Cheap flights from Chicago Midway Airport to Orlando Airport from $54
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Orlando Airport departing on 5/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Chicago Midway Airport to Orlando Airport
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Delta flights from Chicago Midway Airport to Orlando Airport
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How to get the cheapest flight ticket from Chicago Midway Airport to Orlando Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Orlando Airport?
The cheapest month to fly to Orlando Airport from Chicago Midway Airport is in April. Flight prices, which tend to average around $239, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of April, then book flights to Orlando Airport from Chicago Midway Airport during May instead. Flights to Orlando Airport in May, while not as cheap as those in April, still average around $249.
What is the cheapest day to depart on your flight to Orlando Airport?
The cheapest day to depart from Chicago Midway Airport to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $253. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $309.
What is the cheapest time of day to depart on your flight to Orlando Airport?
In the afternoon is the cheapest time of day to fly from Chicago Midway Airport to Orlando Airport when you can find flight prices for as low as $228. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $310.
What is the cheapest Chicago Midway to Orlando flight route?
Fly from Chicago Midway to Orlando for the best Chicago Midway - Orlando flight prices
How far in advance should I book a flight to Orlando Airport?
You are more likely to see cheaper flights to Orlando Airport from Chicago Midway Airport when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $305 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Chicago Midway Airport for as low as $217 on momondo.
What cabin class options are available on Chicago Midway to Orlando flights?
There are 1 cabin classes available to choose from on Chicago Midway to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago Midway to Orlando?
Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Orlando
What airlines fly to Orlando Airport?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Orlando Airport from Chicago Midway Airport according to our data. Frontier is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Orlando Airport. Keep in mind that there are 5 different airlines that fly to Orlando Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago Midway Airport to Orlando Airport on average per day?
The number of flights available between Chicago Midway Airport and Orlando Airport is 6 per day as of April 2025. The most frequent departure time is 5:00AM, with 41% of daily flights leaving in the afternoon.
How many flights depart from Chicago Midway Airport to Orlando Airport on average per week?
As of April 2025, there are 45 flights per week flying from Chicago Midway Airport to Orlando Airport. The most common day of the week flights depart is Mon, with 22% of flights taking off on this day.
When to book flights from Chicago Midway Airport to Orlando Airport
Cheap Chicago Midway Airport to Orlando Airport (MDW to MCO) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Orlando Airport
How far is Chicago Midway to Orlando by plane?
There are 990.5 mi between Chicago Midway and Orlando. In terms of flight time, this usually takes a little over 2h 30m.
When did momondo last update prices for flights from Chicago Midway Airport to Orlando Airport?
Prices for flights from Chicago Midway Airport to Orlando Airport are updated daily.
How many operators does momondo search for flights from Chicago Midway Airport to Orlando Airport?
As of April 2025, there are 5 operators available to choose from for flights from Chicago Midway Airport to Orlando Airport.
How old do you have to be to fly from Chicago Midway Airport to Orlando Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Orlando Airport.
What documentation or ID do you need to fly to Orlando Airport?
The necessary travel and health documents for your Orlando Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Orlando Airport?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Orlando Airport is Airbus A320neo, representing 19.39% of all bookings. The subsequent popular models are Airbus A321neo at 15.76%, Boeing 737 MAX 8 at 10.73%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 10.01%.
What is the most popular airline from Chicago Midway Airport to Orlando Airport?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Orlando Airport is Frontier, representing 49% of all bookings. The subsequent popular airlines are Southwest at 46%, Delta at 3%, and United Airlines at 2%.
Best airlines flying from Chicago Midway Airport to Orlando Airport
Compare and see reviews for airlines that fly from Chicago Midway Airport to Orlando Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $93 | Free Cancellation | Rating 6.3 7,940 reviews | |||
| PriceFrom $103 | Free Cancellation | Rating 5.9 3,283 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,920 reviews | |||
| PriceFrom $248 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $248 | Free Cancellation | Rating 7.4 8,685 reviews |
Southwest Flights From Chicago Midway Airport to Orlando Airport
The lowest priced Southwest flight from Chicago Midway Airport to Orlando Airport from the last 72 hours was $248. Generally, Southwest has 45 flights on this route every week with an average price of $424. Southwest is rated 8.0/10 by our users.
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Why should I use momondo to find a flight deal from Chicago to Orlando?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Orlando. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Orlando with flexible booking policies on momondo?
All flight searches from Chicago to Orlando on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Orlando?
momondo helps you find the best flight between Chicago and Orlando by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Orlando from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.