Cheap flights from Portland to Chicago

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Flight information for Portland to Chicago (PDX to CHI)

Find info about flight duration, direct flights, and airports for your flight from Portland to Chicago
Best Price Found $149 The best flight deal from Portland to Chicago found on momondo in the last 72 hours is $149
Fastest flight time 3h 45m The fastest flight from Portland to Chicago takes 3h 45m.
Direct flights Every day Direct flights go from Portland to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Portland to Chicago

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
What is the cheapest month to fly to Chicago?
February
The cheapest time of year to fly to Chicago from Portland is February. Most expensive is December
What is the cheapest day to fly to Chicago?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
When is the cheapest time to fly to Chicago?
in the afternoon
Portland to Chicago flights are approximately 15% more expensive at noon than in the afternoon
What is the cheapest airline that flies to Chicago?
Frontier
Frontier, Sun Country Air, and Spirit Airlines are the most popular carriers operating from Portland to Chicago
What is the cheapest route?
Portland - Chicago O'Hare Intl
Fly from Portland to Chicago O'Hare Intl for the best Portland - Chicago flight prices
When is the cheapest time to book a flight to Chicago?
57 days before
The cheapest time to buy a flight from Portland to Chicago is approximately 57 days to departure
60
Days before departure
0

Easily compare round-trip flights from Portland to Chicago

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 Portland to Chicago by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
16 Mar
8:41 am
PDX
Portland airport
12h 57m
1 Stop
ORD
11:38 pm
Chicago O'Hare Intl airport
Spirit Airlines
17 Mar
3:10 am
ORD
Chicago O'Hare Intl airport
17h 00m
1 Stop
PDX
6:10 pm
Portland airport
$149
Spirit Airlines
Spirit Airlines
07 Mar
7:41 am
PDX
Portland airport
7h 05m
1 Stop
ORD
4:46 pm
Chicago O'Hare Intl airport
Spirit Airlines
11 Mar
11:20 am
ORD
Chicago O'Hare Intl airport
8h 50m
1 Stop
PDX
6:10 pm
Portland airport
$154
Spirit Airlines
Spirit Airlines
26 Feb
7:41 am
PDX
Portland airport
12h 49m
1 Stop
ORD
10:30 pm
Chicago O'Hare Intl airport
Spirit Airlines
05 Mar
2:10 am
ORD
Chicago O'Hare Intl airport
17h 00m
1 Stop
PDX
5:10 pm
Portland airport
$159
American Airlines
American Airlines
06 May
6:23 am
PDX
Portland airport
4h 06m
ORD
12:29 pm
Chicago O'Hare Intl airport
American Airlines
09 May
8:25 am
ORD
Chicago O'Hare Intl airport
4h 20m
PDX
10:45 am
Portland airport
$217
Major Airline
Major Airline
09 Apr
10:45 am
PDX
Portland airport
3h 55m
ORD
4:40 pm
Chicago O'Hare Intl airport
Major Airline
13 Apr
1:00 am
ORD
Chicago O'Hare Intl airport
4h 35m
PDX
3:35 am
Portland airport
$244
United Airlines
United Airlines
13 Mar
4:12 pm
PDX
Portland airport
3h 52m
ORD
10:04 pm
Chicago O'Hare Intl airport
United Airlines
18 Mar
10:40 am
ORD
Chicago O'Hare Intl airport
4h 44m
PDX
1:24 pm
Portland airport
$227

Alternative routes for Portland to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Portland to Chicago Flights
Fastest flight time
5h 32m
Cheapest price
$159
Portland to Indianapolis Flights
Fastest flight time
6h 47m
Cheapest price
$195
Eugene to Chicago Flights
Fastest flight time
9h 26m
Cheapest price
$249

Flights from Portland to:

*Flight prices to Chicago are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.