
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (American Airlines) |
One-way from | $153 (Booking.com) |
Popular in | December |
Cheapest in | February |
Average price | $357 |
Good round-trip deal | $373 or less |
Good one-way deal | $202 or less |
Fly from
Fly to
Route
Depart
Return
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 7/4
12:50 pm-9:39 pm
1 stop6h 49m
Chicago O'Hare Intl
Sat 7/11
4:15 pm-6:47 pm
Nonstop4h 32m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sun 7/12
10:59 pm-5:00 am
Nonstop4h 01m
Chicago O'Hare Intl
Wed 7/15
7:20 am-9:45 am
Nonstop4h 25m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 10/24
9:28 am-6:20 pm
1 stop6h 52m
Chicago O'Hare Intl
Wed 10/28
2:21 pm-10:50 pm
1 stop10h 29m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 8/28
11:02 pm-5:03 am
Nonstop4h 01m
Chicago O'Hare Intl
Sun 8/30
7:00 am-9:29 am
Nonstop4h 29m
PortlandChicago
PDX - ORD
PDXORD
Portland
Sun 7/26
10:59 pm-5:00 am
Nonstop4h 01m
Chicago O'Hare Intl
Thu 7/30
7:20 am-9:45 am
Nonstop4h 25m
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 7/17
12:33 am-8:35 am
1 stop6h 02m
Chicago O'Hare Intl
Mon 7/20
7:40 pm-11:44 pm
1 stop6h 04m
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 9/30
9:32 pm-6:20 am
1 stop6h 48m
Chicago O'Hare Intl
Sun 10/4
6:00 am-1:27 pm
1 stop9h 27m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 8/27
7:55 am-7:21 pm
1 stop9h 26m
Chicago O'Hare Intl
Sun 8/30
8:17 pm-9:30 am
1 stop15h 13m
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 7/2
6:00 am-3:05 pm
1 stop7h 05m
Chicago O'Hare Intl
Mon 7/6
3:55 pm-11:18 pm
1 stop9h 23m
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 6/23
10:40 pm-4:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Wed 7/1
7:00 am-9:34 am
Nonstop4h 34m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Booking 89 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, February is the cheapest month in which you can book a flight from Portland to Chicago O'Hare Intl Airport (average of $257). Flying from Portland to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $404). 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 Portland to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 29% versus a flight in the morning.
Travelers seeking maximum savings on their Portland to Chicago O'Hare Intl Airport flight should consider departing on Wednesday afternoons 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.
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Entertainment
Comfort
Crew
Reviews
Anonymous,Jun 2026
SEA - RNO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$93 | Average$249 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$96 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$125 | Average$433 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$172 | Average$325 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$209 | Average$341 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$217 | Average$374 | FlexibilityNo cancel fee | On-time69% |