
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $167 (Kiwi.com) |
One-way from | $81 (Frontier) |
Popular in | March |
Cheapest in | August |
Average price | $409 |
Good round-trip deal | $119 or less |
Fly from
Fly to
Route
Depart
Return
Price
PortlandChicago
PDX - MDW
PDXMDW
Portland
Fri 1/30
7:37 pm-8:52 am
2 stops11h 15m
Chicago Midway
Mon 2/2
1:51 pm-8:32 pm
1 stop8h 41m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Fri 2/20
6:45 am-12:40 pm
Nonstop3h 55m
Chicago Midway
Mon 2/23
8:10 am-10:45 am
Nonstop4h 35m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 2/10
5:05 am-3:25 pm
1 stop8h 20m
Chicago O'Hare Intl
Wed 2/11
1:00 pm-9:20 pm
2 stops10h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 2/5
7:05 am-1:10 pm
Nonstop4h 05m
Chicago O'Hare Intl
Thu 2/12
1:00 pm-8:49 am
1 stop21h 49m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sat 1/31
12:30 pm-9:10 pm
1 stop6h 40m
Chicago Midway
Sat 2/14
8:30 pm-11:00 pm
Nonstop4h 30m
PortlandChicago
PDX - ORD
PDXORD
Portland
Mon 4/20
1:35 pm-6:39 am
1 stop15h 04m
Chicago O'Hare Intl
Fri 4/24
2:19 pm-4:56 pm
Nonstop4h 37m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 2/7
1:38 pm-2:38 pm
1 stop23h 00m
Chicago O'Hare Intl
Sun 2/15
7:00 am-10:41 pm
1 stop17h 41m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 2/10
7:37 pm-9:41 am
2 stops12h 04m
Chicago O'Hare Intl
Wed 2/11
1:58 pm-12:17 am
2 stops12h 19m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 4/28
7:00 am-7:35 pm
2 stops10h 35m
Chicago Midway
Tue 5/5
12:35 pm-6:30 pm
1 stop7h 55m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 4/7
10:30 pm-8:30 am
1 stop8h 00m
Chicago O'Hare Intl
Tue 4/14
12:46 pm-6:52 pm
1 stop8h 06m
Currently, August is the cheapest month in which you can book a flight from Portland to Indiana (average of $81). Flying from Portland to Indiana in October is currently the most expensive (average of $279). 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.
One of the essential ways to save on airfare from Portland to Indiana is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 87% on airfare.
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Overall
Comfort
Boarding
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$154 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$148 | Average$266 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$340 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$222 | Average$412 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$461 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$479 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$315 | Average$506 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$356 | Average$479 | FlexibilityNo cancel fee | On-time63% |