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Boots on Sale $50 & Under

Shop Boots Deals

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Round Toe Madewell Shoes

29 items found

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Madewell - Kickoff Trainer Sneakers in Neutral Colorblock Leather. Color Antique Cream Multi Neutral. On sale for $33.00. MSRP $110.00. 70% off. 3.5 out of 5 stars

Madewell Kickoff Trainer Sneakers in Neutral Colorblock Leather

Madewell Kickoff Trainer Sneakers in Neutral Colorblock Leather

Brand Name: Madewell
Product Name: Kickoff Trainer Sneakers in Neutral Colorblock Leather
Gender: Women's
Color: Antique Cream Multi Neutral
Price: $33MSRP: $110

Madewell - Remy Mary Jane - Xband. Color True Black. On sale for $111.00. MSRP $148.00. 25% off. 5.0 out of 5 stars

Madewell Remy Mary Jane - Xband

Madewell Remy Mary Jane - Xband

Brand Name: Madewell
Product Name: Remy Mary Jane - Xband
Gender: Women's
Color: True Black
Price: $111MSRP: $148

Madewell - Porto Loafer Flats. Color True Black Multi. Low Stock. On sale for $50.40. MSRP $168.00. 70% off. 2.7 out of 5 stars

Low Stock

Madewell Porto Loafer Flats

Madewell Porto Loafer Flats

Brand Name: Madewell
Product Name: Porto Loafer Flats
Gender: Women's
Color: True Black Multi
Price: $50.40MSRP: $168

Madewell - Remy Mary Jane - Canvas Espadrille. Color Natural Multi. Low Stock. On sale for $44.40. MSRP $148.00. 70% off. 2.0 out of 5 stars

Low Stock

Madewell Remy Mary Jane - Canvas Espadrille

Madewell Remy Mary Jane - Canvas Espadrille

Brand Name: Madewell
Product Name: Remy Mary Jane - Canvas Espadrille
Gender: Women's
Color: Natural Multi
Price: $44.40MSRP: $148

Madewell - Sage Ballet Flat - Woven. Color Cherry Wood. Low Stock. On sale for $47.40. MSRP $158.00. 70% off. 4.5 out of 5 stars

Low Stock

Madewell Sage Ballet Flat - Woven

Madewell Sage Ballet Flat - Woven

Brand Name: Madewell
Product Name: Sage Ballet Flat - Woven
Gender: Women's
Color: Cherry Wood
Price: $47.40MSRP: $158

Madewell - Sage Ballet Flat - Woven. Color Juniper Berry. Low Stock. On sale for $47.40. MSRP $158.00. 70% off. 4.5 out of 5 stars

Low Stock

Madewell Sage Ballet Flat - Woven

Madewell Sage Ballet Flat - Woven

Brand Name: Madewell
Product Name: Sage Ballet Flat - Woven
Gender: Women's
Color: Juniper Berry
Price: $47.40MSRP: $158

Madewell - Finneas Clog - Suede Buckle. Color Dried Acorn. Low Stock. On sale for $178.20. MSRP $198.00. 10% off. 4.5 out of 5 stars

Low Stock

Madewell Finneas Clog - Suede Buckle

Madewell Finneas Clog - Suede Buckle

Brand Name: Madewell
Product Name: Finneas Clog - Suede Buckle
Gender: Women's
Color: Dried Acorn
Price: $178.20MSRP: $198

Madewell - Sidewalk Low-Top Sneakers. Color Pale Parchment. Low Stock. On sale for $44.00. MSRP $88.00. 50% off. 4.0 out of 5 stars

Low Stock

Madewell Sidewalk Low-Top Sneakers

Madewell Sidewalk Low-Top Sneakers

Brand Name: Madewell
Product Name: Sidewalk Low-Top Sneakers
Gender: Women's
Color: Pale Parchment
Price: $44MSRP: $88

Madewell - Remy Mary Jane - Xband. Color Cabernet. On sale for $118.40. MSRP $148.00. 20% off. 5.0 out of 5 stars

Madewell Remy Mary Jane - Xband

Madewell Remy Mary Jane - Xband

Brand Name: Madewell
Product Name: Remy Mary Jane - Xband
Gender: Women's
Color: Cabernet
Price: $118.40MSRP: $148

