Chicago apartments are way cheaper than $2k a month. Most of my team pays less than $1k in great neighborhoods such as Lincoln Park and Wicker Park. If you want a building with a pool, doorman, gym, etc. then you can spend $2k a month but you would have to try to find a place that expensive.

To give perspective in Chicago $4k a month can you get a modern 3,000 sqft home or the penthouse in a swanky building vs a studio/ 1br in SF.