
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $151 (Kiwi.com) |
One-way from | $60 (Kiwi.com) |
Popular in | January |
Cheapest in | May |
Average price | $499 |
Good round-trip deal | $158 or less |
Good one-way deal | $183 or less |
Fly from
Fly to
Route
Depart
Return
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 6/9
9:20 pm-8:40 am
1 stop9h 20m
Chicago Midway
Sat 6/13
8:25 pm-10:45 pm
Nonstop4h 20m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sat 5/30
1:35 pm-11:25 pm
1 stop7h 50m
Chicago Midway
Sat 6/6
8:25 pm-10:45 pm
Nonstop4h 20m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sun 5/24
7:05 pm-5:45 am
1 stop8h 40m
Chicago Midway
Sat 5/30
6:05 pm-8:25 pm
Nonstop4h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 5/26
2:27 pm-8:40 pm
Nonstop4h 13m
Chicago O'Hare Intl
Sat 5/30
1:29 pm-3:54 pm
Nonstop4h 25m
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 7/1
10:59 pm-5:00 am
Nonstop4h 01m
Chicago O'Hare Intl
Thu 7/9
7:20 am-9:45 am
Nonstop4h 25m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 10/8
10:59 pm-4:51 am
Nonstop3h 52m
Chicago O'Hare Intl
Tue 10/13
7:10 am-9:30 am
Nonstop4h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 8/6
10:59 pm-5:00 am
Nonstop4h 01m
Chicago O'Hare Intl
Sat 8/8
7:20 am-9:45 am
Nonstop4h 25m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 7/21
11:30 pm-5:20 am
Nonstop3h 50m
Chicago Midway
Thu 7/30
5:00 am-9:55 am
1 stop6h 55m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 7/3
6:15 am-5:02 pm
1 stop8h 47m
Chicago O'Hare Intl
Tue 7/7
6:55 am-11:41 am
1 stop6h 46m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 6/30
1:45 pm-9:25 pm
1 stop5h 40m
Chicago O'Hare Intl
Sat 7/4
7:45 am-12:10 pm
1 stop6h 25m
Booking 5 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Michigan. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, July is the cheapest month in which you can book a flight from Portland to Michigan (average of $59). Flying from Portland to Michigan in January is currently the most expensive (average of $286). 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 70% 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).
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$169 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$149 | Average$254 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$515 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$459 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$263 | Average$501 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$270 | Average$581 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$285 | Average$379 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$349 | Average$515 | FlexibilityNo cancel fee | On-time63% |