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Cheap Flights from Orlando to Chicago $188.0

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Cheapest Flights from Orlando to Chicago (MCO to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Orlando to Chicago (MCO to MDW)

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 prices down for their passengers over the next three months. Bookings are being made at just $174, which is quite a deal when compared to the high-end bookings of $606.

Question : On a daily basis, how many different flight times are available from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW)?
Answer : Each day is different, but on average, you can expect to see seven available departure times. You’ll have more choices on this route than most other routes departing the United States.

Question : Do some days of the week have more flight times than others?
Answer : When you’re flying from MCO to MDW, the day with the most flight times is Saturday, with eight different options. The day with the fewest number of options is Friday with seven different times.

Question : Is there a preferred airline for getting to Chicago Midway International Airport (MDW) on time?
Answer : Delta Air Lines will have you to MDW on schedule 100% of the time. Life has too much to offer to spend it waiting in an airport, so check out Delta Air Lines to get in and out of airports as quickly as possible. Hopefully they keep that perfect record alive.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : If you're flying Executive Jet Management to Chicago from Orlando, you may be tardy as they're 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 many days should you spend in Chicago?
Answer : Passengers from MCO to MDW stay about one week on average.

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