Find Cheap Flights from Chicago O'Hare International to Portland (ORD - PDX)

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Good to Know

Low Season:
May
Best time to beat the crowds
2%
expected price decrease
High Season:
March
Most popular time to fly
7%
expected price increase
Average Price:
$831
(avg. price over the last 2 weeks)
Good Deal:
$464
or less (round trip)

When to Book Flights from Chicago O'Hare International to Portland

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

The cheapest flight from Chicago O'Hare International to Portland was found 27 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be February, March and April. The cheapest month to fly is May.
Morning departure is around 12% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago O'Hare International to Portland Flights

How long does a flight from Chicago O'Hare International to Portland take?
An average nonstop flight takes 4h 17m, covering a distance of 1735 miles.
How many flights are there between Chicago O'Hare International and Portland?
There are 297 (nonstop) flights between Chicago O'Hare International and Portland per week, averaging 41 per day.
Which airlines provide the cheapest flights from Chicago O'Hare International to Portland?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($108), Spirit Airlines ($168) and Multiple Airlines ($190).
Do I need a passport to fly between Chicago O'Hare International and Portland?
No.
Which airlines fly most frequently between Chicago O'Hare International and Portland?
United (11 times daily), Aer Lingus (5 times daily), SAS (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago O'Hare International to Portland?
For Chicago O'Hare International to Portland, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Portland back to Chicago O'Hare International, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Book cheap flights from Chicago O'Hare International to Portland (round-trip)

Airports
Origin
Chicago
$108
only
$108
Destination
Portland
$108
only
$108
Tue, Jan 9
ORD
PDX
19h 00m
Tue, Jan 16
PDX
ORD
21h 08m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

DEN
ORD
Okay 5.3

Low cost

They make you pay for everything. Even peanuts. No entertainment.

MCO
DEN
Okay 4.6

The seats were clean; the cabin looked very nice. The plane got me from point A to B safely. smoothest Lansing ever!

Flight was delayed 2.5 hours. No communication from the cockpit, 2 out of the 4 flight attendants we really crabby. Undersea storage was unusually small. I’m 5’8” and my knees were pressed against the seat in front of me and the seats are hard. My legs were numb for part of the trip.

ORD
PDX
Okay 4.0

Middle seat was empty

The delay. No food. No apologies

ORD
PDX
Okay 4.3

Frontier charges for everything including snacks. The cost of the flight was actually more expensive after factoring in baggage fees, snacks, and charges to select my seat.

Tue, May 8
ORD
PDX
10h 19m
Wed, May 16
PDX
ORD
6h 41m
Trip: 9 days
5.2OkayShow reviews
Overall 5.2 Okay
Based on 153 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
PDX
Okay 5.3

Price

Uncomfortable

ORD
PDX
Okay 4.0

2 hours late leaving chicago

ORD
PDX
Okay 5.5

The airplanes seemed new, and the flight back was on time.

Primarily the pricing is deceptive because things that included in the ticket price on most major airlines (e.g., 1 carry-on bag, a seat on the plane, soft drinks) must be paid for after buying the ticket. Fees just for a carry-on bag and selecting a seat on the plane added up to nearly $130 over the advertised ticket, and would have been more had I not checked in before leaving for the airport.

ORD
PDX
Mediocre 3.3

The crew was great even though the airline was having problems.

The terminal was DISGUSTING. Food wrappers everywhere. The air condition was not working. The flight was delayed twice.

ORD
PDX
Mediocre 2.6

It was the same as the first leg of my flight. Not good

The same as the first flight. I will not fly Spirit Airlines ever again.

Wed, Feb 28
ORD
PDX
8h 46m
Tue, Mar 6
PDX
ORD
6h 21m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
ORD
PDX
19h 00m
Tue, Jan 16
PDX
ORD
21h 08m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
LGA
MIA
Mediocre 3.6

Flight Very late , when departure already at night Uncomfortable seats $45 for a bag and I have drop it off myself after pay

ORD
PDX
Okay 4.3

Frontier charges for everything including snacks. The cost of the flight was actually more expensive after factoring in baggage fees, snacks, and charges to select my seat.

MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

ORD
PDX
Excellent 10.0

The crew was nice and fun

ORD
PDX
Okay 4.0

Middle seat was empty

The delay. No food. No apologies

Sat, Dec 2
ORD
PDX
9h 08m
Mon, Dec 4
PDX
ORD
17h 20m
Trip: 3 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
DEN
Okay 4.6

The seats were clean; the cabin looked very nice. The plane got me from point A to B safely. smoothest Lansing ever!

