Travelers have found it’s best to book a flight 53 days in advance to save up to 115% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 53 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Oregon 1-2 weeks in advance for as low as $426, or $578 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Oregon. Flights to Oregon from Chicago Midway Airport in January are about $358 on average during January, but can be found for as low as $158.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Oregon as you normally would.
Fly from
Fly to
Budget
$179 - $248
Route
Depart
Return
Price
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 5/16
1 stop11h 07m
Portland
Mon 5/20
1 stop11h 06m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 6/8
1 stop12h 19m
Portland
Tue 6/11
1 stop9h 11m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/25
1 stop13h 10m
Portland
Fri 5/31
1 stop8h 25m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Tue 5/14
1 stop20h 29m
Portland
Fri 5/17
1 stop18h 18m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/25
1 stop26h 59m
Portland
Sat 6/1
2 stops11h 50m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 5/22
1 stop27h 47m
Portland
Tue 5/28
1 stop8h 21m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/11
1 stop12h 16m
Portland
Sat 5/18
2 stops11h 50m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/25
1 stop8h 25m
Portland
Thu 5/30
1 stop6h 07m
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/25
1 stop8h 25m
Portland
Sat 6/1
1 stop8h 40m
No data available for this route at this time. Please check back soon.
Comfort
Entertainment
Overall
Crew
Food
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Overall
Crew
Food
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Overall
Crew
Food
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
0%of flight departures | Early morningMidnight to 6 am |
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0%of flight departures | Morning6 am to noon |
100%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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