Use the airport’s mobile system to order food directly to your gate, saving time and ensuring you don’t miss boarding.
Round-trip from | $204 (Booking.com) |
---|---|
One-way from | $103 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $358 |
Good round-trip deal | $249 or less |
Good one-way deal | $89 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
jue. 11/13
9:50 pm-12:20 am
Nonstop4h 30m
Portland
sáb. 11/22
7:40 pm-5:05 am
1 stop7h 25m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mar. 10/21
1:48 pm-8:26 pm
1 stop8h 38m
Portland
mié. 10/29
6:00 am-4:09 pm
1 stop8h 09m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mar. 10/21
8:25 pm-10:50 pm
Nonstop4h 25m
Portland
mié. 10/29
5:10 am-2:05 pm
1 stop6h 55m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mié. 10/22
4:35 pm-9:15 pm
1 stop6h 40m
Portland
sáb. 10/25
5:05 am-4:25 pm
2 stops9h 20m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
vie. 10/17
9:30 pm-11:55 pm
Nonstop4h 25m
Portland
sáb. 10/25
2:00 pm-5:15 am
1 stop13h 15m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mié. 11/12
5:15 pm-10:30 pm
1 stop7h 15m
Portland
vie. 11/14
6:30 am-12:25 pm
Nonstop3h 55m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mar. 10/14
8:25 pm-10:50 pm
Nonstop4h 25m
Portland
mar. 10/21
5:30 pm-5:15 am
1 stop9h 45m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
sáb. 10/25
3:00 pm-8:26 pm
1 stop7h 26m
Portland
jue. 10/30
12:40 am-8:55 am
1 stop6h 15m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
mar. 10/7
6:00 am-1:00 pm
1 stop9h 00m
Portland
sáb. 10/11
12:40 am-8:55 am
1 stop6h 15m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
sáb. 11/22
1:47 pm-8:47 pm
1 stop9h 00m
Portland
jue. 11/27
12:35 am-9:01 am
1 stop6h 26m
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Portland (average of $277). Flying from Chicago Midway Airport to Portland in March is currently the most expensive (average of $368). 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 Chicago Midway Airport to Portland is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 20% on airfare.
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Food
Overall
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$108 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$238 | Average$453 | FlexibilityNo cancel fee | On-time63% |