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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. 

177 Results

RHAPSODY W - BLACK LEATHER FLATS
Orthotic Friendly

RHAPSODY W - BLACK LEATHER FLATS

ZIERA

$269.95

Unit price
per 

PAMELA XF - BLACK LEATHER WHITE SOLE SNEAKERS
Orthotic Friendly

PAMELA XF - BLACK LEATHER WHITE SOLE SNEAKERS

ZIERA

$269.95

Unit price
per 

AITCH XF - NAVY LEATHER FLATS
Orthotic Friendly

AITCH XF - NAVY LEATHER FLATS

ZIERA
5.0 (2)

$259.95

Unit price
per 

ROSE - TAN LEATHER SNEAKERS
Orthotic Friendly

ROSE - TAN LEATHER SNEAKERS

CABELLO

$199.95

Unit price
per 

SOLAR XF - CHOC LEATHER SNEAKERS
Brown leather shoe with a gold zipper on a light gray background
Orthotic Friendly

SOLAR XF - CHOC LEATHER SNEAKERS

ZIERA

$269.95

Unit price
per 

NAT III - SOFT TAN TUMBLED LEATHER SNEAKERS
Orthotic Friendly

NAT III - SOFT TAN TUMBLED LEATHER SNEAKERS

FRANKIE4

$279.95

Unit price
per 

ELLIE V - NAVY LEATHER SNEAKERS
Orthotic Friendly

ELLIE V - NAVY LEATHER SNEAKERS

FRANKIE4
5.0 (1)

$279.95

Unit price
per 

ELLIE V - CRANBERRY TUMBLED LEATHER SNEAKERS
Orthotic Friendly

ELLIE V - CRANBERRY TUMBLED LEATHER SNEAKERS

FRANKIE4

$279.95

Unit price
per 

EG257 - WHITE LEATHER SNEAKERS
Orthotic Friendly

EG257 - WHITE LEATHER SNEAKERS

CABELLO
5.0 (1)

$189.95

Unit price
per 

EG80XW - TAN LEATHER SNEAKERS
Orthotic Friendly

EG80XW - TAN LEATHER SNEAKERS

CABELLO
5.0 (1)

$189.95

Unit price
per 

EG80XW - BLACK LEATHER SNEAKERS
Orthotic Friendly

EG80XW - BLACK LEATHER SNEAKERS

CABELLO

$189.95

Unit price
per 

Black sneaker with a zipper on a light gray background
Orthotic Friendly

VAMRA XF - BLACK-PEWTER LEATHER SNEAKERS

ZIERA

$269.95

Unit price
per 

2001 PARALLEL - WHITE/BLACK LEATHER SNEAKERS
Orthotic Friendly

2001 PARALLEL - WHITE/BLACK LEATHER SNEAKERS

GOODSOLE

$169.95

Unit price
per 

Pink and red sneaker with a visible brand logo on a light gray background
Orthotic Friendly

2001 PARALLEL - PINK/RED SUEDE LEATHER SNEAKERS

GOODSOLE

$169.95

Unit price
per 

2001 PARALLEL - PEACOCK BLUE SUEDE SNEAKERS
Orthotic Friendly

2001 PARALLEL - PEACOCK BLUE SUEDE SNEAKERS

GOODSOLE

$169.95

Unit price
per 

KENZIE - WHITE SNEAKERS
Orthotic Friendly

KENZIE - WHITE SNEAKERS

KLOUDS
5.0 (2)

$149.95

Unit price
per 

2001 PARALLEL - TROPICAL TAUPE SUEDE SNEAKERS
Orthotic Friendly

2001 PARALLEL - TROPICAL TAUPE SUEDE SNEAKERS

GOODSOLE
5.0 (3)

$169.95

Unit price
per 

2001 PARALLEL - CYPRESS SUEDE SNEAKERS
Orthotic Friendly

2001 PARALLEL - CYPRESS SUEDE SNEAKERS

GOODSOLE
5.0 (1)

