Cheap flights from Illinois to Portland, Maine

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

The area of the present day Portland was inhabited before the discovery of America by a Native American tribe named Abenaki. The Abenaki people used to call the peninsula Machigonne (‘great neck’). The first European to settle around Casco Bay was Christopher Levett, in 1623. Unfortunately, Levett died during his trip back to England and didn’t succeed in attracting other settlers. Ten years later, George Cleeve and Richard Tucker established a fishing and trading village on... (read more in our Portland History)

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Check our newest flight offers to Portland, Maine:

  • $289United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)07/24/201807:32 pm
    Portland, ME (PWM)Chicago, IL (ORD)08/04/201806:00 am
    flightnetwork.com check price
  • $294United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)07/24/201807:32 pm
    Portland, ME (PWM)Chicago, IL (ORD)08/04/201806:00 am
    flyfar.ca check price
  • $351Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)07/24/201810:47 am
    Portland, ME (PWM)Chicago, IL (ORD)08/04/201805:30 am
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  • $382Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Portland, ME (PWM)07/13/201805:55 pm
    Portland, ME (PWM)Chicago, IL (ORD)07/28/201807:08 pm
    cheapoair.com check price
  • $384Major Carrier flight Major Carrier 
    FromToDepartureTime
    Chicago, IL (MDW)Portland, ME (PWM)07/24/201805:45 pm
    Portland, ME (PWM)Chicago, IL (MDW)08/04/201805:40 am
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