Flight was delayed 2.5 hours. No communication from the cockpit, 2 out of the 4 flight attendants we really crabby. Undersea storage was unusually small. I’m 5’8” and my knees were pressed against the seat in front of me and the seats are hard. My legs were numb for part of the trip.

ORD
PDX
Good 6.0

New Planes.

Flight was 55 minutes late to board.

ORD
PDX
Mediocre 3.6

Extra fees for everything. Worst seats on any plane flown. Delayed with no explanation.

ORD
PDX
Okay 4.0

Middle seat was empty

The delay. No food. No apologies

ORD
PDX
Okay 4.3

Frontier charges for everything including snacks. The cost of the flight was actually more expensive after factoring in baggage fees, snacks, and charges to select my seat.

Wed, May 16
ORD
PDX
10h 19m
Mon, May 21
PDX
ORD
9h 51m
Trip: 6 days
5.2OkayShow reviews
Overall 5.2 Okay
Based on 153 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
PDX
Mediocre 2.6

It was the same as the first leg of my flight. Not good

The same as the first flight. I will not fly Spirit Airlines ever again.

ORD
PDX
Mediocre 2.0

Flight from Dallas to Chicago was delayed 2.5 hours, so they pulled me off the plane when it was finally time to board, telling me id miss my connecting flight. There needs to be a better way to handle that, the level of inconvenience set upon me was massive.

ORD
PDX
Mediocre 2.6

No sense of urgency

ORD
PDX
Okay 5.3

Price

Uncomfortable

ORD
PDX
Okay 4.0

2 hours late leaving chicago

Sun, Feb 25
ORD
PDX
4h 40m
Sun, Mar 4
PDX
ORD
3h 50m
Trip: 8 days
9.2ExcellentShow reviews
Overall 9.2 Excellent
Based on 46 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.8
Food
8.0
ORD
PDX
Excellent 10.0

Free movies!

ORD
PDX
Excellent 9.6

Crew was very helpful and entertaining. We left about 5 minutes late yet arrived early. 2 rounds of drink service and cookies for about a four hour flight. Tablets available for rent as well as wifi. Would fly Alaska Airlines again

ORD
PDX
Excellent 10.0

Flight on time. Great service

ORD
PDX
Excellent 10.0

The crew was fantastic! I was on my way to my bachelorette party in Portland and they were so sweet, congratulating me and even giving my friends and I free drinks! I would definitely fly them again! LOVED IT! :)

ORD
PDX
Excellent 8.0

Flight crew

Delay

Fri, Dec 1
ORD
PDX
9h 08m
Mon, Dec 4
PDX
ORD
17h 20m
Trip: 4 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ORD
PDX
Excellent 10.0

The crew was nice and fun

PBI
ISP
Mediocre 2.0

Was unable to make it

ORD
PDX
Excellent 8.0

Not a full flight so I had the whole row and it had plenty of leg space. Overall smooth process.

Charging for picking a seat and carry on luggage is ridiculous.

MCO
DEN
Okay 4.6

The seats were clean; the cabin looked very nice. The plane got me from point A to B safely. smoothest Lansing ever!

Flight was delayed 2.5 hours. No communication from the cockpit, 2 out of the 4 flight attendants we really crabby. Undersea storage was unusually small. I’m 5’8” and my knees were pressed against the seat in front of me and the seats are hard. My legs were numb for part of the trip.

DEN
ORD
Okay 5.3

Low cost

They make you pay for everything. Even peanuts. No entertainment.

Thu, Apr 26
ORD
PDX
4h 17m
Mon, Apr 30
PDX
ORD
9h 51m
Trip: 5 days
5.2OkayShow reviews
Overall 5.2 Okay
Based on 153 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
PDX
Okay 5.3

Price

Uncomfortable

ORD
PDX
Mediocre 2.0

nothing

Everything. I'm never flying Spirit again. My vacation was almost because they have no idea how to run an airline. Plus, their baggage fees are ridiculous. I'm telling everybody I know to never fly Spirit.

ORD
PDX
Mediocre 2.6

It was the same as the first leg of my flight. Not good

The same as the first flight. I will not fly Spirit Airlines ever again.

ORD
PDX
Okay 5.5

The airplanes seemed new, and the flight back was on time.

Primarily the pricing is deceptive because things that included in the ticket price on most major airlines (e.g., 1 carry-on bag, a seat on the plane, soft drinks) must be paid for after buying the ticket. Fees just for a carry-on bag and selecting a seat on the plane added up to nearly $130 over the advertised ticket, and would have been more had I not checked in before leaving for the airport.

ORD
PDX
Mediocre 3.3

The crew was great even though the airline was having problems.

