Cheap flights from Chicago to Portland

Round-trip
1 adult
Economy
From?
To?
Sun 10/3
Sun 10/10

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Portland.
View current United States travel restrictions

Flight information for Chicago to Portland
(CHI to PDX)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland
Best Price Found$68The best flight deal from Chicago to Portland found on momondo in the last 72 hours is $68
Fastest flight time4h 24mThe fastest flight from Chicago to Portland takes 4h 24m
Direct flightsMon, Wed, Thu, Fri, Sat and SunDirect flights go from Chicago to Portland on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Air Canada and American Airlines.
Airports in Portland1 airportThere is 1 airport near Portland: Portland (PDX)

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

What is the cheapest month to fly from Chicago to Portland?

August

The cheapest time of year to fly to Portland from Chicago is August. Most expensive is December

What is the cheapest day to depart Chicago for Portland?

Wednesday

The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to Portland?

at noon

Chicago to Portland flights are approximately 27% more expensive in the evening than at noon

What is the cheapest airline that flies to Portland from Chicago?

Frontier

Alaska Airlines, American Airlines, and Frontier are the most popular carriers operating from Chicago to Portland

What is the cheapest Chicago to Portland flight route?

Chicago O'Hare Intl - Portland

Fly from Chicago O'Hare Intl to Portland for the best Chicago - Portland flight prices

How far in advance should you book Chicago to Portland flights?

26 days before

The cheapest time to buy a flight from Chicago to Portland is approximately 26 days to departure


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
Spirit Airlines
Oct 13
ORD5:21 amChicago O'Hare Intl
9h 49m
1 stop
PDX3:10 pmPortland
Oct 16
PDX9:24 amPortland
9h 27m
1 stop
ORD6:51 pmChicago O'Hare Intl
Multiple Airlines
Oct 9
ORD8:22 amChicago O'Hare Intl
13h 41m
1 stop
PDX10:03 pmPortland
Oct 12
PDX9:24 amPortland
14h 55m
1 stop
ORD12:19 amChicago O'Hare Intl
Frontier
Nov 6
ORD2:51 pmChicago O'Hare Intl
7h 17m
1 stop
PDX10:08 pmPortland
Nov 8
PDX7:59 pmPortland
18h 39m
1 stop
ORD2:38 pmChicago O'Hare Intl
Spirit Airlines
Dec 8
ORD5:02 amChicago O'Hare Intl
10h 27m
1 stop
PDX3:29 pmPortland
Dec 15
PDX9:12 amPortland
7h 20m
1 stop
ORD4:32 pmChicago O'Hare Intl
Spirit Airlines
Oct 19
ORD5:31 pmChicago O'Hare Intl
16h 54m
1 stop
PDX10:25 amPortland
Oct 26
PDX9:24 amPortland
14h 55m
1 stop
ORD12:19 amChicago O'Hare Intl
Delta
Oct 16
MDW2:10 pmChicago Midway
7h 13m
1 stop
PDX9:23 pmPortland
Oct 18
PDX8:50 pmPortland
6h 56m
1 stop
MDW3:46 amChicago Midway

Find the cheapest one-way flights from Chicago to Portland

If you're looking for one-way flights from Chicago to Portland, view some of our deals below provided by Alaska Airlines, Delta and Frontier
Spirit Airlines
Dec 15
ORD5:02 amChicago O'Hare Intl
10h 26m
1 stop
PDX3:28 pmPortland
Frontier
Nov 6
ORD2:51 pmChicago O'Hare Intl
7h 17m
1 stop
PDX10:08 pmPortland
Spirit Airlines
Nov 17
ORD5:02 amChicago O'Hare Intl
11h 10m
1 stop
PDX4:12 pmPortland

