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 $188 / RT details

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Cheap Portland airfares from $188/RT are provided by Outbound flight is leaving on 01/24/2024, 08:35 pm from Chicago Midway (MDW) airport and arrives at Portland Intl (PWM) at 07:31 pm. The flight time is 22 hours and 56 minutes. The Returning flight departes on 02/07/2024, 08:31 pm (other return dates are also available). Date posted: 20 Sep 2023

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

  • $188Frontier Airlines flight Frontier Airlines 
    Chicago, IL (MDW)Portland, ME (PWM)01/24/202408:35 pm
    Portland, ME (PWM)Chicago, IL (MDW)02/07/202408:31 pm check price
  • $248Frontier Airlines flight Frontier Airlines 
    Chicago, IL (ORD)Portland, ME (PWM)01/31/202405:00 pm
    Portland, ME (PWM)Chicago, IL (ORD)02/13/202408:31 pm check price
  • We are sorry but currently there are no oneway offers for flights from Chicago to Portland, Maine.
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