
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $147 (Cheapflightsfares) |
One-way from | $79 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $488 |
Good one-way deal | $130 or less |
Fly from
Fly to
Route
Depart
Return
PortlandChicago
PDX - MDW
PDXMDW
Portland
Wed 4/8
7:25 pm-5:45 am
1 stop8h 20m
Chicago Midway
Tue 4/14
5:30 am-11:05 am
1 stop7h 35m
PortlandCincinnati
PDX - CVG
PDXCVG
Portland
Wed 4/8
2:15 pm-11:58 pm
1 stop6h 43m
Cincinnati Cinci./N. Kentucky
Sat 4/11
6:10 pm-10:29 pm
1 stop7h 19m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 4/18
10:55 pm-8:37 am
1 stop7h 42m
Chicago O'Hare Intl
Tue 4/21
2:09 pm-9:32 pm
2 stops9h 23m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sun 4/5
11:55 pm-5:45 am
Nonstop3h 50m
Chicago Midway
Wed 4/8
8:50 pm-11:10 pm
Nonstop4h 20m
PortlandCincinnati
PDX - CVG
PDXCVG
Portland
Sat 4/25
5:00 am-2:30 pm
1 stop6h 30m
Cincinnati Cinci./N. Kentucky
Sat 5/9
7:00 am-2:57 pm
2 stops10h 57m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sun 4/26
5:20 am-11:15 am
Nonstop3h 55m
Chicago Midway
Thu 4/30
5:25 am-10:45 am
1 stop7h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 4/16
10:42 am-9:18 pm
2 stops8h 36m
Chicago O'Hare Intl
Mon 4/20
7:15 am-12:52 pm
1 stop7h 37m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/31
9:15 am-9:34 pm
2 stops10h 19m
Chicago O'Hare Intl
Thu 4/9
7:10 pm-11:54 pm
1 stop6h 44m
PortlandSouth Bend
PDX - SBN
PDXSBN
Portland
Sat 6/6
10:40 pm-8:15 am
1 stop6h 35m
South Bend/Michiana
Sat 6/13
6:26 pm-10:31 pm
1 stop7h 05m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sun 4/5
10:56 pm-5:00 am
Nonstop4h 04m
Chicago O'Hare Intl
Wed 4/8
7:40 am-2:30 pm
1 stop8h 50m
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 $278). 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 in the afternoon could potentially save you up to 87% on airfare.
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$139 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$81 | Average$267 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$173 | Average$417 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$218 | Average$471 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$244 | Average$439 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$306 | Average$557 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$356 | Average$527 | FlexibilityNo cancel fee | On-time63% |