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Boulevard of Bold Dreams

Presented By
TimeLine Theatre Company
TimeLine Theatre Company
615 W. Wellington Avenue
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Set on the night in 1940 that Hattie McDaniel made history at the Oscars, this world premiere production is a story of dreamers striving to overcome considerable obstacles and fighting for recognition amidst the racism and inequity of Hollywood.

It is February 29, 1940, the night of the Academy Awards in Hollywood, California. Bartender Arthur Brooks, an ambitious Black man from rural Alabama, dreams of becoming a movie director. His best friend, Dottie Hudson, is a maid at the Ambassador Hotel who finds herself to be a cynic of all dreams. But when the actress Hattie McDaniel stops in at the bar and decides not to attend the biggest event in show business, Arthur and Dottie must do everything in their power to convince her to go and claim her historic win—all while confronting their dark past and making their own dreams come to life.

Theatre Week Performances:
Thursday, February 16 – 7:30PM SOLD OUT
Friday, February 17 – 8:00PM
Saturday, February 18 – 4:00PM and 8:00PM SOLD OUT
Sunday, February 19 – 2:00PM SOLD OUT

Wednesday, February 22 – 7:30PM
Thursday, February 23 – 7:30PM
Friday, February 24 – 8:00PM
Saturday, February 25 – 4:00PM SOLD OUT and 8:00PM
Sunday, February 26 – 8:00PM


Or call the box office at (773) 281-8463 x6
Or visit the box office in-person at 615 W. Wellington Avenue
Box Office Hours: 12pm to 5pm, Tuesday through Friday
Use the BUY TICKETS links above and select from CTW performances to access Theatre Week tickets

Tickets are $15.

To view other Chicago Theatre Week offers, click here.


Covid Policy: For current information regarding TimeLine’s health and safety policies, please visit

Chicago Theatre Week is a program of the League of Chicago Theatres in partnership with Choose Chicago.


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