To save up to 26% on this flight, we recommend booking at least 53 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Maine from $329 1-2 weeks out and tickets from $329 for flights departing within the next 72 hours.
April is one of the best times of the year to fly to Maine from Chicago. Prices for April average $386 per person but you can even find prices for as low as $244. The most expensive prices can be found in the month of November. Opting for a April flight can save you 27% on your journey compared to booking in November
When flying from Chicago to Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$80 - $307
Route
Depart
Return
Price
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Tue 8/13
Nonstop2h 21m
Portland
Tue 8/20
Nonstop2h 46m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Tue 6/4
Nonstop2h 20m
Portland
Tue 6/11
Nonstop2h 46m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Thu 5/30
Nonstop2h 20m
Portland
Tue 6/4
Nonstop2h 46m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Tue 6/4
1 stop5h 53m
Portland
Tue 6/11
Nonstop2h 46m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Tue 8/13
1 stop5h 29m
Portland
Tue 8/20
1 stop5h 38m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Thu 7/11
Nonstop2h 21m
Portland
Mon 7/15
1 stop6h 43m
Chicago O'Hare IntlBangor
ORD - BGR
ORDBGR
Chicago O'Hare Intl
Tue 6/11
1 stop5h 57m
Bangor
Sat 6/15
Nonstop3h 00m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Fri 6/21
1 stop14h 04m
Portland
Fri 7/5
1 stop23h 00m
Chicago O'Hare IntlPortland
ORD - PWM
ORDPWM
Chicago O'Hare Intl
Sat 5/25
Nonstop2h 30m
Portland
Sat 6/1
1 stop5h 05m
No data available for this route at this time. Please check back soon.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Boarding
Food
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
50%of flight departures | Morning6 am to noon |
50%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Deals for Chicago to Maine flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Cheapflights simply makes it quick and affordable to book flights from Chicago to Maine by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Maine, users can toggle the no change fees filter when performing a flight search.
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