Find cheap flights from Winnipeg to Oregon

Find cheap flights from Winnipeg to Oregon

Round-trip
Economy
Winnipeg (YWG)
Oregon
Sun 11/29
Sun 12/6
Any month
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Good to know

Low season

August Best time to beat the crowds with an average 8% drop in price.

High season

December Most popular time to fly with an average 39% increase in price.

Average price round-trip

$586 (avg. price over the last 2 weeks)

Good deal round-trip

$458 or less

Good deal one-way

$210 or less

Top tips for finding cheap flights to Oregon

  • High season is considered to be January, February and December. The cheapest month to fly to Oregon is January.

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Top 3 airlines serving Winnipeg to Oregon

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,796 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "There should not be a pay wall around the internet in today's day and age"

Pros: "Everything was better than expected."
Cons: "Nothing"

Pros: "Nothing"
Cons: "We were traveling international in Twitter after contacting we were told we can carry one checked baggage but then we were not allowed and at gate they didn’t know the procedure and repeatedly checked our passport Poor customer service"

Pros: "The fact that it wasn’t a full flight"
Cons: "Nothing I didn’t like."

Cons: "The audio jack of the movie is not good It's on & off seems loose"

Cons: "It was a Great flight. I always enjoy flying Delta"

Pros: "Maria in Winnipeg tried to find me decent connections. She did book me into a hotel in Boston as I missed connection 3 times!!!!"
Cons: "Flights that arrive and leave on time. How can one plan a trip if flights are continually cancelled or delayed. Very frustrating and a very unhappy customer."

Cons: "The DCA airport was having some problem. 1.5 hours late. Not very good."

Pros: "There was an available seat next to me"
Cons: "I had to walk from one end of Minneapolis airport to the other end all within 35 mins to catch a connecting flight, tram was not in service. Not fun!!!"

Cons: "Delayed 4 hours"

Pros: "Excellent crew!"
Cons: "Need better snacks."

Pros: "That there were TVs to watch on the seats and that it was quick boarding"

Cons: "Boarding took a long time"

Pros: "The crew asked a passenger to move so we could all sit together. It was awesome. :)"

Cons: "Being on time"

Pros: "Fast boarding, friendly crew, and comfy seats"
Cons: "It was pretty bumpy and a few times we changed altitude very quickly"

Cons: "SeAts"

Pros: "Service; security gate in NY close to departure gate."
Cons: "Arrival Gate in San Jose far from exit."

Cons: "Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?"

Pros: "Quick and easy."

Pros: "The flight from Dallas was on Wednesday the 8th of August. It was scheduled for a 32 minute layover, which turned into a 30 minute layover. My son, who I booked the ticket for, ran all the way to the connecting flight's gate. They'd already closed the doors, and wouldn't let him on. Consequently he had to be re-booked onto the next flight, which didn't leave until 2200."
Cons: "Did I mention that he'd taken a Greyhound bus to Dallas from Memphis on Monday the 6th of August? He got to DFW airport on plenty of time for his flight to Scotland. It should have been DFW to JFK to Glasgow. Delta cancelled his flight. Citing "weather issues." My family researched this, and couldn't find any weather issues in the North East or NY area."

Pros: "Some of the cabin attendants were friendly and helpful. Others not so much."
Cons: "Even in "world business class" the pods are very small and cramped and there is no room to put a carry on bag even something as small as a headphone box. Also the business class bathroom was very small, very disgustingly dirty when we boarded (someone tried to clean it a bit) and dirty and small throughout the flight. The bathroom does not have ventilation and the toilet basically does not have any liquid for flushing!"

