To save on the cost of your flight from Portland, Maine to Illinois, book at least 44 days before your planned departure. Booking around this time can save you about 101% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $303 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $539.
September is one of the best times of the year to fly to Illinois from Portland, Maine. Prices for September average $401 per person but you can even find prices for as low as $158. The most expensive prices can be found in the month of April. Opting for a September flight can save you 47% on your journey compared to booking in April
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Illinois as you normally would.
Fly from
Fly to
Budget
$75 - $245
Route
Depart
Return
Price
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/16
Nonstop2h 43m
Chicago O'Hare Intl
Tue 8/13
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/2
Nonstop2h 43m
Chicago O'Hare Intl
Tue 7/9
Nonstop2h 19m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 7/18
Nonstop2h 43m
Chicago O'Hare Intl
Thu 8/15
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 7/18
Nonstop2h 43m
Chicago O'Hare Intl
Tue 8/13
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/16
Nonstop2h 43m
Chicago O'Hare Intl
Thu 7/18
Nonstop2h 19m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 8/29
Nonstop2h 49m
Chicago O'Hare Intl
Sun 9/1
Nonstop2h 20m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Wed 7/24
1 stop5h 06m
Chicago O'Hare Intl
Tue 7/30
1 stop6h 59m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 8/22
1 stop8h 48m
Chicago O'Hare Intl
Sat 8/24
1 stop7h 59m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Sat 9/14
Nonstop2h 46m
Chicago O'Hare Intl
Mon 9/16
Nonstop2h 31m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Food
Overall
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$38 | Average$109 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$178 | Average$512 | FlexibilityNo cancel fee | On-time69% |
American Airlines | Cheapest$199 | Average$407 | FlexibilityNo cancel fee | On-time71% |
Delta | Cheapest$207 | Average$393 | FlexibilityNo cancel fee | On-timeN/A |
31%of flight departures | Early morningMidnight to 6 am |
---|---|
17%of flight departures | Morning6 am to noon |
50%of flight departures | AfternoonNoon to 6 pm |
2%of flight departures | Evening6 pm to midnight |