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PDX - ORD

$51 Find cheap flights from Portland to Chicago O'Hare Intl Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to O'Hare Intl departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Chicago.
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals from Portland to O'Hare Intl (PDX-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:30 pm - 5:20 amPDX-ORD
3h 50mnonstop
8:26 pm - 10:53 pmORD-PDX
4h 27mnonstop
$105Spirit Airlines
Find Deal
Sat, Jun 1 - Wed, Jun 5
11:30 pm - 5:20 amPDX-ORD
3h 50mnonstop
8:00 pm - 10:30 pmORD-PDX
4h 30mnonstop
$107Spirit Airlines
Find Deal
Wed, May 8 - Wed, May 15
11:30 pm - 5:20 amPDX-ORD
3h 50mnonstop
8:00 pm - 10:30 pmORD-PDX
4h 30mnonstop
$114Spirit Airlines
Find Deal
Wed, May 8 - Sat, May 18
12:59 am - 12:56 amPDX-ORD
21h 57m1 stop
7:59 pm - 7:20 pmORD-PDX
25h 21m2 stops
$121Frontier
Find Deal
Mon, May 13 - Tue, May 21
4:00 pm - 5:00 amPDX-ORD
11h 00m2 stops
7:59 pm - 12:21 pmORD-PDX
18h 22m1 stop
$125Frontier
Find Deal
Sat, May 18 - Mon, May 20
11:55 pm - 6:00 amPDX-ORD
4h 05mnonstop
8:24 pm - 10:49 pmORD-PDX
4h 25mnonstop
$179American Airlines
Find Deal
Tue, Jul 2 - Tue, Jul 9
12:15 am - 6:13 amPDX-ORD
3h 58mnonstop
7:10 am - 9:38 amORD-PDX
4h 28mnonstop
$188United Airlines
Find Deal
Fri, Jun 7 - Tue, Jun 11
11:55 pm - 6:00 amPDX-ORD
4h 05mnonstop
8:30 pm - 10:58 pmORD-PDX
4h 28mnonstop
$199American Airlines
Find Deal
Thu, Jun 6 - Tue, Jun 11
11:28 pm - 5:30 amPDX-ORD
4h 02mnonstop
7:00 am - 9:30 amORD-PDX
4h 30mnonstop
$219Alaska Airlines
Find Deal
Mon, Aug 26 - Fri, Aug 30
10:24 pm - 4:45 amPDX-ORD
4h 21mnonstop
8:35 am - 11:09 amORD-PDX
4h 34mnonstop
$266Alaska Airlines
Find Deal
Wed, May 8 - Tue, May 14

Flights from Portland to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Portland to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Portland to Chicago O'Hare Airport?

The average price of all flights from Portland to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Portland to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Portland to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Portland to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Portland to Chicago O'Hare Intl Airport is January, where tickets cost $317 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $498 and $468 respectively.

How far in advance should I book a flight from Portland to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Portland to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Portland to Chicago O'Hare Intl Airport, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 86 days before departure.

Which airlines provide the cheapest flights from Portland to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Spirit Airlines ($51) and Frontier ($64). The cheapest round-trip tickets were found on Spirit Airlines ($105) and Frontier ($121).

Which airlines fly most frequently between Portland and Chicago O'Hare Airport?

United Airlines connects Portland to Chicago O'Hare Airport with up to 5 flights per day. Alaska Airlines also offers 2 flights per day, while American Airlines follows with 2 flights per day.

Which airlines fly non-stop between Portland and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Portland to Chicago O'Hare Intl Airport.
There are 4 airlines that fly nonstop from Portland to Chicago O'Hare Intl Airport. They are: Alaska Airlines, American Airlines, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $113 for a one-way flight. On average, the best prices for this route can be found at Spirit Airlines.

How many flights are there between Portland and Chicago O'Hare Intl Airport per day?

