PokéBase - Pokémon Q&A
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Yes.after you meet him on route 1 and meet him on the route five he will then be on victory road after that marshal appears and talks to you after that cheren challenges you to a battle then if you wait until the next day or beat the elite 4 you can battle him again

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Yes Cheren is there for you to rematch every day.
His team is decent and you can view it on that link.

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