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 12/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
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.
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Everything you should know

Cheapest round-trip
$236
Overall average: $317
Alaska Airlines
Sat 2/14Tue 2/17
PDX - ORD • 1 stop
Cheapest non-stop
$236
Typical prices: $231-$383
Alaska Airlines
Fri 1/9Fri 1/16
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
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Top airlines
Alaska Airlines
Cheapest • from $237 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
PDX-MDW
Cheapest
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 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 16% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Sat, Feb 14 - Tue, Feb 17
Alaska Airlines Logo
6:00 am - 2:11 pm
PDX
-
ORD
6h 11m1 stop
Alaska Airlines Logo
5:29 pm - 11:44 pm
ORD
-
PDX
8h 15m1 stop
$236Alaska Airlines
Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
3:45 pm - 11:59 pm
PDX
-
ORD
6h 14m1 stop
United Airlines Logo
6:47 am - 12:33 pm
ORD
-
PDX
7h 46m1 stop
$237United Airlines
Thu, Jan 8 - Tue, Jan 13
Southwest Logo
6:30 am - 12:25 pm
PDX
-
MDW
3h 55mnonstop
Southwest Logo
4:10 pm - 10:30 pm
MDW
-
PDX
8h 20m1 stop
$237Southwest
Fri, Jan 16 - Sun, Jan 18
Southwest Logo
6:45 am - 12:40 pm
PDX
-
MDW
3h 55mnonstop
Southwest Logo
11:10 am - 7:55 pm
MDW
-
PDX
10h 45m1 stop
$242Southwest
Wed, Jan 28 - Fri, Jan 30
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
5:16 pm - 11:06 pm
ORD
-
PDX
7h 50m1 stop
$242United Airlines
Thu, Jan 8 - Mon, Jan 12
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
4:15 pm - 6:56 pm
ORD
-
PDX
4h 41mnonstop
$243United Airlines
Tue, Jan 13 - Tue, Jan 20
Southwest Logo
6:30 am - 12:25 pm
PDX
-
MDW
3h 55mnonstop
Southwest Logo
3:35 pm - 6:00 pm
MDW
-
PDX
4h 25mnonstop
$243Southwest
Fri, Mar 6 - Sun, Mar 8
Frontier Logo
12:04 pm - 1:07 am
PDX
-
ORD
11h 03m1 stop
Frontier Logo
10:53 am - 11:09 am
ORD
-
PDX
26h 16m1 stop
$244Frontier
Thu, Jan 8 - Tue, Jan 13
Alaska Airlines Logo
7:10 am - 5:10 pm
PDX
-
ORD
8h 00m1 stop
Alaska Airlines Logo
6:06 pm - 10:46 pm
ORD
-
PDX
6h 40m1 stop
$246Alaska Airlines
Wed, Jan 21 - Sun, Jan 25
Delta Logo
12:40 am - 9:08 am
PDX
-
MDW
6h 28m1 stop
Delta Logo
1:49 pm - 8:32 pm
MDW
-
PDX
8h 43m1 stop
$257Delta
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 cheapest return flight from Portland to Chicago costs $236 on the route between Portland (PDX) and Chicago Midway Airport (MDW). This is also the most popular route.

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 $293 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $452 and $407 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 $334 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 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 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.
Airlines
United Airlines

Economy Plus offers up to six inches more legroom than standard economy seats.


Priority Boarding places you in Zone 2, ensuring overhead bin space.

American Airlines

Basic Economy offers carry-on only travel with late boarding and no seat assignment until check-in.


Main Cabin Extra provides early boarding and complimentary drinks for a small fee.

Alaska Airlines

Premium Class offers priority boarding and complimentary drinks on flights over 350 miles.


Saver Fares board last and have no seat assignment until check-in.

Southwest

Southwest offers free snacks and soft drinks, with Wi-Fi available for streaming entertainment.


Southwest's Rapid Rewards program features unlimited rewards seats and no blackout dates.

Airports
PDX

PDX offers a refreshing check-in experience with modern design and ample security space, making it easy to navigate for early morning flights.

ORD

Take the CTA Blue Line from ORD to downtown Chicago for a reliable 45-minute journey, avoiding traffic delays common with driving.

MDW

The CTA Orange Line offers a quick 25-minute ride from MDW to downtown Chicago, ideal for avoiding traffic congestion.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek

Stefanie Waldek

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.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines and Alaska Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

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.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on PDX

Gabriel Leigh

Gabriel Leigh

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.

