Ok, so I figured I would go ahead and post my Timeline for Season 1. I was going to try to make it fancier before I posted it, but quite frankly I can't really be bothered! Plus, it's mostly for my own personal reference - but just in case others were interested, or wanted to offer feedback, I figured I would post it.
It does differ slightly form the other timeline's I've found. Mostly it agrees with the Winchester-Journals' Timeline, but there are a few points where we differ.
I didn't bother putting all the pre-story facts in like Winchester-Journals so kindly does, mainly because that's an awful lot of work. There are a few, but only dates relating to the Winchesters.
Mainly, my goals for this timeline were:
1)Finding dates using only information provided by the episodes.
2)Keep track of how many days the boys spend in each episode.
As I worked on it, two lesser goals occured as well:
1)Figure out where they are -mainly for the purposes of estimating driving time.
2)Try to work the episode title into a sentence - because it's fun!
-Days spent on each case include the day after they solve them, if it is shown in the episode.
-Day counts assume one driving day in cases when the boys hear about the case and must travel to the location, unless otherwise stated.
-Day counts count partial days as full days (meaning if an episode starts late at night, that night counts as a day)
May 2nd 1983 - Sam is born
January 24th 1979 - Dean is born
November 2nd/3rd (2:55/3am) 1983 - Mary Dies
1998/1999 - Dean takes a roadtrip alone, while Sam and John are in Orlando, Florida. He meets Lisa Braedan.
Sometime in early 2004 - Sam begins dating Jessica. (Route 666 - Sam said he dated Jessica for a year and a half).
---Season 1 ---
October 31st/November 1st, 2005 - Dean arrives in Palo Alto - quite late at night (The boys spend 2 days in Jericho California) (Pilot)
November 2nd/3rd 2005 (2:50-3am) - Jessica dies. Sam and Dean hit the road. (Time taken from unaired Pilot scene).
~November 10th 2005 - Sam and Dean arrive in Lost Creek, Colorado, and spend 4 days hunting a Wendigo. (Dean says they spent one week in Palo Alto after Jess's death)
Unknown - Sam and Dean spend 5 days investigating Lake Manitoc, Wisconsin, where people keep ending up Dead in the Water.
~December 2nd-5th, 2005 - Sam and Dean spend ~4 days investigating the Phantom Traveler at various airports. (A archived newspaper article in the Djinn-Wish'Verse in S2's What Is And What Should Never Be about Britannia Flight 424 is dated Dec. 5th, 2005).
December 5th 2005 - College friend Rebecca sends Sam an email about her brother being falsely arrested. (Skin)
Unknown - Sam and Dean spend ~4 days investigating a Phantom Traveler at various airports.
Unknown - - Sam and Dean spend 5-7 days investigating Bloody Mary in Toledo, Ohio - with a side trip to Fort Wayne Indiana. - (21st of November according to another Supernatural Timeline, but implausable considering the time spent on the other cases and the known dates. Plus, the paper says "a short service will be held on ...ber 31st at 2pm" meaning, either October -before the series even starts -or December - but I doubt anyone would hold a funeral service on New Years Eve).
February 28th- March 7th, 2006 - Sam reads the email from Rebecca, while a day's travel from Bisbee Arizona. St. Louis is said to be 400 miles behind them. Sam and Dean spend 8 days hunting a Shapeshifter in St. Louis, Missouri (two days spent driving there). Shapeshifter!Dean is killed on March 7th (according to information in later episode The Benders), making Dean Winchester officially dead according to the authorities. (Skin)
Between March 8th - March 22nd - Dean and Sam hunt the Hookman in Ankeny, Iowa, for 5-6 days.
Friday, March 20th, 2006 - A guy is killed by Bugs in Oklahoma.
Tuesday, March 24th - Saturday, March 27th, 2006 - Dean and Sam spend 4-5 days investigating Bugs in Oklahoma (Presumably the scene in which they hear about the death is on the Monday, which adds an extra *day* to the episode, so the Winchester part of the episode takes place over 5 days).
Unknown - Sam and Dean head Home to Lawrence Kansas for 4 days (assuming one day driving time to get there) and try to get rid of a poltergeist.
First week of April - Sam and Dean invesitgate an abandoned Asylum in Rockford, Illinois, for approx. 6 days. (We know the date because of Sam's exclamation that they are "no closer to finding Dad than we were 6 months ago", plus the next episode picks up directly after this one and we know it takes place the second week of April)
Between April 8th and April 15, 2006 - Dean discovers a fugly Scarecrow in Bukitsville, Indiana, and spends 4 days there. (Most likely leaving on the 15th or 16th, as the night before is mentioned to be the "7th night of the cycle"- if we assume the "cycle" takes place over a calendar week. Or it could be that he leaves on the 13th or 14th, if we assume that the "cycle" ends with the full moon - the full moon was on Wednesday, April 13th in 2006).
