Cheap flights from Chicago to Orlando

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Travel tip: Visit Orlando on your holidays! Orlando with all of its famous sights and attractions definitely a good choise to spend your vacation there. Enjoy Disneyland and the sunny Florida! The avarage airfare price flying from Chicago was about $350 in the last 12 months (based on our users' searches). http://www.travelgrove.com/testing/get_airport_info/

Check our current prices for flights from Chicago to Orlando. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Orlando, you will need to run a search below.

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From $228 / RT details

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Cheap Orlando airfares from $228/RT are provided by Cheapoair.com. Outbound flight is leaving on 12/19/2023, 06:55 pm from Chicago Midway (MDW) airport and arrives at Orlando Int`l (MCO) at 10:48 pm. The flight time is 3 hours and 53 minutes. The Returning flight departes on 12/26/2023, 07:00 am (other return dates are also available). Date posted: 07 Aug 2023

Price evolution for flights From Chicago To Orlando

Price overview for flights from Chicago to Orlando

Recent Deals on Flights from Chicago to Orlando:Roundtrip / Oneway

  • $228Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Orlando, FL (MCO)12/19/202306:55 pm
    Orlando, FL (MCO)Chicago, IL (MDW)12/26/202307:00 am
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  • $248Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)01/02/202408:08 pm
    Orlando, FL (MCO)Chicago, IL (ORD)01/05/202407:00 am
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  • $298Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Orlando, FL (MCO)12/19/202306:55 pm
    Orlando, FL (MCO)Chicago, IL (MDW)12/26/202308:30 pm
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  • $940Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)01/02/202405:20 am
    Orlando, FL (MCO)Chicago, IL (ORD)01/05/202406:15 am
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  • $1015Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)11/14/202309:00 am
    Orlando, FL (MCO)Chicago, IL (ORD)11/21/202307:00 am
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  • $38Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)10/18/202307:30 pm
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  • $44Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)10/18/202308:05 pm
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  • $51Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Orlando, FL (MCO)10/19/202301:16 pm
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  • $58Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)10/19/202305:10 pm
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  • $76Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Orlando, FL (MCO)10/19/202307:54 pm
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Return: 01/10/2024

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Multiple AirlinesDurham To Shanghai Multiple Airlines airfares from Durham in February
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$1310 Depart: 03/12/2023
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$339 Depart: 02/20/2023
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Know what to do when flying to Orlando?

Orlando Travel Guide Orlando owns its fame to the themed attractions. Who would have thought that the quiet farming town from the 1970s will have now more than 25 million visitors a year? They don’t come for the city proper they come for Walt Disney World, [...]
Orlando History Orlando is one of the developed cities of central Florida and attracts millions of tourists every year as it has umpteen top rated attractions for vacationers. Orlando is one of the major cities of Florida, USA and it is considered as the [...]
Orlando Sightseeing The travelers from all over the world visit Orlando to explore its entertaining locales, wonderful sites and attractions.  The most famous sites of Orlando, FL include the following. The massive and magnificent Walt Disney world resort covers [...]
Orlando Nightlife The city of Orlando offers some of the most happening nightlife features. These pertain to the various choices of the adults and the youngsters. Orlando as a major nightlife attraction: The city of Orlando located in Florida offers some of the [...]
Orlando Pictures
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