PDX - CHI

$109 Find Cheap Flights from Portland to Chicago

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 Chicago departing on 2/26. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
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.
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

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

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

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

Everything you should know

Cheapest round-trip
$217
Overall average: $348
Delta
Tue 4/7Wed 4/8
PDX - ORD • 1 stop
Cheapest non-stop
$217
Typical prices: $277-$422
American Airlines
Thu 4/23Sun 4/26
PDX - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest's two free checked bags suit luggage needs.
The CTA Blue Line from O'Hare is a reliable 45-minute trip.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Chicago
Watch video
Watch video
Watch video
Watch video
Top airlines
Alaska Airlines
Cheapest • from $217 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
PDX
-
ORD
Cheapest • 2% average savings
PDX
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 52% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 15% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Portland to Chicago (PDX-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Chicago 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Chicago

Tue, Apr 7 - Wed, Apr 8
Delta Logo
5:30 am - 1:25 pm
PDX
-
ORD
5h 55m
1 stop
Delta Logo
2:20 pm - 8:59 pm
ORD
-
PDX
8h 39m
1 stop
$217Delta
Tue, Feb 24 - Tue, Mar 17
Southwest Logo
7:25 am - 5:15 pm
PDX
-
MDW
7h 50m
1 stop
Southwest Logo
5:45 am - 1:50 pm
MDW
-
PDX
10h 05m
1 stop
$217Southwest
Sun, Apr 12 - Thu, Apr 23
Frontier Logo
5:14 pm - 5:39 am
PDX
-
ORD
10h 25m
1 stop
Frontier Logo
10:55 am - 11:03 am
ORD
-
PDX
26h 08m
1 stop
$220Frontier
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
12:04 pm - 12:57 am
PDX
-
ORD
10h 53m
1 stop
Frontier Logo
8:55 pm - 8:58 am
ORD
-
PDX
38h 03m
2 stops
$221Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
11:48 am - 9:50 am
PDX
-
ORD
20h 02m
1 stop
Frontier Logo
10:55 am - 1:02 pm
ORD
-
PDX
28h 07m
1 stop
$222Frontier
Tue, Feb 17 - Fri, Feb 20
United Airlines Logo
11:59 pm - 5:53 am
PDX
-
ORD
3h 54mnonstop
United Airlines Logo
7:59 pm - 10:40 pm
ORD
-
PDX
4h 41mnonstop
$224United Airlines
Mon, Mar 9 - Wed, Mar 18
Multiple Airlines Logo
12:52 pm - 6:08 am
PDX
-
ORD
15h 16m
1 stop
Multiple Airlines Logo
8:58 pm - 11:09 am
ORD
-
PDX
40h 11m
2 stops
$226Multiple Airlines
Tue, Apr 7 - Sat, Apr 18
Alaska Airlines Logo
7:03 am - 1:13 pm
PDX
-
ORD
4h 10mnonstop
Alaska Airlines Logo
4:10 pm - 11:59 pm
ORD
-
PDX
9h 49m
1 stop
$231Alaska Airlines
Thu, Mar 12 - Tue, Mar 17
Alaska Airlines Logo
7:00 am - 1:11 pm
PDX
-
ORD
4h 11mnonstop
Alaska Airlines Logo
2:07 pm - 4:50 pm
ORD
-
PDX
4h 43mnonstop
$232Alaska Airlines
Fri, Mar 20 - Mon, Mar 23
Multiple Airlines Logo
9:53 pm - 1:03 pm
PDX
-
RFD
13h 10m
1 stop
Multiple Airlines Logo
8:50 pm - 8:58 am
RFD
-
PDX
14h 08m
1 stop
$1,079Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to Chicago flights

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

Find cheap flights to Chicago
Find cheap flights to Chicago

Planning a trip from Portland to Chicago? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

What is the cheapest Portland to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Portland to Chicago costs $217 on the route between Portland (PDX) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Portland (PDX) and Chicago Midway Airport (MDW) were, on average, 2% cheaper than other Portland-Chicago routes. The most popular route is between Portland (PDX) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Portland to Chicago?

The average price of all round-trip flights from Portland to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Friday, 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. 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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Chicago, 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 is August, where tickets cost $289 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $409 and $398 respectively.

Can I save money by flying with a layover from Portland to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $306 on average.

How far in advance should I book a flight from Portland to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to Chicago, you should book around 4 weeks before departure, which saves you about 52% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Expert advice

Expert advice for your flight from Portland to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and Alaska Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Gabriel Leigh

Gabriel Leigh

Expert on PDX

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Portland to Chicago O'Hare Airport

When to book flights from Portland to Chicago

Are your dates flexible? Find out the best times to travel from Portland to Chicago 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 flights from Portland to Chicago

  • Where can I park my car at PDX long-term before my flight to Chicago?

