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Boots on Sale $50 & Under

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Size 5.5 Medium Size Madewell Shoes

48 items found

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Madewell - Molly Chunky Ankle Strap. Color Aged Olive. Low Stock. On sale for $29.40. MSRP $98.00. 70% off. 5.0 out of 5 stars

Low Stock

Madewell Molly Chunky Ankle Strap

Madewell Molly Chunky Ankle Strap

Brand Name: Madewell
Product Name: Molly Chunky Ankle Strap
Gender: Women's
Color: Aged Olive
Price: $29.40MSRP: $98

Madewell - Laurel Bootie. Color True Black. On sale for $114.00. MSRP $228.00. 50% off. 3.8 out of 5 stars

Madewell Laurel Bootie

Madewell Laurel Bootie

Brand Name: Madewell
Product Name: Laurel Bootie
Gender: Women's
Color: True Black
Price: $114MSRP: $228

Madewell - Sage Ballet Flat - Dome Stud. Color True Black. Low Stock. On sale for $74.00. MSRP $148.00. 50% off. 3.0 out of 5 stars

Low Stock

Madewell Sage Ballet Flat - Dome Stud

Madewell Sage Ballet Flat - Dome Stud

Brand Name: Madewell
Product Name: Sage Ballet Flat - Dome Stud
Gender: Women's
Color: True Black
Price: $74MSRP: $148

Madewell - Laurel Bootie - Cow. Color Dark Carob Multi. On sale for $136.40. MSRP $248.00. 45% off.

Madewell Laurel Bootie - Cow

Madewell Laurel Bootie - Cow

Brand Name: Madewell
Product Name: Laurel Bootie - Cow
Gender: Women's
Color: Dark Carob Multi
Price: $136.40MSRP: $248

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 - 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 - Gabriella Sandals (Flatform). Color Aged Cognac. On sale for $47.40. MSRP $158.00. 70% off. 3.6 out of 5 stars

Madewell Gabriella Sandals (Flatform)

Madewell Gabriella Sandals (Flatform)

Brand Name: Madewell
Product Name: Gabriella Sandals (Flatform)
Gender: Women's
Color: Aged Cognac
Price: $47.40MSRP: $158

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 - 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 - Piaule Thong Ankle Strap - Suede. Color Tawny Khaki. On sale for $26.40. MSRP $88.00. 70% off.

Madewell Piaule Thong Ankle Strap - Suede

Madewell Piaule Thong Ankle Strap - Suede

Brand Name: Madewell
Product Name: Piaule Thong Ankle Strap - Suede
Gender: Women's
Color: Tawny Khaki
Price: $26.40MSRP: $88

Madewell - Sage Ballet Flat - Haircalf. Color True Black. Low Stock. On sale for $142.20. MSRP $158.00. 10% off. 5.0 out of 5 stars

Low Stock

Madewell Sage Ballet Flat - Haircalf

Madewell Sage Ballet Flat - Haircalf

Brand Name: Madewell
Product Name: Sage Ballet Flat - Haircalf
Gender: Women's
Color: True Black
Price: $142.20MSRP: $158

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 60 Mm - Patent. Color True Black. On sale for $117.60. MSRP $168.00. 30% off. 3.0 out of 5 stars

Madewell Greta 60 Mm - Patent

Madewell Greta 60 Mm - Patent

Brand Name: Madewell
Product Name: Greta 60 Mm - Patent
Gender: Women's
Color: True Black
Price: $117.60MSRP: $168

Madewell - Greta Bow Double Strap - Satin. Color Dark Plum. On sale for $83.20. MSRP $128.00. 35% off.

Madewell Greta Bow Double Strap - Satin

Madewell Greta Bow Double Strap - Satin

Brand Name: Madewell
Product Name: Greta Bow Double Strap - Satin
Gender: Women's
Color: Dark Plum
Price: $83.20MSRP: $128

Madewell - Ciel Kitten Heel Glove Bootie - Suede. Color Chocolate Raisin. On sale for $173.60. MSRP $248.00. 30% off. 3.0 out of 5 stars

Madewell Ciel Kitten Heel Glove Bootie - Suede

Madewell Ciel Kitten Heel Glove Bootie - Suede

Brand Name: Madewell
Product Name: Ciel Kitten Heel Glove Bootie - Suede
Gender: Women's
Color: Chocolate Raisin
Price: $173.60MSRP: $248

Madewell - Rory Lug Loafer Bootie - Suede Shearling. Color Warm Chestnut. On sale for $205.20. MSRP $228.00. 10% off. 3.0 out of 5 stars

