Embrace your creativity and imagination this weekend by checking out some of the events below. Halloween is coming up so head over to the zoo for some Halloween fun, stop by the street market to find costume ideas, and travel to a different world at Nevermore Park.

Spooky Zoo

October 26th

Lincoln Park Zoo – 2001 N Clark StChicago, IL 60614

If you’re looking for something fun to do for Halloween, make sure you head over to the Lincoln Park Zoo this weekend. This annual free event is a safe alternative to trick-or-treating and provides entertainment for the whole family. It coincides with the five-weekend fall festival hosted at the Zoo so stick around for the Ferris Wheel rides, corn maze, and pumpkin carvers.

Randolph Street Market

October 26th & 27th

1341 W Randolph St Chicago, IL 60607

Check out the Randolph Street Street market this weekend for great vintage finds, local designers, and anything holiday related (find your perfect costume here!) . It will be set up indoors and will feature food and drinks as well.

Nevermore Park

Through December 1st

949 W 16th Street Chicago, IL 60608

Whether you’re familiar with Flyboy or not, be sure to support the local Chicago artist Hebru Brantley and his exciting Nevermore Park. It is an immersive 6,000sq foot art experience based in a fictional neighborhood. You can walk, touch, and explore Brantley’s imagination steeped with history and storytelling.

While Chicago is certainly cold in October, it shouldn’t stop you from exploring and experiencing all the events this city has to offer. We’ve listed just a few below but there are so many more. If you have some free time, check these events out this weekend.

Fall Fest at Lincoln Park

October 18th – October 27th

Lincoln Park Zoo – 2001 N Clark St Chicago, IL 60614

If you love fall as much as I do, you have to check out the Fall Fest at Lincoln Park. While Lincoln Park is a beautiful destination on it’s own, you’ll have a chance to experience it in a whole new way. There will be live music, a corn maze, a ferris wheel, and a pumpkin patch. It’ll be up and running for the next few weeks, so be sure to check it out.

Chicago International Film Festival

October 16th – October 27th

AMC River East – 21322 E Illinois StChicago, IL 60611

Chicago is an amazing city, it’s the home of countless unique and interesting festivals including the International Film Festival. If you love films and want to get a first look at the ones most people will be talking about, check out their website for films and showtimes. It’s a great festival to learn and experience stories from around the world.

Open House Chicago

October 19th – October 20th

*Various Locations

If architecture is your thing, then you’re in luck. This weekend, the Chicago Architecture Center is having their annual Open House Chicago, where they offer access to over 350 buildings all over Chicago. Look at their website to explore architectural gems from countless Chicago neighborhoods and all for free.

Festival season is going strong despite the tumultuous weather and cooler temperatures as we head into October. The city is still filled with exciting events and fun reasons to go out. Make sure to make the most of these next few months before we have to hibernate once more. So go and explore while you can!

World Music Festival Chicago 

September 13th – 29th

Various Locations, including: 

Chicago Cultural Center

78 E Washington StChicago, IL 60602

The 21st Annual World Music Festival, which started a few weeks ago, is still going strong, ending September 29th. You’ll be able to listen to and experience a wide variety of international music taking place at multiple venues around Chicago. It’s a great way to explore the city and support extraordinary musicians. 

World Dumpling Fest

September 29th 

Navy Pier 600 E Grand Ave Chicago, IL 60611

Head out to the World Dumpling Fest this weekend to enjoy and discover different dumplings from around the world. Come for the dumplings and stick around for the live music and activities. 

Edgewater Arts Festival 

September 28th – September 29th 

Edgewater W Granville Ave & N Broadway

Edgewater is celebrating the arts this weekend and will feature more than 100 artists. You’ll be able to get to know the neighborhood and local businesses while enjoying food, art, and live performances. Make sure to stop by and participate in the fun!

It wouldn’t be Labor Day Weekend without the countless festivals popping up this weekend, some starting as early as Friday and going on all the way through to Monday. If you don’t have any plans yet, there are so many taking place around the city. Make the most of the last few days of summer. It’ll be a long winter before we get the chance to be out and about, enjoying the warmth, sun, and fun.

41st Annual Chicago Jazz Festival

Thursday August 29th – Sunday September 1st*

*Millennium Park – 201 E Randolph St, Chicago, IL 60601

*Chicago Cultural Center – 78 E Washington St, Chicago, IL 60602

Taking place across several locations near Millennium Park, this year’s Chicago Jazz Festival will officially wind down the summer. It will showcase both local and international artists. If your looking to relax and spend an evening or two in the beautiful downtown area, then consider the Jazz festival.

The Great American Lobster Fest

Friday August 30th – Sunday September 1st

Navy Pier – 600 E Grand Ave, Chicago, IL 60611

If you love lobster as much as I do, make sure to stop by Navy Pier this weekend. It will be a family-friendly event with artist vendors and live performances as well. Take in the Chicago skyline and enjoy some lobster.

Taste of Polonia

Friday August 30th – Monday September 2nd

The Copernicus Center – 216 W Lawrence Ave, Chicago, IL 60630

If your curious about Polish cuisine and culture, but sure to stop by the Taste of Polonia this weekend. It will feature family-friendly activities and live music. It will go from Friday the 30th to Monday September 2nd so you have countless opportunities to enjoy the festival.

