AFO's Timeline (Spoilers)

This is mostly for my benefit. This works as a sort-of summary.
Months listed are the Gregorian-calendar-equivalent to those in Equestria.

Year 0 - Descendants of Harmony begins.
Year 0 - Sirocca is sent to Ponyville from Hollow Shades.

Year 1 - End of June - Rebirth happens. Anon/March comes to Equestria. Speck moves to Ponyville.

Year 2 - Middle of June - Loneliness happens. Anon/March and Speck meet.
Year 2 - Third week of June - Sadness happens. Speck meets the Cakes. The Dreamwalker's first appearance. Speck meets Reverie. Reverie faces her fear.
Year 2 - End of the third week of June - Joy happens. Summer Sun Celebration. Speck meets Twilight Sparkle. Speck meets Celestia and Luna at the banquet. Speck confesses her feelings. Anon/March comes around. Illusa arrives.
Year 2 - First week of July - Curiosity happens. Anon/March meets Sirocca.
Year 2 - End of the first week of July - Dread begins. Speck finds a hat. The hat gets destroyed. Anon/March meets the Dreamwalker. They arrive in Hollow Shades. Sad things. Lots of sad things.
Year 2 - End of the first week of July - Dread ends, Pain begins. More sad things happen. Anon/March meets Speck's mother. Illusa's prediction occurs.
Year 2 - Middle of the second week of July - Pain ends, Fear begins. Speck and Anon/March travel to Canterlot. Equestria's first war in hundreds of years happens. It lasts a couple of hours.
Year 2 - Third week of July - Fear ends, Resolve begins. Anon/March enters his Tower. The Dreamwalker returns. Anon/March defeats it, and learns about his final week on Earth. He remembers his name. Speck enters the Tower and leads March out.
Year 2 -Middle of the third week of July - March and Speck meet the last of the Descendants of Harmony. Tension rises between March and Speck, due to Speck feeling like she's holding him back. They return to Ponyville. Resolve ends.
Year 2 - August 7th - Relaxation begins. March visits Sirocca. They celebrate her birthday. She turns 8
Year 2 - August 8th - Rebirth begins. Speck and Sirocca meet. March writes to Luna.
Year 2 - August 9th - Luna arrives in Ponyville. March and Speck adopt Sirocca. Rebirth ends.
Year 2 - End of the second week of August - Reminiscence begins.
Year 2 - Middle of the third week of August - Peace begins.
Year 2 - First week of September - Tales of Treble Town begins. Timelines indeterminable.
Year 2 - Second week of September - Tales of Treble Town introduces August, Actias, and Corn. A Moth's Song and Corn begin.
- Possible new chapters
Year 2 - Middle of December - Cheer begins.
- Possible new chapters

Year 3 - Fourth week of February - A Moth's Song ends. Corn ends.
Year 3 - March 1st - A Gypsy's Song begins.
Year 3 - March 2nd - March begins the hunt for August.
Year 3 - Middle of March - Finality begins. AFO proper ends.

Year 3 - August 7th. Orphan begins. Sirocca turns 9.
Year 3 - August ??. Orphan ends. Tales of Treble Town ends.