MCO (Orlando) to MDW (Chicago) Flights $198.0

Question : If speed is all that matters, how can you get from MCO to MDW as quickly as possible?
Answer : If you're able to take the shortest direct flight (which is offered by Southwest Airlines), you will be able to leave MCO at 8:15 PM EDT and get to MDW at 10:05 PM CDT (two hours and 50 minutes). Remember, there is a one-hour time change.

Question : If traveling from MCO to MDW, how long can you expect to be in the air?
Answer : The average flight duration between MCO and MDW is two hours and 51 minutes.

Question : If you’re booking MCO to MDW, how many different options of departure times do you have?
Answer : Each day is different, but on average, you can expect to see seven available departure times. Compared to the average route departing the United States with five flight times, you'll have more options than most.

Question : Which airline is struggling to get to Chicago on time?
Answer : 100% of Executive Jet Management flights from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) are late. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : Who's offering the cheapest round-trip flight to Chicago Midway International Airport (MDW) over the coming months?
Answer : Delta Air Lines is the leader in keeping costs down for their passengers over the next three months. Bookings are being made at just $194 and, when compared to the high-end bookings of $889, it's quite a deal.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : The lowest-cost day to fly in August is Wednesday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : How many days should you spend in Chicago?
Answer : Travelers from MCO to MDW stay about one week on average.