30th Annual African Festival of the Arts

Friday August 30th – Monday September 2nd 2019

Washington Park – 5100 S Cottage Grove Ave, Chicago, Il 60615

Consider supporting Hyde Park and the long-standing African Festival of the Arts this Labor Day weekend. There will be an abundance of food, art vendors, and entertainment.

Pachanga Block Party 2019

Sunday September 1

1216 W Ohio St, Chicago, IL 60654

Dance the night away at this years Pachanga Block party in downtown Chicago. There will be incredible DJs playing all kinds of Latin music with drinks and Mexican street food available as well.

With fall just around the corner, make sure to get out and enjoy the last few weeks of summer. Before you know it, Chicago will be covered in snow and we’ll have to survive the cold well into spring. So make the most of what a Chicago summer has to offer by checking out some of these unique events below.

Women & Children First Block Party: 40 Years Strong

Saturday, August 24, 2019 – 11:00am to 5:00pm

5233 N Clark St, Chicago, IL 60640

This is probably one of the most famous and fearlessly independent, open minded, and feminist bookstores in Chicago and they are celebrating 40 years of business this weekend. There will be food and entertainment so be sure to check them out and support all that they do.

Hermosa Tamal Fest

Saturday, August 24, 2019 – 11:00am to 5:00pm

Hermosa, Keeler Ave between Armitage Ave and Cortland

Featuring handmade art vendors, aztec dance performances, and of course tamales, be sure to support the Hermosa neighborhood this weekend!

Bucktown Arts Fest

Saturday August 24 & Sunday August 25 11am – 7pm

2200 N Oakley, Chicago, IL, 60647

If you’re looking to buy the perfect piece of art or just want to hang out in the Bucktown area, the Art’s Fest is the place to be. In addition, there will be two music stages, dancers, performers, and food trucks to round out this amazing event.

Taste of Greektown

Friday August 24 through Sunday, August 26

Between 400 S Halsted St and 100 S Halsted Street

Greek food in all its variety and glory will be on full display at this year’s Taste of Greektown. Come for the food and stick around for the Greek musicians and dancing groups.


Saturday August 24 & Sunday August 25th

Little Village, Chicago IL, 60608

Situated within one of the Midwest’s largest Mexican communities, this free all-ages music event seeks to provide a safe space for arts, community, and culture. Consider supporting the Little Village community by coming out and celebrating with neighborhood this weekend.

Lollapalooza may be the biggest event of the summer, it’s far from the only one. If you didn’t score tickets this time around, there are countless other events happening around the city. Use this weekend to expand your horizons, visit a new neighborhood, and experience something new.

Edge Fest
August 3rd-4th
N Broadway St & W Thorndale Ave Chicago, IL 60660
Explore Edgewater at the 6th annual Edge Fest. Full of food and entertainment, Edge Fest showcases local musicians, vendors, and artists.

Side by Side with the Chicago Philharmonic
August 3rd
3-5 PM Rehearsal & 6 PM Concert
Hamilton Park, 513 W 72nd St Chicago, IL 60621
Presented through the “Night Out in the Parks” initiative, this event brings side-by-side symphonic concerts to Chicago parks in local communities. Students and members are invited to bring their instruments and rehearse with Chicago Philharmonic musicians which is then followed by a free performance by the musicians.

Old Irving Park Beer & BBQ Challenge
August 3rd
St. Viator Elementary School and Parish campus lot
3644 N Kedvale Ave, Chicago, IL 60641
Be a part of this years Old Irving Park Beer & BBQ Challenge, where 22 teams compete for your vote and you get to try some of the best BBQ Chicago has to offer.

Destination Asia Festival
August 2nd – 4th
Morton Arboretum
4100 Illinois Route 53, Lisle 60532
If you’re looking to explore countless Asian cultures through music, dance, and food, then this is the place to be this weekend. They will have food trucks as well as music and dance performances.

Festa Italiana
August 2nd-4th
Naper Settlement
523 S Webster St Naperville, IL 60540
If you’re a lover of Italian food, make sure to check out the Festa Italiana in Naperville. They’ll also have music, artists, and dancers.

Chicago is big, really big. If you’re new to the city, or to a specific neighborhood, festivals are a great to get to know the place you’ve chosen to make your home. There are endless possibilities but if you’re feeling brave enough to go out in the heat and rain, here are some awesome events happening around the city this weekend!

Pitchfork Music Festival
Friday July 19th – Sunday July 21st
Union Park
1501 W Randolph St, Chicago, IL 60606

Water Lantern Fest
Saturday July 20th
Lincoln Park (South Lagoon)
2341 N Cannon Dr
Chicago, IL 60614

Colombian Fest
Friday July 19th – Sunday July 21st
Kelvyn Park 4438 W Wrightwood Ave, Chicago IL 60639

Mexican Indigenous Music Festival (Second Annual)
Sunday, July 21, 2019
Millennium Park, 201 E. Randolph Street · Pritzker Pavilion

3rd Annual Taste of Korea Chicago Festival
Saturday July 20th – Sunday July 2st
Old Orchard Shopping Mall West Lot
4999 Old Orchard Rd, Skokie, IL 60077