Madewell - Remy Mary Jane - Puffy Buckle Suede. Color Chocolate Raisin. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 4.0 out of 5 stars

Low Stock

Madewell Remy Mary Jane - Puffy Buckle Suede

Madewell Remy Mary Jane - Puffy Buckle Suede

Brand Name: Madewell
Product Name: Remy Mary Jane - Puffy Buckle Suede
Gender: Women's
Color: Chocolate Raisin
Price: $133.20MSRP: $148

Madewell - Greta Elastic Mary Jane - Woven Suede. Color Dark Roast. Low Stock. On sale for $115.20. MSRP $128.00. 10% off. 4.0 out of 5 stars

Low Stock

Madewell Greta Elastic Mary Jane - Woven Suede

Madewell Greta Elastic Mary Jane - Woven Suede

Brand Name: Madewell
Product Name: Greta Elastic Mary Jane - Woven Suede
Gender: Women's
Color: Dark Roast
Price: $115.20MSRP: $128

Madewell - Rory Lug Loafer Bootie - Suede. Color Coffee Bean. Low Stock. On sale for $128.70. MSRP $198.00. 35% off. 3.0 out of 5 stars

Low Stock

Madewell Rory Lug Loafer Bootie - Suede

Madewell Rory Lug Loafer Bootie - Suede

Brand Name: Madewell
Product Name: Rory Lug Loafer Bootie - Suede
Gender: Women's
Color: Coffee Bean
Price: $128.70MSRP: $198

Madewell - Remy Mary Jane - Teddy. Color Coffee Bean. On sale for $169.20. MSRP $188.00. 10% off.

Madewell Remy Mary Jane - Teddy

Madewell Remy Mary Jane - Teddy

Brand Name: Madewell
Product Name: Remy Mary Jane - Teddy
Gender: Women's
Color: Coffee Bean
Price: $169.20MSRP: $188

Madewell - The Nye Penny Loafer. Color Pale Oyster. Low Stock. On sale for $44.40. MSRP $148.00. 70% off. 3.8 out of 5 stars

Low Stock

Madewell The Nye Penny Loafer

Madewell The Nye Penny Loafer

Brand Name: Madewell
Product Name: The Nye Penny Loafer
Gender: Women's
Color: Pale Oyster
Price: $44.40MSRP: $148

Madewell - The Greta Ballet Flat In Suede. Color Deep Royal. Low Stock. On sale for $88.20. MSRP $98.00. 10% off. 3.7 out of 5 stars

Low Stock

Madewell The Greta Ballet Flat In Suede

Madewell The Greta Ballet Flat In Suede

Brand Name: Madewell
Product Name: The Greta Ballet Flat In Suede
Gender: Women's
Color: Deep Royal
Price: $88.20MSRP: $98

Madewell - Wendel Mary Jane Flats. Color Deep Indigo. Low Stock. On sale for $74.00. MSRP $148.00. 50% off. 4.0 out of 5 stars

Low Stock

Madewell Wendel Mary Jane Flats

Madewell Wendel Mary Jane Flats

Brand Name: Madewell
Product Name: Wendel Mary Jane Flats
Gender: Women's
Color: Deep Indigo
Price: $74MSRP: $148

Madewell - Francine. Color Dark Carob. Low Stock. On sale for $99.00. MSRP $110.00. 10% off. 3.0 out of 5 stars

Low Stock

Madewell Francine

Madewell Francine

Brand Name: Madewell
Product Name: Francine
Gender: Women's
Color: Dark Carob
Price: $99MSRP: $110

Madewell - Meadow Driver Shoes. Color True Black. On sale for $110.60. MSRP $158.00. 30% off. 3.0 out of 5 stars

Madewell Meadow Driver Shoes

Madewell Meadow Driver Shoes

Brand Name: Madewell
Product Name: Meadow Driver Shoes
Gender: Women's
Color: True Black
Price: $110.60MSRP: $158

Madewell - Meadow Driver Shoes. Color Classic Desert. Low Stock. On sale for $142.20. MSRP $158.00. 10% off. 3.0 out of 5 stars

Low Stock

Madewell Meadow Driver Shoes

Madewell Meadow Driver Shoes

Brand Name: Madewell
Product Name: Meadow Driver Shoes
Gender: Women's
Color: Classic Desert
Price: $142.20MSRP: $158

Madewell - Julien Boat Shoes. Color Dark Carob. On sale for $151.20. MSRP $168.00. 10% off.

