Fly from
Fly to
Route
Depart
Return
Price
PortlandChicago
PDX - MDW
PDXMDW
Portland
Mon 2/10
12:03 pm-12:17 am
1 stop10h 14m
Chicago Midway
Sun 3/2
8:44 pm-8:40 am
1 stop13h 56m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Mon 1/13
9:00 am-2:55 pm
Nonstop3h 55m
Chicago Midway
Thu 1/16
8:10 pm-10:40 pm
Nonstop4h 30m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Sat 12/14
11:13 pm-8:58 am
1 stop7h 45m
Chicago Midway
Wed 12/18
9:38 am-8:30 pm
1 stop12h 52m
BoiseChicago
BOI - MDW
BOIMDW
Boise Air Term. Gowen Fld
Fri 1/10
5:30 am-12:46 pm
1 stop6h 16m
Chicago Midway
Sun 1/12
6:59 pm-11:58 pm
1 stop5h 59m
BoiseChicago
BOI - MDW
BOIMDW
Boise Air Term. Gowen Fld
Thu 2/27
7:05 pm-9:40 am
2 stops13h 35m
Chicago Midway
Sun 3/2
5:20 am-10:25 am
1 stop6h 05m
MedfordChicago
MFR - MDW
MFRMDW
Medford
Fri 12/13
6:00 am-6:32 pm
2 stops10h 32m
Chicago Midway
Mon 12/16
1:30 pm-11:12 pm
2 stops11h 42m
BoiseChicago
BOI - MDW
BOIMDW
Boise Air Term. Gowen Fld
Fri 12/20
11:57 am-5:33 am
1 stop16h 36m
Chicago Midway
Fri 12/27
2:15 pm-11:02 am
2 stops21h 47m
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Mon 12/9
1:20 pm-12:15 am
1 stop8h 55m
Chicago Midway
Fri 12/13
11:25 am-5:20 pm
1 stop7h 55m
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Fri 1/3
6:25 am-5:44 pm
2 stops9h 19m
Chicago Midway
Mon 1/6
1:26 pm-11:52 pm
2 stops12h 26m
RedmondChicago
RDM - MDW
RDMMDW
Bend/Redmond
Thu 12/5
5:25 am-6:32 pm
2 stops11h 07m
Chicago Midway
Mon 12/9
2:15 pm-11:58 pm
2 stops11h 43m
Currently, December is the cheapest month in which you can book a flight from Oregon to Chicago Midway Airport (average of $159). Flying from Oregon to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Chicago Midway Airport as you normally would.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Food
Overall
Boarding
Comfort
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Overall
Boarding
Comfort
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Overall
Boarding
Comfort
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Overall
Boarding
Comfort
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Overall
Boarding
Comfort
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$134 | Average$276 | FlexibilityNo cancel fee | On-time62% |
Delta | Cheapest$216 | Average$455 | FlexibilityNo cancel fee | On-timeN/A |
Southwest | Cheapest$233 | Average$446 | FlexibilityNo cancel fee | On-time63% |