Search last-minute flights to Portland from Chicago

Find and compare flight prices for your last-minute flight from Chicago to Portland
Spirit Airlines
Oct 5
ORD4:00 amChicago O'Hare Intl
11h 20m
1 stop
PDX3:20 pmPortland
Oct 6
PDX2:10 pmPortland
10h 09m
1 stop
ORD12:19 amChicago O'Hare Intl
Multiple Airlines
Oct 5
ORD5:08 amChicago O'Hare Intl
10h 12m
1 stop
PDX3:20 pmPortland
Oct 5
PDX8:37 pmPortland
20h 58m
1 stop
ORD5:35 pmChicago O'Hare Intl
Spirit Airlines
Oct 5
ORD5:08 amChicago O'Hare Intl
10h 12m
1 stop
PDX3:20 pmPortland
Oct 6
PDX2:10 pmPortland
10h 09m
1 stop
ORD12:19 amChicago O'Hare Intl
Spirit Airlines
Oct 5
ORD2:35 pmChicago O'Hare Intl
19h 50m
2 stops
PDX10:25 amPortland
Oct 6
PDX2:10 pmPortland
10h 09m
1 stop
ORD12:19 amChicago O'Hare Intl
Multiple Airlines
Oct 5
ORD4:00 amChicago O'Hare Intl
11h 20m
1 stop
PDX3:20 pmPortland
Oct 5
PDX8:37 pmPortland
20h 58m
1 stop
ORD5:35 pmChicago O'Hare Intl
Spirit Airlines
Oct 6
ORD5:21 amChicago O'Hare Intl
9h 49m
1 stop
PDX3:10 pmPortland
Oct 11
PDX9:24 amPortland
28h 29m
3 stops
ORD1:53 pmChicago O'Hare Intl

Best airlines flying from Chicago to Portland

Compare and see reviews for airlines that fly from Chicago to Portland with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $96
Free Cancellation
Rating
6.2
6.5

Boarding

5.9

Comfort

7.0

Crew

4.8

Entertainment

5.0

Food

Reviews

The flight was delayed which is disappointing but I understand that things happen beyond your control. What I did not like was the lack of accurate information about the delay, the accuracy of the information, and the timeliness of the information that was given. The flight crew was as friendly and accommodating as possible, but I did not like that everyone was boarded on the plane then had to sit there on the ground for approximately an hour and a half waiting on the ground crew to load our luggage.

1 / 10
Spirit Airlines
PriceFrom $116
Free Cancellation
Rating
6.2
6.4

Boarding

5.9

Comfort

6.9

Crew

4.8

Entertainment

5.1

Food

Reviews

Excellent across the board

1 / 10
Sun Country Air
PriceFrom $131
Free Cancellation
Rating
8.3
8.5

Boarding

8.2

Comfort

8.8

Crew

7.4

Entertainment

7.6

Food

Reviews

More online available content would be nice

1 / 6
Delta
PriceFrom $134
Free Cancellation
Rating
8.3
8.3

Boarding

8.5

Comfort

8.4

Crew

8.1

Entertainment

8.1

Food

Reviews

Great

1 / 10
American Airlines
PriceFrom $140
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Alaska Airlines
PriceFrom $140
Free Cancellation
Rating
8.2
8.6

Boarding

8.4

Comfort

8.6

Crew

8.0

Entertainment

7.5

Food

Reviews

Great service

1 / 10
United Airlines
PriceFrom $140
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Not because the flight is going to Africa we can’t get better service on board

1 / 10

  • Are airlines flying from Chicago to Portland offering flexible cancellation due to COVID-19?

    Some of our partner airlines flying from Chicago to Portland are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, Alaska Airlines, and American Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.

  • How far is Chicago to Portland by plane?

    A flight from Chicago to Portland will travel around 1753.4 mi. Flights usually cover this in 6h 48m, depending on flying conditions and air traffic around both airports.


Can I fly to Portland from Chicago right now?

Information is based on travel restrictions for travel to Portland within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Portland.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Portland.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Portland.

Can I fly back to Chicago from Portland?

Returning to Chicago from Portland

COVID-19 testing requirements
Visitors from Portland must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Portland are not required to quarantine after entering Chicago.

If you are planning to travel to Portland at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

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
St. Louis to Portland Flights
Fastest flight time5h 48m
Cheapest price$106
Chicago to Medford Flights
Fastest flight time6h 42m
Cheapest price$153
Chicago to Eugene Flights
Fastest flight time4h 20m
Cheapest price$184
St. Louis to Eugene Flights
Fastest flight time6h 41m
Cheapest price$202
St. Louis to Medford Flights
Fastest flight time7h 32m
Cheapest price$216

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