Weekend Seekers Guide August 31st – September 3rd

This weekend, celebrate the grand opening of a colorful artisanal shop in Pilsen or make your way to a staple flea market in Humboldt Park. Fill your taste buds with fresh lobster down at Navy Pier or with pierogis and Polish sausages at Taste of Polonia Festival in Jefferson. Seek out opportunities to support the relief efforts in Texas. Feel the vibrations of scatted notes at the annual Jazz Festival in Millenium Park, experience the Diaspora and its modern movement at the African Festival of the Arts in Washington Park. Plenty to do, see and experience this holiday weekend in the city. Check out the full seekers guide below.


Mestiza’s Grand Opening

Saturday |September 2nd| 11 a.m. – 8:00 p.m.

Mestiza Shop |1523 W. 18th St.| Free


Mestiza carries one-of-a-kind items from Mexico, Guatemala, and other Latin American countries. The shop prides itself in supporting local artists and vendors that are Fair Trade communities from around the world. Join the store as they celebrate a new location opening this Saturday. Be among the first 25 people to arrive and receive a free goodie bag! Support this local shop whose mission is to bring color, beauty, and positive energy through the products they carry and artisans that create them.

Buyers Flea Market

Saturday & Sunday|September 2nd – 3rd| 8 a.m. – 5 p.m.

Buyers Flea Market|4545 W. Division St.| Free


Last spring this popular flea market faced some severe fire devastation, and over the last year has diligently worked to put the market back together. Buyers Flea Market has been a neighborhood staple to the West Humboldt community since the 1980’s and featured bargain-priced goods from 100’s of vendors. This weekend, they are back, better, and offering free admission to the community for the entire weekend.


The Great American Lobster Fest

Friday – Sunday |September 1st – 3rd | Times Vary

Navy Pier |600 E. Grand Ave.|$0 – $139


Nothing says summer like seafood. This weekend checks out the largest gathering of crustacean goodness at the The Great American Lobster Fest. This is the Midwest’s biggest lobster and seafood festival featuring three days worth of fresh cold water seafood from the East Coast, live music performances, family friendly activities, unique craft shopping, and cold beverages. Check out the full-line up of foods for purchase including a VIP experience by heading over to the event website.

Taste of Polonia Festival

Friday – Sunday |September 1st – 4th| Time Varies

Copernicus Center |5216 W. Lawrence Ave.| $5- $10


The Taste of Polonia is a four-day celebration of Polish tradition and culture taking place on the city’s Northwest Neighborhood of Jefferson Park. The festival will feature over 40 local and international bands, ethnic dancers, original works of art and the best Polish cuisine in the city. The festival which has grown to be the largest in the country shares with festival goers the historical and cultural traditions of Polish heritage. Get more details on food, entertainment and more by visiting their website here.


Harvey Relief Efforts


While many of us will be celebrating a long and labor less weekend. Our neighbors 1,100 miles away will be cleaning up the debris left by Hurricane Harvey. The devastation in Harvey has touched many of us across the nation. This weekend seek out opportunities to donate to various efforts across the city. It is easy to get caught in scams and people looking to take advantage of the situation happening in Texas; research organizations and know where the resources your give are going and how they are ultimately being used. Check out this list from NBC Chicago on various ways to support the relief.

Arts + Culture:

39th Annual Jazz Festival

Thursday – Sunday|August 31st- September 3rd| Times Vary

Millenium Park| 201 E. Randolph St.| Free


Jazz and Chicago go hand in hand. The annual Chicago Festival founded over 39 years ago celebrates the artics creativity of this favorite music genre. The festival showcases a vast number of jazz talents both internationally and nationally and features events such as artists talks, jazz club hops, and live performances from 60+ artists and bands. This traditional Labor Day celebration is perfect for all ages to enjoy. Check out the full schedule of acts by heading over to the Chicago Jazz Festival website.

African Festival of the Arts

Thursday – Sunday|August 31st- September 3rd| 10:00 a.m. – 10 p.m.

Washington Park |5100 S Cottage Grove Ave.| Free


The 28th Annual Labor Day Festival transports attendees across the Diaspora with taste, the exotic food fare is sure to be an experience with diverse dishes from Nigeria to the Caribbean. Touch, a collection of goods from craft makers and wearable art. Imagery, a showcase of collectible photography and fine art from various artists, and sound, featuring an incredible line-up of artists such as Wyclef John and Wiz Kid. Grab your one day or weekend pass to the this can’t miss festival here.

What I’m Seeking:

Last week I had so many other planned things happen that I did not have a chance to hop around the city like I usually do. Friday I have after work drinks planned at a local bar in Hyde Park followed by African Festival of the Arts. I am so looking forward to this event! I need art like I need a hole in my head but look forward to connecting with some talent as well as eating and dancing to my heart’s content. Saturday, I have a long day of volunteering at the Art Institute( developing news on my gig there to come) followed by some quick work at home and then out to dinner at Benihanas for a friends birthday. Sunday a little praise and worship time. The lineup for the Chicago Jazz Festival at Harris Rooftop looks pretty stellar, so that is definitely an option as well as a host of day parties across the city. Monday I am focusing on two things. Eating well and chilling out. Solid three day weekend for moi! Catch me snacking, macking, and relaxing this weekend by following me on Instagram @thehauteseeker. 

Loving this guide? Be sure to subscribe today to receive your weekend seekers guide every Thursday, each and every weekend. The curated guide that lets you plan less and seek more each and every weekend in Chicago.

Subscribe to Blog via Email

Enter your email address to subscribe to this blog and receive notifications of new posts by email.

Share your thoughts! We would love to hear from you.

This site uses Akismet to reduce spam. Learn how your comment data is processed.