Live music in Maywood

7 upcoming live music events · 4 venues · 2 free

Visiting? Every show below has its start time and street address, so you can pick one near where you are staying.

Venues in Maywood

What's on

Saturday, October 3, 2026

7:00 PMChicago Showcase: Winner Performs w/Big Frank & Receives Cash PrizeLegends Grill and Music venue
$23+

Sunday, October 4, 2026

7:00 PMMilwaukee Showcase: Winner Performs w/Big Frank & Receives Cash PrizeLegends Grill and Music venue
$23+
9:00 PM414 Bash: Big Frank Concert & PartyLegends Grill and Music venue
$19+

Thursday, October 8, 2026

8:00 PMREGGAE THURSDAYS406 S 5th Ave
Free

Sunday, October 11, 2026

10:00 AMJohn Prine’s Maywood Trolley TourMaywood Public Library
$23+

Saturday, October 24, 2026

8:00 PMJason Warrior Presents: SOUL AFTER DARK — An Intimate R&B ExperienceYours Cafe and Bistro
$40+

Thursday, November 5, 2026

8:00 PMREGGAE THURSDAYS406 S 5th Ave
Free

Rooms in Maywood that put on music

In Maywood, IL for a night?

Something to do before doors.

Live Music in Maywood, IL — 7 Upcoming Shows | Live Music Near Me