Top fitflop Deals for September 2025

Cold outside? Upgrade your Chrissie slippers with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop slippers - they're shaped specifically for a perfect fit in our Chrissie so they won't move around or fold up (they're unlikely to fit inside other footwear). In classic hues or neon pop colors for extra fun. Duvet-warm when it's freezing, and you may even get addicted to that ultra-luxe fluffiness the rest of the year. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. FitFlop CHRISSIE Luxe Shearling Insoles 1 Pair, Outlet, Neon Orange, Size: US 5

Cold outside? Upgrade your Chrissie slippers with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop slippers - they're shaped specifically for a perfect fit in our Chrissie so they won't move around or fold up (they're unlikely to fit inside other footwear). In classic hues or neon pop colors for extra fun. Duvet-warm when it's freezing, and you may even get addicted to that ultra-luxe fluffiness the rest of the year. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. FitFlop CHRISSIE Luxe Shearling Insoles 1 Pair, Outlet, Electric Yellow, Size: US 5

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 6

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 7

Cold outside? Upgrade your favorite WonderWelly rain boots with a pair of fabulously cozy, custom shearling footbeds. Just pop your original WonderWelly™ midsoles out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same ergonomic WonderWelly footbed technology, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop rain boots - they're contoured specifically for a perfect fit in our WonderWelly so they won't move around or fold up (they're unlikely to fit inside other shoes). Duvet-warm when it's freezing, or even try them with bare feet in summer. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Note on fit: While these insoles fit perfectly in our WonderWelly boots, please be aware that if worn together with our padded Better Than Socks ergonomic knee socks your rain boots may feel a little snug. FitFlop WONDERWELLY Luxe Shearling Insoles - 1 Pair, Outlet, All Black, Size: US 6

Cold outside? Upgrade your favorite WonderWelly rain boots with a pair of fabulously cozy, custom shearling footbeds. Just pop your original WonderWelly™ midsoles out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same ergonomic WonderWelly footbed technology, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop rain boots - they're contoured specifically for a perfect fit in our WonderWelly so they won't move around or fold up (they're unlikely to fit inside other shoes). Duvet-warm when it's freezing, or even try them with bare feet in summer. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Note on fit: While these insoles fit perfectly in our WonderWelly boots, please be aware that if worn together with our padded Better Than Socks ergonomic knee socks your rain boots may feel a little snug. FitFlop WONDERWELLY Luxe Shearling Insoles - 1 Pair, Outlet, Cream, Size: US 5

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 7.5

Cold outside? Upgrade your favorite WonderWelly rain boots with a pair of fabulously cozy, custom shearling footbeds. Just pop your original WonderWelly™ midsoles out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same ergonomic WonderWelly footbed technology, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop rain boots - they're contoured specifically for a perfect fit in our WonderWelly so they won't move around or fold up (they're unlikely to fit inside other shoes). Duvet-warm when it's freezing, or even try them with bare feet in summer. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Note on fit: While these insoles fit perfectly in our WonderWelly boots, please be aware that if worn together with our padded Better Than Socks ergonomic knee socks your rain boots may feel a little snug. FitFlop WONDERWELLY Luxe Shearling Insoles - 1 Pair, Outlet, All Black, Size: US 11

Cold outside? Upgrade your favorite WonderWelly rain boots with a pair of fabulously cozy, custom shearling footbeds. Just pop your original WonderWelly™ midsoles out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same ergonomic WonderWelly footbed technology, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop rain boots - they're contoured specifically for a perfect fit in our WonderWelly so they won't move around or fold up (they're unlikely to fit inside other shoes). Duvet-warm when it's freezing, or even try them with bare feet in summer. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Note on fit: While these insoles fit perfectly in our WonderWelly boots, please be aware that if worn together with our padded Better Than Socks ergonomic knee socks your rain boots may feel a little snug. FitFlop WONDERWELLY Luxe Shearling Insoles - 1 Pair, Outlet, All Black, Size: US 9

Cold outside? Upgrade your favorite WonderWelly rain boots with a pair of fabulously cozy, custom shearling footbeds. Just pop your original WonderWelly™ midsoles out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same ergonomic WonderWelly footbed technology, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop rain boots - they're contoured specifically for a perfect fit in our WonderWelly so they won't move around or fold up (they're unlikely to fit inside other shoes). Duvet-warm when it's freezing, or even try them with bare feet in summer. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Note on fit: While these insoles fit perfectly in our WonderWelly boots, please be aware that if worn together with our padded Better Than Socks ergonomic knee socks your rain boots may feel a little snug. FitFlop WONDERWELLY Luxe Shearling Insoles - 1 Pair, Outlet, All Black, Size: US 8.5

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 9

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 8

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 8.5

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 10

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 11

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 6.5

Cold outside? Upgrade your favorite F-Mode boots with a pair of fabulously cozy, custom shearling footbeds. Just pop the original footbeds out, keep them somewhere safe for spring and summer, and slide these in instead. Featuring the same light, anatomically contoured, underfoot cushioning, but lined in soft natural 100% sheep shearling, that thermoregulates to keep your feet snug and comfortable in any weather. Order yours in the exact same size as your FitFlop boots - they're shaped specifically for a perfect fit in any F-Mode boot style so they won't move around or fold up (they're unlikely to fit inside other footwear). Duvet-warm when it's freezing or even try them with bare feet in milder weather. Shear(ling) bliss. To clean: Use a mild detergent and gently dab your shearling insoles with a cool damp cloth (avoid immersing). Rinse them carefully, use a towel to absorb excess liquid, then leave to air dry naturally. Fitting note: Please be aware that these boots have an 'average to slim' width fit, so may feel narrower than other styles on our Microwobbleboard midsole. FitFlop F-MODE Luxe Shearling Insoles 1 Pair, Outlet, All Black, Size: US 5