Starting with the oldest known to me:
Stephen Ailes and Elizabeth Bracken
Samuel Ailes (1777-1834) and Alice Boyd
Cooper Boyd Ailes (1812-1877) and Amy Steenrod
Daniel C. Ailes (1850 Athens Co. Ohio-April 1923) married to Lucinda Harper
Joseph C. Ailes (1882-1965) married to Edna Gertrude Clark
Howard C. Ailes (1909-1973) married to Grace McNabb
Anyone searching this line, I would love to hear from you - have more info willing to share.