Cupcake Crawl

From their humble beginnings at children's birthday party to their recent dominance of the gourmet bakery scene, cupcakes are always a welcome addition to any festivity.  Who can resist a dessert that fits perfectly in your hand, comes in all sorts of delish flavors, and reminds you of a more wholesome, innocent era?  Without further ado, let's embark upon our calorie-filled cupcake crawl!  Sorry, I have already reserved a wheelbarrow to roll me home after our indulgent journey, so at the end of this sugar-infused excursion, you're on your own.
 

1.  Alliance Bakery
     1736 W. Division
     (773) 278-0366
     www.alliance-bakery.com

One of Wicker Park's most loved landmarks, the Alliance Bakery has been cranking out scrumptious desserts since the 1920's.  The blue line or 70 Division bus will put you within striking distance of this cupcake heaven, where a cozy storefront full of baked goodness greets you.  Cupcakes here are delightfully whimsical; prepare to enjoy sweets such as bananacake topped with whipped cream cheese frosting topped with milk chocolate shavings or passionfruit filled with meringue frosting.  Prices are between $3 and $3.75 depending on flavor and filling.  Be sure to take your cupcake stash to the next door lounge where you can devour them while people watching as you gaze onto Division.  Note that the people walking by are not eating cupcakes and you are.  Ha ha!
 

2.  The Goddess and Grocer
     1646 N Damen
     (773) 342-3200
     www.goddessandgrocer.com

Our crawl now heads west to Damen and then north of the main intersection to arrive at The Goddess and Grocer, a darling deli and bakery in the heart of the neighborhood.  The cupcake offerings here are simple and satisfying:  chocolate and vanilla with buttercream frosting, or red velvet with creamcheese frosting.  Other flavors of the "Goddess Gourmet cupcake" change at whim -- it's like a little cupcake mystery!  The red velvets are rich and heavy and moist and dense and the frosting is gooey and not too sweet and...oh, pardon, did you say something to me?  My red velvet reverie overtook my senses for a second there. Cupcakes are priced at two minis for $3.75, or anywhere between $3 and $3.50 for the larger sizes or more premium flavors.
 
3.  TipsyCake
     1944 N. Damen
     (773) 384-4418
     www.tipsycakechicago.com

Now that more cupcakes have been put down, make your way north on Damen until you arrive at TipsyCake, just south of Armitage.  A bustling space with ladylike cafe seating, this shop is a perfect go-to for a shower or dessert party.  Flavors here range from the classic chocolate and vanilla cake to the exotic almond or snappy coconut.  (In case anyone has read this far, my favorite flavor is coconut.  Just sayin.)  Customers can choose size of cupcakes --small for $1.25/medium for $2.50/large for $3.50 -- and top it all off with fluffy swirls of two types of buttercream.  Additional artisty includes shimmery sprinkles within colored frosting.  Nab your cupcakes and have a seat at one of their lovely tables, and wash it all down with freshly brewed Julius Meinl coffee or a relaxing cup of herbal tea.

Copyright 2011. Written by Stephanie Sack, Owner of vive la femme and violette in Chicago.