First of all, thank you for your responses.
In summary, based on responses above it appears legally a Chicago landlord is unable to terminate a lease with tenants without cause prior to the end of term unless there is a buyout clause that is equal and equitable to both parties.
My chosen course of action: I will let the lease automatically convert to month to month with a required 30 days written notice required from either the landlord or tenants if either wishes to not renew. Giving flexibility to both parties which is equitable and fair.
Additional responses to below:
@Elizabeth Colegrove - Thank you for highlighting the buy out clause - this is common in Sydney, Australia but was not aware of its use in the states. Although, due to strictness of the Chicago leases (essentially your not able to make changes to the standard lease) - I am not confident this would hold up in Chicago. Also, in my situation it would most likely work against me - but understand how this could be very beneficial for a landlord in keeping tenants from breaking leases if made clear on execution.
@ Nancy Neville - Thank you for your response and I am definitely not the Mayor!!! Just interested in that individual situation and any legal precedence. And yes I will be sure I provide 30 days written notice that I wish to not renew (or to speak individually with them and give them the flexibility to move out earlier or align our dates based both their ability to find a place and my ability to move back in)
@Dominic Jones - hopefully these responses were as helpful to you as me.
@Andreas Mirza - Thank you. Also, I have chosen your course of action i.e. automatic extension / month to month.
@Mark Ainley - Thank you for the background on Rahm's public offer and highlighting the security deposit interest issue - I will be sure to pay the interest to them - although with today's interest rates it will not be significant. These 'kick out clauses' are a bit new to me - not sure if these our actually legal in Chicago.
@Brie Schmidt - Thank you for highlighting the Chicago RLTO website! Those terms our included in my Chicago lease.
@Jim Gramata - Thank you. Yes, the lease does have the Chicago rental criteria. Although, I have added a couple riders (e.g. not responsible for repairs under $100 - as I do not want to be changing lightbulbs, etc) which my understanding is they may not hold up in the off chance that there was a legal action - but like you said the key is to be civil and to develop a mutual understanding - outside of T&C's. Lastly, while I wish to be fully informed by the law - I never refer to the lease in conversation with tenants and prefer to deal with tenants fairly and equitable "old school" approach while fully understanding any legal implications.
THANK YOU ALL!