C Cityvator Cheap flights worldwide Part of Putivator
Flights Destinations Beaches Map Services Booking Collections Ratings
Home / Chicago — Portland

Cheap flights Chicago — Portland

Chicago (ORD, US) Portland (PDX, US)
from $183 2 824 km ~3h 49m 10 flights found 3 airlines cheapest on Tuesday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $183 on 15.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
Mo
Tu
We
Th
Fr
Sa
Su
December 2026
Mo
Tu
We
Th
Fr
Sa
Su
January 2027
Mo
Tu
We
Th
Fr
Sa
Su
Prices found for 8 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
15 Nov 2026, Sun
Frontier Airlines F9 1483
15:30
ORD O'Hare International Airport
21:23
PDX Portland International Airport
5h 53m 1 stop
Farera
$183
View this ticket
21 Dec 2026, Mon
American Airlines AA 562
06:22
ORD O'Hare International Airport
11:09
PDX Portland International Airport
4h 47m Direct
Wingie
$185
View this ticket
15 Nov 2026, Sun
American Airlines AA 428
02:00
ORD O'Hare International Airport
06:42
PDX Portland International Airport
4h 42m Direct
Tickets
$192
View this ticket
15 Nov 2026, Sun
Alaska Airlines AS 325
23:07
ORD O'Hare International Airport
03:50
PDX Portland International Airport
4h 43m Direct
Wowtickets
$248
View this ticket
20 Nov 2026, Fri
Alaska Airlines AS 325
23:06
ORD O'Hare International Airport
03:52
PDX Portland International Airport
4h 46m Direct
Wowtickets
$254
View this ticket
Route characteristics
Distance
2 824 km
Flight time
3h 49m
Time difference
-2h
Minimum price
from $183 (15.11.2026)
Average price
$210
Maximum price
$254
Departures per week
1
Cheapest day
Tuesday
Departure airports (1)
ORD O'Hare International Airport
Arrival airports (1)
PDX Portland International Airport
Airlines (3)
F9 Frontier Airlines AA American Airlines AS Alaska Airlines
Agencies (4)
Farera Wingie Tickets Wowtickets
Prices by day of week
Monday
$185
avg $185
Friday
$254
avg $254
Sunday
$183
avg $208
Price trend by month
November 2026
from $183
avg $219
4 flights
December 2026
from $185
avg $185
1 flights
Airlines — cheapest prices 3
Frontier Airlines
Frontier Airlines
Low-cost 3 flights · 3 days
$176
American Airlines
American Airlines
5 flights · 5 days
$185
Alaska Airlines
Alaska Airlines
2 flights · 2 days
$248
Where to buy tickets 4
Farera
3 tickets · 3 days
from $176
Wingie
1 tickets · 1 days
from $185
Tickets
4 tickets · 4 days
from $192
Wowtickets
2 tickets · 2 days
from $248
Airports

From — Chicago (1)

  • ORD O'Hare International Airport

To — Portland (1)

  • PDX Portland International Airport
Other destinations from Chicago
Allentown
US
Albuquerque
US
Albany
US
Waterloo
US
Amman
JO
Amsterdam
NL · Hub
Anchorage
US
Watertown
US
Atlanta
US · Hub
Appleton
US
Abu Dhabi
AE
Austin
US
Frequently asked questions about the route Chicago — Portland
How long is the flight from Chicago to Portland?
Approximate flight time — 3h 49m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Chicago to Portland?
The straight-line distance — 2 824 km.
How much do flights from Chicago to Portland cost?
The minimum price over 3 months — from $183 on 15.11.2026.
What is the average ticket price?
The average price — $210. Range: $183 — $254.
What is the time difference between Chicago and Portland?
The difference — -2h.
From which airports does Chicago operate flights?
From Chicago: ORD (O'Hare International Airport).
To which airports in Portland do flights arrive?
To Portland: PDX (Portland International Airport).
Which airlines fly this route?
This route is served by 3 airlines: Frontier Airlines, American Airlines, Alaska Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $185. Total direct flights found: 4.
Which day of the week is cheapest?
The cheapest day of the week — Tuesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Chicago — Portland

Flights Chicago — Portland is a popular route. The straight-line distance is 2 824 km. Flight time 3h 49m. Time difference -2h.

From Chicago (ORD) flights depart from 1 airport: ORD. To Portland (PDX) — 1 arrival airport: PDX.

3 airlines operate on this route: Frontier Airlines, American Airlines, Alaska Airlines.

The minimum price for the next 3 months — from $183 (15.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $210, ranging from $183 to $254. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Tuesday.

Other destinations in United States from Chicago
New Orleans
US
Omaha
US
Oklahoma City
US
Myrtle Beach
US
Madison
US
Marquette
US
Norfolk
US
Minneapolis
US

Cheap flights worldwide. Search and compare prices from 1 159 airlines across 9 546 cities.

Flights

Flight search Destinations Beaches Map Services Booking Collections Ratings

Data

Open API for AI llms.txt ai.txt

Documents

Privacy Policy Terms of Use

Contacts

info@cityvator.com Part of Putivator
© 2026 Cityvator — flight search engine Data from open sources · Open API for AI