I got my wife a wind plan during christmas. 99% of the time, she loves it. I would suggest getting Wind if you only stay within the city to use your phone. My wife doesn't travel outside the city other than for vacations etc, when a phone is not needed, which is why it worked best for her.
I found from researching that Wind plans are really fair and quite a bit cheaper in comparison to Telus or Rogers. However, Wind's network is also far less superior than Telus and Rogers. That being said, as i said earlier, if you plan on staying within the city, you should have no problem most of the time. The data speed etc is nothing short of great. I have a Telus phone, and I find my wife's phone is sometimes better at browsing than mine.
On the odd occasion, if you are far inside a building, it may flip to Wind Away mode, which in essence is Roaming... however, this doesn't happen all that often, and is as simple as walking outside to get Wind Home again.
Hope that helps...
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