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Find cheap flights from Chicago Midway Airport to Orlando Sanford Intl

1 adult
0 bags
Mon 5/27
Mon 6/3

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

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Flights from Midway to Orlando - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Orlando to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Orlando Sanford Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Orlando Sanford Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Orlando Sanford Intl Airport is September, where tickets cost $88 on average. On the other hand, the most expensive months are December and November, where the average cost of tickets is $477 and $247 respectively.

When to book flights from Midway to Orlando

Are your dates flexible? Find out the best times to travel from Midway to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Orlando Sanford Intl flights

  • Do I need a passport to fly between Chicago Midway Airport and Orlando Sanford Intl?

    No

  • Which aircraft models fly most regularly from Chicago Midway Airport to Orlando Sanford Intl?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Orlando Sanford Intl?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Orlando Sanford Intl.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Orlando Sanford Intl?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando Sanford Intl from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Orlando Sanford Intl?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Orlando Sanford Intl with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SFB can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Orlando Sanford Intl?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Orlando Sanford Intl from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Midway to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Orlando? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.3
FrontierOverall score based on 4132 reviews
4.9entertainment
6.6boarding
7.1crew
5.8comfort
5.2food
Airline reviews

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

2.0 Mediocrejohn, Apr 2024IAH - MCO
Read more about Frontier reviews

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

It was impossible to change a carry-on for a checked bag after the initial selection. The flight was delayed 14 hours "to allow for a late arriving aircraft." The seats were shockingly uncomfortable. This was only the second time I've seen seats that didn't recline in an airline. The first was in an East Bloc airline before the fall if the Iron Curtain.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Everything was on time and smoothly run. All employees appeared happy and enjoying their job. The delay in take-off was unrelated to anything in Frontier’s control. I wish there were a caffeine-fee, sugar free soda drink option besides water. There are multiple zero sugar caffeine free options.

Everything was on time and smoothly run. All employees appeared happy and enjoying their job. The delay in take-off was unrelated to anything in Frontier’s control.

I like that the flight was not overcrowded, and I felt had space to spread out a little more. The flight was smooth for the most part no major turbulence. The crew was pretty good accommodating and professional.. the fellow passengers were cool as well… all good! Snacks always makes things better, but of course there were no snacks.

Be prepared for crowds and chaos upon arrival at the Orlando airport

Frontier is a mess. Kept changing flights and times on me. Ridiculous. Charged us twice for annual Discout Den membership.

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Chicago Midway Airport - Orlando Sanford Intl Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Orlando Sanford Intl (SFB)United States

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