Festivals near Highland Park, IL.

Zoo Brews: Howls and Growls

• Oct. 23 - Oct 23, 2026
• Lincoln Park Zoo - Chicago, IL USA

• $50 - $100

Zoo Brews: Howls and Growls is an adults-only Halloween party at Lincoln Park Zoo that lets you “trick or treat” your way through sample stations acro ....

Zoo Brews: Howls and Growls

• Oct. 24 - Oct 24, 2026
• Lincoln Park Zoo - Chicago, IL USA

• $50 - $100

Zoo Brews: Howls and Growls is an adults-only Halloween party at Lincoln Park Zoo that lets you “trick or treat” your way through sample stations acro ....

Woodstock Art Fair on the Square

• Oct. 3 - Oct 4, 2026
• 121 W Van Buren St - Woodstock, IL USA

• Other / General

Woodstock Art Fair on the Square is filling Downtown Woodstock Square with 75 original artists on October 3-4! Start your family or friend’s day down ....

Music on Grand 2026

• Sep. 26 - Sep 26, 2026
• 3758 Grand Blvd - Brookfield, IL USA

• Music

Brookfield hosts its 6th Annual Music on Grand event on the fourth Saturday of June, July, August and September in the 3700 block of Grand Boulevard. ....

WingOut Chicago 2026

• Sep. 26 - Sep 27, 2026
• Gallagher Way - Chicago, IL USA

• Other / General

• $10 - $25
• $100 - $250

Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the summer! This unforgettable festival brings together th ....

Fall Fest at RCC!

• Sep. 26 - Sep 26, 2026
• Raymond Community Church United Church of Christ - Raymond, WI USA

• Food / Wine / Beer

Join us for a day of amazing music, delicious food, a market full of local vendors, and fun games for people of all ages! FREE ADMISSION! -Festival a ....

Chicago Gourmet 2026–Tickets LIVE

• Sep. 23 - Sep 27, 2026
• Harris Theater for Music and Dance - Chicago, IL USA

• Food / Wine / Beer

• $100 - $250

Chicago Gourmet is back for another incredible year! This year’s theme, “Let Your Tastebuds Dance,” celebrates the shared energy and passion of food a ....

Summer's Last Dance Music & Arts Festival 2026

• Sep. 19 - Sep 19, 2026
• Polekatz Chicago Gentlemen's Club - Bridgeview, IL USA

• Other / General

• $50 - $100
• $100 - $250

Afterlife Presents: "Summer's Last Dance Music & Arts Festival - 2026" Chicago's Last Major Independently owned and operated music festival returns ....

America's Blues Birthday Party

• Sep. 19 - Sep 20, 2026
• Village Of Lyons - Lyons, IL USA

America’s Blues Birthday Party is an official America 250 celebration and a FREE, two-day outdoor music festival honoring America’s blues heritage acr ....

America's Blues Birthday Party

• Sep. 19 - Sep 20, 2026
• 4200 Lawndale Ave - Lyons, IL USA

• Music

America’s Blues Birthday Party is an official America 250 celebration and a FREE, two-day outdoor music festival honoring America’s blues heritage acr ....

Annual Lakeview East Festival of the Arts Returns, September 19 - 20

• Sep. 19 - Sep 20, 2026
• North Broadway - Chicago, IL USA

• Other / General

The Lakeview East Chamber of Commerce is proud to host and produce the 21st Annual Lakeview East Festival of the Arts, along Broadway, from Belmont Av ....

The Magnificent Mile Art Festival

• Sep. 19 - Sep 20, 2026
• 875 North Michigan Avenue - Chicago, IL USA

• Other / General

The Magnificent Mile™ Art Festival showcases the original art of 60 juried artists from around the country in a variety of mediums, highlighting jewel ....

Art on the Fox

• Sep. 12 - Sep 13, 2026
• 220 S Main St - Algonquin, IL USA

• Other / General

The Village of Algonquin invites you to get artsy at Art on the Fox! Come out to Main Street in Downtown Algonquin, September 12-13. Browse the origi ....

Strength In The City Festival | Chicago

• Sep. 10 - Sep 10, 2026
• Theater on the Lake - Chicago, IL USA

• Other / General

• FREE!!

Strength In The City Festival is an intentionally-curated, community-driven health + wellness festival celebrating movement, mindfulness, and local co ....

Strength In The City | Chicago Festival

• Sep. 10 - Sep 10, 2026
• Theater on the Lake - Chicago, IL USA

• Other / General

• FREE!!

Strength In The City Festival is an intentionally-curated, community-driven health + wellness festival celebrating movement, mindfulness, and local co ....

Naperville Jaycees' Last Fling

• Sep. 7 - Sep 7, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Naperville Jaycees' Last Fling

• Sep. 6 - Sep 6, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Great American Lobster Fest 2026

• Sep. 5 - Sep 6, 2026
• Miller Lite Beer Garden Grove - Chicago, IL USA

• Other / General

Get ready for the Great American Lobster Fest, the ultimate seafood celebration on Chicago’s iconic Navy Pier, returning this Labor Day Weekend for th ....

Naperville Jaycees' Last Fling

• Sep. 5 - Sep 5, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Septemberfest

• Sep. 5 - Sep 7, 2026
• Al Larson Prairie Center For the Arts - Schaumburg, IL USA

• Arts (Arts & Crafts)
• Community (Family & Kids)
• Community (Parade)
• Holiday (Labor Day)
• Music

• FREE!!

An annual outdoor three-day festival featuring entertainment on three stages, carnival, arts & crafts show, craft beer & wine garden, Tas ....

Naperville Jaycees' Last Fling

• Sep. 4 - Sep 4, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

2026 Taste of Polonia Festival

• Sep. 4 - Sep 7, 2026
• Copernicus Center - Chicago, IL USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Community (Fundraiser)
• Food / Wine / Beer

• $10 - $25

Join us for an unforgettable four-day festival featuring nonstop live music, captivating dance performances, authentic Polish cuisine and beer, engagi ....

Music on Grand 2026

• Aug. 29 - Aug 29, 2026
• 3758 Grand Blvd - Brookfield, IL USA

• Music

Brookfield hosts its 6th Annual Music on Grand event on the fourth Saturday of June, July, August and September in the 3700 block of Grand Boulevard. ....

Port Clinton Art Festival

• Aug. 29 - Aug 30, 2026
• 600 Central Ave - Highland Park, IL USA

• Other / General

See paintings, sculpture, mixed media work and more. Get your steps in while browsing thousands of art pieces from over 200 of the best artists in the ....

11th Annual Bike for the Kids: Ride to Thrive

• Aug. 23 - Aug 23, 2026
• Panton Mill Park - South Elgin, IL USA

• $25 - $50

Hop on our routed bike trail and meet up in South Elgin for a 11th Annual Festival on Sunday, August 23, recognizing the cycling and wheeled achieveme ....