Fry: It's just like the story of the grasshopper and the octopus. All year long, the grasshopper kept burying acorns for the winter, while the octopus mooched off his girlfriend and watched TV. But then the winter came, and the grasshopper died, and the octopus ate all his acorns. And also he got a racecar. Is any of this getting through to you?
Futurama (1999)
1 quote from My Three Suns
Starring: John DiMaggio, Katey Sagal, Tress MacNeille, Billy West, Lauren Tom

Continuity mistake: When Fry falls into the cryogenic chamber his whistle drops right next to the chair. When it cuts, the whistle is gone. (00:01:50)
I, Roommate - S1-E3
Trivia: Bender's apartment number is 00100100 which, on the ASCII chart, is a Dollar sign. (00:05:35)





Answer: Yes Leela knew from early on that Fry had feelings for her. They were pretending to be a couple in 'A Flight to Remember' from season 1 and Fry tried to get on dates with Leela ever since. She just didn't show signs of the feelings maybe being mutual before some of the later episodes.
Andreas[DK]