Why can't I move game in windowed mode to external monitor

I'm playing a game (OOTP 14 if that matters) on a laptop (MB Air) with an attached monitor. I want to play on the monitor on windowed mode, but when I raise the resolution from 1360 x 768 to 1440 x 900 (or anything bigger) the window switches over to my laptop screen and takes up the whole screen so I can't drag it back to the monitor.

All I want to do is run at a higher resolution, in a window, on my monitor because 1360 x 768 is too small, but I can't seem to get it to work.