Pros: "Traveling with a 4 year old isn’t always easy. Delta’s flight attendants and the captains controlling the plane were excellent! Safe flight. And the entertainment that is provided for the customers is fun and relaxing. Makes a 4.5 hour flight go by quick. Thank you delta, I will be flying with you in the future"

Pros: "Boarding is about the only thing I liked."
Cons: "This was a 2 layover rebooking of a one layover flight, which was late (I would be missing my connection). I asked an Air France rep in Japan to assign me an exit row seat (it’s a 14 hrs flight and I am almost 6 ft tall). She showed me the plane diagram and picked a seat, but when I arrived it turned out I was in a row directly behind. WiFi did not worked and the flight attendant said “they could not do anything” My film was interrupted twice (with a random film drubbed in Korean) and had to be reset manually Food was not great (and menues are identical on all delta flights - this was my 5th delta flight in the course of one week), the snack in particular (leek and mushroom cream soup-like mass wrapped in a tortilla - who ever thought of this? And one of the flight attendants was aloof and snappy."

Pros: "Over an hour late wth!!!"

Pros: "The staff really helped me out getting on standby so that I didn't have to wait for a 9 hour layover. Overall great experience and great staff."

Pros: "Boarding was easy"
Cons: "Seats, the whole flight experience"

Pros: "The plane, the seating, and the service was outstanding, great entertainment setup with the movies."

Pros: "Pilots and crew did an amazing job during unstable air coming into Pittsburgh. Great job."

Pros: "Comfortable seats. Good entertainment"
Cons: "Going to Denver was delayed and now return trip delayed We were give 3 separate reasons. Poor communication. Just telling me a flight will be delayed is not communication. Lack of a free snack was disappointing. May have to rethink flying Delta next time."

Pros: "The crew was outstanding, polite, and professional."
Cons: "Seats were comfortable, but much too crowded. The seating would have been very good for children but for adults it was much too crowded. My knees were up against the seat in front and my back is sore from having to spend most of the trip twisted to try to fit into the small space. Also, my seat was is row 16 and was called a “premium” seat and I was charged an extra $24 for it. I did not find it any different than all the seats around me. What was the extra charge for?"

Pros: "Not much"
Cons: "Late bumby ride"

Pros: "Everything"
Cons: "Nothing"

Pros: "Fast boarding, we even left early! Very kind crew. Flight was WAY shorter than it said on our itinerary!"
Cons: "No TVs and couldn’t get wifi to work. Small plane, slightly uncomfortable."

Cons: "Flight was late by almost 2 hours!!!"

Pros: "Flight went well and was smooth."

Pros: "Very friendly crew"
Cons: "Seatbelts very short given ample seat size"

Pros: "I would like more detail about traveling companions displayed."

Cons: "Nothing special - just ok - tight leg leg room was expected - no entertainment at all - wifi very slow and couldn't load a book for my almost blind father - just ok"

Cons: "No food or beverage service"

Pros: "Very nice employees. Coke, peanuts good."
Cons: "Outgoing plane had tv screens, large, with good movie choices, but was an hour late. Returning, if you brought a phone, you can get an app. My phone is about four inches. No good movies. Seats even smaller on this "new plane." Deboarding chaos. Everyone unhappy. Hour late again."

Cons: "I feel Delta didn't try very hard to get me a flight and I stood in line for four hours"

Pros: "Excellent service"

Pros: "The cabin temperature was not good. Started out very cold. When I asked about it (which I shouldn't have had to do), they overcompensated; then it was too warm. After a couple more tries they finally got it equalized."

Pros: "The prompt transfer"
Cons: "My one piece of hard shell luggage has a special, difficult way of latching. As long as nobody opens it, it stays fine for shipping. The problem is your greedy Chinese luggage handling thieves who work for your airlines in Chinese airports. Whenever they can steal from luggage, they always try to steal from passengers, particularly American. I have had multiple experiences with theft from Chinese airports. I have been to China and back to the USA five times. Many times, items have disappeared from my suitcases in Chinese airports. That is why I decided not to move to China to live but instead move to Indonesia. However, if I fly any plane that transfers my luggage in China, I can usually expect to have my luggage robbed. Although this time, nothing was missing from my luggage, that fact that your people had to wrap my suitcase in plastic (because they did not know the secret for relatching it) and resend it a day later, that is proof that one of your airport personnel opened it to see what he could steal and then got caught because he could not close it again. I am really really really tired of you Chinese thieves. I blame all of you because you are all a product of Mao Tse Tung’s godless atheistic evil society. The Chinese have proven to me again and again that they cannot be trusted. A Kong Chinese official even stole my Ohio driver’s license when I transferred through that airport on a previous trip to Jakarta. I understand your problem. If you fire all dishonest luggage department workers, you will not have any workers remaining. That is why you will always rank as a third world backward primitive society even though you buy expensive airplanes that you don’t build and dress your people up like professionals which they aren’t. AS LONG AS Chinese airport luggage people are dishonest and cannot be trusted, your entire airline is a failure. That is not prejudice against Chinese people. I know some honest good ones. They are all Christians, the kind of good people the corrupt Chinese government hates. An atheistic country is an evil country. Do not expect to be respected by honest people. You people clearly do not deserve it. You are still in the stone age when it comes to professionalism which requires total honesty, a quality which your luggage handlers consider to be dispensable. Such cave men they are!"

