Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $224 (Kiwi.com) |
One-way from | $62 (Trip.com) |
Popular in | March |
Cheapest in | August |
Average price | $334 |
Good round-trip deal | $328 or less |
Good one-way deal | $171 or less |
Fly from
Fly to
Route
Depart
Return
Price
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 11/13
11:00 pm-5:01 am
Nonstop4h 01m
Chicago O'Hare Intl
Sun 11/16
7:00 am-9:39 am
Nonstop4h 39m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 12/5
10:50 am-4:52 pm
Nonstop4h 02m
Chicago O'Hare Intl
Sun 12/7
9:05 am-11:48 am
Nonstop4h 43m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/10
7:00 am-1:04 pm
Nonstop4h 04m
Chicago O'Hare Intl
Wed 3/11
7:45 am-12:36 pm
1 stop6h 51m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 11/8
11:39 am-8:23 pm
1 stop6h 44m
Chicago O'Hare Intl
Sat 11/15
5:29 pm-10:51 pm
1 stop7h 22m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Thu 12/11
6:15 am-12:10 pm
Nonstop3h 55m
Chicago Midway
Sun 12/14
9:50 pm-12:20 am
Nonstop4h 30m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 2/17
7:00 am-5:50 pm
1 stop8h 50m
Chicago O'Hare Intl
Fri 2/27
2:05 pm-4:39 pm
Nonstop4h 34m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Mon 3/9
12:55 am-8:54 am
1 stop5h 59m
Chicago Midway
Wed 3/11
9:20 am-4:51 pm
1 stop9h 31m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 12/5
1:34 pm-11:59 pm
1 stop8h 25m
Chicago O'Hare Intl
Tue 12/9
2:05 pm-4:48 pm
Nonstop4h 43m
PortlandChicago
PDX - MDW
PDXMDW
Portland
Fri 11/7
12:40 am-10:30 am
1 stop7h 50m
Chicago Midway
Sat 11/8
3:00 pm-8:26 pm
1 stop7h 26m
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 2/18
8:40 am-5:50 pm
1 stop7h 10m
Chicago O'Hare Intl
Fri 2/27
2:05 pm-4:39 pm
Nonstop4h 34m
Currently, August is the cheapest month in which you can book a flight from Portland to Illinois (average of $120). Flying from Portland to Illinois 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.
It’s typically best to fly out from Portland to Illinois in the afternoon. Doing so could potentially save you 36% on the flight price compared to flying at noon, which is usually more expensive.
Travelers seeking maximum savings on their Portland to Illinois flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from PDX to USIL are scheduled on a Wednesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$94 | Average$274 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$119 | Average$194 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$123 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$125 | Average$284 | FlexibilityNo cancel fee | On-time85% | |
Cheapest$192 | Average$456 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$197 | Average$322 | FlexibilityNo cancel fee | On-time75% | |
Cheapest$224 | Average$463 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$246 | Average$400 | FlexibilityNo cancel fee | On-time63% |