Find cheap flights from Chicago O'Hare Airport to Portland

ORD - PWM

Find cheap flights from Chicago O'Hare Airport to Portland

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Chicago (ORD)
Portland
Thu 4/15
Thu 4/22
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Good to know

Low season

AugustBest time to beat the crowds with an average 45% drop in price.

High season

NovemberMost popular time to fly with an average 19% increase in price.

Average price round-trip

$372(avg. price over the last 2 weeks)

Good deal round-trip

$213or less

Good deal one-way

$198or less

Book cheap flights from Chicago O'Hare Airport to Portland

When to book flights from Chicago O'Hare Airport to Portland

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $213 or less round-trip.
  • The cheapest flight from Chicago O'Hare Airport to Portland was found 89 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be October, November and December. The cheapest month to fly is August.
  • Morning departure is around 5% cheaper 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 Airport to Portland flights

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Top 4 airlines serving Chicago O'Hare Intl to Portland

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,157 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"

Pros: "Delta flight took extra precaution to keep all passengers safe before during and after the flight. They communicate effectively during the flight. I will be flying Delta again and again."
Cons: "The trip was great"

Pros: "The crew very professional. My flight was on time."

Cons: "We arrived around 39 minutes early and the whole process was very smooth"

Pros: "Crew was friendly, seats really comfortable!"
Cons: "Headphones sold for $ 2. Headphones preferably free"

Pros: "Crew was attentive and accommodating."
Cons: "Gates switched 3 times and all bags had to be checked because of a small aging plane."

Pros: "Calm and safe, just like I like it."

Cons: "The carrots were hard and the bread was cold."

Cons: "I would ask that the gate does not share in detail reason for delay in seat assignment is related to getting a family sitting together when the basic rules should apply unilaterally."

Pros: "All good."
Cons: "Price"

Pros: "The flight was on time, the crew was pleasant and looked like they enjoyed working in the air."
Cons: "Our second time on a 787 Dreamliner across the Atlantic as about the same as the the first. The seat pitch is very tight so when a passenger reclines into the next row the seatback nearly touches your face. The Dreamliner seats seem to be very hard and it's difficult to get comfortable."

Cons: "No AC for an hour before takeoff - very uncomfortable. Audio for tv did not work."

Cons: "Flight was delayed a bit due to a couple passenger booking/misc issues. 1st class didn’t get gate bevfood service. Oven was busted so my meal wasn’t available. Entertainment console had all channels functional except — not really an issue I just really wanted to have ESPN playing in the background"

Pros: "Son got wings, so was happy."
Cons: "No entertainment."

Cons: "It was late"

Cons: "Seat assignment for me and my traveling companion was done at gate. We had to sit in 2 different rows."

Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."

Cons: "Notify the delay quickly"

Pros: "Helpful"
Cons: "More print media to read on"

Pros: "Crew was great."
Cons: "Couldn’t hear/understand the pilot"

Pros: "Flight attendant in first class was amazing."

Pros: "The boarding was fast and very well handled."

Cons: "My flight from Chicago was two hours late and that's why I missed the flight from Atlanta to Buenos Aires. No one helped and did not know that the flight was delayed and I had to find a place to sleep. I'm not satisfied with the experience and I have not yet arrived in Argentina because of the whole"

Cons: "Plane was way too hot and stuffy, wasn't until about 20 min into flight before started to cool down."

Cons: "It was delayed"

Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."

Cons: "Ran out of snacks by the time they got to my row"

Pros: "There was a bit of a mixup in boarding the plane but otherwise the flight was good. There was no entertainment system on this short flight. The flight attendants were very pleasant & efficient. They only served snacks on this short flight but were very good at ensuring everyone had at least one or more beverages. The premium seats were very comfortable ."

Pros: "Short flight"
Cons: "Flight attendant was not willing to go above and beyond as he stated he would. My husband asked for a coke and the flight attendant told him he could only get water."

Pros: "It was a smooth boarding, flight and exit out of the plane."

Pros: "Snacks, cleanliness and crew"
Cons: "N/A"

Cons: "From the begging they changed the flights for something totally different. It was a 14 hour trip. Awful"

Pros: "Nothing"
Cons: "They take them forever to find me another fly ,make miss my other fly, my work my time and my sleep"

Pros: "It was a normal flight as well expected."

Pros: "I was with my friend"
Cons: "Delayed 12+ hours"

Pros: "I was given a complimentary upgrade."

Pros: "The crew and pilot were absolutely amazing."
Cons: "This is my 3rd delta flight in a row that has been delayed. I understand these things happen, just extremely frustrating."

Cons: "It takes time and worries to find the air train and Aeroflot registration."

