95
Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Blue - 4XLT
Lands' End
30% off
$48.96
$69.95
Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Blue - 4XLT
Lands' End
$48.96
$69.95
Men's Tall Serious Sweats Sweatpants - Lands' End - Black - L
Lands' End
30% off
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$69.95
Men's Tall Serious Sweats Sweatpants - Lands' End - Black - L
Lands' End
$48.96
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Men's Tall Serious Sweats Sweatpants - Lands' End - Blue - L
Lands' End
30% off
$48.96
$69.95
Men's Tall Serious Sweats Sweatpants - Lands' End - Blue - L
Lands' End
$48.96
$69.95
Men's Tall Serious Sweats Sweatpants - Lands' End - Black - XL
Lands' End
30% off
$48.96
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Men's Tall Serious Sweats Sweatpants - Lands' End - Black - XL
Lands' End
$41.96
$59.95
Men's Tall Weekend Weight Pants - Lands' End - Blue - XL
Lands' End
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Men's Tall Weekend Weight Pants - Lands' End - Blue - XL
Lands' End
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Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Gray - 4XLT
Lands' End
30% off
$48.96
$69.95
Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Gray - 4XLT
Lands' End
$31.46
$44.95
Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - L
Lands' End
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Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - L
Lands' End
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Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - XL
Lands' End
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Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - XL
Lands' End
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Men's Tall Serious Sweats Sweatpants - Lands' End - Ivory - XL
Lands' End
30% off
$48.96
$69.95
Men's Tall Serious Sweats Sweatpants - Lands' End - Ivory - XL
Lands' End
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$69.95
Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Blue - XL
Lands' End
30% off
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Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Blue - XL
Lands' End
$48.96
$69.95
Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Tan - XL
Lands' End
30% off
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$69.95
Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Tan - XL
Lands' End
$31.46
$44.95
Men's Big And Tall Jersey Knit Sweatpants - Lands' End - Blue - 4XLT
Lands' End
30% off
$31.46
$44.95
Men's Big And Tall Jersey Knit Sweatpants - Lands' End - Blue - 4XLT
Lands' End
$34.96
$49.95
Men's Tall Knit Jersey Sleep Jogger - Lands' End - Blue - XXL
Lands' End
30% off
$34.96
$49.95
Men's Tall Knit Jersey Sleep Jogger - Lands' End - Blue - XXL
Lands' End
$48.96
$69.95
Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Gray - XXL
Lands' End
30% off
$48.96
$69.95
Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Gray - XXL
Lands' End
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Steel (Size 5XL)
King Size
71% off
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Steel (Size 5XL)
King Size
$26.97
$44.95
Men's Tall Jersey Knit Sweatpants - Lands' End - Black - XXL
Lands' End
40% off
$26.97
$44.95
Men's Tall Jersey Knit Sweatpants - Lands' End - Black - XXL
Lands' End
$35.99
$72.99
Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black (Size 4XL)
King Size
50% off
$35.99
$72.99
Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black (Size 4XL)
King Size
$36.99
$73.99
Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black White Marl (Size L)
King Size
50% off
$36.99
$73.99
Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black White Marl (Size L)
King Size
$34.96
$49.95
Men's Big And Tall Knit Jersey Sleep Jogger - Lands' End - Gray - 4XLT
Lands' End
30% off
$34.96
$49.95
Men's Big And Tall Knit Jersey Sleep Jogger - Lands' End - Gray - 4XLT
Lands' End
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Slate Blue (Size 10XL)
King Size
70% off
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Slate Blue (Size 10XL)
King Size
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Charcoal (Size 5XL)
King Size
70% off
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Charcoal (Size 5XL)
King Size
$19.99
$68.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Black (Size 2XL)
King Size
71% off
$19.99
$68.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Black (Size 2XL)
King Size
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Black (Size 3XL)
King Size
71% off
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Black (Size 3XL)
King Size
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Grey (Size 5XL)
King Size
1K+
70% off
$20.99
$71.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Heather Grey (Size 5XL)
King Size
$34.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Heather Charcoal Camo (Size 4XL)
KingSize Direct
$34.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Heather Charcoal Camo (Size 4XL)
KingSize Direct
$19.99
$68.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Teal (Size 5XL)
King Size
71% off
$19.99
$68.99
Men's Big & Tall Fleece Open-Bottom Sweatpants By Kingsize In Teal (Size 5XL)
King Size
$47.00
$79.95
× Disney Adult Extra Baggy Sweatpants By Gap Blue Crystal Tall Size L
Gap
41% off
$47.00
$79.95
× Disney Adult Extra Baggy Sweatpants By Gap Blue Crystal Tall Size L
