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Boots on Sale $50 & Under

Shop Boots Deals

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Round Toe Madewell Shoes

23 items found

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Madewell - Kickoff Trainer Sneakers in Leather and Spot Dot Calf Hair. Color Aged Stucco Multi. Low Stock. On sale for $22.00. MSRP $110.00. 80% off. 2.0 out of 5 stars

Low Stock

Madewell Kickoff Trainer Sneakers in Leather and Spot Dot Calf Hair

Madewell Kickoff Trainer Sneakers in Leather and Spot Dot Calf Hair

Brand Name: Madewell
Product Name: Kickoff Trainer Sneakers in Leather and Spot Dot Calf Hair
Gender: Women's
Color: Aged Stucco Multi
Price: $22MSRP: $110

Madewell - The Nye Penny Loafer. Color Pale Oyster. Low Stock. On sale for $37.00. MSRP $148.00. 75% 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: $37MSRP: $148

Madewell - The Vernon Loafer. Color Dried Maple. Low Stock. On sale for $39.50. MSRP $158.00. 75% 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: $39.50MSRP: $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

Madewell - The Gwenda Platform Ankle Boot in Leather. Color True Black. Low Stock. On sale for $91.20. MSRP $228.00. 60% off. 1.0 out of 5 stars

Low Stock

Madewell The Gwenda Platform Ankle Boot in Leather

Madewell The Gwenda Platform Ankle Boot in Leather

Brand Name: Madewell
Product Name: The Gwenda Platform Ankle Boot in Leather
Gender: Women's
Color: True Black
Price: $91.20MSRP: $228

Madewell - The Vernon Bit Hardware Loafer in Leather. Color True Black. Low Stock. On sale for $63.20. MSRP $158.00. 60% off. 3.5 out of 5 stars

Low Stock

Madewell The Vernon Bit Hardware Loafer in Leather

Madewell The Vernon Bit Hardware Loafer in Leather

Brand Name: Madewell
Product Name: The Vernon Bit Hardware Loafer in Leather
Gender: Women's
Color: True Black
Price: $63.20MSRP: $158

Madewell - The Remy Mary Jane Espadrille. Color Natural Multi. On sale for $74.00. MSRP $148.00. 50% off. 2.0 out of 5 stars

Madewell The Remy Mary Jane Espadrille

Madewell The Remy Mary Jane Espadrille

Brand Name: Madewell
Product Name: The Remy Mary Jane Espadrille
Gender: Women's
Color: Natural Multi
Price: $74MSRP: $148

Madewell - The Cecily Clog in Oiled Leather. Color True Black. Low Stock. On sale for $92.40. MSRP $168.00. 45% off. 2.7 out of 5 stars

Low Stock

Madewell The Cecily Clog in Oiled Leather

Madewell The Cecily Clog in Oiled Leather

Brand Name: Madewell
Product Name: The Cecily Clog in Oiled Leather
Gender: Women's
Color: True Black
Price: $92.40MSRP: $168

Madewell - Portia Cage Sandal. Color Cumin. Low Stock. On sale for $83.20. MSRP $128.00. 35% off. 3.0 out of 5 stars

Low Stock

Madewell Portia Cage Sandal

Madewell Portia Cage Sandal

Brand Name: Madewell
Product Name: Portia Cage Sandal
Gender: Women's
Color: Cumin
Price: $83.20MSRP: $128

Madewell - Hera Grommet Mary Jane. Color Dusty Redwood. Low Stock. On sale for $102.70. MSRP $158.00. 35% off. 2.0 out of 5 stars

Low Stock

Madewell Hera Grommet Mary Jane

Madewell Hera Grommet Mary Jane

Brand Name: Madewell
Product Name: Hera Grommet Mary Jane
Gender: Women's
Color: Dusty Redwood
Price: $102.70MSRP: $158

Madewell - The Nettie Heeled Mary Jane in Leather. Color True Black. Low Stock. On sale for $96.20. MSRP $148.00. 35% off. 3.8 out of 5 stars

Low Stock

Madewell The Nettie Heeled Mary Jane in Leather

Madewell The Nettie Heeled Mary Jane in Leather

Brand Name: Madewell
Product Name: The Nettie Heeled Mary Jane in Leather
Gender: Women's
Color: True Black
Price: $96.20MSRP: $148

Madewell - Greta Ballet Flat. Color Ecru Multi. Low Stock. On sale for $76.70. MSRP $118.00. 35% off. 4.3 out of 5 stars

