Featured Comedians
Comedy Night has showcased some of Chicago's most talented comedians, including
Maggie Hughes DePalo
Jim Flannigan
Pat Tomasulo
Chastity Washington
and more…
2027 Comedian Lineup Coming Soon
Comedy Night By the Numbers
Become a Sponsor
Sponsorship provides visibility for your business while directly supporting classroom grants for teachers and students throughout Chicagoland.
Visionary Leader
$2,000
Four VIP Priority Seating tickets
Ten raffle tickets
Prominent logo placement on event materials, website, and social media
Recognition throughout the event
Invitation to the VIP Reception
Education Advocate
$1,250
Two VIP Priority Seating tickets
Six raffle tickets
Logo placement on event materials, website, and social media
Recognition throughout the event
Invitation to the VIP Reception
Community Supporter
$750
Two VIP Priority Seating tickets
Logo placement on event materials, website, and social media
Recognition throughout the event
Invitation to the VIP Reception
Comedy Night's success is made possible by the incredible businesses, families, and community partners who support Opportunity GrantED year after year.
Thank you to our Comedy Night 2026 Sponsors
Visionary Leaders
Education Advocates
Community Supporters
Raffle & Silent Auction
The Junior Board runs a raffle and a silent auction during our annual Comedy Night, featuring exciting prizes donated by local businesses and supporters.
Proceeds from raffle ticket purchases and silent auction bids help fund classroom grants that create opportunities for teachers and students throughout Chicagoland.
Raffle Tickets: 1 for $25 or 3 for $60
Each raffle ticket allows you to win one or more themed gift baskets. From sports, wine, and fitness to culinary or retail baskets, the more you buy, the more opportunities you have to win!
Memories from Comedy Night
Comedy Night brings together supporters who believe in investing in teachers and creating opportunities for students.
