I downloaded the 1.8.8 and when I open the jar file I see it in task manager but it won’t open in a window.
Rename your server jar to paper.jar, then run java -jar paper.jar -Xmx 1024M -Xms 1024M. This will give your server 1GB of RAM to start, and 1GB of RAM in total. To give your server more RAM, increase the numbers.
As said in above, lower versions do not have a server gui. You have to open it from command line to see the console and enter commands. Other than that, it opens, just there is no console. You can still join it, and see logs.
Start it from a bat/cmd/sh file to run from command line and see the console.