Old Town Party Bus Service
Where legends are made. Second City launched careers from Belushi to Fey, and the neighborhood still pulses with creative energy. Historic taverns, comedy shows, and some of Chicago's most charming nightlife.
Top Old Town Venues
Second City
Comedy TheaterLegendary improv, historic venue
Zanies Comedy Club
Stand-UpNational touring acts, intimate setting
The Second City UP
Improv TheaterCutting-edge comedy, late shows
Old Town Ale House
Dive BarLegendary dive, artist hangout
Corcoran's
Irish PubClassic pub, great patio
Burton Place
Wine BarCozy vibes, date night favorite
Twin Anchors
Ribs & DrinksSinatra's favorite, legendary ribs
O'Brien's
Sports BarNeighborhood classic, game day spot
Popular Party Routes
Comedy Night Out
5 hoursClassic Chicago comedy experience with legendary ribs and post-show drinks
Old Town Tavern Trail
4 hoursExplore Old Town's historic bars from legendary dives to cozy wine bars
Laugh & Party
5 hoursDouble comedy feature with drinks before and after
Best Times to Party
Old Town FAQ
Can we coordinate with Second City show times?
Absolutely! We build party bus schedules around comedy show times. Popular routes include dinner, show, then post-show drinks. We know all the show schedules.
Where do you pick up in Old Town?
Popular spots include near Second City on Wells Street, Sedgwick Brown Line station, or along North Avenue. The neighborhood is compact and easy to navigate.
Is Old Town good for bachelor/bachelorette parties?
Yes! The comedy shows make great group activities, and the bars are welcoming to celebratory groups. It's a bit more laid-back than River North but still plenty of fun.
What's the Old Town Ale House like?
It's a legendary Chicago dive bar that's been open since 1958. Cash only, amazing artwork on the walls, and a colorful cast of regulars. A must-visit for bar culture fans.
Book Your Old Town Party Bus
Laugh your way through Chicago's comedy capital.