    Near the tunnels that connect the north and south terminals, PDX has long-term parking lots. Further away, PDX has an economy lot. This economy lot is less expensive and there is a 24h shuttle service for free that will take you to your terminal.

  • Is there a USO lounge for US military at PDX?

    The USO lounge at PDX is before security on the mezzanine level. It is open Monday to Friday 9 am to 5 pm. The USO is closed on Saturday and Sunday. This lounge is available to active-duty military service members and their families. Local and transportation information is available here. Amenities at the lounge include TV, Xbox 30, Wi-Fi, computers, laptops, toiletries, free drinks, and lounge seating.

  • What are the major airports in Chicago?

    The two major airports in Chicago are Chicago O'Hare International Airport (ORD) and Midway International Airport (MDW). ORD is a hub for United Airlines and American Airlines and the airport has four terminals. Midway, a hub for Southwest Airlines, is much smaller, with just one terminal and three concourses.

  • How can I fly from PDX to the Chicago airports?

    United Airlines and Alaska Airlines operate non-stop flights from PDX into Chicago. All of these flights tend to land at ORD airport. Southwest operates non-stop flights from PDX that land at MDW. Alaska Airlines, Delta, Spirit, and United Airlines operate one stop flights from PDX to ORD. Some layover cities include Las Vegas (LAS), Seattle (SEA) and Denver (DEN). Delta operates one stop flights from PDX that land in MDW. These flights tend to stop at cities such as Atlanta (ATL) and Detroit (DTW).

  • What is the cheapest flight from Portland to Chicago?

    In the last 3 days, the lowest price for a flight from Portland to Chicago was $109 for a one-way ticket and $217 for a round-trip.

  • Do I need a passport to fly between Portland and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Portland to Chicago?

    American Airlines, Alaska Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Portland to Chicago flight route.

  • Which aircraft models fly most regularly from Portland to Chicago?

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

  • Which airline alliances offer flights from Portland to Chicago?

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

  • On which days can I fly direct from Portland to Chicago?

    There are nonstop flights from Portland to Chicago on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Portland to Chicago are Alaska Airlines and Southwest. With an average price for the route of $349 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $313 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Portland to Chicago?

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Portland with another airline.

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

    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 from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Portland to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $170 or less one-way and $318 or less round-trip.
  • Portland International Airport (PDX) has designated areas where children can play as they wait for their plane. This area is also very convenient for parents to relax. One of these kid-play areas is at gate C-17. The other is before security at terminals D/E.
  • Both major airports in Chicago provide private spaces for nursing mothers. Chicago O'Hare International Airport (ORD) provides Mothers Rooms for nursing mothers to breastfeed or pump. These private, sanitized spaces are located in terminals 1, 2, 3, 5, and in the Multi-Modal Facility. ORD also provides lactation pods, free standing privacy units for nursing mothers, in terminals 1, 2, and 3. Midway International Airport (MDW) provides a Mothers Room on Concourse C, next to the yoga room. MDW also provides a free-standing lactation pod on Concourse A at gate A5.
  • PDX has partnered with DoveLewis to make therapy dogs available throughout the airport in order to comfort confused, bereaved, or anxious travelers. Retired Guide Dogs for the Blind wear gray DoveLewis vests and passengers are encouraged to smooch, hug, pet, and cuddle these dogs. The dog handlers are trained to spot people in emotional need of assistance in stressful situations.
  • The Hollywood Theater on Concourse C of PDX shows short films that are 10min or shorter, made by Oregon filmmakers. If you have some time before your flight, consider stopping into this 22-seat theater. It is open 24h a day, and it is free.
  • If you want to stay near the airport the night before your flight to Chicago, PDX has many comfortable hotels nearby that offer free airport shuttles to your terminal. Some examples of these hotels are the Red Lion Hotel Portland Airport, The Howard Johnson By Wyndham Portland Airport, and The Ramada By Wyndham Portland Airport.

Prefer to fly direct from Portland to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Portland to Chicago.
Find which airlines fly direct from Portland Airport to Chicago, which days they fly and book direct flights.

