Myers or Naples area (we can take direct flights to those areas from Iowa).

Also makes your flights to Las Vegas possibly tax deductible.

Furthermore, while we initially accommodated the guest's request to change the reservation from December 31st - January 5th to January 2nd - January 7th, they subsequently canceled their arrival on January 2nd on January 5th and requested another modification due to a flight cancellation caused by the earthquake in Japan.

I'd have to rent a truck of Toro, and buy an airline ticket.  

The potential for dropping rents and collections in light of COVID but more concerning, a potential population flight from Chicago. 

Just like a big storm coming across your area, that is not the best time to book a flight, you are better off waiting to see if it passes and maybe take a train or alternative mode of transportation that is less risk and would get you where you want to go but maybe a little slower, but you know you get there.That is how I feel about traditional real estate right now.

Real estate investment has been my ticket to freedom and so many others.

I would try to find cities you can fly directly to from large metro areas(New York direct flights).

This means 2 connecting flights) and one year ago decided to start investing in Detroit MI, I started traveling, knowing the city, the trends, talking to locals, realtors, CPAs, attorneys and all type of people you can imagine (I also stopped the car in one of most dangerous Detroit neighborhoods and started talking to locals.

The apartment is a one bedroom at the top of a long flight of stairs.