December 1, 2011

HAPPENING: Do Division Holiday Walk + 20% OFF

The holidays are upon us! Get cheerful, warm and full (of cookies) with us this weekend during the Do Division Holiday Event on December 3rd and 4th. Stop by Penelope's to cross off a few items on your gift list--or just pick up a little something for yourself.

We're going to make your weekend of holiday shopping extra sweet with some homemade holiday confections and 20% off all shoes and outerwear! Prepare yourself for yet another bitter Chicago winter with a new winter coat or pair of boots.

For those shopping online, use code holiday20 to save through Monday, December 5th.

sessun inuits boot ($365) $292

sessun falk coat ($345) $276

November 30, 2011

ARRIVALS & DEPARTURES: Sebago Collaborations

We're all about a well-booted man here at Penelope's, which is why we're stocking a solid range of Sebago boots this season. But these aren't just any ol' Sebagos, they're collaborations with some of our favorite menswear companies: BILLYKIRK and Filson.

The BILLYKIRK x Sebago collaboration combines the Bray Brothers' clean aesthetic and emphasis on quality leatherwork with a classic Sebago boot design rescued by the brothers from the company's archives. It's called the Fairhaven and it might be the most versatile style in the shop. It's a lean moc toe boot, casual enough to wear on a daily basis. The Bray Brothers have given us three versions: a short tan chukka-style fairhaven, a deep navy-black fairhaven boot with a fresh white sole, and an oiled brown leather fairhaven. Each style features a full-grain leather upper, full leather socklining, corrosive resistant Sebago eyelets, cushioned heel, and Sebago Docksides slip-resistant sole.

Filson brings a certain woodsy-ness to their collaboration, making Sebagos just as appropriate on land as at sea. It's all about the combination of rugged full-grain leather with Filson's famous tan tin cloth. The Kettle boot is the most classic; it's a traditional handsewn, Blucher moccasin with leather rawhide laces, leather socklining, EVA midsole and Vibram rubber sole. The Knight is a shorter version of the Kettle, hitting at the ankle and made with a lighter tan leather. The Osmore boot features a few more stylish bells and whistles, bringing it closer to Sebago's classic boat shoe.

November 3, 2011


Keep the chills at bay with our warm and cozy new arrivals...

pendleton portland collection harding shift dress $248
[wool definitely makes a dress warm. and nobody does it better than pendleton.]

petit bateau navy 3 button sweater $130
[a classic done just right.]

fidelity by gerald and stewart orange duffle cape $218
[just add longsleeves for a chic--and weather appropriate--silhouette.]

something else chunky knit rollneck sweater $148
[the perfect shape for an oversized sweater.]

[super versatile with a removable liner.]

brooklyn tailors dark blue chambray $155
[everything you love about brooklyn tailors but with a little more heft.]

our legacy reverse weave great sweat $125
[our legacy makes some of the best sweatshirts out there.]

gant rugger navy stripe skipper sweater $198
[densely knit and graphic.]

dunderdon kn20 wool knit cardigan $178
[thick. wooly. manly.]

dunderdon j38 husk jacket $248
[we carry the j38 every year for a reason. it's warm, affordable and made in sweden where they're serious about wintry elements.]

September 22, 2011


I don’t know about you, but there’s nothing I appreciate more than a good market. The more markets the merrier, really! That’s why we’re super excited to participate in Dose Market, Chicago’s newest niche market, this Sunday, September 25 from 10 am to 4 pm! Admission is $10 at the door, or $8 in advance--I promise it'll be totally worth it.

Dose describes itself as "a year-round market featuring the finest selection of vendors under one roof: the modern, lofted halls of the River East Art Center. Join us once a month to celebrate Chicago’s most dynamic gathering of innovative fashion, artisan food and high design. There’s no better way to spend a Sunday." This is only their fourth market and we're super excited to be included in--and support—this new cultural happening. Expect the best of the best that Chicago has to offer food and fashion-wise. I know we're going to pig out on all the food there.

And if that doesn't get you excited enough, take a look-see at this video. If that many people are smiling, it has to be good right?

September 7, 2011


With Chicago's recent cool snap also comes some final markdowns on our summer collections. Take a look online or in-store at our end of the season clearance items now at 50% off from the likes of APC, Velour, Armor Lux and Sessun. Here are a few of our staff's favorites:

apc bleu tunic dress $109 ($218 originally)
[an apc standard in vibrant cerulean blue. pair with tights and boots for fall.]

apc djellabah top $94 ($188 originally)
[simple striped tunic with longsleeves. layers great with a cardigan.]

sessun brown smallipom bag $88 ($174 originally)
[there's a reason why we almost always use this bag with our mannequins in the store: it goes with everything.]
apc jersey multi dress $84 ($168 originally)
[apc makes colorblocking super easy with this dress. and the palette lends itself as well to autumn as summer.]

velour red mac shirt $64 ($128 originally)
["feelgood preppy" from a swedish favorite.]
velour light blue dominic shirt $64 ($128 originally)
[who says pastels are just for spring?]
apc madras plaid short sleeve shirt $59 ($118 originally)
[seriously one of my favorite plaids from fall.]
armor lux navy dolean breton stripe tee $39 ($78 originally)
[classic, high-quality striped shirt.]

