Cheap flights from Orlando to Chicago

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Check our current prices for flights from Orlando to Chicago. 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 Orlando to Chicago, you will need to run a search below.

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From $232 / RT details

Book your flight now with FlyFar and save!

Cheap Chicago airfares from $232/RT are provided by FlyFar. Outbound flight is leaving on 01/26/2017, 04:25 pm from Orlando Int`l (MCO) airport and arrives at Chicago Midway (MDW) at 08:00 pm. The flight time is 3 hours and 35 minutes. The Returning flight departes on 02/05/2017, 05:15 pm (other return dates are also available). Date posted: 23 Dec 2016

Price evolution for flights From Orlando To Chicago

Price overview for flights from Orlando to Chicago

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

  • $232Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)01/26/201704:25 pm
    Chicago, IL (MDW)Orlando, FL (MCO)02/05/201705:15 pm
    flyfar.ca check price
  • $232Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)01/26/201704:25 pm
    Chicago, IL (MDW)Orlando, FL (MCO)02/05/201705:15 pm
    flightnetwork.com check price
  • $253Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)01/26/201704:25 pm
    Chicago, IL (MDW)Orlando, FL (MCO)02/07/201703:35 pm
    flyfar.ca check price
  • $253Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)01/26/201704:25 pm
    Chicago, IL (MDW)Orlando, FL (MCO)02/07/201703:35 pm
    flightnetwork.com check price
  • $262Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)01/26/201704:25 pm
    Chicago, IL (MDW)Orlando, FL (MCO)02/07/201702:41 pm
    flyfar.ca check price
  • $51Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)02/06/201706:35 am
    flightnetwork.com check price
  • $51Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)02/06/201706:35 am
    flyfar.ca check price
  • $97Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (MDW)02/06/201707:30 pm
    flightnetwork.com check price
  • $98Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)02/06/201706:35 am
    cheapoair.com check price
  • $100American Airlines flight American Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)02/06/201711:23 am
    faredepot.com check price
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United AirlinesChicago To New York City United Airlines airfares from Chicago in January
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Know what to do when flying to Chicago?

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