Madewell Rory Lug Loafer Bootie - Suede Shearling

Madewell Rory Lug Loafer Bootie - Suede Shearling

Brand Name: Madewell
Product Name: Rory Lug Loafer Bootie - Suede Shearling
Gender: Women's
Color: Warm Chestnut
Price: $205.20MSRP: $228

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 - Xband Sandal. Color True Black. On sale for $82.60. MSRP $118.00. 30% off. 3.5 out of 5 stars

Madewell Xband Sandal

Madewell Xband Sandal

Brand Name: Madewell
Product Name: Xband Sandal
Gender: Women's
Color: True Black
Price: $82.60MSRP: $118

Madewell - Millie Thong Lace Up Sandals - Grommet. Color True Black. On sale for $89.60. MSRP $128.00. 30% off.

Madewell Millie Thong Lace Up Sandals - Grommet

Madewell Millie Thong Lace Up Sandals - Grommet

Brand Name: Madewell
Product Name: Millie Thong Lace Up Sandals - Grommet
Gender: Women's
Color: True Black
Price: $89.60MSRP: $128

Madewell - Indie Double Buckle Sandals. Color True Black. On sale for $70.40. MSRP $128.00. 45% off. 4.5 out of 5 stars

Madewell Indie Double Buckle Sandals

Madewell Indie Double Buckle Sandals

Brand Name: Madewell
Product Name: Indie Double Buckle Sandals
Gender: Women's
Color: True Black
Price: $70.40MSRP: $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 - 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 - 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 - Eliza Tall Buckle Boots. Color True Black. On sale for $174.00. MSRP $348.00. 50% off.

Madewell Eliza Tall Buckle Boots

Madewell Eliza Tall Buckle Boots

Brand Name: Madewell
Product Name: Eliza Tall Buckle Boots
Gender: Women's
Color: True Black
Price: $174MSRP: $348

Madewell - Laurel Bootie. Color Turkish Coffee. On sale for $171.00. MSRP $228.00. 25% off. 3.8 out of 5 stars

Madewell Laurel Bootie

Madewell Laurel Bootie

Brand Name: Madewell
Product Name: Laurel Bootie
Gender: Women's
Color: Turkish Coffee
Price: $171MSRP: $228

Madewell - Lia Fringe Boots - Suede. Color Dark Carob. On sale for $129.00. MSRP $258.00. 50% off.

Madewell Lia Fringe Boots - Suede

Madewell Lia Fringe Boots - Suede

Brand Name: Madewell
Product Name: Lia Fringe Boots - Suede
Gender: Women's
Color: Dark Carob
Price: $129MSRP: $258

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 - 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 - Lexie Tall Boots - Suede. Color Coffee Bean. On sale for $163.90. MSRP $298.00. 45% off. 3.2 out of 5 stars

Madewell Lexie Tall Boots - Suede

Madewell Lexie Tall Boots - Suede

Brand Name: Madewell
Product Name: Lexie Tall Boots - Suede
Gender: Women's
Color: Coffee Bean
Price: $163.90MSRP: $298

Madewell - Gabriella Sandals (Flatform). Color True Black. On sale for $63.20. MSRP $158.00. 60% off. 3.6 out of 5 stars

Madewell Gabriella Sandals (Flatform)

Madewell Gabriella Sandals (Flatform)

Brand Name: Madewell
Product Name: Gabriella Sandals (Flatform)
Gender: Women's
Color: True Black
Price: $63.20MSRP: $158

Madewell - Dimes Kitten Heel Boot - Stud. Color True Black Multi. Low Stock. On sale for $65.40. MSRP $218.00. 70% off.

Low Stock

Madewell Dimes Kitten Heel Boot - Stud

Madewell Dimes Kitten Heel Boot - Stud

Brand Name: Madewell
Product Name: Dimes Kitten Heel Boot - Stud
Gender: Women's
Color: True Black Multi
Price: $65.40MSRP: $218

Madewell - Greta Elastic Mary Jane. Color Coffee Bean. Low Stock. On sale for $88.20. MSRP $98.00. 10% off. 3.5 out of 5 stars

Low Stock

Madewell Greta Elastic Mary Jane

Madewell Greta Elastic Mary Jane

Brand Name: Madewell
Product Name: Greta Elastic Mary Jane
Gender: Women's
Color: Coffee Bean
Price: $88.20MSRP: $98

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 - francine. Color Pewter. Low Stock. On sale for $106.20. MSRP $118.00. 10% off. 2.8 out of 5 stars

Low Stock

Madewell francine

Madewell francine

Brand Name: Madewell
Product Name: francine
Gender: Women's
Color: Pewter
Price: $106.20MSRP: $118

Madewell - francine. Color Dark Merlot. On sale for $100.30. MSRP $118.00. 15% off. 2.8 out of 5 stars

Madewell francine

Madewell francine

Brand Name: Madewell
Product Name: francine
Gender: Women's
Color: Dark Merlot
Price: $100.30MSRP: $118

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 - Greta Elastic Mary Jane - Leopard Velvet. Color Espresso Multi. Low Stock. On sale for $115.20. MSRP $128.00. 10% off.

