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 $275 / RT details

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Cheap Portland airfares from $275/RT are provided by Flightnetwork. Outbound flight is leaving on 05/29/2019, 08:55 am from Chicago O`hare (ORD) airport and arrives at Portland Intl (PWM) at 12:20 pm. The flight time is 3 hours and 25 minutes. The Returning flight departes on 06/18/2019, 01:10 pm (other return dates are also available). Date posted: 06 Feb 2019

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

  • $275United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)05/29/201908:55 am
    Portland, ME (PWM)Chicago, IL (ORD)06/18/201901:10 pm
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  • $275United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)05/01/201902:05 pm
    Portland, ME (PWM)Chicago, IL (ORD)05/15/201904:50 pm
    flightnetwork.com check price
  • $288Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)05/01/201905:30 am
    Portland, ME (PWM)Chicago, IL (ORD)05/15/201910:44 am
    cheapoair.com check price
  • $325Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)05/29/201905:00 pm
    Portland, ME (PWM)Chicago, IL (MDW)06/18/201905:35 am
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  • $361Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)05/01/201908:10 am
    Portland, ME (PWM)Chicago, IL (MDW)05/15/201904:35 pm
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  • $162Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)06/04/201905:00 pm
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  • $199Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)03/26/201910:15 am
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  • $203United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/04/201908:58 am
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  • $203United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)03/26/201908:55 am
    flightnetwork.com check price
  • $390Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)06/04/201905:44 pm
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Portland Travel Guide Portland is a city full of life, located where the Columbia and Willamette rivers meet was a good starting point for its becoming the third-largest port on the West Coast. For decades people looking for something of a more sophisticated [...]
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