Direct departures

Portland to Chicago

Monday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Tuesday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Wednesday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Thursday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Friday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Saturday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Sunday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

See more direct flights

Direct returns

Chicago to Portland

Monday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Tuesday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Wednesday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Thursday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Friday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Saturday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

Sunday

Alaska Airlines, American Airlines, Southwest, +1 more

Alaska Airlines, American Airlines, +2 more

See more direct flights

Reviews of the top 5 airlines serving from Portland to Chicago

 
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 Chicago? 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 11819 reviews
8.5Crew
7.1Food
7.0Entertainment
8.1Boarding
7.8Comfort
Airline reviews

Great. I did have a little issue getting into the Lounge, which is likely more an American Airlines issue. I did not carry my physical AAdvantage Executive credit card with me on this trip, which Admirals Club membership is a part of the benefits of having this card. The instructions on the AA website and the Citi cards website make it seem like you don't need the physical card, as both sites state you can enter with your boarding pass and driver's license. But both lounges said you were required to present the physical card (and not the digital version, via Apple Pay), as only the physical card says "Admirals Club" on the back.I also do not have a physical Admirals Club membership card, so while both lounges eventually let me in, both denied me entrance initially for this reason.

10.0 ExcellentWade, Jan 2026
PDX - LAX
Read more Alaska Airlines reviews

Great. I did have a little issue getting into the Lounge, which is likely more an American Airlines issue. I did not carry my physical AAdvantage Executive credit card with me on this trip, which Admirals Club membership is a part of the benefits of having this card. The instructions on the AA website and the Citi cards website make it seem like you don't need the physical card, as both sites state you can enter with your boarding pass and driver's license. But both lounges said you were required to present the physical card (and not the digital version, via Apple Pay), as only the physical card says "Admirals Club" on the back.I also do not have a physical Admirals Club membership card, so while both lounges eventually let me in, both denied me entrance initially for this reason.

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

Delayed and no entertainment? I also forgot my headphones and immediately reported it and have not heard back yet.

The crew was very friendly. Boarding was quick and efficient.

You need categories to note when food and entertainment are not available. Alaska's system would not update flight info on the board for this flight, so there was some confusion after deplaning from the previous flight as to which gate and depart time were accurate for this flight.

we waited for 50 minutes to check a bag and missed a flight. do better.

The flight crew was very professional and pleasant. Our flight was delayed 3 hours, but Kayak informed me in advance

Before I even boarded this old white man , a fat Samoan lady, and a short brown guy were at the desk. They asked if we could have 15 volunteers to get free checked bags cause it was a full flight. I waited in line, I got up to the short brown guy and he asked for my boarding pass and I showed him, he said that he can’t check my bag because I wasn’t given a seat yet. So he had me go to the next line with the old white guy, but before I switched lines I asked him, well if I go to that line, will I be able to check my bag so I waited in line and he said yeah, it doesn’t matter , I’m good. So I switch lines and wait in the line of the old white man, with every guest before me he was very sweet , making small talk, smiling and had great eye contact( all of the people he was talking to was white) I come up and he doesn’t look at me , then says I’ll be right with you, I wait for him to initiate and when he does he’s like what’s up? I was like the man next to you told me I needed to get checked in before I can check my bag. He’s like what’s your last name and I say Valenzuela , and he said we’re not there yet, all while not smiling, no eye contact like he was with the other guests. He said we’re will call you when I get to you. So I go sit down and I’m sitting down for less than a minute and he calls me and someone else. I go up and say Valenzuela and he’s like who are you and I’m like Valenzuela , he’s like hmm and says don’t go anywhere and calls someone else. I finally get my seat and I go back to the short brown man and ask if I can check my bag and he said there isn’t any room available and I was like? Wait you told me and then the fat Samoan lady said yeah we don’t need anymore bags thank you. I was dumbfounded and just walked away. So rude. Terrible experience and terrible communication on their end.

The flight was delayed, but once it arrived everything moved right along.

Coke zero offered...good. The proptness of flight was late. This has been a everytime thing for my last 9 flights. And is putting alot of pressure on my connecting flights. Not a bit punctual. I am always early, but Ak. Airlines is not. And people i happen fly beside, parrot the same thing. The baggage delivery to baggage claim, is not prompt. Its slowwwww. The seats are poorly padded, very crowd. We need more room, not padding the airlines bottom line. Its like a cattle car. More leg room, more side to side room. And attendants need upgrade of verbal skills. I have been faithful to Ak. A., but it will change if changes are not made. Not the only planes in the sky.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

Yall need to integrate your system with Alaska more efficiently. They booted me off the first flight because of a discrepancy on your end.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

Unfortunately, I was put into the middle seat in the first row of premium seating. Sounds nice right? No! that is the worst seat in the plane. I wish I was in economy rather than be in that seat! There is no seat back pocket, no tray table, no charger. Nothing! so unless you're row mates are willing to let you share their basic amenities any flyer should have, you are stuck. It was the worst experience ever! And the flight attendant forgot to take my drink order. I felt like the forgotten flyer.

Delayed and cancelled flights were hard and very stressful, both ways!

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Everything you need to know for your flight from Portland to Chicago

Information on your arrival and departure airports