$169.95

Unit price
per 

2001 PARALLEL - AUROA RED SUEDE
Orthotic Friendly

2001 PARALLEL - AUROA RED SUEDE

GOODSOLE
5.0 (1)

$169.95

Unit price
per 

2001 PARALLEL - NAVY/PINK SUEDE LEATHER SNEAKERS
Orthotic Friendly

2001 PARALLEL - NAVY/PINK SUEDE LEATHER SNEAKERS

GOODSOLE
5.0 (1)

$169.95

Unit price
per 

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

KELSEY - NAVY LEATHER SNEAKERS

KLOUDS

$189.95

Unit price
per 

CARROLE XF - ALMOND LEATHER FLATS
Beige shoe with gold buckle on a light gray background
Orthotic Friendly

CARROLE XF - ALMOND LEATHER FLATS

ZIERA

$259.95

Unit price
per 

REMONTE DOT14 - CREMA LEATHER SNEAKER
Beige and white sneaker with a platform sole on a light gray background
Orthotic Friendly

REMONTE DOT14 - CREMA LEATHER SNEAKER

REMONTE
5.0 (1)

$319.95

Unit price
per 

NAT III - CHAMPAGNE TUMBLED LEATHER SNEAKERS
Orthotic Friendly

NAT III - CHAMPAGNE TUMBLED LEATHER SNEAKERS

FRANKIE4
5.0 (1)

$279.95

Unit price
per 

AXEL II - NATURAL LEATHER SNEAKERS
Orthotic Friendly

AXEL II - NATURAL LEATHER SNEAKERS

FRANKIE4

$249.95

Unit price
per 

EG256 - WHITE LEATHER SNEAKERS
Orthotic Friendly

EG256 - WHITE LEATHER SNEAKERS

CABELLO

$189.95

Unit price
per 

EG256 - TAN LEATHER SNEAKERS
Orthotic Friendly

EG256 - TAN LEATHER SNEAKERS

CABELLO

$189.95

Unit price
per 

EG256 - BLACK LEATHER SNEAKERS
Orthotic Friendly

EG256 - BLACK LEATHER SNEAKERS

CABELLO

$189.95

Unit price
per 

ONE EVOLVE - GREY/CORAL SNEAKERS
Orthotic Friendly

ONE EVOLVE - GREY/CORAL SNEAKERS

PROPET

$179.95

Unit price
per 

KROSS SPORT - DOUBLE BLACK SNEAKERS
Orthotic Friendly

KROSS SPORT - DOUBLE BLACK SNEAKERS

KLOUDS

$119.95

Unit price
per 

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

Unit price
per 

JACKIE V - WHITE TUMBLED LEATHER SNEAKERS
Orthotic Friendly

JACKIE V - WHITE TUMBLED LEATHER SNEAKERS

FRANKIE4

$279.95

Unit price
per 

A dark tan leather lace-up sneaker with a zipper trim, featuring a removable footbed and a TPU cradle.
Orthotic Friendly

PAMELA XF - DARK TAN LEATHER SNEAKERS

ZIERA
4.0 (1)

$269.95

Unit price
per 

AITO XF - WHITE NUDE LEATHER SNEAKERS
Orthotic Friendly

AITO XF - WHITE NUDE LEATHER SNEAKERS

ZIERA
5.0 (1)

$269.95

Unit price
per 

RIEKER 41385 - WHITE LEATHER FLATS

RIEKER

$269.95

Unit price
per 

AITO XF - DARK TAN LEATHER SNEAKERS
Orthotic Friendly

AITO XF - DARK TAN LEATHER SNEAKERS

ZIERA
5.0 (1)

$269.95

Unit price
per 

AITO XF - BLACK LEATHER SNEAKERS
Orthotic Friendly

AITO XF - BLACK LEATHER SNEAKERS

ZIERA

$269.95

Unit price
per 

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

Unit price
per 

JACKIE V - BLACK TUMBLED LEATHER SNEAKERS
Orthotic Friendly

JACKIE V - BLACK TUMBLED LEATHER SNEAKERS

FRANKIE4

$279.95

Unit price
per