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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. 

SELECTED BOOTS ON SALE

95 Results

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5849 - BLACK CRINKLE LEATHER FLATS
Orthotic Friendly

5849 - BLACK CRINKLE LEATHER FLATS

CABELLO

$169.95

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

761 - GREY CRINKLE LEATHER CASUAL FLATS
Orthotic Friendly

761 - GREY 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

BILLIE II - WHITE LEATHER SNEAKERS
Orthotic Friendly

BILLIE II - WHITE LEATHER SNEAKERS

FRANKIE4

$279.95

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

A black leather sneaker with lace-up and zip features on a white background.
Orthotic Friendly

EG520 - BLACK LEATHER SNEAKERS

CABELLO

$189.95

EG520 - PEWTER LEATHER
Orthotic Friendly

EG520 - PEWTER LEATHER

CABELLO

$189.95

G46.465 - WHITE MULTI COLOUR LEATHER SNEAKERS
Orthotic Friendly

G46.465 - WHITE MULTI COLOUR LEATHER SNEAKERS

GABOR

$299.95

G56.446 - GRAPHITE SILVER VELOUR LEATHER SNEAKERS

G56.446 - GRAPHITE SILVER VELOUR LEATHER SNEAKERS

GABOR

$359.95

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

KROSS WALK - DOUBLE BLACK
Orthotic Friendly

KROSS WALK - DOUBLE BLACK

KLOUDS
5.0 (1)

$119.95

KROSS WALK - GREY
Orthotic Friendly

KROSS WALK - GREY

KLOUDS

$119.95

KROSS WALK - NAVY
Orthotic Friendly

KROSS WALK - NAVY

KLOUDS
5.0 (2)

$119.95

A pair of women's walking shoes in white, featuring a mesh upper material, Bungee lace closure, and a lightweight EVA midsole.
Orthotic Friendly

TRAVELWALKER - MONOCHROME WHITE SMOKE SNEAKERS

KROTEN

$129.95

TRAVELWALKER - NAVY SNEAKERS
Orthotic Friendly

TRAVELWALKER - NAVY SNEAKERS

KROTEN
5.0 (1)

$129.95

A white and tan leather sneaker with laser cut details and a grip sole.
Orthotic Friendly

LOS ANGELES - WHITE/TAN LEATHER SNEAKER

REVERE

$239.95

A black leather sneaker with lace-up closure and visible brand logo on the heel.
Orthotic Friendly

NAT III - BLACK/BLACK LEATHER

FRANKIE4

$279.95

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