AED990 Cheap Flights from Chicago (MDW) to Orlando (MCO)

View AED990 flight on Sat, 20 December 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Orlando Intl. Airport (MCO)

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Cheap Flights from Chicago to Orlando (MDW-MCO)

Prices were available within the past 7 days and start at AED990 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How long does it take to fly from MDW to Orlando Intl. Airport?
A direct flight with Frontier Airlines takes around 2 hours and 55 minutes. Jump on the 5:05AM flight from Chicago Airport and reach MCO at 9:00AM. Snap up a great deal on this and many other routes when you book with Expedia.
Is it cheaper to buy a plane ticket from MDW to Orlando Intl. Airport (MCO) last minute?
When it comes to booking your flights, it's always better to be prepared. While you may be able to score a last-minute deal on a MDW to Orlando Intl. Airport flight, fares usually don't get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international travel it's three to four months.
What airports do you fly into for Orlando from Chicago?
With Orlando Intl. Airport (MCO), Orlando Sanford Intl. Airport (SFB) and Orlando Melbourne Intl. Airport (MLB) to select from, making your way from Chicago to Orlando is simple. The city's key hub, Orlando Intl. Airport (MCO), is around 14 kilometers southeast of the center. Along with the price of fares, consider things like bus or train options from the airport and the distance to your hotel before making your choice. Get your Orlando vacation off on the right foot by visiting Kia Center and Camping World Stadium.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Orlando Intl. Airport?
Between 5:00 AM - 6:00 AM is the busiest time for Frontier Airlines flights jetting from MDW to Orlando Intl. Airport. Our tip? Choose a flight that departs earlier in the day. With air traffic yet to build up around airports, your chances of traveling on a delay-free flight are better.
Can I change the date of my flight from Chicago Airport to Orlando Intl. Airport (MCO)?
Expedia makes it easy to make amendments to your MDW to Orlando Intl. Airport (MCO) trip yourself. Access your details via the Expedia Trips portal and choose "change flight." Look around for new flights and choose the one that works best. You'll see an estimate of your flight change fee, if applicable. You can also head to our Customer Service portal to chat to our Virtual Agent and get answers to your questions.

Travel information

Origin airport
Midway Intl.
Destination airport
Orlando Intl.
Distance
1585 km
Average flight time
3 hours 36 mins

Book with confidence

Chicago to Orlando Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Orlando offer the perfect respite. Not only does exploring Orlando provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Orlando may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Orlando are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Orlando more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Orlando is AED990 now!

Chicago to Orlando Flights

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Chicago nearby Airports

Chicago

O'Hare Intl. to Orlando
AED360.00