Pros: "All went well"
Cons: "Nothing"

Pros: "Blankets"

Pros: "Not the newest 777, but everything went well on this flight - food, comfort and service were all first rate in Delta's business class section."
Cons: "The salad was the only weak point in the dinner."

Pros: "Crew was very courteous"
Cons: "Nothing special about Comfort Plus for a 1 hour trip except the extra room and free booze which I do not drink. Pretzels? Why bother"

Pros: "Comfortable seat - great service"

Cons: "Delays"

Pros: "0"
Cons: "Because of the delayed flight out of Lisbon I missed this flight and was rerouted to Vancouver. I had to go through customs and re enter the airport going through security to board the Vancouver fligh. Slept in a hotel for four hours, paid for by Air Canada, went back to the airport through security again and flew to Portland."

Cons: "I did not make this flight. Instead was re-routed and spent 12 hours overnight in the Vancouver airport before getting to fly to Portland, without my luggage that was left behind in Toronto."

Cons: "I was held back for 'random' security check. Security lost my boarding pass and didn't care. Only found it because my friend asked them to check a table where they had put it. They didn't apologize for any inconvenience and instead security chief kept asking more questions. Truly atrocious customer service."

Pros: "Pleasant crew"
Cons: "ONE bathroom for all of economy Had to buy even smallest snacks Poor overhead bin space"

Cons: "No luggage"

Cons: "There was one announcement about preboarding and none after that -- only one announcement about delay of 20 minutes but we were more than an Hour late boarding. That was 1st impression. Then, when we got on the plane, it was very old so made me worry about safety."

Cons: "The entertainment system was broken on this flight."

Pros: "The crew was professional and polite"

Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"

Pros: "Great movie selection"
Cons: "Late departing and on arrival the ground crew wasn't available so we were stuck on the plane awaiting their arrival. I can't understand scheduling issues that end up leaving jets stranded."

Cons: "This Air Canada flight was operated by Lufthansa and was cancelled due to the strike. So, this means that I am still in Germany which is not the worst place in the world to be stuck, especially because my parents live here. So a few day longer are not a problem for me, but if it takes a week, it is not good because I am supposed to be at work and I am using up vacation I had planned to spent with my family."

Pros: "It got me home."
Cons: "One of the attendants yelled at anyone who needed to use the bathroom whenever the seatbelt sign was on. Understandable when the plane was actually experiencing turbulence but most of the time it was a smooth flight. Know there are regulations concerning this but I feel she could have been a bit nicer in her tone. Thankfully there was an empty seat just outside the toilet so that I could sit but anyone who arrived after me was told to return to their seat. When nature calls, sometimes it's impossible to walk very far."

Pros: "Staff was courteous and tried to get people with large luggage to check it."
Cons: "It took forever to load as people carried on huge bags that wouldn't fit in the overhead bins or under the seats. It took an extremely long time to get through American customs, and they were very rude, not caring if people missed connecting flights. They wouldn't add workers. Some almost missed the flight. P"

Cons: "To small of plane."

