Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

PDX - ORD

Find cheap flights from Portland to Chicago O'Hare Airport from $70

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 4/23. 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
Sun 4/28
Sun 5/5

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 46,342,885 times on KAYAK, and here is why:

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Portland to O'Hare Intl

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
12:59 am - 12:56 amPDX-ORD
21h 57m1 stop
6:27 pm - 11:59 pmORD-PDX
7h 32m1 stop
$121Frontier
Find Deal
Mon, Apr 15 - Wed, Apr 24
12:59 am - 12:56 amPDX-ORD
21h 57m1 stop
6:27 pm - 11:59 pmORD-PDX
7h 32m1 stop
$124Frontier
Find Deal
Mon, Apr 15 - Wed, Apr 24
12:59 am - 12:56 amPDX-ORD
21h 57m1 stop
6:27 pm - 11:59 pmORD-PDX
7h 32m1 stop
$127Frontier
Find Deal
Tue, Apr 16 - Sat, Apr 20
12:59 am - 12:56 amPDX-ORD
21h 57m1 stop
6:27 pm - 11:59 pmORD-PDX
7h 32m1 stop
$130Frontier
Find Deal
Mon, Apr 15 - Sat, Apr 20
11:30 pm - 5:20 amPDX-ORD
3h 50mnonstop
8:00 pm - 10:30 pmORD-PDX
4h 30mnonstop
$188Spirit Airlines
Find Deal
Sun, May 26 - Thu, May 30
11:30 pm - 5:20 amPDX-ORD
3h 50mnonstop
8:00 pm - 10:30 pmORD-PDX
4h 30mnonstop
$190Spirit Airlines
Find Deal
Sat, May 11 - Wed, May 15
12:09 pm - 6:19 pmPDX-ORD
4h 10mnonstop
8:35 am - 11:09 amORD-PDX
4h 34mnonstop
$219Alaska Airlines
Find Deal
Sat, Apr 20 - Tue, Apr 23
12:09 pm - 6:19 pmPDX-ORD
4h 10mnonstop
8:00 am - 8:42 pmORD-PDX
14h 42m1 stop
$220Alaska Airlines
Find Deal
Sat, Apr 20 - Wed, Apr 24
1:32 pm - 7:30 pmPDX-ORD
3h 58mnonstop
10:00 am - 12:31 pmORD-PDX
4h 31mnonstop
$295American Airlines
Find Deal
Sat, Apr 13 - Sat, Apr 20
12:20 am - 6:18 amPDX-ORD
3h 58mnonstop
4:09 pm - 10:28 pmORD-PDX
8h 19m1 stop
$296United Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20

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 Sundays 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 Frontier ($70) and Spirit Airlines ($95). The cheapest round-trip tickets were found on Frontier ($121) and Spirit Airlines ($188).

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

United Airlines connects Portland to Chicago O'Hare Airport up to 4 flights per day, followed by Alaska Airlines (2 flights per day), and American Airlines (one flight 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 3 airlines that fly nonstop from Portland to Chicago O'Hare Intl Airport. They are: Alaska Airlines, American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Alaska Airlines at $149 for a one-way flight. On average, the best prices for this route can be found at Alaska Airlines.

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

Each day, there are between 6 and 10 nonstop flights that take off from Portland and land in Chicago O'Hare Intl Airport, with an average flight time of 4h 06m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 53 flights. The most frequent day of departure is Monday, when 19% of all weekly flights depart. The fewest flights depart on a Saturday.

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 7:00 am and will be landing in Chicago O'Hare Intl Airport at 1:02 pm.

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

$70
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 $70 for a one-way ticket and $121 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, Virgin Atlantic, Delta, JetBlue, and Air Canada.

  • 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 $358 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $387 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 $230 or less one-way and $443 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, +11 more

Air Canada, Alaska Airlines, +12 more

Tuesday

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

Air Canada, Alaska Airlines, +12 more

Wednesday

Air Canada, Alaska Airlines, American Airlines, +12 more

Air Canada, Alaska Airlines, +13 more

Thursday

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

Air Canada, Alaska Airlines, +12 more

Friday

Air Canada, Alaska Airlines, American Airlines, +12 more

Air Canada, Alaska Airlines, +13 more

Saturday

Air Canada, Alaska Airlines, American Airlines, +12 more

Air Canada, Alaska Airlines, +13 more

Sunday

Air Canada, Alaska Airlines, American Airlines, +12 more

Air Canada, Alaska Airlines, +13 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, +9 more

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

Air Canada, Alaska Airlines, +11 more

See more direct flights
See more direct flights

Top 5 airlines serving from Portland to O'Hare Intl

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 KAYAK reviews.
8.1
Alaska AirlinesOverall score based on 9116 reviews
79comfort
82boarding
86crew
81overall
74entertainment
73food
Airline reviews

They misplaced our 1 bag and that messed up our reservation for the following day of fun and we paid extra 100 for the bag. Not fun

Read more about Alaska Airlines

They misplaced our 1 bag and that messed up our reservation for the following day of fun and we paid extra 100 for the bag. Not fun

One of their flight attendants made a rude comment as I deboarded the plane. Definitely won’t be flying with them again.