September 2, 2011

IN DEPTH: The Hill-Side

I know it seems somewhat inappropriate to broach the subject of neckwear when the weather is around 100 degrees here in Chicago, but The Hill-Side and its lovely products deserve sartorial affection year-round. And since we just got in their Autumn-Winter 2011 collection, it seems like the right moment to feature one of our favorite companies and to share their new offerings.

Helmed by brothers Emil and Sandy Corsillo out of Brooklyn, The Hill-Side is perhaps best well-known for their classic yet ruggedly masculine straight-edge ties. Many times a day I neaten up our Hill-Side ties, wishing that I could pull one off or at least that my boyfriend would buy and wear one on a regular basis. I’m in love with these ties. Sorry if you’ve been that customer I kept chatting them up to; the fact is, everyone looks better, cooler, smarter, more sophisticated in a Hill-Side tie.

Crafted from beautiful but durable selvedge chambrays milled in Japan and other heirloom quality denims, wools, linens and cottons, the Hill-Side’s ties are an ultimate staple, carefully balancing a high-low aesthetic which makes them equally fit for a wedding or a casual drink at the bar. The brothers are inspired by classic men’s workwear, which is reflected in their emphasis on simplicity, utility and quality. The traditionally humble kinds of fabrics the designers choose—those denims, khakis, twills and wools—bely the ties’ superior quality and incredible handsome looks. These ties subtly but confidently finish an outfit; they’re never brash—just quietly cool, a classic with a modern heritage twist.

In fact, The Hill-Side ties perfectly encapsulate the company’s philosophy. In an interview with Secret Fort’s James Wilson, the Corsillo brothers stated, “The Hill-Side ethos is about valuing craftsmanship, honesty of materials, and provenance. We feel that these traits, along with a good aesthetic sense, are the ingredients to creating objects that people will be proud to own.” I know that we’re proud to sell these ties at Penelope’s and that customers feel similarly. And luckily for ladies like me or gents who just don’t wear ties, The Hill-Side also offers scarves, bandanas and pocket squares.

For fall, The Hill-Side’s collection incorporates southwestern, country and woodsy references. Ties, scarves and bandanas are cut from blanket-stripe wools, leafy wallpaper-floral cottons, and wide tweedy plaids as well as their standard chambrays and denims. The lookbook by Mikael Kennedy, shot all over the U.S., makes me long for cooler days and the opportunity to wrap a scarf around my neck. Maybe you feel similarly?

August 26, 2011


Last call, friends! With summer's end also comes the end of sidewalk sales. Wicker Park and Bucktown Chamber of Commerce is hosting one this weekend, August 27th and 28th. It's one of the very last we'll be participating in this year so drop by to enjoy some great deals.

Like before, we'll have clearance and sale items both outside
and inside the shop. Outside, we'll have racks with men and women's clearance items from past seasons 50 to 80% off, as well as a rack of gently used designer and vintage finds. Inside, check out what's left of our spring and summer collections--like A.P.C., Gitman Brothers, Sessun, Our Legacy, BB Dakota, Velour, Mink Pink, and Corey Lynn Calter, to name just a few--which are now 20 to 70% off their original price. There are still many good deals to be had!

ARRIVALS & DEPARTURES: Sessun, APC, and Gitman

In case you haven't noticed, autumn is inching its way closer: the days are slowly getting shorter and summer's heat is subsiding. At the shop, the seasons change even more quickly. Summer merchandise is pushed aside for the rich, warm, and cozy. Everywhere I look I see wools, sweaters and robust colors like navy, burgundy and caramel.We've already received several of our major fall shipments from the likes of APC, Sessun and Gitman--though plenty more are on the way--so stop by to get excited about fall.

A couple favorite new arrivals...

gitman vintage yarn dyed tartan shirt $168
(great saturated colors and wonderfully slubbed texture. this isn't one of those soft and fuzzy flannels, though those are great too.)

gitman vintage grey chambray-oxford shirt $158
(this one deserves to be seen in person. it's more like a pale slate green and the fabric is beautifully woven and a great transitional weight.)

sessun cognac nall pants $195
(highwaisted, great color and flattering cut--basically perfect.)

apc electric blue belted dress $328
(apc classic in a rich cobalt blue.)

sessun black paul dress $265
(sophisticated and sexy.)

July 21, 2011

Sidewalk Sale

It's that time again! We're participating in the Wicker Park and Bucktown Summer Sidewalk Sale--tis the season, right? So come by this Saturday and Sunday, July 23rd and 24th, to check out clearance and sale items both outside and inside the shop.

Outside, we'll have racks with men and women's clearance items from past seasons 50 to 80% off, as well as a rack of great, gently used designer and vintage finds. When you need to cool off, step inside and enjoy some equally deep discounts on our spring and summer collections--like A.P.C., Gitman Brothers, Sessun, Our Legacy, BB Dakota, Velour, Mink Pink, and Corey Lynn Calter, to name just a few--which are now 20 to 70% off their original price.

July 11, 2011

New Sessun markdowns!

alphonsine dress was $248 now $178

blue agostina dress was $145 now $98

julianna tank was $155 now $118

master hand dress was $148 now $118

central park top was $148 now $98