Cons: "My girlfriend and I booked our flights about 10 months in advance and had selected seats next to each other for all of our Air Canada Flights. Somehow all of these seats were changed without an update to us. We did not sit together at all on any of our flights and were put in middle seats, which is not what we originally requested. We were both very upset with this as some of these were long flights."

Cons: "The flight left almost 1 hour late because paperwork wasn't signed off"

Pros: "Nothing in particular. We got here safely. That's good."
Cons: "1 bathroom for long flight. Ridiculous. Very tight and uncomfortable seats. No pillows, blankets, food and drink service only 1 time in long flight and all food is purchased. Basically, an exercise in human torture for 5+ hours. Should not be permissible to treat people this way."

Pros: "Staff VERY professional. Very easy to use food voucher."
Cons: "Mechanical Issues. Made to wait 4 hours for alternative plane."

Pros: "I'm glad Air Canada took appropriate precautions to ensure our safety, however..."
Cons: "On the flight from Portland to Vancouver, someone was allowed to board the plane and then leave, with no explanation, no accompaniment, and no way of contacting him. Consequently, our flight was delayed 3 hours while police and bomb squads checked the plane and all the baggage. Why was this person allowed to disembark in the first place? This occurred during boarding, so there should have been attendants there to stop him or at least ask him where he was going. And once he did disembark, why was no one able to track where he went? Seems like an odd security breach and, ultimately, a huge inconvenience for the passengers who remained on the plane."

Cons: "2h and 4h30 h late"

Pros: "Seating was fine on their "normal" flights."
Cons: "Regarding Air Canada Rouge service: If you are over 6' in height your knees will not fit in the assigned space."

Pros: "- On-time departure, attentive staff and good selection of entertainment to pass 5 hours of travel time - Love the pre-boarding for families with kids - Good overheard space for carry-on bags - flight was not way overbooked and no one had to scramble for space"
Cons: "- Narrow leg room - relaxing in the economy class was challenging (but not surprising experience)"

Pros: "Wow these guys balance MANY flight changes and seat changes with professional and humor that all the passengers appreciated"

Pros: "Air Canada worked hard to get people where they needed to be but security was somewhat difficult although understandable"

Pros: "cruising slightly high to avoid turbulence, the way from Toronto to Winnipeg we were flying on altitude 26,000 and then 30,000 feet. on west jet we were flying on altitude 39,000 feet with less turbulence. thanks"

Pros: "Leg room is comfortable"
Cons: "Flight had one and half hour delay. I did not get E-mail reminder for Check-in, for my return flight from Toronto."

Pros: "The only thing I liked is the fact that I arrived safely at my destination."
Cons: "I did not like the three house delay in Toronto. And, of course, we were always told, it will be just a few more minutes each time so for three hours we were stuck, milling around @ the gate.....well actually between two gates because they kept changing gates.......waiting for the flight. If I'd know it was going to be 3 hours, I would have maybe gotten some food and wandered away to find a place that had a spot to sit. Instead, standing on one foot and then the other, hungry for three house while Air Canada got their #@%*# together and found a plane that actually functioned appropriately."

Cons: "The final leg of our travel boarded over 2 hours late. No compensation given for that. Two planes were declared not fly worthy-low confidence. While not Air Canada's responsibility, Toronto's Pearson Airport was awful. We went through many airports on our travels and this stood out as the worst. Constant security checks that seemed unnecessary. Poor line management. Not enough security/immigration kiosks. Very expensive food. During our 2+hour delay for boarding, we observed constant gate changes for other flights. Flight organization seems poor."

Pros: "That this flight had entertain system that was on broad. Did not have to down load or use your horrible app."
Cons: "You should provide food or snacks for flights over 2hours with no charge. We were only offered a drink. Some people do not carry credit cards to purchase items."

Pros: "Seats were comfortable and I was able to sleep for most of the flight."
Cons: "My flight was delayed several times and the gate was also changed. I recognize that safety is important, but passengers should be offered snacks when their flight is delayed for several hours."

Cons: "Same movies"

Cons: "The pressurization of the cabin was very uncomfortable for me. I fly a lot and only notice this like one in 30 flights. I was very swollen after and felt the pressure during the flight."

