
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $159 (Cheapflightsfares) |
One-way from | $101 (Kiwi.com) |
Popular in | January |
Cheapest in | May |
Average price | $644 |
Good round-trip deal | $269 or less |
Good one-way deal | $125 or less |
Fly from
Fly to
Route
Depart
Return
PortlandChicago
PDX - MDW
PDXMDW
Portland
Mon 5/11
8:50 pm-5:45 am
1 stop6h 55m
Chicago Midway
Sat 5/16
7:50 am-6:20 pm
2 stops12h 30m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Wed 7/8
11:30 pm-5:20 am
Nonstop3h 50m
Chicago Midway
Tue 7/14
9:10 pm-11:30 pm
Nonstop4h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/10
2:12 pm-8:26 pm
Nonstop4h 14m
Chicago O'Hare Intl
Sun 6/14
7:05 am-9:39 am
Nonstop4h 34m
PortlandChicago
PDX - ORD
PDXORD
Portland
Mon 5/11
10:55 pm-5:02 am
Nonstop4h 07m
Chicago O'Hare Intl
Wed 5/13
8:00 pm-10:35 pm
Nonstop4h 35m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sun 4/19
5:20 am-11:15 am
Nonstop3h 55m
Chicago Midway
Wed 4/22
5:30 am-11:05 am
1 stop7h 35m
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 5/13
4:15 pm-12:58 am
1 stop6h 43m
Chicago O'Hare Intl
Sat 5/16
4:15 pm-6:45 pm
Nonstop4h 30m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 5/12
5:30 am-6:50 pm
2 stops11h 20m
Chicago O'Hare Intl
Fri 5/15
7:20 pm-12:55 am
1 stop7h 35m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 7/30
10:40 pm-4:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Wed 8/5
5:00 am-9:47 am
1 stop6h 47m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 9/11
5:35 pm-11:41 pm
Nonstop4h 06m
Chicago O'Hare Intl
Sun 9/13
7:00 am-9:28 am
Nonstop4h 28m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 4/7
4:15 pm-12:30 am
1 stop6h 15m
Chicago O'Hare Intl
Tue 4/14
12:55 pm-5:44 pm
1 stop6h 49m
Currently, July is the cheapest month in which you can book a flight from Portland to Michigan (average of $82). Flying from Portland to Michigan in December is currently the most expensive (average of $298). 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 Michigan 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 67% on airfare.
The most flights from PDX to USMI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Franzi,Mar 2026
SFO - PDX
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$170 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$103 | Average$292 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$149 | Average$252 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$503 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$453 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$271 | Average$625 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$283 | Average$484 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$285 | Average$379 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$349 | Average$485 | FlexibilityNo cancel fee | On-time63% |