Here are a few rent payment services that we recommend for Chicago. Need help? Email us.

Checkbook.io
Digital checks delivered instantly and auto deposited! Seamless end-to-end digital experience for sending and receiving payments
650-517-4001 | www.checkbook.io 
Cozy
Grow your portfolio with Cozy. Save time and money each month managing your rental properties. 
https://cozy.co | Email
RentTrack
Use your rent to build credit. Pay any landlord online using credit card or eCheck, and RentTrack reports your payments to all three credit bureaus. Free to sign up, cancel any time - no contract required.
1-866-841-9090 | http://RentTrack.com | Email
Rental Kharma
We help renters build credit by reporting their on time rental payment history onto their credit report. Go from no score to mid 600's in 2 weeks. 
720-307-1466 | https://rentalkharma.com | Email
ScheduleMyRent
ScheduleMyRent for Landlords: Online Rent Collection that automatically: reminds tenants every time a payment is due, collects rent from tenant's bank account, splits rent between roommates, manages late rent, setup in 10 min. 
1-844-465-3339 | https://www.schedulemyrent.com | Email