The terminal was DISGUSTING. Food wrappers everywhere. The air condition was not working. The flight was delayed twice.

Tue, Dec 5
ORD
PDX
20h 48m
Sat, Dec 9
PDX
ORD
17h 28m
Trip: 5 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ORD
PDX
Good 6.0

New Planes.

Flight was 55 minutes late to board.

ORD
PDX
Mediocre 3.6

Extra fees for everything. Worst seats on any plane flown. Delayed with no explanation.

ORD
PDX
Excellent 10.0

The crew was nice and fun

MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

MCO
DEN
Okay 4.6

The seats were clean; the cabin looked very nice. The plane got me from point A to B safely. smoothest Lansing ever!

Flight was delayed 2.5 hours. No communication from the cockpit, 2 out of the 4 flight attendants we really crabby. Undersea storage was unusually small. I’m 5’8” and my knees were pressed against the seat in front of me and the seats are hard. My legs were numb for part of the trip.

Wed, Nov 22
ORD
PDX
6h 14m
Wed, Nov 29
PDX
ORD
8h 35m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

Wed, Nov 29
ORD
PDX
29h 23m
Wed, Dec 6
PDX
ORD
17h 20m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ORD
PDX
Mediocre 3.6

Extra fees for everything. Worst seats on any plane flown. Delayed with no explanation.

DEN
ORD
Okay 5.3

Low cost

They make you pay for everything. Even peanuts. No entertainment.

LGA
MIA
Mediocre 3.6

Flight Very late , when departure already at night Uncomfortable seats $45 for a bag and I have drop it off myself after pay

ORD
PDX
Good 6.0

New Planes.

Flight was 55 minutes late to board.

PHL
MIA
Excellent 10.0

Same as all the other airlines in my opinion. Just way more afreoadable.

Tue, Feb 20
ORD
PDX
19h 00m
Thu, Feb 22
PDX
ORD
10h 25m
Trip: 3 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
ORD
Okay 5.3

Low cost

They make you pay for everything. Even peanuts. No entertainment.

ORD
PDX
Okay 4.0

Middle seat was empty

The delay. No food. No apologies

LGA
MIA
Mediocre 3.6

Flight Very late , when departure already at night Uncomfortable seats $45 for a bag and I have drop it off myself after pay

ORD
PDX
Excellent 10.0

The crew was nice and fun

MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

Wed, Apr 11
ORD
PDX
17h 26m
Mon, Apr 16
PDX
ORD
18h 26m
Trip: 6 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
LGA
MIA
Mediocre 3.6

Flight Very late , when departure already at night Uncomfortable seats $45 for a bag and I have drop it off myself after pay

ORD
PDX
Excellent 8.0

Not a full flight so I had the whole row and it had plenty of leg space. Overall smooth process.

Charging for picking a seat and carry on luggage is ridiculous.

ORD
PDX
Okay 4.0

Middle seat was empty

The delay. No food. No apologies

ORD
PDX
Good 6.0

New Planes.

Flight was 55 minutes late to board.

MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

Fri, Mar 23
ORD
PDX
4h 32m
Sat, Mar 31
PDX
ORD
3h 50m
Trip: 9 days
9.2ExcellentShow reviews
Overall 9.2 Excellent
Based on 46 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.8
Food
8.0
ORD
PDX
Excellent 10.0

check in at ohare was super easy. Also no security line. Friendly Staff.

After push back we waited for about half an hour before we moved to the runway.

ORD
PDX
Excellent 10.0

LOVE the free WiFi for messaging.

ORD
PDX
Excellent 9.6

Crew was very helpful and entertaining. We left about 5 minutes late yet arrived early. 2 rounds of drink service and cookies for about a four hour flight. Tablets available for rent as well as wifi. Would fly Alaska Airlines again

ORD
PDX
Excellent 8.0

Flight crew

Delay

ORD
PDX
Excellent 10.0

Flight on time. Great service

Sun, Nov 19
ORD
PDX
15h 17m
Thu, Nov 23
PDX
ORD
18h 50m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
ORD
PDX
8h 46m
Sun, Jan 28
PDX
ORD
21h 08m
Trip: 5 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 9 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
ORD
Okay 5.3

Low cost

They make you pay for everything. Even peanuts. No entertainment.

ORD
PDX
Excellent 10.0

The crew was nice and fun

ORD
PDX
Good 6.0

New Planes.

Flight was 55 minutes late to board.

ORD
PDX
Mediocre 3.6

Extra fees for everything. Worst seats on any plane flown. Delayed with no explanation.

PHL
MIA
Excellent 10.0

Same as all the other airlines in my opinion. Just way more afreoadable.

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