Windows 7 was released in 2009. If you was using Ubuntu 09.04 (released April 2009) you might find that Ubuntu could run a VGA monitor as well as Windows 7. Since 2009 monitors have become more capable having higher resolutions and great colour depth. Furthermore, the desktop environment and the applications have kept pace with the improvements in monitor technology.
It is possible that Ubuntu is pushing out (for want of a more technically accurate term) more graphic data than the monitor can display. It is also possible that the proprietary video driver that runs the laptop screen does not support the VGA monitor. The open source video driver might be a better choice.
Another factor to consider is the connection to the VGA monitor. What video out connector does the laptop have? D-Sub? DVi? HDMI? It could be that D-Sub does not have the bandwidth (now, there is a nice technical term
bandwidth) to pass the graphics to the VGA monitor. Perhaps the VGA monitor is not capable of displaying the graphics from Ubuntu.
Open System Settings>Screen Display. Make sure that the listed resolution and refresh rate are not greater than the VGA monitor can cope with. Modern monitors have something called EDID (Extended Display Identification Data). It is a chip containing information about the monitor. The OS uses it to set the resolution and refresh rate. That VGA monitor may not have an EDID chip and so the resolution and refresh rate have to be set manually.
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