Cons: "No viewing screens and fewer selections of movies from air canada app compared with selection from vancouver to tokyo. I don't know why our return trip was so different."

Pros: "Punctuality"
Cons: "Not even a pretzel with a soft drink or coffee. Also coffee was lukewarm."

Pros: "Seats were comfortable and could recline more than other planes. Had entertainment in the headrests."

Pros: "The saftey"
Cons: "Food"

Pros: "Again, I felt we had excellent service. It was a small plane and one steward, and she did everything!"

Pros: "Short, quick and convenient"

Pros: "It was alright, just not much entertainment on a small plane"
Cons: "No enough things to entertain me and the seats were somewhat uncomfortable"

Pros: "Check in was excellent"
Cons: "Flight was 4 and half hours late for weather and mechanical reasons. Airline responded very well but such a long delay is annoying"

Pros: "On time or early"

Pros: "I got home."
Cons: "Typical noisy turbo prop plane. It was an hour late."

Pros: "On the plus side, the service was great."
Cons: "There is just not enough space in the seats! I am not a tiny person and my trip was not helped by the fact that the seats are too narrow to comfortably seat people larger than a size 10!"

Pros: "Short, brief flight."
Cons: "Boarding the plane outside in the rain w no cover"

Pros: "Quick flight, they allowed you to used devices in airplane mode the whole trip"
Cons: "They seemed to have no clue what was going on having two different people come to run the platform, so one just left. Slow boarding."

Pros: "The information screen did not work... Air Canada booth at Winnipeg staff excellent.. Calgary terrible"

Pros: "Flight attendant was so fun! He had a Christmas jingle for all of the safety lecture!!"

Pros: "Everything was great"

Pros: "Plenty of free seats to maintain distance. Quiet plane"
Cons: "Vegetables, salad"

Pros: "Since the flight was delay almost 4 hours and the replacement plane was very old, but I did get home no comment."

Cons: "Only bathroom on the plane was closed due to issues. Plane was cold and cramped."

Cons: "Flight was on an older CRJ 200, which was a little cramped and grungy-appearing."

Cons: "Drink service was extremely slow on this flight."

Pros: "The crew was friendly and courteous"
Cons: "The seats"

Cons: "The United App for entertainment would not work. It kept closing. The cabin was cold."

Pros: "It was convienent and easy."
Cons: "Baggage claim time I suppose."

Cons: "Charge for baggage. Pretzels - ugh!"

Pros: "What did I like about a fat person next to me: NOTHING !!"
Cons: "With smaller and smaller seats this guy was 350 pounds and 6 foot 5 inch. There is/was no way he was fitting in a coach seat. The guy's shoulders came 30% into my space. We couldn't put the arm rest down between us he was so fat. I am a 60 year old man that is 5 ft 10 in and weighs 165 pounds with a slender frame. Plus, the guy had BODY ODOR and smelled horrible. It was a 100% full flight or I would have asked to be moved. Now, about two hours later after the flight, my body is sore from sitting awkward for nearly 3 hours. Jim Chadderdon, Southern Oregon Frequent Flier."

Pros: "The pilot informed us about various sights along the way. He did so in a friendly and classy way. Nice landing too."

Cons: "We were asked to be at the airport 8hrs ahead of time, so we arrived 3am. United desk workers arrived at 4am."

Cons: "No entertainment on this flight"

Pros: "We were 2 min late for check in and the agent got our bags and got them on the plane"

Pros: "Friendly crew, decent food, good entertainment options to make the flight feel shorter."

Cons: "Flight was canceled"

Pros: "Everyone (crew) was very accommodating."
Cons: "If the captain had announced the sights we were passing especially the large lakes and mountain peaks."

Cons: "Our flight finally landed on the 3rd try. First time, the plane came in too high. Medford is my home, so I could tell this just from the approach. Second time, there was still another plane on the runway, and the tower called us off. Multiple passes at the runway do not inspire a passenger's confidence in the ability of the pilot. Plus it tends to make one a bit nauseous!"

