$48 Cheap Flights from Chicago (MDW) to Orlando (MCO)

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Cheap Flights from Midway Intl. to Orlando Intl.

Prices were available within the past 7 days and starts at $48 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Flight from Chicago to Orlando route information
Origin AirportMidway Intl.
Destination AirportOrlando Intl.
Airlines ServingDelta, Frontier Airlines
Flight Price$90
Distance991 mi

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 MDW to MCO 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 $48 now!

Frequently asked questions

How much is a flight from Midway Intl. Airport (MDW) to Orlando Intl. Airport?
The lowest price advertised for a round-trip flight from Midway Airport to MCO is $91. But you better get a move on. This figure is taken from fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Airport to Orlando Intl. Airport (MCO)?
We understand that things crop up unexpectedly, so we’ve made it as simple as possible for you to cancel your trip online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Intl. Airport (MDW) to MCO that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Midway Airport to Orlando Intl. Airport flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from Midway Airport to MCO?
With the average flight time between Chicago Airport and MCO just 2 hours and 31 minutes, you’ll be wandering around Orlando before you know it.
How far is the flight from Midway Airport to Orlando Intl. Airport?
Around 994 mi (1,600 km) separates Chicago and Orlando, so pack something to help you while away a few hours. That latest bestseller you haven’t started will be ideal.
Which airlines fly direct from MDW to Orlando Intl. Airport?
Southwest Airlines (WN) will fly you from Midway Airport to MCO comfortably and reliably. Take your pick of 208 flights each month on this route.
Are MDW to Orlando Intl. Airport (MCO) flight tickets cheaper when they're purchased at the last minute?
Flight prices change all the time, so not always. While last-minute flight deals between Midway Airport and MCO are possible, it’s also a good idea to keep an eye on prices well before you fly. In fact, some air carriers publish their prices up to 12 months before the departure date. Expedia is continuously updating the best bargains around, so keep checking back and be ready to grab your seat when the price dips.
Can I fly from MDW to Orlando Intl. Airport (MCO) right now?
To see what travel restrictions and quarantine requirements are in place for different citizens flying from Midway Airport to MCO please visit our COVID 19 travel advisor portal link
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