Skip to main content
Beginning of main content

MDW (Chicago) to MCO (Orlando) Flights

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

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

Question : Which airline has been on schedule to Orlando International Airport (MCO) from Chicago Midway International Airport (MDW) the most?
Answer : The current leader is Southwest Airlines with an 81% on-time rate. Life has too much to offer to spend it waiting in an airport, so check out Southwest Airlines to get in and out of airports as quickly as possible. If they are late for some reason though, the average delay is 21 minutes.

Question : Will you do what it takes to get the absolute cheapest flight?
Answer : In August, Wednesday is your lowest-cost day to fly. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : Which airline is struggling to get to Orlando on time?
Answer : Delta Air Lines is delayed on 100% of flights from Chicago Midway International Airport (MDW) to Orlando International Airport (MCO) at the moment. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : How does Chicago to Orlando stack up against the rest of the world in overall promptness?
Answer : Using the combined on-time percentage and average delay breakdown, Chicago to Orlando currently has a 3 out of a possible 5 star rating. A 3-star rating means you should feel slightly worried about getting to Orlando on time.

Question : If speed is all that matters, how can you get from MDW to MCO as quickly as possible?
Answer : Southwest Airlines currently holds the fastest travel time with two hours and 30 minutes. So, you would arrive in Orlando at 11:15 AM EDT if you left Chicago at 7:45 AM CDT. Remember, there is a one-hour time change.

Question : Is there another way to get to Orlando International Airport (MCO) besides Chicago Midway International Airport (MDW)?
Answer : Chicago Midway International Airport is a superb airport, but in getting you to Orlando, there is a lower cost option – O'Hare International Airport. It's just 16 miles away and flights are being priced 34% cheaper over the upcoming months.

Question : If you’re booking MDW to MCO, how many different choices of departure times do you have?
Answer : The number of flight times varies by day, but on average, MDW to MCO sees seven different options. You’ll have more options on this route than most other routes departing the United States.