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Flights Fare Calendar Find minimum fare between Orlando Intl. and Midway Intl. Click this button to get previous days data Click this button to get next days data $390 $334 $279 $223 $167 $111 $56 $0 21 22 23 24 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W Price is $226 on Delta Price is $346 on Delta Price is $357 on Delta Price is $290 on Delta Price is $275 on Delta Price is $200 on Southwest Airlines Price is $248 on Southwest Airlines Price is $390 on Delta Price is $390 on Delta Price is $197 on Delta Price is $208 on Delta Price is $231 on Southwest Airlines Price is $204 on Southwest Airlines Price is $197 on Delta Price is $191 on Southwest Airlines Price is $191 on Southwest Airlines Price is $196 on Southwest Airlines Price is $221 on Southwest Airlines Price is $184 on Southwest Airlines Price is $177 on Delta Price is $177 on Delta Price is $171 on Southwest Airlines Price is $184 on Southwest Airlines Price is $184 on Southwest Airlines Price is $221 on Southwest Airlines Price is $171 on Southwest Airlines Price is $177 on Delta Price is $177 on Delta

Amazing MCO to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $158 round trip and $79 one way. Prices and availability subject to change. Additional terms may apply.

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

FAQs about flights from Orlando Intl. Airport (MCO) to Midway Intl. Airport (MDW)

Can I catch a flight from Orlando, FL Airport (MCO-Orlando Intl.) to Chicago, IL Airport (MDW-Midway Intl.) right now?

It's always prudent to find out about any travel advice reports and quarantine requirements in effect in your destination city. Make sure you check out the Covid-19 Travel Advisor for up-to-date information on booking a flight to Chicago, IL Airport (MDW-Midway Intl.).

If I am not able to travel due to COVID-19, can I change my booking to a later date?

For more info about changing your flight to Chicago Airport, please visit our Customer Service Portal.

What airlines fly from MCO to Midway Airport?

No direct flights are available between Orlando Intl. Airport (MCO) and Chicago, IL Airport (MDW-Midway Intl.). Plan in advance to save time and find the best route with the least amount of layovers.

What is the best day to buy a plane ticket?

This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2020. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Sunday, as data shows the end of the week is when prices are generally at their highest.

What are the cheapest days to fly?

Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2020, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.

How far in advance can you book a flight?

Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2020 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2 weeks to 2 months prior to their travel dates.

How can I save money on airline tickets?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2020 saved nearly 40% when their return flights consisted of two different airlines or fare types.

*According to flight demand on Travelocity.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Orlando Intl. to Midway Intl. Flight FAQ

Traveling FromOrlando Intl.
Traveling ToMidway Intl.
Shortest Flight Time0 hours 40 mins
Earliest Departure Time6:35AM CDT
Latest Departure Time10:45PM CDT
Lowest Flight Price$158

Route Info

Flight path for flights from Orlando International Airport to Chicago Midway International Airport.


Distance:
996.00 miles


Popular Flight Routes from Orlando (MCO)

Orlando Intl. to Midway Intl. Flight FAQ

Traveling FromOrlando Intl.
Traveling ToMidway Intl.
Shortest Flight Time0 hours 40 mins
Earliest Departure Time6:35AM CDT
Latest Departure Time10:45PM CDT
Lowest Flight Price$158

Popular Flight Routes from Chicago (MDW)

Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.