￥15,060 Cheap Flights from Chicago (MDW) to Orlando (MCO)

View ￥15,060 flight on Sat, Mar 7, 2026Opens in a new window

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

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Orlando (MDW-MCO)

Prices were available within the past 7 days and start at ￥15,060 for one-way flights and ￥30,340 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Mar 2 - Tue, Mar 10
MDW
Chicago
MCO
Orlando
￥30,340 Roundtrip, found 6 days ago
￥30,340
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 2 from Chicago to Orlando, returning Tue, Mar 10, priced at ￥30,340 found 6 days ago
Delta
Wed, Mar 4 - Mon, Mar 9
MDW
Chicago
MCO
Orlando
￥31,740 Roundtrip, found 4 days ago
￥31,740
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Mar 4 from Chicago to Orlando, returning Mon, Mar 9, priced at ￥31,740 found 4 days ago
Delta
Mon, Mar 2 - Tue, Mar 17
MDW
Chicago
MCO
Orlando
￥31,840 Roundtrip, found 6 days ago
￥31,840
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 2 from Chicago to Orlando, returning Tue, Mar 17, priced at ￥31,840 found 6 days ago
Delta
Sat, Feb 21 - Thu, Mar 5
MDW
Chicago
MCO
Orlando
￥33,240 Roundtrip, found 6 days ago
￥33,240
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 21 from Chicago to Orlando, returning Thu, Mar 5, priced at ￥33,240 found 6 days ago
Delta
Wed, Apr 1 - Tue, Apr 14
MDW
Chicago
MCO
Orlando
￥33,350 Roundtrip, found 6 days ago
￥33,350
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Apr 1 from Chicago to Orlando, returning Tue, Apr 14, priced at ￥33,350 found 6 days ago
Delta
Tue, Mar 3 - Thu, Mar 19
MDW
Chicago
MCO
Orlando
￥34,750 Roundtrip, found 6 days ago
￥34,750
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Mar 3 from Chicago to Orlando, returning Thu, Mar 19, priced at ￥34,750 found 6 days ago
Delta
Mon, Mar 2 - Thu, Mar 19
MDW
Chicago
MCO
Orlando
￥34,960 Roundtrip, found 6 days ago
￥34,960
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 2 from Chicago to Orlando, returning Thu, Mar 19, priced at ￥34,960 found 6 days ago
Delta
Thu, Mar 5 - Wed, Mar 11
MDW
Chicago
MCO
Orlando
￥35,280 Roundtrip, found 2 days ago
￥35,280
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Mar 5 from Chicago to Orlando, returning Wed, Mar 11, priced at ￥35,280 found 2 days ago
Delta
Mon, Mar 9 - Mon, Mar 16
MDW
Chicago
MCO
Orlando
￥36,250 Roundtrip, found 4 days ago
￥36,250
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 9 from Chicago to Orlando, returning Mon, Mar 16, priced at ￥36,250 found 4 days ago
Delta
Mon, Mar 30 - Tue, Apr 14
MDW
Chicago
MCO
Orlando
￥36,470 Roundtrip, found 6 days ago
￥36,470
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 30 from Chicago to Orlando, returning Tue, Apr 14, priced at ￥36,470 found 6 days ago

Alternative airports near Orlando

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Orlando Intl. MCO. Cheapest option available. Average driving time to city center is 19 minutes. Flights from ￥39,370
MCO
Orlando Intl.
Cheapest
Average driving time to city center19 min
Flights from ￥39,370

Find the cheapest month to fly from Chicago (MDW) to Orlando (MCO)

February is typically the cheapest month to fly

From ￥10,614 - ￥33,412 per traveler.
Flights from Chicago (MDW) to Orlando (MCO)
Origin airport
Midway Intl.
Destination airport
Orlando Intl.
Roundtrip price
￥30,340
Distance
1585 km
Average flight time
3 hours 38 mins

Chicago to Orlando Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Orlando.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to MCO flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MCO with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Midway Airport to Orlando Intl. Airport?
The lowest price advertised for a round-trip journey between MDW and Orlando Intl. Airport (MCO) is ￥30,340. But you better get a move on. This price is based on fares quoted 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 Intl. Airport (MDW) to MCO?
Each airline has a different set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from 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 Chicago Airport to MCO flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Midway Intl. Airport (MDW) to Orlando Intl. Airport?
Sit back, choose a movie and 2 hours and 34 minutes will whiz by in a jiffy. That's how long it'll take you to reach Orlando Intl. Airport (MCO) from MDW.
How far is the flight from Midway Intl. Airport (MDW) to Orlando Intl. Airport (MCO)?
It's around 1,600 kilometers between Chicago Airport and Orlando Intl. Airport, so expect to be up in the air for a while. Keep yourself entertained with things like your e-reader or a thrilling novel.
Which airlines fly direct from Midway Airport to MCO?
Frontier Airlines (F9) will take you from Midway Airport to Orlando Intl. Airport safely and reliably. Choose from 30 direct flights every month along this route.
Are Chicago Airport to Orlando Intl. Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so it's no sure thing. While last-minute flight deals between MDW and Orlando Intl. Airport (MCO) are of course possible, it's also a good idea to keep a close eye on prices well before you fly. In fact, some airlines publicize their prices up to a year ahead of the departure date. Expedia is continuously updating the biggest airfare bargains around, so keep checking and be ready to pounce when the price is low.

Explore a world of travel with Expedia

*Available to Expedia members.