Bordering on Fridge Horror, there's a deeper meaning to why Chiaki wants to simply see that painting. According to Chiaki's aunt, the painting she restored was created a long time ago during a time of war and famine. It was meant to inspire peace and hope during such a time. Chiaki probably comes from a time when (as the Aunt so puts it) it seems like the world's going to end. Perhaps Chiaki wants to see it in its restored form so he can have something to keep him going in the future.
If you keep track of the timeline, or even just the set pieces, you will realize that Makoto discovered her powers, got asked out by Chiaki, and had her heartfelt goodbye at the exact same spot at the river, at the exact same sunset. In fact, the entire movie never progressed beyond that last sunset until that last goodbye, which is when everyone finally moves on and the Airplane of Love beautifully tops off the ingenious Three Parts of the Story created by Makoto's choices at this single junction in time.
After Makoto hit the nut-like shell and had hallucinations, she told this story to Kousuke and Chiaki with Chiaki laughing really loud. Chiaki was really laughing real loud because he may have found out who used his time travelling charger. As he said on another timeline to Makoto, he was really nervous that the charger might have went to a malicious-intent person but was really glad that the one using it was an idiot aka Makoto. Too bad that discussion about the hallucinations never happened due to Makoto's time-leaping to repeat that whole day.
Chiaki's wish to date Makoto, even though he wanted to return to the future from the get-go.
Plus, if you're traveling back in time, and you have a consumable device that lets you do it and might get lost/be used by someone else, bring more than one.
Technically, Chiaki wasn't even supposed to be there so by taking even one charge, he was going against the rules big-time. Also, because of Makoto's interventions in Chiaki's attempt to ask her out, we will never know how much longer he would have stayed.
Once Chiaki leaves into the future at the end of the film, he could easily recharge himself and return to Makoto... but for some reason he doesn't?
What happens to the "past" Makoto every time the one from the future comes back? Shouldn't there be two of them at each point when she leaps?
Makoto returns to whatever place she was in the past, so she just replaces her past self
There's a plot hole: Auntie Witch said that many teenagers spontaneously develop time leaping-thus making this Troper think at first that Makoto did acquire this ability randomly and without a charge limit-Chiaki's appearance was an unexpected development. Why did Auntie Witch or Chiaki not warn Makoto about the time leap limit at the very beginning to avoid the whole Tearjerker thing?
Chiaki was unable to tell her about the limit because he didnt know about Makoto developing time powers. Any conversations Makoto possibly had about her powers, she most likely rewound time to pretend that conversation didnt happen.