Gap
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Indigo (Size 2XL)
King Size
71% off
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Indigo (Size 2XL)
King Size
$31.99
$63.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Black (Size 2XL)
King Size
50% off
$31.99
$63.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Black (Size 2XL)
King Size
$31.99
$63.99
Men's Big & Tall Lightweight Jersey Cargo Sweatpants By Kingsize In Heather Deep Burgundy (Size 3XL)
King Size
50% off
$31.99
$63.99
Men's Big & Tall Lightweight Jersey Cargo Sweatpants By Kingsize In Heather Deep Burgundy (Size 3XL)
King Size
$31.99
$63.99
Men's Big & Tall Jersey Jogger Pants By Kingsize In Black (Size 5XL)
King Size
50% off
$31.99
$63.99
Men's Big & Tall Jersey Jogger Pants By Kingsize In Black (Size 5XL)
King Size
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Charcoal Marl (Size 5XL)
King Size
71% off
$20.99
$72.99
Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Charcoal Marl (Size 5XL)
King Size
$44.95
L.L.Bean | Men's Fleece Baselayer Pants Black Extra Large, Synthetic/Plastic, Tall
L.L.Bean
$44.95
L.L.Bean | Men's Fleece Baselayer Pants Black Extra Large, Synthetic/Plastic, Tall
L.L.Bean
$34.99
$68.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Black White Marl (Size 2XL)
King Size
49% off
$34.99
$68.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Black White Marl (Size 2XL)
King Size
$31.99
$60.00
Xersion Polar Fleece Mens Cinched Sweatpant Big And Tall | Blue | Big Tall 3X-Large Tall | Pants Sweatpants
JCPenney
In store
Curbside
$31.99
$60.00
Xersion Polar Fleece Mens Cinched Sweatpant Big And Tall | Blue | Big Tall 3X-Large Tall | Pants Sweatpants
JCPenney
$34.99
$68.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Heather Deep Burgundy (Size 4XL)
King Size
49% off
$34.99
$68.99
Men's Big & Tall Lightweight Jersey Open Bottom Sweatpants By Kingsize In Heather Deep Burgundy (Size 4XL)
King Size
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    Shop Oversized Sweatpants Men

    Sponsored
    $48.96
    $69.95
    Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Blue - 4XLT
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Blue - 4XLT
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Black - L
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Black - L
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Blue - L
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Blue - L
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Black - XL
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Black - XL
    Lands' End
    $41.96
    $59.95
    Men's Tall Weekend Weight Pants - Lands' End - Blue - XL
    Lands' End
    30% off
    $41.96
    $59.95
    Men's Tall Weekend Weight Pants - Lands' End - Blue - XL
    Lands' End
    $48.96
    $69.95
    Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Gray - 4XLT
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Big And Tall Serious Sweats Sweatpants - Lands' End - Gray - 4XLT
    Lands' End
    $31.46
    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - L
    Lands' End
    30% off
    $31.46
    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - L
    Lands' End
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    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - XL
    Lands' End
    30% off
    $31.46
    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Gray - XL
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Ivory - XL
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats Sweatpants - Lands' End - Ivory - XL
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Blue - XL
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Blue - XL
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Tan - XL
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Tan - XL
    Lands' End
    $31.46
    $44.95
    Men's Big And Tall Jersey Knit Sweatpants - Lands' End - Blue - 4XLT
    Lands' End
    30% off
    $31.46
    $44.95
    Men's Big And Tall Jersey Knit Sweatpants - Lands' End - Blue - 4XLT
    Lands' End
    $34.96
    $49.95
    Men's Tall Knit Jersey Sleep Jogger - Lands' End - Blue - XXL
    Lands' End
    30% off
    $34.96
    $49.95
    Men's Tall Knit Jersey Sleep Jogger - Lands' End - Blue - XXL
    Lands' End
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Gray - XXL
    Lands' End
    30% off
    $48.96
    $69.95
    Men's Tall Serious Sweats French Terry Relaxed Sweatpant - Lands' End - Gray - XXL
    Lands' End
    $20.99
    $72.99
    Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Steel (Size 5XL)
    King Size
    71% off
    $20.99
    $72.99
    Men's Big & Tall Explorer Plush Fleece Pants By Kingsize In Steel (Size 5XL)
    King Size
    $26.97
    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Black - XXL
    Lands' End
    40% off
    $26.97
    $44.95
    Men's Tall Jersey Knit Sweatpants - Lands' End - Black - XXL
    Lands' End
    $35.99
    $72.99
    Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black (Size 4XL)
    King Size
    50% off
    $35.99
    $72.99
    Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black (Size 4XL)
    King Size
    $36.99
    $73.99
    Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black White Marl (Size L)
    King Size
    50% off
    $36.99
    $73.99
    Men's Big & Tall Fleece Cargo Sweatpants By Kingsize In Black White Marl (Size L)
    King Size