
Keep the following information in mind while searching for Oregon to O'Hare Intl flight deals. Data was last updated November 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (Alaska Airlines) |
One-way from | $163 (Cheapflightsfares) |
Popular in | November |
Cheapest in | January |
Average price | $441 |
Good round-trip deal | $414 or less |
Good one-way deal | $226 or less |
Fly from
Fly to
Route
Depart
Return
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Tue 12/15
7:00 am-1:07 pm
Nonstop4h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Tue 1/19
7:38 pm-9:53 am
2 stops12h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Wed 12/16
11:30 am-8:58 pm
1 stop7h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Mon 12/7
10:43 am-4:49 pm
Nonstop4h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Tue 12/15
9:57 am-9:35 pm
2 stops9h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 12/25
9:43 am-9:39 pm
2 stops9h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sun 12/20
5:30 am-8:18 pm
2 stops12h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 1/1
5:30 am-1:29 pm
1 stop5h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sun 12/13
7:00 am-6:06 pm
2 stops9h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Wed 3/24
8:00 am-6:00 pm
1 stop8h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
Everything you need to know about your flight from Oregon to Chicago O'Hare Intl Airport
Find useful and relevant information for your journey from Oregon to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$430 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$481 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$216 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$483 | FlexibilityNo cancel fee | On-time69% |