
| Most accurate provider | eDreams 3 stars | 
|---|---|
| Most trusted provider | eDreams 3 stars | 
| Round-trip from | $220 (Kiwi.com) | 
| One-way from | $71 (Kiwi.com) | 
| Popular in | March | 
| Cheapest in | August | 
| Average price | $339 | 
| Good round-trip deal | $334 or less | 
| Good one-way deal | $177 or less | 
Fly from
Fly to
Route
Depart
Return
Price
PortlandChicago
PDX - ORD
PDXORD
Portland
mié. 12/10
11:59 pm-5:52 am
Nonstop3h 53m
Chicago O'Hare Intl
lun. 12/15
7:37 pm-10:15 pm
Nonstop4h 38m
PortlandChicago
PDX - ORD
PDXORD
Portland
lun. 12/15
12:32 am-8:40 am
1 stop6h 08m
Chicago O'Hare Intl
mar. 1/13
6:12 am-12:46 pm
1 stop8h 34m
PortlandChicago
PDX - ORD
PDXORD
Portland
mar. 12/9
12:32 am-8:40 am
1 stop6h 08m
Chicago O'Hare Intl
mar. 12/16
6:00 am-12:54 pm
1 stop8h 54m
PortlandChicago
PDX - ORD
PDXORD
Portland
jue. 11/27
7:00 am-1:02 pm
Nonstop4h 02m
Chicago O'Hare Intl
jue. 12/4
7:37 pm-10:15 pm
Nonstop4h 38m
PortlandChicago
PDX - ORD
PDXORD
Portland
vie. 12/12
12:32 am-10:33 am
1 stop8h 01m
Chicago O'Hare Intl
mar. 12/16
7:20 am-12:40 pm
1 stop7h 20m
PortlandChicago
PDX - ORD
PDXORD
Portland
dom. 12/21
11:00 pm-5:02 am
Nonstop4h 02m
Chicago O'Hare Intl
dom. 1/11
3:49 pm-10:45 pm
1 stop8h 56m
PortlandChicago
PDX - ORD
PDXORD
Portland
sáb. 1/10
1:53 pm-9:42 pm
1 stop5h 49m
Chicago O'Hare Intl
lun. 1/12
7:30 am-12:44 pm
1 stop7h 14m
PortlandChicago
PDX - ORD
PDXORD
Portland
vie. 1/9
5:23 am-1:22 pm
1 stop5h 59m
Chicago O'Hare Intl
mié. 1/14
2:49 pm-10:15 pm
1 stop9h 26m
PortlandChicago
PDX - ORD
PDXORD
Portland
dom. 1/11
1:30 pm-11:53 pm
1 stop8h 23m
Chicago O'Hare Intl
mié. 1/14
2:49 pm-10:15 pm
1 stop9h 26m
PortlandChicago
PDX - MDW
PDXMDW
Portland
jue. 12/4
12:32 am-9:19 am
1 stop6h 47m
Chicago Midway
mar. 12/9
1:50 pm-8:52 pm
1 stop9h 02m
Currently, August is the cheapest month in which you can book a flight from Oregon to Chicago (average of $120). Flying from Oregon to Chicago in March is currently the most expensive (average of $256). 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.
When flying from Oregon to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 20% versus a flight in the morning.
Travelers seeking maximum savings on their Oregon to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$94 | Average$280 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$119 | Average$194 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$123 | Average$361 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$324 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$194 | Average$429 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$383 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$224 | Average$427 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$246 | Average$427 | FlexibilityNo cancel fee | On-time63% |