Music Festivals near Highwood, IL.

Pound the Pavement 5K

• Sep. 20 - Sep 20, 2025
• Festival Park - Racine, WI USA

• Music

• $10 - $25
• $25 - $50

Starting East of Sam Johnson Parkway and Lake Avenue (1 block east of the former starting place at 6th and Main) in Downtown Racine at 10:00 am follow ....

Patio Pops Concert

• Sep. 7 - Sep 7, 2025
• Carthage College - Kenosha, WI USA

• Music

Join the Carthage Wind Orchestra and Concert Band in their performance at 2 p.m. Sunday, Sept. 7, in the A. F. Siebert Chapel. Their outdoor concert ....

Bloomin' Bands

• Sep. 6 - Sep 6, 2025
• Kenosha Moose Lodge #286 - Kenosha, WI USA

• Music

Join us for Bloomin’ Bands, brought to you by the Kiwanis Club of Western Kenosha in collaboration with Cross Roads of Kenosha! Mark your calendars fo ....

Soul Jam - The Grand Finale

• Sep. 6 - Sep 6, 2025
• Soulful Prairies - Woodstock, IL USA

• Arts (Performing Arts)
• Community (Community / Social)
• Food / Wine / Beer
• Music
• Outdoor / Recreation

• $50 - $100

 $75 | July 1st - September 5th Day Of: $85 | September 6th - Purchase at Gate *Children 10 years old and under - Free* GOOD MUSIC, GOOD PEO ....

Live Music/DJ

• Sep. 5 - Sep 5, 2025
• Renaissance Chicago Downtown Hotel - Chicago, IL USA

• Music

Come in and enjoy live music in the Renaissance lobby! ....

Bloomin' Bands

• Sep. 5 - Sep 5, 2025
• Kenosha Moose Lodge #286 - Kenosha, WI USA

• Music

Join us for Bloomin’ Bands, brought to you by the Kiwanis Club of Western Kenosha in collaboration with Cross Roads of Kenosha! Mark your calendars fo ....

2nd Annual Hyde Park Best Steppers Contest with DJ Eric "ET" Taylor

• Sep. 4 - Sep 4, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, September 4 2ND ANNUAL BEST STEPPERS CONTE ....

WingOut Chicago 2025

• Aug. 30 - Aug 31, 2025
• Gallagher Way - Chicago, IL USA

• Food / Wine / Beer
• Music

• $10 - $25

Discover WingOut Chicago: The Ultimate Chicken Wing Block Party Join us at Gallagher Way in Wrigleyville for Chicago's most mouth-watering outdoor ev ....

Free Music in Island Park - Mambo Surfers

• Aug. 23 - Aug 23, 2025
• Island Park - Racine, WI USA

• Music

Join us for a free music concert in beautiful Island Park on Saturday, August 23 from 3pm-7pm. Bring your blankets, lawn chairs, and snack...and enjoy ....

Veggie Fest Chicago 2025

• Aug. 9 - Aug 10, 2025
• Danada South Park - Lisle, IL USA

• Music

• $1 - $10

15th Annual Veggie Fest Chicago Returns to Lisle, IL August 9 & 10, 2025 One of North America’s largest and most celebrated vegetarian food and well ....

Smoke & Irons Music Fest

• Aug. 8 - Aug 9, 2025
• Apple Orchard Park - Bartlett, IL USA

• Food / Wine / Beer
• Music

• FREE!!
• $1 - $10

Come experience two days packed wth one of the best collections of orignal country, blues rock, southern rock and Americana in the Chicago suburbs.&nb ....

JJ Smith Live at Depot in Canopy by Hilton Chicago Central Loop

• Aug. 7 - Aug 7, 2025
• Canopy by Hilton Chicago Central Loop - Chicago, IL USA

• Music

JJ Smith is a standout local talent known for his emotionally charged blend of rock and folk. Join us for an unforgettable night of live music, craft ....

Harper Court Summer Music Series - Meagan McNeal & DJ Lady D

• Aug. 7 - Aug 7, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, August 7 MEAGAN MCNEAL from 7-8 p.m. DJ LA ....

