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Cheap Flights from Chicago to Orlando (ORD, MDW to MCO)

Chicago to Orlando combines heavy leisure demand with two useful Chicago airports, so compare both departure point and schedule before choosing the lowest fare.

ORD usually offers the broader airline mix, while MDW can be convenient for some travelers. The better choice depends on where you live and the fare on your dates.
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Orlando travel view
ORD / MDW to MCO

Florida · MCO

American AirlinesDelta Air LinesUnited AirlinesSouthwest AirlinesSpirit AirlinesFrontier Airlines

More Florida fares from Chicago

Compare other Florida gateways plus a few useful domestic alternatives.

ORD and MDW can price differentlySearch both when the ground trip makes sense. A cheaper fare across town is not always cheaper overall.
Nonstop usually makes the most senseA connection can add hours to a domestic leisure route with plenty of nonstop service.
Family extras can change the winnerSeat assignments and bags can move the all-in total significantly on Orlando trips.

More cheap-flight pages

Atlanta to OrlandoBoston to OrlandoNew York to OrlandoChicago to New York

Chicago to Orlando FAQs

Yes. Nonstop service is widely available from the Chicago area to Orlando.

Yes, if both are practical for you. They can have different airlines, schedules and fares.

Nonstop flights are generally around three hours, depending on departure airport, traffic and weather.

School breaks, holiday weeks and summer vacation periods often tighten fare inventory.

Only if your trip is flexible. Tampa, Miami and Fort Lauderdale serve very different parts of Florida.

Compare bags, seats, schedule, airport and final price.

They are a quick visual guide to the fare shown. Compare the itinerary and final booking price before choosing.