August 28

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Chicago Sings is a one-night-only fundraising celebration honoring artists whose music has changed the world, presented by a who’s-who roster of Chicago music theatre and cabaret favorites. This year’s Chicago Sings pays homage to Frank Sinatra & The Rat Pack and also serves as the kick-off party to Porchlight’s 2017–2018 season.

Featuring performances from Stephen Allen, Lucy Godinez, Mark Kaplan, Heidi Kettenring, Eric Lewis, Rob Lindley, Yando Lopez, Christine Mild, Hollis Resnick, Peggy Roeder, Stephen Schellhardt and others!

Seating is limited and general admission. Doors will open at 6:30pm. 

Food & Beverage will be available at the venue, but not included in the price of your ticket.

More on Chicago Sings

Win The Best Seat in the House!

You and five friends could watch the show in style from your VIP seats in the world famous Booth One, Sinatra’s private booth from The Pump Room in the Ambassador East Hotel, now at Second City’s UP Comedy Club. And the first round’s on us!

The winner will be announced by Porchlight via Facebook LIVE Monday, Aug, 28 at 11 a.m. at

Seating limited to six people, all of whom must have purchased general admission tickets to the event. Raffle tickets can be purchased alongside general admission tickets.

Getting Here

UP Comedy Club - 230 W North Ave, Chicago, IL 60614



Metered parking is available on both North Avenue and Wells Street in either direction.

Parking is also available for a fee at:

Second City Parking
Piper’s Alley Self Park Garage – 230 West North Avenue
Old Town Neighborhood Parking Piper’s Alley Self Park Garage – 230 West North Avenue
O’Brien’s Restaurant – 1528 N. Wells St
Chicago History Museum – 1730 N Sheridan
Treasure Island – 1639 N. Wells St Public Parking – Corner of North Ave and North Park

Bus Parking
At this time, we regret that we are unable to offer motorcoach parking at our facility. We advise all clients to use the free motorcoach parking that the City of Chicago has made available mere blocks from the theater. Please contact us so that we may send you a map and directions.


UP Comedy Club is located on the third floor of Piper’s Alley. Our Box Office is located on the first floor.

230 W. North Ave
3rd Floor Chicago, IL 60610
Box Office: (312) 662-4562

Public Transit
Sedgwick Brown Line station is 2 blocks west of the theatre North/Clybourn
Red Line station is 6 blocks west of the theatre.

From the South
1. Take 94 West toward Chicago
2. Take exit 49A for Division St
3. Keep left at the fork to continue toward W Division St
4. Turn right at W Division St
5. Stay on Division St for 1.3 miles
6. Turn left at N Wells St
7. Turn left on North Ave and look to your right

From the North/Northwest
1. Take 90/94 East toward Chicago
2. Take exit 48B for State Route 64/North Ave
3. Turn left on to North Ave
4. Stay on North Ave for 1.6 miles

From Lakeshore Drive
1. Take the exit toward IL-64/Lasalle Dr/North Ave
2. Turn left at W LaSalle Dr
3. Turn left at N LaSalle Blvd
4. Turn right at W North Ave