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Transeasonal Styles

Transeasonal footwear is a practical and stylish solution for those looking to navigate the in-between seasons of winter and spring.  We at Ian's Shoes stock a great range of transeasonal comfort footwear. Whether you're heading to work, running errands, or enjoying a casual weekend outing, transeasonal footwear is a must-have in any wardrobe. 

END OF SEASON SALE - UP TO 50% OFF SELECTED STYLES

61 Results

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5849 - TAN CRINKLE LEATHER FLATS
Orthotic Friendly

5849 - TAN CRINKLE LEATHER FLATS

CABELLO

$169.95

761 - BLACK CRINKLE LEATHER CASUAL FLATS
Orthotic Friendly

761 - BLACK CRINKLE LEATHER CASUAL FLATS

CABELLO

$169.95

AITO XF - BLACK LEATHER SNEAKERS
Orthotic Friendly

AITO XF - BLACK LEATHER SNEAKERS

ZIERA

$259.95

AITO XF - DARK TAN LEATHER SNEAKERS
Orthotic Friendly

AITO XF - DARK TAN LEATHER SNEAKERS

ZIERA
5.0 (1)

$259.95

AITO XF - NAVY LEATHER SNEAKERS
Orthotic Friendly

AITO XF - NAVY LEATHER SNEAKERS

ZIERA

$259.95

AITO XF - WHITE NUDE LEATHER SNEAKERS
Orthotic Friendly

AITO XF - WHITE NUDE LEATHER SNEAKERS

ZIERA
5.0 (1)

$259.95

AXEL II - NATURAL LEATHER SNEAKERS
Orthotic Friendly

AXEL II - NATURAL LEATHER SNEAKERS

FRANKIE4

$249.95

EG17 - TAN LEATHER SNEAKERS
Orthotic Friendly

EG17 - TAN LEATHER SNEAKERS

CABELLO

$179.95

EG17 - TAUPE LEATHER SNEAKERS
Orthotic Friendly

EG17 - TAUPE LEATHER SNEAKERS

CABELLO
5.0 (1)

$179.95

EG17 - WHITE LEATHER SNEAKERS
Orthotic Friendly

EG17 - WHITE LEATHER SNEAKERS

CABELLO
5.0 (1)

$179.95

JACKIE V - BLACK LEATHER / BLACK SOLE SNEAKERS
A black leather sneaker with lace-up closure and the brand name 'FRANKIE4' visible on the side.
Orthotic Friendly

JACKIE V - BLACK LEATHER / BLACK SOLE SNEAKERS

FRANKIE4

$279.95

JACKIE V - BLACK TUMBLED LEATHER SNEAKERS
Orthotic Friendly

JACKIE V - BLACK TUMBLED LEATHER SNEAKERS

FRANKIE4

$279.95

A white leather sneaker with silver accents, featuring a lace-up closure, a round toe, and a flat sole.
Orthotic Friendly

JACKIE V - WHITE/SILVER LEATHER SNEAKERS

FRANKIE4
5.0 (2)

$279.95

JAVA XF - BLACK LEATHER SLIP ON FLATS
Orthotic Friendly

JAVA XF - BLACK LEATHER SLIP ON FLATS

ZIERA

$259.95

Black sneakers worn by a person on a light gray background
A black leather sneaker with a lace-up closure and a flared sole.
Orthotic Friendly

KELSEY - DOUBLE BLACK LEATHER SNEAKERS

KLOUDS

$189.95

Black sneaker with a white sole on a light gray background
Orthotic Friendly

KELSEY - NAVY LEATHER SNEAKERS

KLOUDS

$189.95

KELSEY - RED LEATHER SNEAKERS
A red leather sneaker with a lace-up closure and a zipper on the side, featuring a white sole.
Orthotic Friendly

