Is $105 a good price for the Tory Burch Jessa Loafer?

Yes. That is roughly half what Tory Burch loafers typically cost at full price, and Zappos.com is the only store listing it new at $105 as of November 5, 2026.

How does the Jessa fit?

It is a medium-width slip-on with a round toe. Most buyers take their usual size; if you have wide feet or a high instep, consider going up half a size.

Can I wear these with a leather sole in rain?

Not ideal. Leather outsoles are slippery on wet surfaces and absorb water, so keep them for dry days or add a thin rubber sole protector.

What is the upper made of?

Genuine leather, with a leather lining and a leather outsole. The chain-link bit is the only hardware.

Are these dressy or casual?

Both. The equestrian chain detail dresses them up for work, but the round toe and flat profile work with jeans too.

Where is the Tory Burch Jessa Loafer cheapest?

At Zappos.com, for $105.00, as of our latest check.

Where can I buy the Tory Burch Jessa Loafer?

3 stores we checked sell it, including Zappos.com, eBay, Tory Burch.

Tory Burch Jessa Loafer

Best price now

$105.00at Zappos.comObserved at 12:33 PM

Prices are checked against each store and labelled with when.

Visit Zappos.com

Tory Burch Jessa Loafer

Best price now

$105.00at Zappos.comObserved at 12:33 PM

Prices are checked against each store and labelled with when.

Visit Zappos.com

Ask our agent about this product

It checks today's price at every store, compares the alternatives and answers in about a minute.

Our take on the Tory Burch Jessa Loafer

The Jessa is Tory Burch's take on the classic horsebit loafer: smooth genuine leather, a round toe and a chain-link bit across the vamp. It is a slip-on with a leather lining and a leather outsole, so it reads dressier than a rubber-soled loafer. At $105 at Zappos.com as of November 5, 2026, it sits well below the $200-plus this style usually asks at full price.

Best forShoppers who want a designer loafer under retailOffice and business-casual outfitsPairing with jeans, trousers or midi skirtsAnyone who prefers leather soles over rubber

Pros

Genuine leather upper with a leather lining
Chain-bit detail gives it a polished, equestrian look
Slip-on design, easy to wear daily
Round toe suits most foot shapes
$105 at Zappos.com as of November 5, 2026 is a steep discount for a Tory Burch loafer

Cons

Leather outsole is slick on wet pavement and wears faster than rubber
Chain hardware adds weight and can catch on hems
Smooth leather shows scuffs and creasing
Medium width only, so wide feet may need to size up

Tory Burch Jessa Loafer prices at every store

Zappos.comNew
In stock
$105.00Observed at 12:33 PM
Visit store

Also available at

eBayCheck price at eBay
Tory BurchCheck price at Tory Burch

Tory Burch Jessa Loafer price history

Lowest price we've seen: $105.00 on Nov 5 at Zappos.com. Tracked across 3 stores since Nov 5.

What reviewers say

Owners of Tory Burch leather loafers generally rate the leather and finishing highly and treat the chain bit as the selling point. Common complaints are break-in stiffness and leather soles that need care.

What people mention

Leather qualityPraisedOwners say the upper and lining feel supple and hold up well with regular wear.
Break-inMixedSome find the loafers stiff for the first few wears before they mold to the foot.
SoleCriticisedThe leather outsole is called slippery when new and quicker to wear than rubber.
FitMixedMedium width fits true for many, but wider feet report pinching at the toe box.
HardwarePraisedThe chain bit is the detail buyers mention most, and it holds its finish.

Specifications

Width: Width Medium
Department: Women's
Material: Genuine Leather
Athletic Style: Equestrian
Style: Casual
For Athletics: Yes
Season: Spring
Embellishment Style

Questions and answers

Is $105 a good price for the Tory Burch Jessa Loafer?: Yes. That is roughly half what Tory Burch loafers typically cost at full price, and Zappos.com is the only store listing it new at $105 as of November 5, 2026.
How does the Jessa fit?: It is a medium-width slip-on with a round toe. Most buyers take their usual size; if you have wide feet or a high instep, consider going up half a size.
Can I wear these with a leather sole in rain?: Not ideal. Leather outsoles are slippery on wet surfaces and absorb water, so keep them for dry days or add a thin rubber sole protector.
What is the upper made of?: Genuine leather, with a leather lining and a leather outsole. The chain-link bit is the only hardware.
Are these dressy or casual?: Both. The equestrian chain detail dresses them up for work, but the round toe and flat profile work with jeans too.
Where is the Tory Burch Jessa Loafer cheapest?: At Zappos.com, for $105.00, as of our latest check.
Where can I buy the Tory Burch Jessa Loafer?: 3 stores we checked sell it, including Zappos.com, eBay, Tory Burch.

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Chains

Lining Material

Leather

Outsole Material

Leather Outsole

Slip-On

Yes

Toe Shape

Round