- Buster Keaton
- James Shannon
- T. Roy Barnes
- His Partner
- Snitz Edwards
- His Lawyer
- Ruth Dwyer
- His Girl
- Frances Raymond
- Her Mother
- Erwin Connelly
- The Clergyman
- Jules Cowles
- The Hired Hand
- Eugenia Gilbert
- First Chance: Girl Who Laughs at Jimmie at the Club
- Doris Deane
- Second Chance: Girl Who Laughs at Jimmie at the Golf Course
- Judy King
- Third Chance: Girl Who Shreds 'Will You Marry Me' Note
- Hazel Deane
- Fourth Chance: Girl Who Refuses on a False Assumption
- Bartine Burkett
- Fifth Chance: Girl Proposed to Going Up the Staircase
- Connie Evans
- Sixth Chance: Girl Proposed to Going Down the Staircase
- Pauline Toller
- Seventh Chance: Girl Proposed to in the Phone Booth
- Jean Arthur
- Miss Smith - Office Receptionist
- Lori Bara
- Mother of Underage Girl
- Rosalind Byrne
- Locker Room Maid
- Louise Carver
- Prospective Bride Who Operates Crane
- Rosa Gore
- Prospective Bride at Jimmie's Right in Church
- Edna Hammon
- Locker Room Maid
- Marion Harlan
- Girl Proposed to While Driving
- Jean C. Havez
- Man Getting Off Elevator
- Barbara Pierce
- Prospective Bride at Church
- Kate Price
- Prospective Bride at Jimmie's Left in Church
- Billy Rinaldi
- Beekeeper Boy
- Julian Rivero
- Hairdresser
- Constance Talmadge
- Mother of Baby at the Club
- S.D. Wilcox
- Senior Policeman
