 Buster KeatonJames 'Jimmie' Shannon | James 'Jimmie' Shannon |
 T. Roy BarnesBilly Meekin, His Partner | Billy Meekin, His Partner |
 Snitz EdwardsHis Lawyer | His Lawyer |
 Ruth DwyerMary Jones, His Girl | Mary Jones, His Girl |
 Frances RaymondMrs. Jones, Her Mother | Mrs. Jones, Her Mother |
 Erwin ConnellyThe Clergyman | The Clergyman |
 Jules CowlesThe Hired Hand | The Hired Hand |
 Eugenia GilbertFirst Chance: Girl Who Laughs at Jimmie at the Club | First Chance: Girl Who Laughs at Jimmie at the Club |
 Doris DeaneSecond Chance: Girl Who Laughs at Jimmie at the Golf Course | Second Chance: Girl Who Laughs at Jimmie at the Golf Course |
 Judy KingThird Chance: Girl Who Shreds 'Will You Marry Me' Note | Third Chance: Girl Who Shreds 'Will You Marry Me' Note |
| HHazel DeaneFourth Chance: Girl Who Refuses on a False Assumption | Fourth Chance: Girl Who Refuses on a False Assumption |
 Bartine BurkettFifth Chance: Girl Proposed to Going Up the Staircase | Fifth Chance: Girl Proposed to Going Up the Staircase |
| CConnie EvansSixth Chance: Girl Proposed to Going Down the Staircase | Sixth Chance: Girl Proposed to Going Down the Staircase |
| PPauline TollerSeventh Chance: Girl Proposed to in the Phone Booth | Seventh Chance: Girl Proposed to in the Phone Booth |
 Jean ArthurMiss Smith the Country Club Receptionist (uncredited) | Miss Smith the Country Club Receptionist (uncredited) |
 Rosalind ByrneHat Check Girl (uncredited) | Hat Check Girl (uncredited) |
 Constance TalmadgeMother of Baby at the Club (uncredited) | Mother of Baby at the Club (uncredited) |
| LLori BaraMother of Underage Girl (uncredited) | Mother of Underage Girl (uncredited) |
 Louise CarverProspective Bride Who Operates Crane (uncredited) | Prospective Bride Who Operates Crane (uncredited) |
 Rosa GoreProspective Bride at Jimmie's Right in Church (uncredited) | Prospective Bride at Jimmie's Right in Church (uncredited) |
 Jean C. HavezMan Getting Off Elevator (uncredited) | Man Getting Off Elevator (uncredited) |
 Kate PriceProspective Bride at Jimmie's Left in Church (uncredited) | Prospective Bride at Jimmie's Left in Church (uncredited) |
| JJulian RiveroHairdresser (uncredited) | Hairdresser (uncredited) |
| SS.D. WilcoxSenior Policeman (uncredited) | Senior Policeman (uncredited) |
 Marion HarlanGirl Proposed to While Driving (uncredited) | Girl Proposed to While Driving (uncredited) |
 Edna MarionGirl with Doll (uncredited) | Girl with Doll (uncredited) |
| BBarbara PierceProspective Bride at Church (uncredited) | Prospective Bride at Church (uncredited) |
| BBilly RinaldiBeekeeper Boy (uncredited) | Beekeeper Boy (uncredited) |
