Professor Hubert Farnsworth: Oh, I always feared he would run off like this. Why? WHY? WHY didn't I break his legs?
Futurama (1999)
1 quote from Mars University
Starring: John DiMaggio, Katey Sagal, Tress MacNeille, Billy West, Lauren Tom
Continuity mistake: When Fry first meets Leela, there's a panel on the wall beside him. It has one red button at the bottom. In subsequent shots it has two buttons. (00:03:50)
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]