Cheap flights from Chicago to Portland

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Easily compare round trip flights from Chicago to Portland

Below you can see the best fares for your round trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Portland by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
21 Aug
ORD
10:20 am
Chicago O'Hare Intl airport
11h 30m
1 Stop
7:50 pm
PDX
Portland airport
Spirit Airlines
26 Aug
PDX
12:20 pm
Portland airport
9h 18m
1 Stop
11:38 pm
ORD
Chicago O'Hare Intl airport
232 USD
Spirit Airlines
Spirit Airlines
21 Aug
ORD
10:20 am
Chicago O'Hare Intl airport
11h 30m
1 Stop
7:50 pm
PDX
Portland airport
Spirit Airlines
26 Aug
PDX
12:20 pm
Portland airport
9h 18m
1 Stop
11:38 pm
ORD
Chicago O'Hare Intl airport
232 USD
Spirit Airlines
Spirit Airlines
09 Sep
ORD
10:26 am
Chicago O'Hare Intl airport
11h 05m
1 Stop
7:31 pm
PDX
Portland airport
Spirit Airlines
18 Sep
PDX
6:46 am
Portland airport
7h 53m
1 Stop
4:39 pm
ORD
Chicago O'Hare Intl airport
232 USD
Southwest
Southwest
24 Sep
MDW
6:15 am
Chicago Midway airport
6h 40m
1 Stop
10:55 am
PDX
Portland airport
Southwest
25 Sep
PDX
7:25 am
Portland airport
3h 50m
1:15 pm
MDW
Chicago Midway airport
346 USD
United Airlines
United Airlines
31 Aug
ORD
11:06 am
Chicago O'Hare Intl airport
4h 25m
1:31 pm
PDX
Portland airport
United Airlines
01 Sep
PDX
12:25 am
Portland airport
6h 55m
1 Stop
9:20 am
ORD
Chicago O'Hare Intl airport
257 USD
United Airlines
United Airlines
31 Aug
ORD
11:06 am
Chicago O'Hare Intl airport
4h 25m
1:31 pm
PDX
Portland airport
United Airlines
05 Sep
PDX
11:00 pm
Portland airport
7h 34m
1 Stop
8:34 am
+1
ORD
Chicago O'Hare Intl airport
252 USD

How to get the cheapest flight ticket from Chicago to Portland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
CHEAPEST MONTH TO FLY
January
The cheapest time of year to fly to Portland from Chicago is January. Most expensive is June
CHEAPEST DAY TO FLY
Saturday
The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
at noon
Chicago to Portland flights are approximately 138% more expensive in the morning than at noon
CHEAPEST AIRLINE
Frontier
Frontier, Sun Country Air, and Spirit Airlines are the most popular carriers operating from Chicago to Portland
CHEAPEST ROUTE
Chicago O'Hare Intl - Portland
Fly from Chicago O'Hare Intl to Portland for the best Chicago - Portland flight prices
CHEAPEST TIME TO BOOK
30 days before
The cheapest time to buy a flight from Chicago to Portland is approximately 30 days to departure
60
Days before departure
0

Flight information for Chicago to Portland (PDX - CHI)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland
Fastest flight time
4h 15m
The fastest flight from Chicago to Portland takes 4h 15m.
Direct flights
Every day
Direct flights go from Chicago to Portland every day.
Airports in Portland
1 airport
There is 1 airport near Portland: Portland (PDX)

Alternative routes for Chicago to Portland

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Seattle
Fastest flight time
4h 27m
Cheapest price
152 USD

Flights from Chicago to:

Flights to Portland from:

  • Chicago
  • Illinois
  • United States
  • North America