Multiple entry in a month allowed under ESTA?

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Accepted answer

You should not run into any issues. Your reasons for traveling are valid and totally covered under the ESTA program.

I would just take the precaution of bringing along documents that prove your itineraries (your stays in NY, Toronto, Vancouver, LA, and LV) along with a return flight home. This will just show the border guard that you are genuinely traveling and not planning on doing anything illegal during your stay.

Enjoy your trip!

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