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Yes you can. You can also connect DS lite to DS and DS Lite to DSi.
Yes. If you go to your local gamestop and trade your ds lite in, they will give you $70 to put towards your dsi.
You can't. Buy a new charger online.
No, the Nintendo DS charger is different than the DS lite chager
via pitochat or DS download play but yeah it works just like it would DS lite to DS lite