Chapters twenty-five and twenty-six could be titled “The Window”. Colonel Freeleigh, the same “Time Machine” the boys listened to in Chapter seventeen, has been confined to a hospital for his weakening health. His sole comfort is a phone in his room that he can use to dial the number of an old friend in Mexico City who lays his phone on an open window to allow him to hear the bustling noises outside. When the nurse learns of his phone calls, she tells him that she will give orders to take the phone away to prevent him from overworking his heart further. A desperate Freeleigh, feeling his chest pains worsen, dials his friend’s number once more, begging for one last listening to the sounds of the city people. As his friend does so, Freeleigh immerses himself in the activity of Mexico City, thinking of how grateful he is for this reminder that the world is still alive and moving. When Douglas and the other children stop by for a visit, they find Freeleigh dead, still holding the phone. Douglas listens to the phone in time to hear “two thousand miles away, the closing of a window,” a metaphor for Freeleigh’s death.

In the following chapter, Douglas sits silently as Tom pretends to be a Civil War soldier, pondering on how with Colonel Freeleigh’s death, all of his memories of the historical figures died too. Tom, however, fails to share in his brooding, only suggesting that he write his thoughts down in his tablet before resuming his play.

Douglas’ best friend John Huff is introduced and described in this chapter as the ideal boy to be friends with. John, however, tells Douglas that his family will be moving tomorrow. In response to Douglas’ protests, John comments on how he has suddenly realized that he’s taken so many things for granted in his neighborhood that he can’t remember most of them, including his parents’ faces, and on how he’s afraid that Douglas will similarly forget him. Douglas assures him that he has a perfect memory of his face, but ruins his claim when he can’t remember that John’s eyes are green.

Douglas attempts to enjoy his last day with John, but keeps on being reminded of the diminishing amount of time before John’s departure. He tries a last-ditch effort to keep John from leaving by “freezing” him for three hours when the children play statues. John refuses to play along and instead begins another round of Statues, in which he “freezes” Douglas instead just before he leaves for good. After he realizes that John is gone for good, Douglas, thinking of how statues stay still compared to humans who can’t be controlled, yells out into the distance that he hates John.

Another expository chapter, this one the shortest yet at only one page, has Douglas asking Tom to promise that he will stay with him. He also says that he’s concerned about how God runs the world, to which Tom replies simply, “He tries,” most likely an accepting remark that life isn’t perfect.

Chapter nineteen is about the “The Green Machine”. In the chapter two elderly women, Miss Fern and Miss Roberts, take refuge in their attic after they accidentally run over Mister Quartermain while riding the Green Machine, believing him to be dead. Huddling together, they recall the time when they bought the Green Machine from a salesman as a noiseless, smooth form of transportation. The first week on the Green Machine went by like a dream, until the accident with Mister Quartermain. Fern and Roberts lament on how they did not stop or at least get help for him, and then resolve to not drive the Green Machine ever again. Later on, they learn that Mister Quartermain did not die after all.

Chapter fifteen and sixteen concerns a “Season of Disbelief”. Mrs. Bentley, a seventy-two year old woman who saves all memorabilia from her past, finds her beliefs challenged by two girls named Alice and Jane, who meet her along with Tom and don’t believe her when she says that she was young like them once. Claiming that she’s lying, they run away laughing, leaving Mrs. Bentley infuriated.

The next time they meet, Mrs. Bentley shows them some of her relics, including a photograph of her as a child. Alice and Jane say that the objects don’t prove anything, since she could have got them from another girl, and Mrs. Bentley’s insistence that they will one day be old like her fails to unnerve them. They run away with her “stolen” possessions, further shaking Mrs. Bentley’s confidence in the authenticity of her childhood. As she sifts through her memorabilia, she hears the voice of her husband speaking to her, explaining that the items don’t really belong to her because they came from the past, not from the present she is living in now. Even affidavits wouldn’t change the fact that she’s no longer the self that the saved clothes and pictures were meant for.

Mrs. Bentley finally understands, and discards the tokens of her past the next day with the help of the girls and Tom. From then on, she lives in the present only, confirming the girls’ belief that she was never young “in a million trillion years.”

In a following chapter, Tom later tells Douglas of his revelation that old people never truly were young, which Douglas writes down in his tablet.