Pros: "Quick easy trip"
Cons: "I couldn't put my Cary on luggage in cabin.."

Pros: "We were very pleased with the service and comfort. Special recognition for our flight attendant, Robin. She was wonderful."
Cons: "It would have been great to have a USB port at the seat as in other international airlines."

Pros: "All went well on on time and service was good."

Pros: "The check in with united was rather disappointing. The staff working with united were not clear with instructions and rather rude. Checking in can be a rather stressful process when there are long lines and tons of people.... this person was just short, unclear and rude."
Cons: "Please see above"

Pros: "Awesome first class crew!!!!"

Cons: "Crew were very nice and the airplane was clean,"

Pros: "Rhe food"
Cons: "Custmer Service"

Pros: "Nothing"

Pros: "Food during a 2-hour flight compared to what United provided in a 7 or 8 hour flight"
Cons: "I am a like-all man unless misbehaved"

Cons: "2 hours late for departure. Female flight attendant was not understandable on the announcements, because of her lack of English skills and she did not know how to use the PA system."

Pros: "HATE THIS AIRLINE"
Cons: "DIRTY PLANE, THIEVES... STOLE MY GPS OUT OF MY CHECKED LAUGAGE...."

Pros: "NOTHING!!"
Cons: "SEATS WAS DIRTY WITH SOMEONES BLOOD, FLIGHT ATTENDANTS WERE RUDE AND NOT HELPFUL. DISCUSTING PLANE, TO TOP IT OFF WE WERE 2 HOURS LATE. HATED IT."

Pros: "Nothing at all"
Cons: "How they wouldn't even hand out a cup of water to anyone....."

Pros: "Nice and smooth ride"
Cons: "All was great!!"

Pros: "Flying after 22 years just too long of flight time and switching planes!"
Cons: "Online reservations! I like talking to real people! Had a friend help me through the process! I think if your switching planes the second ticket should give you the gate number to go to next! Having to stop and ask is wasting time!"

Cons: "This flight never happened. Cancelled and rescheduled 4 days later."

Cons: "My flight was delayed 2 times"

Pros: "Left on time arrived on time. Arrived on time."
Cons: "Bumpy flight, pilot did not communicate any re assurance. Bags took a long time to arrive."

Cons: "Nothing great and peaceful trip no issues at all"

Pros: "Fast service! Good price selection!"

Cons: "No food"

Pros: "Check in was easy and staff was very helping."
Cons: "There should be more food options to buy."

Pros: "It look less time than stated. The flight was smooth. The scenery was beautiful."
Cons: "It was a little too cold on the plane."

Pros: "The complimentary snacks and beverages were nice."

Pros: "New plane, smooth ride."
Cons: "Overbooked the flight and had to check my carry on, which took over 30 minutes to get once we landed."

Pros: "The staff was friendly and accommodating. The flight was smooth."
Cons: "Nothing"

Pros: "Layover was short and only a couple gates down."
Cons: "Some folks in the back didn't get a drink or a snack, due to the short flight and only 1 flight attendant. I felt a little sorry for them."

Pros: "It was a great experience overall"

Pros: "The boarding on time..."
Cons: "My bag was delivered next day and broke...?"

Pros: "Left on time, clean plane, temperature was perfect polite flight attendants and very little weight for baggage!"

Cons: "They overbooked the fright and I was afraid I wasn't going to get a seat."

Pros: "The flight attendant was fine and isle 3 was more comfortable that isle 1."
Cons: "We requested an isle chair for my fiance, who is paralyzed from the waist down, as soon as we checked in at the gate 2 hours early. Not only did they not board him first, nobody was waiting with one at the gate. The crew had to call someone and we had to wait a decent amount of time for someone to arrive. At that point half of the plane had boarded and the other half got to gawk at him while they boarded as he was "strapped in." Getting him in his seat with a full flight was difficult and embarrassing for him. He's flown cross country and internationally many times, and this was a first. For this and a couple incidents regarding our trip from Milwaukee to Medford, by way of Denver, we no longer plan to fly United."

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