Drake attended two of Lopez's All I Have shows in Las Vegas and invited her to a private dinner party at Delilah’s in West Hollywood on Dec. 19. They were photographed driving away from the restaurant in the same car.
Lopez, 46 -- who has 6-year-old twins with her ex-husband Marc Anthony -- recently canceled her scheduled New Year's Eve appearance at E11even nightclub in Miami, citing a desire for "personal and family time."
In August, J. Lo ended a four-year relationship with her 29-year-old backing dancer Casper Smart.
Drake, 30, dated Rihanna on and off for seven years, splitting most recently in October.
Eagle-eyed fans noticed that Rihanna stopped following Lopez on Instagram over the holiday weekend.