Low Stock

Madewell Greta Ballet Flat

Madewell Greta Ballet Flat

Brand Name: Madewell
Product Name: Greta Ballet Flat
Gender: Women's
Color: Ecru Multi
Price: $76.70MSRP: $118

Madewell - Porto Loafer Flats. Color True Black Multi. On sale for $109.20. MSRP $168.00. 35% off. 2.7 out of 5 stars

Madewell Porto Loafer Flats

Madewell Porto Loafer Flats

Brand Name: Madewell
Product Name: Porto Loafer Flats
Gender: Women's
Color: True Black Multi
Price: $109.20MSRP: $168

Madewell - Greta Ballet Flat. Color Bandana Red. On sale for $82.60. MSRP $118.00. 30% off. 4.3 out of 5 stars

Madewell Greta Ballet Flat

Madewell Greta Ballet Flat

Brand Name: Madewell
Product Name: Greta Ballet Flat
Gender: Women's
Color: Bandana Red
Price: $82.60MSRP: $118

Madewell - Remy Mary Jane Flat. Color Ecru. On sale for $126.00. MSRP $168.00. 25% off. 5.0 out of 5 stars

Madewell Remy Mary Jane Flat

Madewell Remy Mary Jane Flat

Brand Name: Madewell
Product Name: Remy Mary Jane Flat
Gender: Women's
Color: Ecru
Price: $126MSRP: $168

Madewell - The Mylie Ballet Flat in Handwoven Leather. Color Cherry Wood. Low Stock. On sale for $118.50. MSRP $158.00. 25% off. 4.5 out of 5 stars

Low Stock

Madewell The Mylie Ballet Flat in Handwoven Leather

Madewell The Mylie Ballet Flat in Handwoven Leather

Brand Name: Madewell
Product Name: The Mylie Ballet Flat in Handwoven Leather
Gender: Women's
Color: Cherry Wood
Price: $118.50MSRP: $158

Madewell - The Greta Ballet Flat In Suede. Color Ruby Port. Low Stock. On sale for $78.40. MSRP $98.00. 20% 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: Ruby Port
Price: $78.40MSRP: $98

Madewell - The Mylie Ballet Flat in Handwoven Leather. Color Baked Clay. Low Stock. On sale for $132.27. MSRP $158.00. 16% off. 4.5 out of 5 stars

Low Stock

Madewell The Mylie Ballet Flat in Handwoven Leather

Madewell The Mylie Ballet Flat in Handwoven Leather

Brand Name: Madewell
Product Name: The Mylie Ballet Flat in Handwoven Leather
Gender: Women's
Color: Baked Clay
Price: $132.27MSRP: $158

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

Low Stock

Madewell The Remy Mary Jane Flat

Madewell The Remy Mary Jane Flat

Brand Name: Madewell
Product Name: The Remy Mary Jane Flat
Gender: Women's
Color: Dried Acorn
Price: $151.20MSRP: $168

Madewell - Greta Ballet Flat. Color Loden. Low Stock. On sale for $88.20. MSRP $98.00. 10% off. 5.0 out of 5 stars

Low Stock

Madewell Greta Ballet Flat

Madewell Greta Ballet Flat

Brand Name: Madewell
Product Name: Greta Ballet Flat
Gender: Women's
Color: Loden
Price: $88.20MSRP: $98

Madewell - The Mylie Ballet Flat in Handwoven Leather. Color Juniper Berry. Low Stock. On sale for $142.20. MSRP $158.00. 10% off. 4.5 out of 5 stars

Low Stock

Madewell The Mylie Ballet Flat in Handwoven Leather

Madewell The Mylie Ballet Flat in Handwoven Leather

Brand Name: Madewell
Product Name: The Mylie Ballet Flat in Handwoven Leather
Gender: Women's
Color: Juniper Berry
Price: $142.20MSRP: $158

Madewell - The Jamie Boat Shoe. Color Dark Carob. $168.00.

Madewell The Jamie Boat Shoe

Madewell The Jamie Boat Shoe

Brand Name: Madewell
Product Name: The Jamie Boat Shoe
Gender: Women's
Color: Dark Carob
Price: $168

Madewell - The Grayson Penny Loafer. Color True Black. Low Stock. $178.00. 4.0 out of 5 stars

Low Stock

Madewell The Grayson Penny Loafer

Madewell The Grayson Penny Loafer

Brand Name: Madewell
Product Name: The Grayson Penny Loafer
Gender: Women's
Color: True Black
Price: $178