2311: The Tomed Incident occurs; the Treaty of Algeron is signed between the Federation and Romulan Star Empire, banning the Federation from using cloaking technology
2318: Cardassia occupies Bajor
2344: The Romulan attack on Narendra III occurs; an extension of the Khitomer Accord is signed between the Klingon Empire and Federation
2346: The Khitomer Massacre occurs
2367: The Battle of Wolf 359 is fought against the Borg
2368: A Klingon Civil War Emerges
2369: Cardassia withdraws from Bajor
The Bajoran Wormhole is discovered
2370: The Maquis are founded
2372: The Klingon-Cardassian War begins; the Klingon Empire withdraws from the Khitomer Accords
2373: The Dominion War begins
The Battle of Sector 001 is fought against the Borg
The Klingon-Cardassian War ends; the Empire re-signs the Khitomer Accords
2375: The Dominion War ends with the Battle of Cardassia and the surrender of the Dominion
The second Khitomer Accord is signed banning the use of subspace weapons
2376: Starbase 777 is constructed
2379: A Reman rights movement emerges on Romulus
2385: The Attack on Utopia Planitia occurs; the Synthetic Ban is created
2387: The Hobus Supernova occurs; Romulus and Remus are destroyed
Starfleet is deployed to assist despite previously withdrawing due to the destruction of their fleet at Utopia Planitia
2388: Rator III is declared as the new Romulan senate; the Romulan Free State is founded
2389: The Klingon Empire launches war against Romulan space
The Gorn officially hire the Nausicaans
The Detapa Council is formed on Cardassia, now democratically-elected
2390: The Gorn and Nausicaans launch attacks on Klingon space
The Cardassian True Way movement is founded
2391: Taris is proclaimed the new leader of the Romulan Free State
2393: Bajor and Tema Prime are admitted to the Federation
2394: An alliance between the Orion Syndicate and the Klingon Empire is formed, resulting in the Federation condemning the Klingons
The Romulans vote against the reestablishment of the monarchy. A full Romulan Senate is organized on Rator III with Taris as Praetor
2395: The Federation tests a cloaking device against the Treaty of Algernon
A new executive order banning Federation cloaking technology is signed
2398: The Federation approves dual citizenship
2399: Starfleet Academy begins accepting applications from races allied with but not part of the Federation
The Federation Transwarp Network is first opened
The Synthetic Ban is lifted
The Klingons are condemned by the Federation for actions in the war against the Gorn; the Klingon Empire then withdraws from the Khitomer Accords.