Each day, there are between 8 and 13 nonstop flights that take off from Portland and land in Chicago O'Hare Intl Airport, with an average flight time of 4h 04m. The most common departure time is 11:00 pm and most flights take off at night. Each week, there are 73 flights. The most frequent day of departure is Friday, when 18% of all weekly flights depart. The fewest flights depart on a Tuesday.

Which cabin class options are there for flights between Portland and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Portland to Chicago O'Hare Airport take?

Nonstop flights from Portland generally make it to Chicago O'Hare Airport in 3h 50m. The flying distance between the two cities is 1,733 miles.

What’s the earliest departure time from Portland to Chicago O'Hare Airport?

Early birds can take the earliest flight from Portland at 12:08 am and will be landing in Chicago O'Hare Intl Airport at 6:13 am.

What’s the latest departure time from Portland to Chicago O'Hare Airport?

If you prefer to fly at night, the latest flight from Portland to Chicago O'Hare Intl Airport jets off at 11:59 pm and lands at 6:05 am.

Good to know

Low season

February

High season

July

Cheapest flight

$51
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Portland to Chicago O'Hare Airport

When to book flights from Portland to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Portland to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Portland to Chicago O'Hare Airport flights

  • How do I get from downtown Portland to PDX?

    Downtown Portland is approximately 30min away from the airport when there's no traffic, and you can take a taxi or use ride-sharing applications like Free2Move, Zipcar, and Turo to get a ride to the airport. You can use other public transport means to get to the airport. Examples include buses, street cars, and MAX light rail service.

  • What is the most convenient way to get to the city center in Chicago from ORD?

    There are various ways to get downtown from ORD. You can use Uber or taxis, book a private transfer, use train services or use public transportation such as a bus or shuttle that departs from the airport every 10 to 15min taking people to Chicago's downtown. Another way includes the Go Airport shuttle, which offers direct transportation to downtown.

  • Are there on-site hotels at ORD?

    Yes, there are various on-site hotels in the airport, like Hilton Chicago O'Hare, that are directly opposite terminals 1, 2, and 3. Some flight delays occur, and you can find yourself arriving in Chicago late. You can book a room in the airport hotels, and you won't have to worry about how you can get to downtown Chicago in the darker hours.

  • Where can you wait for your flight at PDX?

    PDX has several lounges where you can relax while waiting for your flight departure time. Some lounges include Alaska, located in concourse C across from the C5 gate, and Henry's Tavern, found in suite C2192. The lounges are only accessible to adults when they arrive earlier than the departure time or if the flight is delayed for a few hours.

  • What is the cheapest flight from Portland to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Portland to Chicago O'Hare Intl Airport was $51 for a one-way ticket and $105 for a round-trip.

  • Do I need a passport to fly between Portland and Chicago O'Hare Airport?

    No, a passport isn't needed to fly from Portland to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Portland to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Portland. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Portland to Chicago O'Hare Airport?

    All the following airlines offer inflight Wi-Fi service on the Portland to Chicago O'Hare Airport flight route: American Airlines, Alaska Airlines, Delta, Virgin Atlantic, JetBlue, Air France, and KLM.

  • Which aircraft models fly most regularly from Portland to Chicago O'Hare Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Portland to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Portland to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Portland and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Portland to Chicago O'Hare Airport?

