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They call Good Friday good because an innocent man was beaten and nailed to the wood.
But who should have been the one hanging from that tree?
Redwood National Forest | by: [Basheer Tome]
In the very beginning of Divergent, it is stated that Tris gets her hair cut on the 2nd day of every 3rd month. With the 3rd months being March, June, September and December, it could be reasonably implied that that particular day is June 2nd, which is Choosing Day.
In Insurgent when Tris is walking to Erudite headquarters, she is wearing Tobias’ sweater and mentions feeling warm, “from walking fast.” I’d guess this to be August, because even in the windy city during a summer night, it can feel cool enough to merit a sweater but end up needing to be ditched later on.
In Allegiant, when they’re on top of the John Hancock building, Tris mentions a hint of winter in the wind (I’m paraphrasing) and it can be guessed that from that time to my next point is about 3-4 weeks.
Toward the end of Allegiant, it is mentioned that the snow is coming early, and since they’re in Chicago and it’s a heavy snow (Tobias states that they can’t see more than a few feet in front of the truck), I’m estimating mid-October for that point in time.
Following that, the epilogue being roughly “two-and-a-half years later” and also on Choosing Day would fit the timeline.
By this logic, Tris joining Dauntless to her end of the story would be about 4 months. Tris and Tobias would have dated for about 3 months.