Cheap flights from Chicago to Portland, Maine

Travel > North America > United States > Chicago to Portland, Maine flights

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

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From $308 / RT details

Book your flight now with FlyFar and save!

Cheap Portland airfares from $308/RT are provided by FlyFar. Outbound flight is leaving on 06/17/2017, 01:05 pm from Chicago Midway (MDW) airport and arrives at Portland Intl (PWM) at 11:10 pm. The flight time is 10 hours and 5 minutes. The Returning flight departes on 06/27/2017, 05:30 am (other return dates are also available). Date posted: 23 Apr 2017

Price evolution for flights From Chicago To Portland, Maine

Price overview for flights from Chicago to Portland, Maine

Recent Deals on Flights from Chicago to Portland, Maine:Roundtrip / Oneway

  • $308Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)06/17/201701:05 pm
    Portland, ME (PWM)Chicago, IL (MDW)06/27/201705:30 am
    flyfar.ca check price
  • $309Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)06/17/201701:05 pm
    Portland, ME (PWM)Chicago, IL (MDW)06/27/201705:30 am
    flightnetwork.com check price
  • $440Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/13/201711:45 am
    Portland, ME (PWM)Chicago, IL (ORD)06/26/201706:40 pm
    cheapoair.com check price
  • $452Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/17/201708:36 pm
    Portland, ME (PWM)Chicago, IL (ORD)06/27/201705:45 am
    cheapoair.com check price
  • $513Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)05/07/201708:58 pm
    Portland, ME (PWM)Chicago, IL (ORD)05/13/201703:49 pm
    cheapoair.com check price
  • $227Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)06/11/201710:20 am
    flyfar.ca check price
  • $228Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)06/11/201710:20 am
    flightnetwork.com check price
  • $300Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/11/201705:34 pm
    cheapoair.com check price
  • $301Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/11/201705:34 pm
    flighthub.com check price
  • $354United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/11/201708:44 am
    flighthub.com check price
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