Question : If your plans are flexible, have you considered changing your departure day?
Answer : For the month of December, the cheapest day to fly is Wednesday. Being flexible with your travel days garners you even more savings during your booking.
Question : Best case scenario, how quickly can someone get to PHL from MDW?
Answer : Southwest Airlines can get you there in 1 hour and 45 minutes. So, if you were to leave Chicago at 8:45 PM, you would arrive in Philadelphia at 11:30 PM EST (remember, there is a one-hour time change).
Question : Should you be aware of any airlines that have a reputation of delays for this route?
Answer : Flights on Executive Jet Management to Philadelphia from Chicago during the last month were delayed 100% of the time. If you're on Executive Jet Management, be sure to sign up for the delay notifications to stay up to date with your flight's status.
Question : How long are most people's visits to Philadelphia when they fly in from Chicago?
Answer : Over the next two months, travelers from MDW to PHL are planning on staying for seven days on average.