Read more

Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 4% 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 $236 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, Delta, JetBlue, and Hawaiian Airlines 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 $355 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 $316 and an overall rating of 7.9.

  • 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 $198 or less one-way and $364 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

American Airlines, Southwest, United Airlines, +1 more

American Airlines, Southwest, +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

American Airlines, Southwest, United Airlines, +1 more

American Airlines, Southwest, +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 11431 reviews
8.1Boarding
7.0Entertainment
7.8Comfort
8.5Crew
7.1Food
Airline reviews

Flight was delayed but still made it to Phoenix on time. Boarding went quickly, the flight was smooth.

8.0 ExcellentAnonymous, Dec 2025
PDX - PHX
Read more Alaska Airlines reviews

Flight was delayed but still made it to Phoenix on time. Boarding went quickly, the flight was smooth.

The food selections were not good, and entertainment was non existent.

I would have liked if the flight existed. To be fair the federal government canceled it. But, since it WAS canceled, I would have liked it if Alaska Airlines had moved a finger to assist me rather then abandoning me with my luggage, unable to check it, for 14 hours in Portland. So federal regulations forbid them from storing my bag? Then at least help me find storage or SOMETHING.

It was all good, no delays which was a worry. All great

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

This was more with the third party booking through Kayak but my KTN for Pre-TSA, even though I entered it, wasn't assigned to my ticket when I got to the airport. I had to go through regular security. Also the Alaska app had trouble loading my ticket in the first place and I had to ask for it to be printed. Alaska Airlines was great but wanted you to know about this hiccup in the ticketing interface.

Process of checking bag, boarding, etc. was all very quick, easy, and streamlined. Only problem I had was the seating: very cramped and uncomfortable, but I suppose that’s the perils of coach. Thankfully it wasn’t a super long flight so it didn’t ruin the experience overall.

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

When I bought my tickets I up great my seats for extra $104 each seats 8A and 8B in the way back from Portland to Palm Springs they gave me the seats 15. I thought it was for round trip same seats . So I was very disappointed ☹️

One disappointment. There was a gate change from B8 to B10, they had announced it maybe 20 minutes before the boarding time, possibly less. I didn’t hear the announcement as I was listening to music on my head phones at B8. At the boarding time, I got up and asked the gal at the B8 boarding desk, why the destination sign had not changed and if the flight was delayed as there was no plane behind her through the window, she said that perhaps the flight was delayed and the screen will probably update in -5 minutes ( she apparently didn’t know the boarding gate was changed ( 2 down from our location) I put my headphones on and went back to sit down . Just before the B10 door closed, I got a phone call asking me if I was still taking the flight, I said. “Yes” but I was at the gate stated on my ticket B8, then I was informed of the gate change, I got up and ran to the gate, and down the hallway to the jet ramp. I was the last to board!! Very frustrating . I was shocked that I got no emails or text messages from Alaska informing me of a last minute change!!

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

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.

The flight was CANCELED!!! Can’t get much more “poor” than that. I had to switch to American Airlines, add another layover and got home in Honolulu 4 hours later than I was supposed to be home. One bright spot was Josh with Alaska Airlines at SFO. He got me on a United Flight that got me home a few hours before I would have. Without him I would have gotten home almost 7 hours after my originally scheduled flight.

Canceled my flight within 24 hours, causing me arriving home midnight. Will never book Hawaiian airlines anymore

I like Hawaiian, it was great that they had good internet connection across the Pacific Ocean, thanks to Star Link satellites. The seating was comfortable, ( I was in economy ). Maybe I missed it, but I only got offered a beverage once. It was a nonstop flight KOA to SMF. I would take it again next time I go that way.

I always love flying Hawaii and I have nothing to add

Previously flown Hawaiian Airlines on similar routes, I found Alaska Airlines to be noticeably more comfortable. The seats on Alaska Airlines provided better support and cushioning, which made a significant difference on the long flight to the islands. When you’re spending 5-6 hours in the air, seat comfort really matters, and Alaska Airlines delivered where it counts. After comparing both carriers, I’ve decided to book with Alaska Airlines for all my future Hawaii trips. The superior seat comfort alone makes it worth choosing Alaska over Hawaiian Airlines. If you’re planning a trip to Hawaii and prioritizing comfort, I’d recommend giving Alaska Airlines a try. You won’t be disappointed. Highly recommended for Hawaii travel!

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

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

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.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

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Transportation modeAverage priceAverage duration
Flights$8673h 55m
Trains$67146h 00m