KELSEY - RED LEATHER SNEAKERS

KLOUDS

$189.95

Tan sneaker with a white sole on a light gray background
Orthotic Friendly

KELSEY - TAUPE LEATHER SNEAKERS

KLOUDS

$189.95

KENZIE - BLACK SNEAKERS
Orthotic Friendly

KENZIE - BLACK SNEAKERS

KLOUDS

$149.95

A grey, lace-up sneaker with a thick, flared sole designed for comfort and support.
Orthotic Friendly

KENZIE - GREY SNEAKERS

KLOUDS
5.0 (1)

$149.95

A pink Klouds sneaker with an adjustable lace-up closure and a flared white sole.
Orthotic Friendly

KENZIE - PINK SNEAKERS

KLOUDS

$149.95

KROSS SPORT - BLACK SNEAKERS
Orthotic Friendly

KROSS SPORT - BLACK SNEAKERS

KLOUDS

$119.95

KROSS SPORT - DOUBLE BLACK SNEAKERS
Orthotic Friendly

KROSS SPORT - DOUBLE BLACK SNEAKERS

KLOUDS

$119.95

KROSS SPORT - NAVY
Orthotic Friendly

KROSS SPORT - NAVY

KLOUDS

$119.95

KROSS SPORT - SILVER SNEAKERS
Orthotic Friendly

KROSS SPORT - SILVER SNEAKERS

KLOUDS

$119.95

KROSS SPORT - WHITE SNEAKERS
Orthotic Friendly

KROSS SPORT - WHITE SNEAKERS

KLOUDS
5.0 (2)

$119.95

TRAVELWALKER - NAVY SNEAKERS
Orthotic Friendly

TRAVELWALKER - NAVY SNEAKERS

KROTEN
5.0 (1)

$129.95

OKLA XF - BLACK LEATHER FLATS
Orthotic Friendly

OKLA XF - BLACK LEATHER FLATS

ZIERA

$259.95

ONE EVOLVE - GREY/CORAL SNEAKERS
Orthotic Friendly

ONE EVOLVE - GREY/CORAL SNEAKERS

PROPET

$179.95

TOUR KNIT - WHITE SNEAKERS
Orthotic Friendly

TOUR KNIT - WHITE SNEAKERS

PROPET
4.0 (1)

$169.95

SKYLAR GA - JEANS NUBUCK FLATS

SKYLAR GA - JEANS NUBUCK FLATS

GABOR

$229.95

A white leather slip-on ballerina flat with perforated details and a brown sole.

SKYLAR GA - WHITE LEATHER FLATS

GABOR

$229.95

STRIDE - JET BLACK SLIP-ON SNEAKERS
Orthotic Friendly

STRIDE - JET BLACK SLIP-ON SNEAKERS

CABELLO

$129.95

STRIDE - MISTY ROSE SLIP-ON SNEAKERS
Orthotic Friendly

STRIDE - MISTY ROSE SLIP-ON SNEAKERS

CABELLO
5.0 (1)

$129.95

STRIDE - NAVY SLIP-ON SNEAKERS
Orthotic Friendly

STRIDE - NAVY SLIP-ON SNEAKERS

CABELLO
5.0 (2)

$129.95

STRIDE - SILVER SLIP-ON SNEAKERS

STRIDE - SILVER SLIP-ON SNEAKERS

CABELLO
5.0 (1)

$129.95

TOUR KNIT - BLACK SNEAKERS
Orthotic Friendly

TOUR KNIT - BLACK SNEAKERS

PROPET
5.0 (2)

$169.95

TOUR KNIT - DENIM SNEAKERS
Orthotic Friendly

TOUR KNIT - DENIM SNEAKERS

PROPET

$169.95

TOUR KNIT - INDIGO SNEAKERS
Orthotic Friendly

TOUR KNIT - INDIGO SNEAKERS

PROPET
5.0 (1)

$169.95

TOUR KNIT - SAND SNEAKERS
Orthotic Friendly

TOUR KNIT - SAND SNEAKERS

PROPET
5.0 (2)

$169.95

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