Madewell Julien Boat Shoes

Madewell Julien Boat Shoes

Brand Name: Madewell
Product Name: Julien Boat Shoes
Gender: Women's
Color: Dark Carob
Price: $151.20MSRP: $168

Madewell - Scarlett T-Strap. Color True Black. On sale for $124.20. MSRP $138.00. 10% off. 3.0 out of 5 stars

Madewell Scarlett T-Strap

Madewell Scarlett T-Strap

Brand Name: Madewell
Product Name: Scarlett T-Strap
Gender: Women's
Color: True Black
Price: $124.20MSRP: $138

Madewell - Remy Mary Jane - Scallop Edge Suede. Color Dried Acorn. Low Stock. On sale for $151.20. MSRP $168.00. 10% off.

Low Stock

Madewell Remy Mary Jane - Scallop Edge Suede

Madewell Remy Mary Jane - Scallop Edge Suede

Brand Name: Madewell
Product Name: Remy Mary Jane - Scallop Edge Suede
Gender: Women's
Color: Dried Acorn
Price: $151.20MSRP: $168

Madewell - Taylor Round Toe Tall Boots - Suede. Color Deep Indigo. On sale for $119.20. MSRP $298.00. 60% off. 2.0 out of 5 stars

Madewell Taylor Round Toe Tall Boots - Suede

Madewell Taylor Round Toe Tall Boots - Suede

Brand Name: Madewell
Product Name: Taylor Round Toe Tall Boots - Suede
Gender: Women's
Color: Deep Indigo
Price: $119.20MSRP: $298

Madewell - Taylor Round Toe Tall Boots - Suede. Color Dried Acorn. On sale for $149.00. MSRP $298.00. 50% off. 2.0 out of 5 stars

Madewell Taylor Round Toe Tall Boots - Suede

Madewell Taylor Round Toe Tall Boots - Suede

Brand Name: Madewell
Product Name: Taylor Round Toe Tall Boots - Suede
Gender: Women's
Color: Dried Acorn
Price: $149MSRP: $298

Madewell - Sage Ballet Flat - Cow. Color Dark Carob Multi. Low Stock. On sale for $133.20. MSRP $148.00. 10% off.

Low Stock

Madewell Sage Ballet Flat - Cow

Madewell Sage Ballet Flat - Cow

Brand Name: Madewell
Product Name: Sage Ballet Flat - Cow
Gender: Women's
Color: Dark Carob Multi
Price: $133.20MSRP: $148

Madewell - Cosme Elastic Mary Jane. Color Ecru Multi. Low Stock. On sale for $35.40. MSRP $118.00. 70% off. 4.3 out of 5 stars

Low Stock

Madewell Cosme Elastic Mary Jane

Madewell Cosme Elastic Mary Jane

Brand Name: Madewell
Product Name: Cosme Elastic Mary Jane
Gender: Women's
Color: Ecru Multi
Price: $35.40MSRP: $118

Madewell - The Field Knit Sneakers. Color Pale Celadon Multi. Low Stock. On sale for $115.20. MSRP $128.00. 10% off. 4.0 out of 5 stars

Low Stock

Madewell The Field Knit Sneakers

Madewell The Field Knit Sneakers

Brand Name: Madewell
Product Name: The Field Knit Sneakers
Gender: Women's
Color: Pale Celadon Multi
Price: $115.20MSRP: $128

Madewell - The Vernon Loafer. Color Dried Maple. Low Stock. On sale for $47.40. MSRP $158.00. 70% off.

Low Stock

Madewell The Vernon Loafer

Madewell The Vernon Loafer

Brand Name: Madewell
Product Name: The Vernon Loafer
Gender: Women's
Color: Dried Maple
Price: $47.40MSRP: $158

Madewell - The Drumgold Boot in Extended Calf. Color True Black. Low Stock. On sale for $89.40. MSRP $298.00. 70% off. 1.7 out of 5 stars

Low Stock

Madewell The Drumgold Boot in Extended Calf

Madewell The Drumgold Boot in Extended Calf

Brand Name: Madewell
Product Name: The Drumgold Boot in Extended Calf
Gender: Women's
Color: True Black
Price: $89.40MSRP: $298