If there is an influx of people to an area (Madison, Milwaukee, Minneapolis, Rochester), entry level will be harder to find. This extends to a reasonable commute distance away.
If you have your heart set on the larger midwestern cities, you will need to look harder for the jobs (possibility to less traditional tech employers) and places where there are not "fabulous" roles to fill (instead of entry level code ninja with free coffee, entry SDET in a boring government office).
My first tech job after graduating with a 4 year CS degree was customer support - answering phones. Then I did QA for awhile. Then a startup as a sysadmin / webmaster where the paycheck bounced. Two years after I got my first tech job, I got an entry level programming job at a tech company doing internal automation.