    There are nonstop flights from Portland to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Portland to Chicago, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Portland to Chicago are Alaska Airlines and Delta. With an average price for the route of $351 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $388 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Portland to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Portland with another airline. Booking your flights between Portland and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from PDX to Chicago O'Hare Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $194 or less one-way and $399 or less round-trip.
  • Are you planning to travel to Chicago on a business trip from Portland International Airport (PDX)? If you do, ensure you are at Portland airport at least 2h before departure time. Early airport arrival gives you enough time to pass the security checkpoints and find the right terminal for your flight.
  • When you drive to the PDX airport when leaving for Chicago, you can consider whether you want long-term or short-term parking. Long-term parking is within walking distance of the terminal entrance, while short-term parking can be found at each terminal entrance.
  • If you wish to travel with your pet or any other animal, you can consult with the airline you are using about their pet rules. Also, PDX offers pet relief areas inside and outside the terminals. They are located at concourse C opposite Alaska Lounge and concourse D across from gate D5.
  • You can keep your mind busy during the flight by engaging in activities like streaming movies and TV shows because some airlines offer free entertainment on board. Some of the airlines like American and Alaska offer Wi-Fi services during long-distance travel.
  • If you need to pick up a rental car at Chicago O'Hare Airport (ORD), you can find car rental centers within the airport. One of them is Avis, where you can follow signs to the lower baggage claim level where the exit for Avis car buses is found. You can board the shuttle that takes you to the car rental customer service a few kilometers from the terminal. Other companies include Budget, Hertz, and Enterprise Rent-a-car.
See more tips

Prefer to fly non-stop from Portland to Chicago O'Hare Airport?

Find which airlines fly direct from Portland to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

Portland to Chicago O'Hare Intl

Monday

Air Canada, Alaska Airlines, American Airlines, +10 more

Air Canada, Alaska Airlines, +11 more

Tuesday

Air Canada, Alaska Airlines, American Airlines, +10 more

Air Canada, Alaska Airlines, +11 more

Wednesday

Air Canada, Alaska Airlines, American Airlines, +11 more

Air Canada, Alaska Airlines, +12 more

Thursday

Air Canada, Alaska Airlines, American Airlines, +10 more

Air Canada, Alaska Airlines, +11 more

Friday

Air Canada, Alaska Airlines, American Airlines, +11 more

Air Canada, Alaska Airlines, +12 more

Saturday

Air Canada, Alaska Airlines, American Airlines, +11 more

Air Canada, Alaska Airlines, +12 more

Sunday

Air Canada, Alaska Airlines, American Airlines, +11 more

Air Canada, Alaska Airlines, +12 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Portland

Monday

Air Canada, Alaska Airlines, American Airlines, +8 more

Air Canada, Alaska Airlines, +9 more

Tuesday

Air Canada, Alaska Airlines, American Airlines, +8 more

Air Canada, Alaska Airlines, +9 more

Wednesday

Air Canada, Alaska Airlines, American Airlines, +10 more

Air Canada, Alaska Airlines, +11 more

Thursday

Air Canada, Alaska Airlines, American Airlines, +8 more

Air Canada, Alaska Airlines, +9 more

Friday

Air Canada, Alaska Airlines, American Airlines, +9 more

Air Canada, Alaska Airlines, +10 more

Saturday

Air Canada, Alaska Airlines, American Airlines, +9 more

Air Canada, Alaska Airlines, +10 more

Sunday

Air Canada, Alaska Airlines, American Airlines, +9 more

Air Canada, Alaska Airlines, +10 more

See more direct flights
See more direct flights

Top 5 airlines serving from Portland to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Portland to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9110 reviews
7.9comfort
8.2boarding
8.6crew
7.3food
7.3entertainment
Airline reviews

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

10.0 ExcellentAnonymous, Apr 2024PDX - OAK
Read more about Alaska Airlines reviews

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

dont re-route to San Jose. Re-route to closer airport. Provide shuttle bus to go to SFO, not just LYFT vouchers.

Staff seemed genuinely nice, not just going through the motions.

I would have rated the entire experience much better were it not for two things: 1. There was inconsistency between what we were told once on the plane vs. the answer I received to the question about "spreading out" from our assigned seats because the flight was sparsely populated, and the entire row we were in was empty but for us. I asked about one of us moving over one seat to make more room for us; before getting on the plane, I was told we could, which seemed like a sensible answer. Once on the plane, it was announced that we needed to stay in our assigned seats despite all of the empty space in our row, which seemed unneccessarily restrictive. 2. To add to the discomfort, we sat on the tarmac once the plane landed in Burbank for over half an hour waiting for a gate to become available. During that time we had to remain seated and buckled in, which was becoming more difficult as time dragged on, especially for my wife. If all of this was due to regulations, that may mitigate the sense of "needless" restriction somewhat, but it points to a need to make regulations less restrictive where it is not appropriate for the current conditions. The crew was not "nasty" about the restrictions, so I do not resent their actions, but it certainly would have been a much more pleasant flight if we had a few more options when it comes to comfort.

