If you have a long layover in Chicago this service might be advantageous. We had an early checkout from our Airbnb but didn't fly out until 10:55 p.m. so we dropped off our luggage about 8 a.m. and then spent the day downtown catching the sites. After picking up our luggage around 8:30 p.m., we took a 30 minute bus ride to Midway. I wouldn't recommend walking in that neighborhood after dark though.