Shop best chukka boots men

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$103.96
Bates Men's Sentinel Chukka Boot
Amazon.com
Free shipping
$103.96
Bates Men's Sentinel Chukka Boot
Amazon.com
Free shipping
$49.38
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
4
Free shipping
$49.38
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
4
$97.94
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
Free shipping
$97.94
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
$149.95
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$149.95
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$94.90
Golden Fox Men's American Heritage Work Chukka Boot With Lightweight Oil Resistant Wedge Sole For Construction
Amazon.com
414
Free shipping
$94.90
Golden Fox Men's American Heritage Work Chukka Boot With Lightweight Oil Resistant Wedge Sole For Construction
Amazon.com
414
$89.99
Jousen Men's Boots Chukka Motorcycle Boots Premium Leather Casual Combat Ankle Dress Boot For Men
Amazon.com
68
Free shipping
$89.99
Jousen Men's Boots Chukka Motorcycle Boots Premium Leather Casual Combat Ankle Dress Boot For Men
Amazon.com
68
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
Free shipping
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
$149.95
UGG Men's Neumel Chukka Boots
Amazon.com
676
Free shipping
$149.95
UGG Men's Neumel Chukka Boots
Amazon.com
676
$108.75
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
Free shipping
$108.75
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
$90.45
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
Free shipping
$90.45
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 11 | Boots | Chukka
DSW
6
Free shipping
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 11 | Boots | Chukka
DSW
6
$90.46
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
5K+
Free shipping
$90.46
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
5K+
$89.99
Skechers USA Men's Resment Korver Chukka Boot
Amazon.com
3K+
Free shipping
$89.99
Skechers USA Men's Resment Korver Chukka Boot
Amazon.com
3K+
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 10 | Boots | Lug
DSW
64
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 10 | Boots | Lug
DSW
64
$88.38
ROPER Mens Clearcut Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
327
Free shipping
$88.38
ROPER Mens Clearcut Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
327
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 9.5 | Boots
DSW
Free shipping
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 9.5 | Boots
DSW
Free shipping
$50.99
Jishingal Men's Suede Chukka Boots Lightweight Barefoot Walking Shoes Outdoor Casual Italian Handmade High Top Slip-On Hiking
Amazon.com
367
Free shipping
$50.99
Jishingal Men's Suede Chukka Boots Lightweight Barefoot Walking Shoes Outdoor Casual Italian Handmade High Top Slip-On Hiking
Amazon.com
367
$160.00
Rockport Men's Classic Break Chukka Boots - Dark Brown Leather - Size 14m
Macy's
2K+
Free shipping
$160.00
Rockport Men's Classic Break Chukka Boots - Dark Brown Leather - Size 14m
Macy's
2K+
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 12 | Boots | Moc Toe
DSW
47
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 12 | Boots | Moc Toe
DSW
47
$159.95
Danner Forest Chukka, Men's Timberwolf
TacticalGear.com
4
$159.95
Danner Forest Chukka, Men's Timberwolf
TacticalGear.com
4
$80.00
$100.00
Deer Stags Mens Garfield SUPRO Comfort Dress Chukka Boots, Men's, Size: 10.5, Dark Brown
Kohl's
Free shipping
20% off
$80.00
$100.00
Deer Stags Mens Garfield SUPRO Comfort Dress Chukka Boots, Men's, Size: 10.5, Dark Brown
Kohl's
Free shipping
$176.64
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
Free shipping
$176.64
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
$109.99
Carhartt Detroit Chukka Boot | Men's | Brown | Size 11.5 | Boots | Moc Toe
DSW
Free shipping
$109.99
Carhartt Detroit Chukka Boot | Men's | Brown | Size 11.5 | Boots | Moc Toe
DSW
Free shipping
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Tan/Natural Regular Size 10
Banana Republic Factory
50% off
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Tan/Natural Regular Size 10
Banana Republic Factory
$239.95
Danner Pine Grove Chukka, Men's Roasted Pecan
WorkBoots.com
$239.95
Danner Pine Grove Chukka, Men's Roasted Pecan
WorkBoots.com
$200.00
Cole Haan Men's Øriginalgrand Remastered Waterproof Chukka Boots - Brown - Casual Boots Size Wide 11
Cole Haan
$200.00
Cole Haan Men's Øriginalgrand Remastered Waterproof Chukka Boots - Brown - Casual Boots Size Wide 11
Cole Haan
$39.99
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 11.5, Red
Kohl's
33% off
$39.99
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 11.5, Red
Kohl's
$159.95
Danner Forest Chukka, Men's Bracken
TacticalGear.com
