For Philadelphia, 68.12% of the population is single. The city has a median income of $29,998 and the average cost for a date night is $71.50. You could probably make it even cheaper by going out and enjoying some public art, as Philly has more public art than any other city in the U.S.
If you are a single man, then you should be heading to Baltimore. The percentage of the population that is single is 68.90%, but for every 125 single women there are 100 single men. Fellas, your chances are better here and date night will cost about $69.62 on a median income of $31,763.