Pros: "The service was amazing , the staff was honestly friendly and nice"

Pros: "Great service, nice agent friendly"

Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"

Cons: "Layover"

Pros: "Short flight"
Cons: "Too cold Not friendly boarding agent"

Cons: "All was well"

Cons: "Had a death in the family and no one would help me get back home"

Pros: "The movie I watched was pleasant, although I had trouble hearing it because of the situation described below."
Cons: "There was a family seated behind us with several crying, loud children. We were miserable. Even my headphones with a Mozart sonata cranked up to loud did little to mask the noise. Probably not Dela'a fault, but the crew did nothing to mitigate the problem."

Cons: "Plane was sat broken at gate and needed part to be flown in. 150 minutes delayed. Not acceptable."

Pros: "I missed my flight for the first time and I was having a complete meltdown at the check in desk until the sweetest agent said "oh no worries sweetheart, let's find you another flight back home"... It seems so simple but with the morning I had, this simple act had me in tears! The kindness and patience she showed me was amazing and definitely the reason I will always fly Delta to any and every destination they are able to take me! <3"

Pros: "Nothing"
Cons: "Poor hospitality by alaska airline staff, especially by MrPavel at gate H4, 01nov2016, prior boarding around 0730am"

Pros: "The airplale MD 80 are old"

Pros: "mango juice and soft blankets"
Cons: "too much time between meals"

Pros: "Clean environment of the terminals and the speed of the shuttle."
Cons: "no comment."

Pros: "It took off on time and life was good."

Pros: "Flights were on time. Airport was clean."

Pros: "Great service!"

Pros: "Everything"

Cons: "Same as previous response."

Pros: "The entertainment was amazing"
Cons: "We were delayed multiple times and landed extremely late"

Pros: "Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!"
Cons: "No complaints here!"

Pros: "Almost always on time, captain keeps us updated, friendly airline staff"
Cons: "Nothing"

Pros: "On time"

Pros: "Everyone was polite, helpful, and courteous."

Pros: "There were too many gate changes ."

Pros: "I like that they have complimentary snacks"

Cons: "Delay boarding and then dropped us off at a remote runway and had to wait 45 minutes for a bus to main terminal!"

Pros: "Nothing"
Cons: "4 hora de retraso ni una cortesía empleados bien carnepuercos"

Pros: "Price space, time"
Cons: "Waiting.. but better to be early than late"

Pros: "Everything was pretty decent.. Best part was the price.. Boarding was good staff was good"
Cons: "Wasn't enough room.. kind of tight.. Couple more inches all around would have been perfect though"

Pros: "Ease of travel"

Pros: "Everything"
Cons: "No dislikes"

Pros: "No complaints"

Pros: "N/A"
Cons: "The flights were delayed multiple times. No communication at your gates. Oh and I think my favorite was changing terminals and gates 5 TIMES within 1 hour at DFW! RIDICULOUS AND UNACCEPTABLE. NEVER AGAIN!"

Pros: "All personnel where polite,helpful, and respectful. Greg to have wifi and power chargers."
Cons: "There was no real entertainment on the screens. No movies."

Pros: "Everybody was nice my ride was comfortable and they treat me with respect"
Cons: "I like everything"

Pros: "On time."

Cons: "1 hour late. And when the pilot made announcements during the movie it would not pause. We missed parts of the movie. It was annoying."

Pros: "very good no problems.."
Cons: "all good thanks much"

Cons: "Delayed"

Pros: "The ride was smooth the airplane was the food was OK the stewardess were kind"
Cons: "The ride was smooth the airplane was the food was OK the stewardess were kind"

Pros: "Nothing"
Cons: "Constant delays and cancellenations"

Pros: "Smooth, simple and easy process. Over good experience."
Cons: "I got nothing here."

Cons: "Same as above but I missed a whole day with my relatives at the lake :("

Pros: "The movies"
Cons: "Everything else"

Pros: "That I got a soda"
Cons: "Delayed at Ohare by an hour. Sitting on the Tarmac for a half hour in Reagan, waiting for a gate. This was our leg back to DC, after our leg to Chicago four days previously. On that trip I did a review and gave the whole trip a 1 out of 5 stars. That trip was the trip from hell, with delays, waiting on the Tarmac, deplaning, almost cancelled, more waiting on the Tarmac, wheels up in Reagan, wheels down in ORD, and then more Tarmac waiting for a gate. So I was already more than perturbed when this trip had similar outcomes."

Pros: "Love bed it! Would recommend to family/friends"

Pros: "Smooth trip"
Cons: "Delay delay delay on the flights"

Pros: "I loved the entertainment options"
Cons: "I did not like"

Pros: "It was a good nice ride. The employee was nice."

