
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $255 (United Airlines) |
One-way from | $113 (Kiwi.com) |
Popular in | October |
Cheapest in | June |
Average price | $442 |
Fly from
Fly to
Route
Depart
Return
Price
PortlandChicago
PWM - MDW
PWMMDW
Portland
Fri 1/9
2:35 pm-10:07 pm
2 stops8h 32m
Chicago Midway
Wed 1/14
11:21 am-11:22 pm
2 stops11h 01m
PortlandChicago
PWM - ORD
PWMORD
Portland
Fri 1/2
6:46 pm-11:35 pm
1 stop5h 49m
Chicago O'Hare Intl
Fri 1/9
10:52 am-6:50 pm
1 stop6h 58m
PortlandChicago
PWM - ORD
PWMORD
Portland
Fri 1/2
6:46 pm-11:35 pm
1 stop5h 49m
Chicago O'Hare Intl
Wed 1/7
6:00 am-2:31 pm
1 stop7h 31m
PortlandChicago
PWM - ORD
PWMORD
Portland
Thu 1/15
4:10 pm-6:18 pm
Nonstop3h 08m
Chicago O'Hare Intl
Thu 1/22
11:00 am-2:39 pm
Nonstop2h 39m
PortlandChicago
PWM - MDW
PWMMDW
Portland
Wed 1/14
5:45 am-11:35 am
1 stop6h 50m
Chicago Midway
Wed 1/21
9:50 am-2:55 pm
1 stop4h 05m
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 2/14
3:05 pm-7:53 pm
1 stop5h 48m
Chicago O'Hare Intl
Tue 2/17
11:48 am-3:14 pm
Nonstop2h 26m
PortlandChicago
PWM - ORD
PWMORD
Portland
Sun 1/11
5:30 am-1:40 pm
1 stop9h 10m
Chicago O'Hare Intl
Tue 1/13
6:25 pm-12:26 am
1 stop5h 01m
PortlandFort Wayne
PWM - FWA
PWMFWA
Portland
Wed 1/14
12:48 pm-9:07 pm
2 stops8h 19m
Fort Wayne
Wed 1/21
2:14 pm-10:27 pm
2 stops8h 13m
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 2/7
4:10 pm-6:18 pm
Nonstop3h 08m
Chicago O'Hare Intl
Tue 2/10
11:00 am-2:39 pm
Nonstop2h 39m
PortlandChicago
PWM - ORD
PWMORD
Portland
Fri 1/2
6:46 pm-11:35 pm
1 stop5h 49m
Chicago O'Hare Intl
Mon 1/5
3:53 pm-11:31 pm
1 stop6h 38m
Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Indiana (average of $89). Flying from Portland, Maine to Indiana in February is currently the most expensive (average of $281). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s typically best to fly out from Portland, Maine to Indiana in the morning. Doing so could potentially save you 18% on the flight price compared to flying in the evening, which is usually more expensive.
Boarding
Food
Overall
Crew
Comfort
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Overall
Crew
Comfort
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Overall
Crew
Comfort
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Overall
Crew
Comfort
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Overall
Crew
Comfort
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$410 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$390 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$267 | Average$411 | FlexibilityNo cancel fee | On-time63% |