Single bedroom rent in the Boston area can be as low as $1200/mo. Two bedroom is around $2k. Split the rent with one other person (yes, even in the single bedroom apartment) and the rest to cover food + transportation + bills.
Food, basic cell phone plan (necessity in 2018), health insurance, electric, trash, water. That's either having absolutely $0 left over, or not livable on the given $1400/mo wage.
Don't forget gas and car insurance.
Chicago is definitely possible on $1400/mo. Speaking from personal experience.