now I'm in this city by myself but I don't want to leave because I'll feel like a failure after leaving a situation I really enjoyed because I thought I was making a necessary career move.


I don't think it'd mean you're a failure if you left and went back to Chicago. You got the temporary position and gained some of the extra experience you were looking for in your field.

Are you applying anyplace in Chicago in addition to where you are now? I mean, if you landed a nice job in Chicago, you'd be back to your friends, the clubs & restaurants, etc.

Also, are you doing anything to make friends in your new city? Maybe look at MeetUp.com or find a local community organization that interests you? You will probably meet some great people who become good friends!