Wow Fest 2025

• Jul. 27 - Jul 27, 2025
• 3301 Aldis St - East Chicago, IN USA

• Music

W.O.W. Foundation, Inc. (Working Outside The Walls Foundation, Inc.) is a community outreach program that focuses on our youth throughout the tri-city ....

Christmas in July: Tinsel & Tunes

• Jul. 25 - Jul 26, 2025
• Pippin’s Tavern - Chicago, IL USA

• Music

For one night only, the Pippin’s Lounge transforms into a festive holiday pop-up for Tinsel & Tunes: Christmas in July on Friday, July 25 from 9pm to ....

Broadway Night at the Grant Park Music Festival

• Jul. 25 - Jul 26, 2025
• Jay Pritzker Pavilion - Chicago, IL USA

• Music

For over 90 years, the Grant Park Music Festival has offered free classical music in the heart of Chicago. Celebrate the enduring legacy of Rodgers an ....

Honky Tonk Weekend

• Jul. 18 - Jul 20, 2025
• 28 Mile Distilling Company - Highwood, IL USA

• Food / Wine / Beer
• Music
• Nightlife

• FREE!!

Kicking off June 20-22 and again July 18-20, the public* will experience a weekend of FREE live Nashwood-style music beginning at 4 PM on Fridays an ....

Come Together: The Ultimate Beatles Tribute at AIRE Rooftop

• Jul. 13 - Jul 13, 2025
• 100 W Monroe St floor 24 - Chicago, IL USA

• Music

• $25 - $50

Take a magical "Ticket to Ride" and join us at AIRE Rooftop, high in the air under starlight! Sing along to the melodies that make you feel "Here Come ....

32nd African/Caribbean International Festival of Life (IFOL)

• Jul. 11 - Jul 13, 2025
• Park No. 540 - Chicago, IL USA

• Music

• $10 - $25
• $25 - $50

32nd African/Caribbean International Festival of Life (IFOL) The 32nd Annual IFOL: A Celebration of African & Caribbean Culture Join us for the 32nd ....

Harper Court Summer Music Series - Midnight Sun & DJ Shazam Bangles

• Jul. 10 - Jul 10, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, July 10 MIDNIGHT SUN from 7-8 p.m. DJ SHAZ ....

Concerts in the Park: Trabuco Salsa

• Jun. 29 - Jun 29, 2025
• Scoville Park - Oak Park, IL USA

• Music

Enjoy music every Sunday in Scoville Park, 6:00-7:30P. This week features Trabuco Salsa, a salsa band. In the event of bad weather, please check the ....

Piazza Fest: 16 Candles, Rod Tuffcurls & Loudernow FREE TIX

• Jun. 29 - Jun 29, 2025
• the PIAZZA - Aurora - Aurora, IL USA

• Music

• FREE!!
• $1 - $10
• $10 - $25
• $100 - $250

?? Afterlife, The Piazza Live & Mobbed Up Present: The Inaugural Piazza Fest – Summer Block Party! ?????? Kick off summer in style at Piazza Fest! Jo ....

Piazza Fest: 16 Candles, Rod Tuffcurls and Loudernow FREE TIX

• Jun. 29 - Jun 29, 2025
• the PIAZZA - Aurora - Aurora, IL USA

• Music

• FREE!!
• $1 - $10
• $10 - $25
• $100 - $250

Afterlife, The Piazza Live and Mobbed Up Present: The Inaugural Piazza Fest – Summer Block Party! Kick off summer in style at Piazza Fest! Join ....

Ravinia Festival Getaway Package at Renaissance Chicago North Shore

• Jun. 24 - Aug 29, 2025
• Renaissance Chicago North Shore Hotel - Northbrook, IL USA

• Music

• FREE!!

- A stay in a spacious guest room - A complimentary buffet breakfast for two each morning - A 20% discount in The Market sundry shop throughout your s ....

Concerts in the Park: The Grady Experience

• Jun. 22 - Jun 22, 2025
• Scoville Park - Oak Park, IL USA

• Music

Enjoy music every Sunday in Scoville Park, 6:00-7:30P. This week features The Grady Experience, a pop, R&B, soul, and jazz band. In the event of bad ....