Travel Magazine

15 Upcoming Events for a September to Remember

By Urbanmatter Chicago @UMatterChicago

September might be Chicago’s best month yet

The city is jam-packed with so many events next month, we can barely keep track. It’s typically a hectic time of the year, with students going back to school and businesses ramping up for fall. But it’s also super exciting because it’s that perfect month between summer and fall where the weather’s just right.

Some of the most exciting and in-demand events of the year are taking place next month, and we handpicked some highlights just for you. Here are 15 things to do in September that’ll make next month unforgettable.

Chicago Jazz Festival

labor day weekend in chicago

September 1 – 3

The Chicago Jazz Festival promotes appreciation for jazz through live music performances. They combine the city’s jazz talent with national and international artists to entertain and educate audiences. And it’s free!

North Coast Music Festival

labor day weekend in chicago

September 1 – 3

North Coast Music Festival features 2017 headliners that include Deadmau5, Gucci Mane, STS9, and Ween. From EDM to indie rock, there’s music for everyone to enjoy. Three-day, single-day, and VIP tickets are still available to purchase.

Taste of Polonia Festival

september events

Photo Credit: Copernicus Center

September 1 – 4

Celebrate Chicago’s renowned Polish culture at this outdoor festival near the Copernicus Center featuring delicious Polish eats, live music, Polka dancing, carnival rides, and craft vendors.

Windy City Wine Festival

september events

Photo Credit: Everfest

September 8- 9 

Wine? We don’t need to tell you twice. Sip the night away at scenic Millennium Park and learn about varietals from over 300 international vendors as you listen to live music for an evening of ultimate relaxation.

Throwback Music Fest

15 Upcoming Events for a September to Remember

September 8 – 10

The northwest side is takin’ it back old school with a retro music event that welcomes all ages to have some good ol’ fashioned fun. Rock out to hits from the ’50s, ’60s, and ’70s for a post-Labor Day party.

World Music Festival

september events

September 8 – 24

Hosted at various locations throughout the city, watch free cultural performances by artists and groups from over 80 countries across the globe.

Renegade Craft Fair

september events

September 9 – 10

Head to Division Street to shop the best independent handmade items, from art to home decor to accessories, along with local food and drink vendors.

EXPO Chicago

september events

September 13 – 17

Attend the peak of Art Week in Chicago and open your eyes to incredible contemporary artwork by leading artists from all over the world. For a week, Navy Pier will be home to this world-class visual celebration.

Riot Fest

september events

September 15 – 17

Nine Inch Nails, Queens of the Stone Age, and Jawbreaker headline this year’s Riot Fest, Chicago’s annual three-day punk/hip-hop/indie festival.

Sam Adams’ Lakeview Taco Fest

september events

September 16 – 17

For a $10 donation, enjoy all the tacos you can handle, crafted by local eateries and complimented with seasonal beers. From 11am – 10pm, the Southport fest also features two music stages and lucha libra wrestlers.

West Loop Art Fest

september events

Photo Credit: City of Chicago

September 16 – 17

Visit one of the city’s hottest neighborhoods to gaze at four blocks or local art made in multiple mediums. The art at this family-friendly event is available to purchase, while food and music will also be offered.

Adler After Dark

september events

September 21

Every third Thursday of the month, the Adler Planetarium hosts an out-of-this-world after-hours event. September’s theme is Saturn Saloon, so all space cowboys and gals better be there!

Brooklyn Brewery Beer Mansion

september events

September 22 – 23

One of New York City’s best craft brewers embarks on their world tour with a stop in Chicago, offering food, dancing, games, local eats, live music, and of course, plenty of beer.

Chicago Gourmet

september events

September 22 – 24

Bon Appetit’s culinary celebration Chicago Gourmet returns for its 10th anniversary, featuring local and celebrity chefs as well as tons of delicious items in Millennium Park and venues throughout the city.

Country Crawl

september events

September 23

Wear your favorite cowboy boots and hat and stomp your way to Wrigleyville for a country-themed bar crawl that’s gonna be big. If country music is your thing, this is one you don’t want to miss.


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