Cons: "No AC or USB charging ports, no individual entertainment screens."

Cons: "We wait to long for the connection"

Pros: "Rough landing"

Pros: "Everyone was friendly and helpful"

Pros: "Price no delays"
Cons: "Nothing"

Cons: "Out of certain food items that should have been available"

Pros: "The chairs where comfortable and there was a free movie"
Cons: "The sound for the movie didn't work, the atenders dI'd not do any thing tI make uo for it. There was no complimentary snack. Loading on was a mess, not organized well."

Pros: "Everything"
Cons: "Nothing"

Pros: "We had a small technical glitch and the pilot kept us updated. Nothing is more difficult than not knowing what is going on."

Cons: "Horrible delays and many gate changes"

Cons: "There's no room for non skinny people. It was awful"

Pros: "Efficient"
Cons: "Free wifi"

Pros: "One attendant did it all. And very well. Impressive."
Cons: "More snack options."

Pros: "A FUN HAPPY TIME AS THE CHAPS WHO SAT EITHER SIDE OF ME WERE CHATTY AND HUMOROUS - THEY WERE HAPPY THAT COLUMBUS DAY WAS TO BE CELEBRATED THIS PAST MONDAY AND WHEN I TOLD THEM I WAS TO CELEBRATE CANADIAN THANKSGIVING WITH MY SON AND HIS AMERICAN WIFE AND THEIR 2 CHILDREN - WELL LET'S JUST SAY THE 3 HOURS OF THE FLIGHT FLEW BY. SMILE"

Pros: "Flight attendant noticed my husbands t-shirt from Galveston and talked briefly about it. Smooth flight."
Cons: "Since it was a smaller plane the seating room was tight."

Pros: "Our connecting flight was more comfortable than flight from San Francisco"
Cons: "Delay because of change of plane and 3 gate changes"

Pros: "The service since I am handicap"

Pros: "I wish I would have caught her name but the staff member at the boarding gate was fabulous! She is someone I would want representing my company."
Cons: "The wafer served with the beverage & my seat assignment stunk."

Pros: "I had no complications before/during this flight. It was as if the air travel angels were smiling down on me, making little decisions like, "Sure. Give her that rare luxury of having no one sitting beside her... twice in a row. And toss in not one, but two of those United Airlines cookies." (Those cookies are sooooo good.) Really, at the moment, I can think of nothing anyone could've done any better."
Cons: "N/A"

Cons: "Same as above"

Cons: "Tv was subpar"

Pros: "The directTV was great."

Pros: "Loved the Great Falls airport!! Who goes to an airport that has leather couches that you can lay down on and take a quick nap!! Beautiful airport!!"

Cons: "You are required to pay to watch the tv. It's free with Delta."

Pros: "Excellent all the way!"
Cons: "It took about 30 minutes to get luggage in Atlanta"

Pros: "easy transfer"
Cons: "had to transfer"

Cons: "Left about 15 minutes late."

Pros: "same as above"
Cons: "same as above"

Pros: "ontime"
Cons: "At least one check-in baggage should be free for the price."

Pros: "Overall service."
Cons: "Impolite Lady Gate Agent."

Cons: "Too cramped, fligjt delay of over an hour"

Cons: "lost our bag, crying babies, uncomfortable plane"

Pros: "Everything was on time"

Pros: "Overall fine"

Cons: "Why should I have to pay to watch tv? I know you don't have to pay on Southwest, Virgin America or Jet Blue. Not sure that a very (and I mean VERY SMALL) snack can be considered food"

Pros: "On time, gates were close together"

Cons: "The delay"

Pros: "Getting from point a to point b."
Cons: "Lack of good free snacks. Not getting free bag checked."

Cons: "Deverted to Newark to get to portland"

Pros: "Good"

Cons: "Never made it so I can't rate it"

Pros: "Everything went smoothly"

Pros: "Large plane very comfortable"
Cons: "Nothing"

Pros: "Staff was great"
Cons: "Second delay in a row"

Cons: "Delays both ways"

Pros: "Everything!"

Pros: "Smoothly and on time"

Cons: "Fine until the unexpected stop but has to be done"

Pros: "Very respectful and loved all the smiling facez"
Cons: "N/A"

Pros: "Excellent choices, comparisons, easy to use, updates"

Pros: "Bigger planes"

Pros: "On time."

Cons: "Prices to watch Tv"

Pros: "All went as planned"
Cons: "Coffee"

Pros: "American Airlines saved the day!"

Pros: "Excellent"

Pros: "On time"

Pros: "Same as above."
Cons: "Same as above."

