This Labor Day weekend in Chicago, swap out your summer shorts for some fall jeans at the Fall Clothing Swap in Rogers Park. Sample Peruvian spirits at Pisco Fest. Celebrate the final days of summer with the Pilsen community at Love Pilsen at the Park. Visit the African Diaspora in Washington Park at the 30th Annual African Festival of the Arts. These events, plus more things to do this Labor Day weekend in Chicago. Full weekend seekers guide listed below!
Fashion:
Fall Clothing Swap
Sunday | September 1st | 10:00 a.m. – 2:00 p.m.
PO Box Collective | 6900 N Glenwood Ave. | Free

The PO Box Collective in Rogers Park invites you to exchange your summer clothes for some fall duds this weekend. Give your well-loved adults and kids clothes and accessories a new closet and inherit someone else’s treasures. No cash traded, just clothes. Drop off your clean, washed clothing at the PO Box. For more details, visit the Facebook Page.
On Fashion Show Chicago
Thursday | August 29th | 6:30 p.m. – 9:00 p.m.
The Chez – Chicago | 247 East Ontario St. | $10

Fleet Fleet and On for a Fashion Show will showcase some of the hottest styles for 2019. On creates unique performance running gear and is partnering with local vendors, such as Fleet Fleet to make this fashion event come to life. Ina In addition to the fashion show, tickets proceeds from this event benefit Team to End Aids – Chicago.
Food + Drink:
Pisco Fest 2019
Saturday | August 29th | 6:00 p.m. – 2:30 a.m.
1844 W Hubbard St.| $30

Experience Peru’s finest spirits and more this Labor Day weekend in Chicago. The event centers on Peruvian spirits, and offers a tasting that celebrates the drinks, music, and culture of Peru. Admission to the event includes a tasting of Piscos as well as a live demonstration of the production process. To purchase tickets, visit the event page here.
The Great American Lobster Fest
Friday – Sunday | August 30th – September 1st | 12:00 p.m. – 9:00 p.m.
Navy Pier | 600 E. Grand Ave.| $0 – $94

The Midwest’s largest seafood festival returns for a Labor Day weekend’s worth of live music, libations and lobster — lots and lots of lobster. The Great American Lobster Fest is your ticket to a plethora of Crustacean focused items, sweets and vegetarian dishes, all for you to enjoy at Navy Pier. The family-friendly event will also include games and activities, unique arts & crafts shopping and music from local bands and DJs. Admission to the festival is free, and food costs will vary. Save on The Lobster Meal Experience or VIP Meal Experience by following my special link here.
Community:
Love Pilsen at the Park
Saturday | August 31st | 11:00 a.m. – 2:00 p.m.
Dvorak Park | 1119 W Cullerton St. | Free

Join the community of Pilsen for a free end of the summer community event. The Love Pilsen at the Park event includes activities that are perfect for kids of all ages. This event is just in time for the back to school season and features school supplies giveaway, live music, fire truck rides, bounce houses, face painting, and a BBQ. Bring your friends, family, and neighbors to this community-centric event. For more details, visit the event page.
Arts + Culture:
30th Annual African Festival of the Arts
Friday – Monday | August 30th – September 2nd | Time Varies
5100 S Cottage Grove Ave. | $5 – $250

Take a trip through the Diaspora this fall at the Annual African Festival of the Arts. Through interactive engagements, vibrant drumming, museum-quality, and collectible artifacts, colorful and rich handwoven fabric and textile, and other program spaces. In addition to the activities are, local, and world-renowned musicians will take center stage all weekend long. These artists include Wale, Donnie McClurkin, The Ohio Players, and more. For details including how to purchase tickets and programs, visit the website here.
North Coast Music Festival
Friday – Saturday | August 30th – August 31st | 11:00 a.m. – 7:00 p.m.
Northerly Island | 1521 S Linn White Dr. | $70 – $299

The last major summer music festival in Chicago takes place this Labor Day weekend. North Coast Music Festival will close out the summer with a two-day celebration of live music at Northerly Island. Celebrate ten years of this popular festival with headliners such as Bassnectar, Major Lazer, and more. For tickets, visit the North Coast Festival.com.