End of April, 2006 - Dean gets electrocuted on a hunt somewhere (that is not Nebraska) and Sam takes him to Nebraska to see a Faith Healer. The episode spans 7 days, with Dean being healed on the fourth day at 4:17pm. Although the sign outside the tent says that services are Sunday 11am and 2pm, it appears that the healing services happen much more frequently.
Unknown (during some freak April/May snowstorm?) - Dean gets a call from former girlfriend Cassie, and him and Sam spend 5 days in Cape Girardeau, Missouri, to investigate a series of road accidents . (Dean and Sam are on their way to Pennsylvania for some reason at the beginning of the episode when Cassie calls. The service station informs us that they are in Bismarck, Kentucky, so they are taking a very odd route between Nebraska and Pennsylvania.) (Route 666)
Unknown date in May - Sam has a Nightmare that leads him and Dean to Saginaw, Michigan, where they spend approx. 5 days getting acquainted with Max Miller. (Sam says that his abilities started "6-7 months ago", given the time spent on the previous two cases, it's safe to assume that Sam means 7 months ago) (The boys were only a couple of hours away from Saginaw Michigan at the beginning of the episode, so there is no day added for travel; however, usually people don't have the wake/funeral/death-party-thing the day after the death, so I've added two days to the day count, and have assumed that the boys spent those two days buying priest outfits and cleaning their guns)
Unknown - Sam gets kidnapped by The Benders in Hibbing, Minnesota. The boys end up spending 3 days there (Sam is missing for two).
End of May - Sam and Dean discover that someone is summoning a Shadow demon in Chicago, Illinois, and they meet up with their Dad. We see the boys for at least 3 days. (Multiple reasons for time: 1)Sam says he met Meg "weeks ago" and there has been at least 20 days since then shown in episodes, 20 days after April 15th is May 5th, but there are always numerous missing days between episodes while the boys drive, since this is the 5th episode since Sam met Meg, if say there are at least 3 days between episodes, we can say that AT LEAST 35 days has passed since Sam met Meg, which brings us to the end of May. 2)Also, Sam says that the lunar cycle wasn't right for a werewolf, which means that the murder took place between May 13th and June 11th exclusive and in SPN-verse werewolves turn every night during the week leading up to the full moon (Heart), which is another reason this episode would have taken place before June 3rd. 3)The next episode starts as early as June 3rd.)
June 3rd/4th 2006 - On their way through Richardson, Texas, Sam and Dean spend 7 or 8 days investigating Hell House, which Sam reads about on a website. An update, dated June 7th, 2006, is made to the website on either their fourth or fifth day there. (We'll have to ignore the fact that the boys' faces are miraculously healed after Chicago...Sam and Dean obviously have super-healing-powers.) They leave on either June 10th or June 11th.
Unknown - Sam and Dean are sent to Fitchburg, Wisconson, by their Dad, because Something Wicked is attacking children. They spend at least 3 days there (it's harder to count in this episode). Since they were in Texas previously, we can probably assume at least 2 days travel between the last episode and this one.
Unknown - Sam and Dean find a painting with some interesting Provenance in upstate New York. They spend 6 days there.
Probably July 27th, 2006 (see In My Time of Dying notes) - Sam and Dean travel to Manning, Colorado, where they find a nest of vampires, their father, and a need for Dead Man's Blood. The part of the episode with the boys spans 3 days. They are in Nebraska at the beginning of the episode, interestingly, heading east. That means that since the previous episode, they have travelled west of Nebraska for some reason. So, a considerable amount of time has passed between the previous episode and this one (they could have even worked a simple case somewhere on the west coast, for all we know). I did not add a day of travel to the day count for this episode, because they are so close to Colorado at the beginning of the episode that they can make it there by nightfall.
July 30th, 2006 (see In My Time of Dying notes) - The Winchesters take off from Manning, Colorado, and travel to Salvation, Iowa, to hunt the elusive demon. This episode only spans 2 days.
August 1st/2nd, 2006 (see In My Time of Dying notes) - Sam and Dean travel from Iowa to South Dakota and use a Devil's Trap to find out where their father is, then they drive to Jefferson City, Missouri, and launch a rescue effort. It appears this episode takes place over a 24 hour period and the boys don't sleep.
August 5th, 2006 - John Winchester Dies. In My Time of Dying takes place over 4 days, assuming that Sam has a day of rest in a hospital bed, before we see him check up on Dean and John, in Missouri (from Devil's Road Map on S2 DVD). The second to last day of the episode is August 4th, 2006. We see this by looking at Dean's heart monitor when they restabalize him. There is a conflict in the monitors on this show, as John's monitor says that it is July 19th 2006, when they declare him to be dead (at 10:41am); however, if you listen to the DVD commentary, you find out that this episode was filmed the week of July 19th - which means that John's monitor reflects the day of filming, rather than Dean's monitor that reflects an unrelated day. (As episodes are usually put together during an 8 day period, it's unlikely that they were still filming this episode on August 4th). So, I'm taking August 4th as the date for the timeline.
Feedback is appreciated!