Very below what I expect from Alaska/ On Feb 19, my foight JFK to Portland Flight was three and a half hours late leaving JFK (NOT due to weatherat departure or destination) In addition to losing this time, I then had to take a taxi home, rather than public tranist due to the late hour. This added $45 to the cost of the trip.

No seat assignment on boarding pass. Led to unnecessary confusion.

Not fond of smaller planes ( no737 avail ) Weather was some what of a factor (Bumpy)

Attendants came through aisles several times to ask what they could bring to us and if we cared to have anything else. And they said it sincerely not as if they had to ask.

Every one of the people at Alaska Airlines were helpful and kind. My complaints are systemic in the industry - small seats, tiny packages of pretzels (why bother?), and a general shabbiness that I attribute to the lion’s share of their profits going to execs and investors instead of building a better business.

Very good. Landed on time got luggage in a timely manner.

They canceled our flight for 2 days. 8 hour wait each day to reschedule flights. Everytime we reschedule it would get cancelled within a few hours. We were stuck in Portland for 2 extra days with nowhere to stay. Horrible experience. I want a full refund and I want retribution for our troubles. I am extremely upset with my experience. They finally got us on a flight with Hawaiian airlines.

The flight was fine. It was right Ning a little late.

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

I didn’t not like that I could not select my seat and ended up with the worse seat.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

Inflight entertainment stopped working as we taxi to runway and never worked again until landing and taxi to gate. Grrrr

Had to run to make it only to have the flight delayed to wait for all the late connectors Second drink service skipped up

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

MSP to Atlanta was much better than Atlanta to St. Kitts. Paid $180 each for myself and wife for Delta comfort from Atlanta to St. Kitts. Seats were more narrow and obviously old and worn out. Tailbone is killing me. Seat would not recline. Seats behind reclined and we were not an exit row or in front of an exit row. Entertainment did not work in that the movie jumped forward and back and there was no audio. The plug in the arm rest was loose. Flight attendant tried “resetting” the video for my seat but no good. She never checked back. Someone else near me had the same issue. Touch screen was unresponsive. No where near as comfortable as MSP to Atlanta flight. 3 plus hrs. flight time without the basic amenities and not even remotely close to comfortable but paid for Comfort plus. I will be very disappointed if I have the same on my return “Comfort Plus” flight St. Kitts to Atlanta. At the very least my wife and I should be refunded for round trip “Comfort Plus” charges. Please feel free to contact me directly for more details.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

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.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

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.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

Despite a bumpy flight the pilot was great. The rest of the crew on the other hand couldn’t care less if a passenger would colapse and die. Horrible service, robot like, lifeless…

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

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...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

We waited an hour to get off of the plane

My luggage was drag on ground brand new when I got was dusty damage

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.
4/23Tue
1 stopFrontier
11h 19mPDX-ORD
$70
4/15Mon
1 stopFrontier
21h 57mPDX-ORD
$74
5/9Thu
nonstopSpirit Airlines
3h 50mPDX-ORD
$95
5/8Wed
nonstopSpirit Airlines
3h 50mPDX-ORD
$96
4/27Sat
nonstopAlaska Airlines
4h 10mPDX-ORD
$99
4/19Fri
1 stopAmerican Airlines
8h 39mPDX-ORD
$139
6/4Tue
nonstopUnited Airlines
3h 58mPDX-ORD
$144
4/25Thu
nonstopUnited Airlines
4h 06mPDX-ORD
$149
7/23Tue
1 stopAmerican Airlines
7h 55mPDX-ORD
$161
4/25Thu
nonstopAlaska Airlines
4h 21mPDX-ORD
$169

Search by stops

Search by airline

Search by price

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.
4/3Wed
multi-stop
22h 48mPDX-ORD
4/8Mon
multi-stop
25h 59mORD-PDX
$398
4/3Wed
multi-stop
20h 27mPDX-ORD
4/4Thu
multi-stop
10h 55mORD-PDX
$408
4/1Mon
multi-stopSpirit Airlines
9h 26mPDX-ORD
4/6Sat
multi-stopSpirit Airlines
15h 38mORD-PDX
$547
4/2Tue
multi-stopSpirit Airlines
6h 47mPDX-ORD
4/3Wed
multi-stopSpirit Airlines
27h 42mORD-PDX
$591
4/2Tue
multi-stopUnited Airlines
9h 41mPDX-ORD
4/2Tue
nonstopUnited Airlines
4h 36mORD-PDX
$592
4/2Tue
multi-stopUnited Airlines
30h 14mPDX-ORD
4/3Wed
nonstopUnited Airlines
4h 29mORD-PDX
$594
4/3Wed
multi-stopDelta
6h 16mPDX-ORD
4/14Sun
multi-stopDelta
6h 28mORD-PDX
$720
3/31Sun
nonstopAlaska Airlines
4h 06mPDX-ORD
4/7Sun
multi-stopAlaska Airlines
12h 59mORD-PDX
$813
4/1Mon
multi-stopAlaska Airlines
8h 10mPDX-ORD
4/3Wed
nonstopAlaska Airlines
4h 37mORD-PDX
$842
4/3Wed
multi-stopDelta
6h 16mPDX-ORD
4/7Sun
multi-stopDelta
6h 29mORD-PDX
$852

Search by stops

Search by airline

Search by price

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:

$932
$1,034
$739
$266