Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $222 (Southwest) |
One-way from | $98 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $275 |
Good round-trip deal | $275 or less |
Good one-way deal | $113 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Fri 5/30
6:10 pm-12:35 am
1 stop8h 25m
Portland
Tue 6/10
9:15 pm-7:35 am
1 stop8h 20m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Fri 5/23
11:50 am-4:45 pm
1 stop6h 55m
Portland
Sun 5/25
5:40 pm-5:25 am
1 stop9h 45m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Sat 5/31
4:30 pm-10:21 pm
1 stop7h 51m
Portland
Wed 6/4
9:40 am-6:20 pm
1 stop6h 40m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Thu 5/29
7:00 am-9:23 am
Nonstop4h 23m
Portland
Sun 6/1
9:30 am-6:55 pm
1 stop7h 25m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Thu 5/15
8:14 pm-3:42 pm
1 stop21h 28m
Portland
Wed 5/21
5:40 pm-10:55 am
1 stop15h 15m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/24
5:55 pm-10:15 pm
1 stop6h 20m
Portland
Tue 5/27
11:11 pm-8:40 am
1 stop7h 29m
St. LouisPortland
STL - PDX
STLPDX
Lambert-St Louis
Fri 5/30
2:15 pm-10:01 pm
1 stop9h 46m
Portland
Mon 6/2
11:11 pm-9:35 am
1 stop8h 24m
St. LouisPortland
STL - PDX
STLPDX
Lambert-St Louis
Tue 6/3
1:42 pm-5:29 pm
1 stop5h 47m
Portland
Sat 6/7
5:00 am-3:30 pm
2 stops8h 30m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Fri 5/9
6:15 am-3:42 pm
1 stop11h 27m
Portland
Sun 5/11
6:20 am-7:08 pm
1 stop10h 48m
St. LouisPortland
STL - PDX
STLPDX
Lambert-St Louis
Sat 5/31
7:55 pm-12:17 am
1 stop6h 22m
Portland
Fri 6/6
5:50 pm-10:08 am
1 stop14h 18m
Currently, November is the cheapest month in which you can book a flight from Illinois to Portland (average of $277). Flying from Illinois to Portland in March is currently the most expensive (average of $368). 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 Illinois to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from USIL to PDX are scheduled on a Wednesday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).
In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.
If weather is an important factor for your trip to Portland, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Comfort
Food
Crew
Entertainment
Boarding
Overall
Reviews
James,Apr 2025
LAX - SFO
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$82 | Average$139 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$108 | Average$220 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$134 | Average$289 | FlexibilityNo cancel fee | On-time85% | |
Cheapest$176 | Average$366 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$178 | Average$287 | FlexibilityNo cancel fee | On-time75% | |
Cheapest$198 | Average$515 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$218 | Average$477 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$238 | Average$429 | FlexibilityNo cancel fee | On-time63% |