When Does "Futurama" Season One (1999) Take Place?
"Futurama" season one is a science fiction animated television series showran by by Matt Groening and David X. Cohen that premiered March 28th, 1999. So when is "Futurama" season 1 set?
It takes place in the year:
We know this because in season 1 episode 1 "Space Pilot 3000", Turanga Leela specifically says, "Yup, it's December 31st, 2999." So it is December of 2999 AD at the middle of the first episode. The episode ends with the New Year's Eve countdown to January of the year 3000 AD. So the audience is brought to the first few minutes of 3000 AD, the setting for the rest of the season.

3000 AD
We know this because in season 1 episode 1 "Space Pilot 3000", Turanga Leela specifically says, "Yup, it's December 31st, 2999." So it is December of 2999 AD at the middle of the first episode. The episode ends with the New Year's Eve countdown to January of the year 3000 AD. So the audience is brought to the first few minutes of 3000 AD, the setting for the rest of the season.
Additionally, season 1 episode 1 "Space Pilot 3000" begins with a prologue. Pizza delivery boy Philip J. Fry stops his bicycle at a newspaper dispenser with a "NEW YORK POST" front-page visibly reading "2000! DOOMSAYERS CAUTIOUSLY UPBEAT" for a headline in front. Perhaps, most conclusively, the cryogenic chamber that Fry falls into during the prologue has a timer display that reads: "1000 YEARS" and counts down until he awakens in December of 2999 AD. Just before this he passes a bar with a banner that declares "HAPPY NEW YEAR". So it is certainly December of 1999 AD into the first few seconds of January of 2000 AD. Furthermore, the first frame of the first episode of the first season is a white-on-black time setting title card reading "December 31, 1999".
12.2999 - 1000 = 12.1999.

