Eh, idk, in my hardly humble opinion i think the first 3 games must've not have that many years between them, i guess ray and glo are now considered 'adults'(?) nowadays if they weren't yet during R2-3, but anyway i think where was only 2–3 or 5—7 year gaps between the events of the 3 games, idk which pair between them has less time than the other.
I guess in the R1-R2 gap rayman was still round-bodied & bug-eyed, he was still in that surreal valley consorting with ales and betilla, and learning numerals. And between R3 and RO mustve also been a not so long time between them, i guess Hoodlum's revenge, RRR GBA, TV party (etc) can somehow be squeezed in this timeframe?
Now the gap between Origins & Legends is confirmed to be quite a hefty chunk of time, a full 100 years of sleep stasis for Minimus, Glo-Glo, Goth Sock (teensie!) and Rayman not aging one bit. But one thing is that what where they doing right after Origins? Did they fall asleep instantly after collecting absolutely everyting from those lands in that game, or did a bit more adventuring happened before the great sleep? Rayman Jungle & Fiesta Run could have reasonably taken place around here.