Mark your calendars! The West Town Chicago Chamber of Commerce  produces a number of special events throughout the year to promote the chamber, the West Town commercial districts, to foster economic development, and provide area wide marketing. Funds raised at these events supplement the chamber’s operating budget and benefit specific commercial corridors, local schools, parks, and other local non-profits. 

Festival photo credit: 

Do Division Street Fest

May 31st, June 1st & 2nd 2019

5-10pm Friday

12-10pm Saturday & Sunday

on Division Street between Damen and Leavitt

Visit for more information.

$10 Donation

Chicago’s quintessential summer street festival is also one of the first of the season. Now in its 13th year, Do Division Street Fest 2019 kicks off May 31 – June 2, promising the return of local food, shopping, art and live tunes. This year’s blacktop bash includes two fests-within-a-fest; Family Fun Fest and Do Fashion Fest, in addition  to crafts, artisans and plenty of ice cold Goose Island beer. The highlight of the three-day mêlée is the live music programmed by iconic Chicago venues, Subterranean and Empty Bottle Presents. Music critics and fans alike usually rate the lineup among the best of fest season. Do Division Street Fest gives attendees each year a taste of what makes West Division Street one of the coolest destination corridors in the city! A percentage of proceeds benefit the West Town Chamber of Commerce and local schools including Friends of Pritzker, LaSalle II PTO and Columbus Elementary.

West Fest Chicago

July 5th, 6th & 7th 2019

Friday 5pm-10pm

Saturday & Sunday 12-10pm

on Chicago Avenue at Damen

Visit for more information.

$5 Donation

When it debuted 15 years ago, West Town's little fest that could was a reflection of the vibrant up-and-coming neighborhood for the few thousand who turned out.  Today, massive crowds turn out to celebrate all of the best of the local hood in addition to some of the most highly-anticipated live music of the summer season.  Hailed as one of the top festivals in the city and suburbs by the Chicago Tribune, West Fest Chicago 2019 returns to one of today's “hottest neighborhoods” in the country!

As always, West Fest Chicago will feature critically-acclaimed live music on two stages (plus a third family-friendly stage) programmed by West Town's nationally-renowned live music venue, Empty Bottle Presents.  The annual street fest also features a popular Chicago House DJ stage, West Town's most popular boutiques and restaurants, Pet Fest with dog activities for charity, and Kid Fest – the family fun area.  A percentage of proceeds benefit local non-profits including the West Town Chamber of Commerce, Talcott Fine Arts and Museum Academy and Roberto Clemente Community Academy. 

Chicago Brewing District's Dancing in the Streets

August 3rd & 4th 2019

Saturday & Sunday, 12pm-8pm

Chicago Brewing District's Dancing in the Streets

on Hubbard St. between Wood and Paulina 

$5 Donation

Live music, jam bands, dancing, local food and retail vendors; plus craft beer by local brewers in Chicago Craft Brewers District. 

Renegade Craft Chicago

September 7th & 8th 2019

Saturday & Sunday, 11am-7pm

on Division Street between Damen and Paulina 

Visit for more information


Renegade Craft Chicago is the world's largest curated showcase of independent craft and design. Renegade is a celebration of creative spirit and for each event gathers emergent and seasoned independent makers alike. 2019 will mark Renegade's 17th year in their hometown of Chicago! This event will be held outdoors rain or shine, and is free to attend.

West Town Art Walk

September 27th & 28th 2019

Friday 5pm-8pm (After Parties from 8pm-10pm)

Saturday 12pm-6pm

on Chicago Avenue between Milwaukee & Hoyne 


Visit  for more information.

Located along the booming Chicago Avenue destination corridor, West Town Art Walk  will provide strollers with a curated selection of original art through every door.

West Town Art Walk celebrates art in all forms – visual, musical, performance, culinary, fashion – along Chicago Avenue (between Milwaukee Ave and Western Ave).  During this free Friday and Saturday event, attendees can enjoy whatever art forms they like most from over 35 West Town shops, businesses, restaurants, and galleries. More details TBA.

West Town, Wicker Park & Bucktown Trick or Treat

October 31st 2019

on Halloween 3pm-6pm

Trick or Treat at Over 35 businesses!

This community event is held to provide a fun (and safe) way for families to explore West Town businesses while trick or treating with their children. 

West Town Winterfest

December 7th 2019

12pm to 6pm

Headquarters: TBA

We invite you to "Shop the Blocks" of West Town as local stores show off their spirit this holiday shopping season as you follow the Winterfest shopping guide through the neighborhood. Participating retailers will feature one of a kind items, special promotions, trunk sales, and other holiday wares.

Collect Winterfest Gift Certificates as you shop, the more you spend, the more you earn - for every $40 spent at a participating retailer you earn $20 in Winterfest Gift Certificates to be used to ring in the 2019 New Year. Limit 1 per store, 5 per person.

Hop on the West Town Winterfest guided Jolly Trolley tour and enjoy Winterfest without the walking. The guided tour lasts 3 hours, features all of the shopping blocks and provides a "checked shopping bag" service so you don't have to worry about your gifts while you shop. Receive a $20 Gift Certificate when you purchase a $10 Jolly Trolley ticket. Links for Tickets coming soon.

West Town Winterfest Holiday Shopping Guides can be picked up at any of the participating locations, there is no wrong way to Shop West Town this holiday season!