Low Stock

Madewell Greta Elastic Mary Jane - Leopard Velvet

Madewell Greta Elastic Mary Jane - Leopard Velvet

Brand Name: Madewell
Product Name: Greta Elastic Mary Jane - Leopard Velvet
Gender: Women's
Color: Espresso Multi
Price: $115.20MSRP: $128

Madewell - Greta Elastic Mary Jane - Dome Stud. Color Deep Indigo. Low Stock. On sale for $76.80. MSRP $128.00. 40% off.

Low Stock

Madewell Greta Elastic Mary Jane - Dome Stud

Madewell Greta Elastic Mary Jane - Dome Stud

Brand Name: Madewell
Product Name: Greta Elastic Mary Jane - Dome Stud
Gender: Women's
Color: Deep Indigo
Price: $76.80MSRP: $128

Madewell - Greta Double Strap - Eyelet. Color Dark Carob. On sale for $110.60. MSRP $158.00. 30% off. 1.0 out of 5 stars

Madewell Greta Double Strap - Eyelet

Madewell Greta Double Strap - Eyelet

Brand Name: Madewell
Product Name: Greta Double Strap - Eyelet
Gender: Women's
Color: Dark Carob
Price: $110.60MSRP: $158

Madewell - Remy Mary Jane - Calfhair. Color Chocolate Raisin. On sale for $151.20. MSRP $168.00. 10% off.

Madewell Remy Mary Jane - Calfhair

Madewell Remy Mary Jane - Calfhair

Brand Name: Madewell
Product Name: Remy Mary Jane - Calfhair
Gender: Women's
Color: Chocolate Raisin
Price: $151.20MSRP: $168

Madewell - Laurel Booties - Suede. Color Warm Chestnut. On sale for $114.00. MSRP $228.00. 50% off. 3.5 out of 5 stars

Madewell Laurel Booties - Suede

Madewell Laurel Booties - Suede

Brand Name: Madewell
Product Name: Laurel Booties - Suede
Gender: Women's
Color: Warm Chestnut
Price: $114MSRP: $228

Madewell - Finneas Clog - Buckle. Color Stained Rosewood. On sale for $178.20. MSRP $198.00. 10% off.

Madewell Finneas Clog - Buckle

Madewell Finneas Clog - Buckle

Brand Name: Madewell
Product Name: Finneas Clog - Buckle
Gender: Women's
Color: Stained Rosewood
Price: $178.20MSRP: $198

Madewell - Remy Mary Jane - Calfhair. Color Caramel Multi. On sale for $151.20. MSRP $168.00. 10% off.

Madewell Remy Mary Jane - Calfhair

Madewell Remy Mary Jane - Calfhair

Brand Name: Madewell
Product Name: Remy Mary Jane - Calfhair
Gender: Women's
Color: Caramel Multi
Price: $151.20MSRP: $168

Madewell - Greta Double Strap - Brindle. Color Russet Multi. On sale for $102.70. MSRP $158.00. 35% off. 5.0 out of 5 stars

Madewell Greta Double Strap - Brindle

Madewell Greta Double Strap - Brindle

Brand Name: Madewell
Product Name: Greta Double Strap - Brindle
Gender: Women's
Color: Russet Multi
Price: $102.70MSRP: $158

Madewell - Idris Glove Bootie - Suede. Color Dark Carob 1. Low Stock. On sale for $138.60. MSRP $198.00. 30% off. 3.7 out of 5 stars

Low Stock

Madewell Idris Glove Bootie - Suede

Madewell Idris Glove Bootie - Suede

Brand Name: Madewell
Product Name: Idris Glove Bootie - Suede
Gender: Women's
Color: Dark Carob 1
Price: $138.60MSRP: $198

Madewell - Porter Tall Boot-Extended Sizing. Color True Black. Low Stock. On sale for $104.40. MSRP $348.00. 70% off. 1.0 out of 5 stars

Low Stock

Madewell Porter Tall Boot-Extended Sizing

Madewell Porter Tall Boot-Extended Sizing

Brand Name: Madewell
Product Name: Porter Tall Boot-Extended Sizing
Gender: Women's
Color: True Black
Price: $104.40MSRP: $348