| Year |
Event |
| 2245 |
| •1 | The first Starship Enterprise is launched from the San Francisco Fleet yards in orbit of Earth.2 The launch is attended by Ex-President of the United Federaton of Planets, Jonathan Archer.3
 |
| •4 | Pavel Chekov is born.4
 |
|
| 2263 |
| •5 | Pavel Chekov enlists in Starfleet academy.2
 |
|
| 2264 |
| •6 | Chekov has a romance with Irina Galliulin, an academy classmate. The pair split up when she drops out of the academy.6
 |
| •2 | The Starship Enterprise, under the command of Captain Kirk, is assigned a five year mission of exploration.2
 |
|  |
| 2266 |
| •7 | The USS Enterprise destroys a Romulan bird of Prey which has crossed the Neutral Zone and attacked several Federation outposts.7
 |
| •8 | While researching a collapsing planet, the crew of the USS Enterprise are incapacitated by a new form of virus. Dr. McCoy is able to overcome the effects of the virus in time to save the ship. In breaking free of the planet, the ship is thrown back several minutes in time - the first known example of time travel by the Federation.8
 |
|
| 2267 |
| •9 | Chekov graduates Starfleet Academy and is posted to the USS Enterprise.10
 |
| •11 | The USS Enterprise arrives at Omicron Seti III. Almost overcome by the effects of the local plant life, the crew manage to break free and rescue the colonists.11
 |
|
| 2269 |
| •12 | The USS Enterprise completes its five year mission.12
 |
|
| 2270 |
| •13 | The USS Enterprise commences a major refit.13
 |
|
| 2271 |
| •14 | Chekov serves on the USS Enterprise as weapons officer during the V'Ger incident.14
 |
| •14 | The newly launched USS Enterprise encounters the entity known as V'Ger. V'Ger merges with Commander Decker to become a new life form.14
 |
|  |
| 2277 |
| •15 | Chekov is assigned to the Starship Reliant as First Officer.16
 |
|
| 2285 |
| •16 | USS Reliant, searching for a lifeless planet for use in the Genesis experiment, is seized by Khan Noonian Sing. Sing attempts to steal the Genesis Device, but is engaged in battle by the USS Enterprise under the command of Admiral Kirk. Spock is killed saving the Enterprise from destruction.16
 |
|  |
| 2293 |
| •17 | The Enterprise-A escorts Chancellor Gorkon to Earth for a peace conference. When Gorkon is assassinated, Kirk uncovers a plot to reverse the recent easing of tensions between the Federation and Klingons.17
 |
| •17 | The Enterprise-A crew are responsible for saving the Khitomer Peace Conference, along with Captain Sulu of the USS Excelsior.17
 |
| •18 | The Enterprise-A is decommissioned.18
 |
| •18 | Scotty, Kirk and Chekov attend launch the Enterprise-B; the ship rescues some El-Aurian refugees from the Lakul on its maiden voyage, including Guinan and Soran. Kirk is apparently killed on the mission, but is in fact swallowed into the Nexus.18
 |
| 
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