Anglophone canonical sources are rather vague up until Beast Wars.
Japanese sources offer more insight.

2007
  • The events of KISS Players happens.

  • The events of Music Label happens.


2010
  • The events of G1 cartoon Season 3 happens. Although this happened in 2005 in Anglophone canon, in Japan it happened in 2010 (hence why the Japanese dub of S3 is called "Transformers 2010")


2011
  • The events of "The Headmasters" happens, including the destruction of Cybertron. But Cybertron is restored by the end of the decade because reasons.


2020
  • The events of "Super God Masterforce" happens. Eh!


2021
  • The events of Unite Warriors happens.


2022
  • The events of Legends Vol. 57 and Vol. EX (Greatshot) begins.


2023
  • The events of Legends Revival Vol. 1 happens.


2025
  • The events of "Transformers Victory" happens.

  • The events of the 'Hero Set' (Classic Pretenders sans shells) happens.

  • The events of Legends Revival Vol. 2 happens.


2026
  • The events of Legends Vol. EX (Greatshot) concludes.

  • The events of "Transformers Zone" (including extended canon) happens between 2026 and 2030.


2031
  • The events of "Battlestars" happens.


2035
  • The events of "Operation Combination" (and extended canon) happens.


2036
  • The Prime Mode Plague happens.


Late 2030s
  • The events of Transformers: Generation 2 (and extended canon) happens (note that in Anglophone canon, G2 happens in 1993-95)


2039
  • A ceasefire is declared between the Autobots and Decepticons.


2040
  • The Great War between the Autobots and Decepticons ends.

  • Humans create the android beings Artemis and Moon.


24th Century
  • The events of Beast Wars begins here.

  • The events of Beast Machines happens.


Tens of thousands of years later
  • The events of Beast Wars Second happens.


A few years after that
  • The events of Beast Wars Neo happens.