
Popular airlines from Chicago Midway Airport (MDW) to Orlando Intl. Airport (MCO)
- Delta
Delta
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Cheap flights from Chicago to Orlando (MDW-MCO)
Prices were available within the past 7 days and start at €87 for one-way flights and €176 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 24 May - Sun, 25 May
MDW
Chicago
MCO
Orlando
€176 Return, found 4 days ago
€176
Return
found 4 days ago

Fri, 6 Jun - Wed, 11 Jun
MDW
Chicago
MCO
Orlando
€209 Return, found 4 days ago
€209
Return
found 4 days ago

Sat, 17 May - Mon, 19 May
MDW
Chicago
MCO
Orlando
€223 Return, found 2 days ago
€223
Return
found 2 days ago

Sat, 17 May - Mon, 19 May
MDW
Chicago
MCO
Orlando
€225 Return, found 1 day ago
€225
Return
found 1 day ago

Sat, 24 May - Sun, 25 May
MDW
Chicago
MCO
Orlando
€228 Return, found 4 days ago
€228
Return
found 4 days ago

Tue, 9 Sep - Wed, 17 Sep
MDW
Chicago
MCO
Orlando
€232 Return, found 1 day ago
€232
Return
found 1 day ago

Sat, 31 May - Mon, 2 Jun
MDW
Chicago
MCO
Orlando
€236 Return, found 3 days ago
€236
Return
found 3 days ago

Sat, 2 Aug - Sat, 9 Aug
MDW
Chicago
MCO
Orlando
€247 Return, found 1 day ago
€247
Return
found 1 day ago

Sat, 17 May - Mon, 19 May
MDW
Chicago
MCO
Orlando
€253 Return, found 2 days ago
€253
Return
found 2 days ago

Sat, 17 May - Mon, 19 May
MDW
Chicago
MCO
Orlando
€260 Return, found 1 day ago
€260
Return
found 1 day ago
Frequently asked questions
Travel information
Travel information
Origin airport | Midway Intl. |
Destination airport | Orlando Intl. |
Airlines serving | Delta |
Return price | €175 |
Distance | 1585 km |
Book with confidence
Book with confidence
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Orlando. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Orlando, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Midway Intl. to Orlando Intl. ticket options cater to your travel preferences, with incredible one-way fares from €87 and roundtrip prices from €176. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Orlando Intl. and explore Orlando and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your MDW to MCO travel arrangements today and embark on the journey of a lifetime in Orlando.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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Top Routes to Orlando
- Newark Liberty Intl. Airport to Orlando (EWR - MCO)
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- Dublin to Orlando (DUB - MCO)
- Shannon to Orlando (SNN - MCO)
- Nashville to Orlando (BNA - MCO)
- Baltimore to Orlando (BWI - MCO)
- London to Orlando (LHR - MCO)
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Expedia's Latest Trends
Flights
Flights from Dublin (DUB) to Tampa (TPA)Flights from Dublin (DUB) to Pensacola (PNS)Flights from Miami (MIA) to Orlando (MCO)Flights from Los Angeles (LAX) to Miami (MIA)Flights from Miami Intl. to NYC-All AirportsFlights from Shannon (SNN) to Miami (MIA)Flights from London (LHR) to Miami (MIA)Flights from New York (LGA) to Miami (MIA)Flights from Dublin (DUB) to Miami (MIA)Flights from Miami (MIA) to Las Vegas (LAS)Flights from London (LHR) to Tampa (TPA)Flights from Dublin (DUB) to West Palm Beach (PBI)Flights from Dublin (DUB) to Fort Lauderdale (FLL)Flights from New York (JFK) to Miami (MIA)Flights from Cork (ORK) to Miami (MIA)Flights from Miami (MIA) to London (LHR)Flights from Dublin (DUB) to Sarasota (SRQ)Flights from Boston (BOS) to Fort Lauderdale (FLL)Flights from Boston (BOS) to Miami (MIA)Flights from Chicago (ORD) to Miami (MIA)Flights from Tampa (TPA) to Shannon (SNN)Flights from Dublin (DUB) to Key West (EYW)Flights from Shannon (SNN) to Fort Lauderdale (FLL)Flights from Orlando (MCO) to Fort Lauderdale (FLL)Flights from Tampa (TPA) to Dublin (DUB)Flights from Miami (MIA) to Dublin (DUB)Flights from Dublin (DUB) to Jacksonville (JAX)Flights from Dublin (DUB) to Fort Myers (RSW)Flights from Shannon (SNN) to Tampa (TPA)Flights from Orlando (MCO) to Miami (MIA)
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