$159.95
Danner Forest Chukka, Men's Bracken
TacticalGear.com
$49.95
$125.00
Mens Round Toe Chukka Boots Brown 10 Casual
Shoebacca.com
60% off
$49.95
$125.00
Mens Round Toe Chukka Boots Brown 10 Casual
Shoebacca.com
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Olive Regular Size 11
Banana Republic Factory
50% off
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Olive Regular Size 11
Banana Republic Factory
$80.00
$100.00
Deer Stags Mens Garfield SUPRO Comfort Dress Chukka Boots, Men's, Size: 13, Brown
Kohl's
Free shipping
20% off
$80.00
$100.00
Deer Stags Mens Garfield SUPRO Comfort Dress Chukka Boots, Men's, Size: 13, Brown
Kohl's
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Canteen Taupe | Size 11.5 | Boots | Moc Toe
DSW
47
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Canteen Taupe | Size 11.5 | Boots | Moc Toe
DSW
47
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Lug
DSW
Free shipping
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Lug
DSW
Free shipping
$64.00
$80.00
Deer Stags Bangor Men's Chukka Boots, Size: 13, Redwood
Kohl's
49
Free shipping
20% off
$64.00
$80.00
Deer Stags Bangor Men's Chukka Boots, Size: 13, Redwood
Kohl's
49
$110.25
$147.00
Georgia Men's Wedge Chukka Boots In Brown Size 11m | Leather
WorkBoots.com
663
25% off
$110.25
$147.00
Georgia Men's Wedge Chukka Boots In Brown Size 11m | Leather
WorkBoots.com
663
$92.00
$102.00
Thorogood Men's Classic Poromeric Academy Chukka Duty Boot - 831-6032, 11 / Wide / Black
Overlook Boots
$92.00
$102.00
Thorogood Men's Classic Poromeric Academy Chukka Duty Boot - 831-6032, 11 / Wide / Black
Overlook Boots
Sponsored
Top 10 Best Men's Chukka Boots of 2025
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Shop best chukka boots men

Sponsored
About our ads
$103.96
Bates Men's Sentinel Chukka Boot
Amazon.com
Free shipping
$103.96
Bates Men's Sentinel Chukka Boot
Amazon.com
Free shipping
$49.38
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
4
Free shipping
$49.38
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
4
$97.94
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
Free shipping
$97.94
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
$149.95
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$149.95
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$94.90
Golden Fox Men's American Heritage Work Chukka Boot With Lightweight Oil Resistant Wedge Sole For Construction
Amazon.com
414
Free shipping
$94.90
Golden Fox Men's American Heritage Work Chukka Boot With Lightweight Oil Resistant Wedge Sole For Construction
Amazon.com
414
$89.99
Jousen Men's Boots Chukka Motorcycle Boots Premium Leather Casual Combat Ankle Dress Boot For Men
Amazon.com
68
Free shipping
$89.99
Jousen Men's Boots Chukka Motorcycle Boots Premium Leather Casual Combat Ankle Dress Boot For Men
Amazon.com
68
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
Free shipping
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
$149.95
UGG Men's Neumel Chukka Boots
Amazon.com
676
Free shipping
$149.95
UGG Men's Neumel Chukka Boots
Amazon.com
676
$108.75
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
Free shipping
$108.75
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
$90.45
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
Free shipping
$90.45
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 11 | Boots | Chukka
DSW
6
Free shipping
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 11 | Boots | Chukka
DSW
6
$90.46
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
5K+
Free shipping
$90.46
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
5K+
$89.99
Skechers USA Men's Resment Korver Chukka Boot
Amazon.com
3K+
Free shipping
$89.99
Skechers USA Men's Resment Korver Chukka Boot
Amazon.com
3K+
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 10 | Boots | Lug
DSW
64
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 10 | Boots | Lug
DSW
64
$88.38
ROPER Mens Clearcut Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
327
Free shipping
$88.38
ROPER Mens Clearcut Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
327
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 9.5 | Boots
DSW
Free shipping
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 9.5 | Boots
DSW
Free shipping
$50.99
Jishingal Men's Suede Chukka Boots Lightweight Barefoot Walking Shoes Outdoor Casual Italian Handmade High Top Slip-On Hiking
Amazon.com
367
Free shipping
$50.99
Jishingal Men's Suede Chukka Boots Lightweight Barefoot Walking Shoes Outdoor Casual Italian Handmade High Top Slip-On Hiking
Amazon.com
367
$160.00
Rockport Men's Classic Break Chukka Boots - Dark Brown Leather - Size 14m
Macy's
2K+
Free shipping
$160.00
Rockport Men's Classic Break Chukka Boots - Dark Brown Leather - Size 14m
Macy's
2K+