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

The seat side plug ins didn’t work in my row, and I ran out of things to do since my iPad and iPhone ran out of juice. The flight attendant offered me a free drink but I don’t drink. I suggested a free snack box instead and she just shrugged and walked off. Why do us non-drinkers get the short end of the stick?

Flight left two hours late with no real explanation and they inexplicably had the heat running on the flight as well

I like Alaska Air fine. Great crew. Late departure still arrived on time.

Plane delayed, emergency light on so we couldn’t board- further delayed, had to sit on run way for an hour for other plane priority

I missed my flight and was not able to rebook. I switched to jet blue for a same day flight. Both legs were cancelled. Unacceptable.

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Okay, cost of baggage and bidding for a seat is weird.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

Book cheap flights from Portland to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Portland to Chicago found on KAYAK in the last 72 hours.
5/25Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
$51
5/8Wed
nonstopSpirit Airlines
3h 50mPDX-ORD
$54
7/2Tue
nonstopAlaska Airlines
4h 04mPDX-ORD
$90
5/28Tue
nonstopAlaska Airlines
4h 05mPDX-ORD
$99
5/25Sat
1 stopDelta
7h 35mPDX-ORD
$108
6/23Sun
nonstopAmerican Airlines
4h 05mPDX-ORD
$110
5/23Thu
1 stopAmerican Airlines
8h 03mPDX-ORD
$119
7/1Mon
nonstopUnited Airlines
3h 57mPDX-ORD
$130
6/10Mon
nonstopUnited Airlines
3h 58mPDX-ORD
$135
5/17Fri
1 stopDelta
7h 51mPDX-ORD
$139

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Last minute flights from Portland to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Portland to Chicago that are departing in the next 10 days.
4/28Sun
multi-stopFrontier
21h 57mPDX-ORD
5/7Tue
multi-stopFrontier
7h 32mORD-PDX
$179
4/29Mon
multi-stopFrontier
11h 13mPDX-ORD
5/6Mon
multi-stopFrontier
7h 32mORD-PDX
$181
4/29Mon
multi-stopSpirit Airlines
19h 09mPDX-ORD
5/6Mon
multi-stopSpirit Airlines
19h 05mORD-PDX
$253
4/29Mon
multi-stopSpirit Airlines
24h 53mPDX-ORD
5/6Mon
multi-stopSpirit Airlines
19h 05mORD-PDX
$275
4/29Mon
nonstopAlaska Airlines
4h 21mPDX-ORD
5/1Wed
nonstopAlaska Airlines
4h 34mORD-PDX
$487
4/29Mon
multi-stopAlaska Airlines
7h 00mPDX-ORD
5/1Wed
nonstopAlaska Airlines
4h 34mORD-PDX
$496
4/26Fri
nonstopUnited Airlines
4h 02mPDX-ORD
4/26Fri
multi-stopUnited Airlines
23h 37mORD-PDX
$578
4/28Sun
multi-stopUnited Airlines
10h 09mPDX-ORD
4/28Sun
nonstopUnited Airlines
4h 36mORD-PDX
$589
4/27Sat
nonstopAmerican Airlines
3h 58mPDX-ORD
4/30Tue
nonstopAmerican Airlines
4h 31mORD-PDX
$591
4/27Sat
nonstopAmerican Airlines
3h 58mPDX-ORD
4/30Tue
multi-stopAmerican Airlines
8h 04mORD-PDX
$599

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Portland - Chicago O'Hare Airport Flights

Departure:

Portland (PDX)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Portland

Cabin classes:

$554
$604
$811
$209