• Naperville Jaycees’ Last Fling

    Downtown Naperville Jackson Avenue, between Eagle and Ewing Streets, Naperville, IL, United States

    The Naperville Jaycees' Last Fling is a family-friendly community festival which takes place over Labor Day Weekend near Downtown Naperville and, for many, is a fun way to say farewell to summer! The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a Family Fun...

    Free
  • Taste of Polonia

    Copernicus Center 5216 W. Lawrence Avenue, Chicago, IL, United States

    For four days, you can enjoy a true cultural experience that includes nonstop live music, dance performances, authentic Polish food and beer, exhibitions, local merchants, a casino, beer garden, a Kids Stage and area filled with great activities and much much more! -From the Taste of Polonia website  Bounce inflatables, climbing wall, face painting, clowns...

    $10
  • Frankfort Fall Festival

    Frankfort 22108 S 80th Ave, Frankfort, IL, United States

    Each year during Labor Day weekend, over 250,000 visitors gather to the charming Village of Frankfort to enjoy the Frankfort Fall Festival. The festival welcomes over 300 artisans from all over the United States to exhibit their elite products and services. In addition, many of Frankfort’s local organizations collaborate by sponsoring special events that highlight...

    Free
  • Long Grove Irish Days

    Historic Downtown Long Grove 145 Old McHenry Rd, Long Grove, IL, United States

    All eyes will be smiling when the historic shopping district of Long Grove presents Irish Days, a celebration of Irish culture, music, food, and drink. What to expect: Irish Dancers Irish Music Irish Inspired Food Irish Inspired Drink Irish Dog Contest Best Looking Men’s Legs in a Kilt

    Free
  • Schaumburg September Fest

    Robert O Atcher Municipal Center Grounds 101 Schaumburg Court, Schaumburg, IL, United States

    An outdoor festival featuring entertainment on three stages, a carnival, arts & crafts show, craft beer & wine area, Taste of Schaumburg, Bingo, free pony rides on Saturday, fireworks on Sunday evening, and a Labor Day parade on Monday. Free Admission and Shuttle Bus Service. -From the Schaumburg September Fest website 

    Free
  • West Loop Art Fest

    West Loop 900 W. Randolph St., Chicago, IL, United States

    The West Loop Art Fest is the perfect destination for a late summer shopping experience or ambient evening stroll. A diverse range of art mediums will be on display and available for purchase, making this show a must-go event this summer. With interactive art, wine tastings, children’s crafts and live music, this is a fun...

    Free
  • Taste of Greektown

    Greek Town 315 S Halsted St, Chicago, IL, United States

    Hellenic pride will take center stage when this acclaimed annual culinary fest on Halsted Street in Chicago’s happening West Loop returns for its 33rd year. As most Chicagoans know, this strip of Halsted has been the epicenter of the city’s acclaimed Greek restaurant scene for decades. Quite simply, Taste of Greektown is a romantic weekend...

    Free
  • German-American Oktoberfest

    Lincoln Square 4700 N. Lincoln Avenue, Chicago, IL, United States

    Celebrate German culture in Lincoln Square with beer, pretzels, live music, spaetzle, kids activities, and. more!

    Free
  • Winfield Good Ol’ Days

    Winfield Church Street and Beecher Avenue, Winfield, IL, United States

    Live music, trolley tours, a  parade, a kid's zone with bouncy houses, face painting, food, and so much more!

    Free
  • Throwback Music Fest

    Gladstone Park 6030 N. Milwaukee Avenue, Chicago, IL

    Travel back in time through the music and fun of the 1950s, 60s, 70, 80s, and 90s! This year features a full carnival! There will be a car show, pet costume contest, ballon artist, bracelet making, face painting,

    $5
  • Printers Row Lit Fest

    Printers Row 637 S. Dearborn, Chicago, IL, United States

    Celebrate books and literature at the Printers Row Lit fest! In addition to books, there will be readings, demonstrations, and family-friendly activities.

    Free
  • Art on the Fox

    Downtown Algonquin Main St. and Washington St., Algonquin, IL, United States

    A fun-filled festival weekend is in store as Art on the Fox makes an exciting return to the charming streets of Downtown Algonquin! Hosted by the Village of Algonquin, the fest will showcase the work of 75 juried artists, along with live musical performances and family-friendly activities including sand art, face painting, a graffiti wall,...

    Free
  • Renegade Craft Fair

    Wicker Park 1425 N. Damen Avenue, Chicago, IL, United States

    Shop from 400+ artists at Renegade Chicago’s fall market.

  • Lakeview Taco Fest

    Southport Corridor 3500 N. Southport Ave, Chicago, IL, United States

    With its eclectic mix of stores, boutiques and restaurants, the Southport Corridor is arguably one of the hottest commercial strips in Chicago. This August it gets even more sizzling when the glorious taco is again in the spotlight as the tortilla-wrapped fave is celebrated at this annual food and music happening. Back for its tenth...

    Free
  • Thirsty Ears Festival

    Ravenswood Wilson between Hermitage and Ravenswwood, Chicago, IL, United States

    "ACM’s Thirsty Ears Festival is Chicago’s only classical music street festival! For two days Wilson street between Hermitage and Ravenswood are closed to feature stellar ensembles and soloists performing music from Beethoven to Shostakovich to Reich and everything in between on the main stage. We also have delicious beer and wine, vendor booths, kid-friendly activities...

    Free
  • Scandinavian Day Festival

    Sough Elgin 35W217 Route 31, South Elgin, United States

    Enjoy celebrating the cultures of Scandinavia, Denmark, Sweden, Norway, Finland, and Iceland, at this one day festival in South Elgin. There will be food, dance, crafts, and music!   Kids 12 and under are free!

    $15
  • Lincoln Park Zoo Fall Fest

    Fall Fest
    Lincoln Park Zoo 2001 N Clark St, Chicago, IL, United States

    Head to this FREE festival at the Lincoln Park Zoo! Attractions include the Fun Slide, a pumpkin-filled Harvest Maze, inflatable attractions, free musical entertainment, story times, professional pumpkin carvers, a pumpkin patch, and fall-themed enrichment for the animals.

    Free
  • Oktoberfest in Highland Park

    The Lot 525 Central Ave, Highland Park, IL, United States

    Start the day with traditional Oktoberfest fun: music, food, beverages, and family-focused activities. At 5 PM, we switch up the vibe with a headline band.

    Free
  • Oktoberfest Chicago

    St. Alphonsus Church 1429 W Wellington Ave, Chicago, United States

    Chicago's beloved Oktoberfest celebration returns! There aren't any specific kids activities listed, but they are welcome to enjoy great live music and German food. Sunday is free!

    $10
  • Celebration de los Arboles

    Morton Arboretum 4100 IL-53, Lisle, IL, United States

    Experience the diverse cultures of Latin America through music, dance, and food in The Morton Arboretum. Price included in Arboretum admission.

    $17