To illustrate further, commuting is simply not the option here.

1. Commuting by plane is generally favorable with a short flight time (like SFO-LAX) and/or the travel is within the same time zone (like NYC-BOS).

What you are suggesting is practically cross-country. You will waste significant time just because of time zone changes. For example, with a Friday afternoon departure, you arrive at CLE in last evening, almost midnight.

2. In general, departures on Sunday, Monday and Friday are more expensive. These are the days you will most likely travel.

3. With WN's lenient cancellation policy, it is possible that you can book a ticket each week to secure a seat with a relative low price. But given what you have mentioned, I doubt you will have the necessary money to do something that crazy.

4. By adding up everything, I doubt that the pay difference can make up the commuting cost.