The cheapest times to fly from MDW to MCO are
- January 1st to March 4th (except the week of February 12th)
- April 23rd to May 6th
- August 6th to November 18th (except the week of October 8th)
- December 3rd to March 4th (except the weeks of December 17th, December 24th, and February 12th)
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MDW to MCO is early September. Prices can be as high as $1044 for Sunday flights during mid March, or as low as $184 for Tuesday flights around early September.
When to Fly to Orlando
Flying from Chicago, IL (MDW) to Orlando, FL (MCO) will usually cost between $185 to $557 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early September with an average ticket price of $194. Due to high demand the most expensive time to fly is mid March, with an average price of $699. Planning your trip to low-cost times can easily save you $505 on economy flights and even more on first-class flights. Generally, any price below $289 can be considered a good price for a round-trip MDW to MCO flight.
See below for a graph of average weekly prices for the MDW to MCO route. All prices are for round-trip tickets in USD.
Compared to other flights, the MDW to MCO flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.18, which is below average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $157 (40%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $234. Return trip prices are from the MCO to MDW flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
Return Trip Prices by Day
Nonstop Flights and Layovers
Travelers looking to fly from MDW to MCO can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 2 hour 46 minutes may be realistic.
Flight Questions Answered
Still have questions about flying from MDW to MCO? We’ve got answers.
Which airlines fly this route?
You can find 3 major airlines flying this route most often: Delta, Southwest, United, and potentially more during busy seasons.
How far away is it from Orlando International Airport to Chicago Midway International Airport?
The distance between the two airports is roughly 991 miles or 1595 kilometers.
How long does it take to fly from MDW to MCO?
The real-world flight time for a nonstop MDW to MCO flight is about 2 hour 46 minutes.
How many flights go between Chicago, IL and Orlando, FL?
It depends on the day of the week and the date, but a typical day might have around 72 available flights from MDW to MCO.
Airport Location Info
|Origination airport name||Chicago Midway International Airport|
|Country||the United States|
|Destination airport name||Orlando International Airport|
|Country||the United States|
Late and Early Flight Data
Flights from MDW to MCO tend to depart much later than the average flight. According to our recently updated data, 46% of flights departed 5 or more minutes late, and 3% of flights left 5 or more minutes early. On average you can expect to leave MCO heading for MDW about 20 minutes late. This does significantly impact arrival time, as the average landing time in Orlando, FL is about 15 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:
- Southwest: 20 minutes late
- Some airlines not reporting
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.