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The Upright Citizens Brigade (Matt Besser, Amy Poehler, Ian Roberts, and Matt Walsh) came to New York, from Chicago, in 1996. After staging their award winning sketch comedy show, and introducing the long form improvised structure of the Harold to New York audiences the UCB soon began their training program.

The Upright Citizens Brigade Theatre opened February 4, 1999 at 161 West 22nd Street, the former home of the New Harmony, a strip club reported to be seedier than seedy. The UCBT quickly became the place for great, cutting-edge, comedy. Casting directors, agents, and journalists all began to flock to the 74-seat theater in Chelsea to see the best comic talent in the city.

On April 1, 2003, the New UCB Theater opened its doors. The 150-seat theater at 307 West 26th Street continues to offer the best and most innovative improv and sketch comedy in the city every day of the week. The UCB Theatre produces over 25 unique shows a week, often 4 shows nightly, ranging in price from $8 to free. There is never a drink minimum and beer, wine and soft drinks are available for a moderate price.

On July 1st 2005 the Upright Citizens Brigade Theatre opened the first location in Hollywood, California. The 95 seat Theatre, located at 5919 Franklin Avenue, quickly became the home to great improv, sketch and stand-up in the Los Angeles area. This theatre quickly established The Upright Citizens Brigade Theatre as the only comedy Theatre and Training Center with stages and operations on both coasts.

On March 1st 2006 the Upright Citizens Brigade Theatre opened the first comedy Training Center of its kind in New York City. Located at 145 W 30th Street, 4th floor, the Upright Citizens Brigade Theatres Training Center is 7,500 square feet of classroom space dedicated to the advancement of improv and sketch comedy.