Most house hackers these days have been following the blue line (and west) in areas like Humboldt Park, Logan Square, Hermosa, Jefferson Park, etc.

Hello BP, I'm currently shopping around mortgage loan for my first house hacking purchase.Currently I have couple options for mortgage program from a few lenders and I'd like to hear advice from you to choose the best...

You are also less likely to be competing with owner occupants if you are buying multi family, outside of the top tier neighborhoods where the majority of buyers for 2-4 units are house hackers wanting to live in that neighborhood for cheaper. 

Additionally, I got connected with a few real estate agents who have worked with house hackers and local lenders who are familiar with the strategy and aligned with my goals. 

If you haven't already, I would check out Craig Curelop's book about House Hacking - tons of great information in there for first time house hackers like yourself.

Run your numbers for what things look like after your move out. 2) Down payment is typically lower because house hackers put 5% down or less.

If I wasn't so settled with kids and a great house, I'd be a serial hacker for sure!

After that, mid term rentals and house hackers in A and B Class areas of the city. 

There are so many so be sure to filter by your location.Personally, I would check out @Ryan Thomson's Real Estate Investor & House Hacker Meetup or @Colin Smith's Colorado Springs Real Estate Investor Association both hosted regularly!

I am a 2-time house hacker in Ypsilanti, MI.