Pros: "I liked getting to my destination safe and back safe."
Cons: "I didn't like the pulling off or the landing or the rocking while flying."

Cons: "We landed in Msp and waited 1 hour for our hate it was horrible!!"

Cons: "United airlines.. Terrible"

Cons: "not clean"

Pros: "Cheap"
Cons: "No place to charge a phone on the plane."

Cons: "No lo vuelvo a usar, el cobro de la maleta es un robo, las demas aerolínea cobran 25 y frontier 40 es demasiado la diferencia y el valor del tk es costoso"

Pros: "We have not left yet 4 hr delay"
Cons: "FWe have not left yet 4 hr delay"

Pros: "They offered $50 voucher, which never arrived in my email as promised"

Cons: "very delayed, so i had to cancel"

Pros: "I am sitting at the gate 4 hours delayed"
Cons: "Nothing what a disaster"

Cons: "Short-staffed, so short tempered workers.kiosks did not work. Nickled and dimed on everything. Like flying in prison. No light and a cold hard bench seat. Awful."

Pros: "When we landed and exited the plane"
Cons: "Charging for carryines just ain't worth it. I'm not ever flying frontier or spirit. The extra cost for no hassle will be worth it."

Cons: "Look like frontier is always late"

Pros: "Attendants were friendly, plane was clean, and the experience was overall great."
Cons: "It would have been nice if the plane carried wifi or some kind of tv/music option for entertainment."

Pros: "Nothing."
Cons: "Everything."

Pros: "uh the "big front seat" was decent? fairly roomy and still cheap"
Cons: "fuckin screaming children everywhere, it was horrendous"

Pros: "well managed boarding process."
Cons: "personal pain difficulty with cabin air pressure during descent. Unusual in my experience in planes this large. Occurs more often in smaller regional airplanes."

Cons: "Trip had over 8 hours of delays."

Cons: "They lost my baggage..."

Cons: "Very very poor service"

Cons: "no free snack? not even a bag of peanuts?! disappointing"

Cons: "Service was poor and comfort was awful"

Cons: "No room, very uncomfortable"

Pros: "Pilot did good job navigating thru turbulence."

Cons: "I did not like the long delay"

Pros: "Smooth ride, convenient boarding. Very short distances, they may be OK."
Cons: "Checked and carry-on luggage rules are complicated to navigate. There is a charge for seat allocation, etc. We weren't even offered water free-of-charge! I wouldn't consider flying again. Because when you add the cost of luggage, etc. Southwest is more attractive."

Cons: "Late late late arrival."

Cons: "delays with NO feedback"

Cons: "They nickle and dime you to death. They even charge you for soda!"

Pros: "Getting where I was going"
Cons: "Everything else."

Cons: "See above."

Pros: "Very efficient."
Cons: "No free beverage."

Cons: "Lugage took forever & no foood or drinks"

Pros: "Politeness"
Cons: "Overall everything"

Cons: "to expensive to cary on a bag."

Pros: "Middle seat was empty"
Cons: "The delay. No food. No apologies"

Pros: "I was upgraded for free!"
Cons: "The payment necessary for baggage."

Cons: "Delayed for 4 hours"

Pros: "Nice and helpful employees, good experience"
Cons: "Nothing"

Cons: "Delay after delay without much updating"

Cons: "Delayed 3.5 hours for no reason."

Pros: "Everything went as planned"

Pros: "Same as above."
Cons: "NA"

Cons: "Everything!!"

Pros: "Nice, new plane."
Cons: "Small trays."

Cons: "Horrible!!! Late doy and I Need to pay for my hand luggage. Never travel with Frontier!"

Pros: "Carry on charge not happy."
Cons: "Carry on charge is ridiculous."

Cons: "Food"

Cons: "Cabin was pretty dirty and not well managed."

Cons: "Extremely uncomfortable"

Pros: "They keep it simple, planes are new and clean, and many of my flights have arrived early with Frontier. Great airline, great value, and allows me to see family often and not break the bank! And for the last couple of flights the attendantsame have made the safety demo and announcements comical and therefore bringing attention back to safety demo and off personal electronics."

Pros: "No problems went very well"
Cons: "Nothing bad to say"

Pros: "It was very punctual"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago O'Hare Airport to Portland

Airlines flying from Chicago O'Hare Airport to Portland have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago O'Hare Airport to Portland

Mandatory masks

Masks required on board, masks provided on flights from Chicago O'Hare Airport to Portland

Social distancing seating

Middle seats unavailable to book on flights from Chicago O'Hare Airport to Portland

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago O'Hare Airport to Portland

Book cheap flights from Chicago O'Hare Airport to Portland

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