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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Casual Madewell Products

41 items found

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

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 - Laurel Bootie - Cow. Color Dark Carob Multi. Low Stock. On sale for $124.00. MSRP $248.00. 50% off.

Low Stock

Madewell Laurel Bootie - Cow

Madewell Laurel Bootie - Cow

Brand Name: Madewell
Product Name: Laurel Bootie - Cow
Gender: Women's
Color: Dark Carob Multi
Price: $124MSRP: $248

Madewell - Indie Double Buckle Sandals. Color Ivory. On sale for $38.40. MSRP $128.00. 70% 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: Ivory
Price: $38.40MSRP: $128

Madewell - Emerie Tall Boots - Suede. Color Classic Desert. On sale for $139.20. MSRP $348.00. 60% off.

Madewell Emerie Tall Boots - Suede

Madewell Emerie Tall Boots - Suede

Brand Name: Madewell
Product Name: Emerie Tall Boots - Suede
Gender: Women's
Color: Classic Desert
Price: $139.20MSRP: $348

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 - Remy Mary Jane - Xband. Color True Black. On sale for $92.75. MSRP $148.00. 37% 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: $92.75MSRP: $148

Madewell - Greta 60 Mm - Patent. Color True Black. On sale for $126.00. MSRP $168.00. 25% 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: $126MSRP: $168

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 - 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 - Lala Thong Sandals - Hardware. Color Ivory. On sale for $29.40. MSRP $98.00. 70% off. 4.5 out of 5 stars

Madewell Lala Thong Sandals - Hardware

Madewell Lala Thong Sandals - Hardware

Brand Name: Madewell
Product Name: Lala Thong Sandals - Hardware
Gender: Women's
Color: Ivory
Price: $29.40MSRP: $98

Madewell - Tonio Strappy Sandal. Color True Black. On sale for $106.20. MSRP $118.00. 10% off. 3.3 out of 5 stars

Madewell Tonio Strappy Sandal

Madewell Tonio Strappy Sandal

Brand Name: Madewell
Product Name: Tonio Strappy Sandal
Gender: Women's
Color: True Black
Price: $106.20MSRP: $118

Madewell - Molly Chunky Ankle Strap. Color True Black. On sale for $68.60. MSRP $98.00. 30% off. 5.0 out of 5 stars

Madewell Molly Chunky Ankle Strap

Madewell Molly Chunky Ankle Strap

Brand Name: Madewell
Product Name: Molly Chunky Ankle Strap
Gender: Women's
Color: True Black
Price: $68.60MSRP: $98

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 Double Strap - Eyelet. Color Dark Carob. On sale for $110.60. MSRP $158.00. 30% off.

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 - 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 - 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 - 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 - 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 - 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 - Hera Mary Jane - Medallion. Color Natural Multi. On sale for $94.80. MSRP $158.00. 40% off.

Madewell Hera Mary Jane - Medallion

Madewell Hera Mary Jane - Medallion

Brand Name: Madewell
Product Name: Hera Mary Jane - Medallion
Gender: Women's
Color: Natural Multi
Price: $94.80MSRP: $158

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

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 - 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 $125.80. MSRP $148.00. 15% 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: $125.80MSRP: $148

Madewell - Rory Lug Loafer Bootie - Suede. Color Coffee Bean. Low Stock. On sale for $138.60. MSRP $198.00. 30% 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: $138.60MSRP: $198

Madewell - Greta Bow Double Strap - Satin. Color Wisteria Dove. On sale for $115.20. MSRP $128.00. 10% 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: Wisteria Dove
Price: $115.20MSRP: $128

Madewell - Sage Ballet Flat - Haircalf. Color True Black. Low Stock. On sale for $118.50. MSRP $158.00. 25% 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: $118.50MSRP: $158

Madewell - Remy Mary Jane - Teddy. Color Coffee Bean. On sale for $169.00. 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: $169MSRP: $188

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 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 - The Gwenda Platform Ankle Boot in Suede. Color Toffee. Low Stock. On sale for $68.40. MSRP $228.00. 70% off. 4.7 out of 5 stars

Low Stock

Madewell The Gwenda Platform Ankle Boot in Suede

Madewell The Gwenda Platform Ankle Boot in Suede

Brand Name: Madewell
Product Name: The Gwenda Platform Ankle Boot in Suede
Gender: Women's
Color: Toffee
Price: $68.40MSRP: $228

Madewell - The Alina Platform Sandal. Color Warm Thistle. Low Stock. On sale for $33.00. MSRP $110.00. 70% off. 1.5 out of 5 stars

Low Stock

Madewell The Alina Platform Sandal

Madewell The Alina Platform Sandal

Brand Name: Madewell
Product Name: The Alina Platform Sandal
Gender: Women's
Color: Warm Thistle
Price: $33MSRP: $110

Madewell - Dimes Kitten Heel Boots - Suede. Color Turkish Coffee Suede. Low Stock. On sale for $132.00. MSRP $218.00. 39% off. 3.5 out of 5 stars

Low Stock

Madewell Dimes Kitten Heel Boots - Suede

Madewell Dimes Kitten Heel Boots - Suede

Brand Name: Madewell
Product Name: Dimes Kitten Heel Boots - Suede
Gender: Women's
Color: Turkish Coffee Suede
Price: $132MSRP: $218

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