Find cheap flights from Chicago to Alaska

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CHI — Alaska
Oct 26 — Nov 21
Round-trip
1 adult
Economy
0 bags
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Wed 10/26
Wed 11/2

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Good to know

Low season

November

High season

July

Cheapest flight

$155

Average price round-trip

$552

Good deal round-trip

$314

Good deal one-way

$160
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago O'Hare Intl to Fairbanks
(avg. price over the last 2 weeks)
or less
or less

Top tips for finding cheap flights to Alaska

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be June and July. The cheapest month to fly to Alaska is September.
  • Morning departure is around 27% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Alaska flights

Top 4 airlines serving from Chicago to Alaska

Scores according to KAYAK customer reviews
8.3
Alaska AirlinesOverall score based on 31396 reviews
8.5Boarding
8.2Comfort
8.8Crew
7.8Entertainment
7.8Food
Airline reviews

Staff was great. Can’t speak to food since didn’t apply, disappointing that meal had to be prepurchased, would expect meal to be provided for flight of that length

Read more about Alaska Airlines

Staff was great. Can’t speak to food since didn’t apply, disappointing that meal had to be prepurchased, would expect meal to be provided for flight of that length

Pros: "Everything"
Pros: "Timing of the flight was always good. Efficient flying. Crew was super helpful too even when passengers were a bit too much."
Pros: "Crew did a fantastic job"
Cons: "All was well"
Pros: "Polite crew :)"
Cons: "Pretzels!!! Seriously, the Biscof cookies are not as good. Of course, I like salty :)"
Cons: "Better snacks premium members"
Cons: "Nothing. I've flown on worse."
Pros: "Toni was amazing"
Cons: "Flight was delayed 8 hours"
Pros: "It’s not American, United, or Delta."
Cons: "The Gogo Internet access was much worse than non-existent, causing me to pay and waste literally hours trying to get a single flight search done on [This idiotic form is broken—the search engine that starts with “Kaya”], and now I have to waste more time and effort to demand a refund from Gogo."
Pros: "Friendly staff. Snack service."
Cons: "NA"
Pros: "Good communication re: the delay, comfy seats, super friendly gate staff, great free movie selection"
Cons: "Not sitting at the gate on the plane for 2+ hours:("
Pros: "The crew did very well. The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable."
Cons: "The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable. The bathroom was too narrow."
Pros: "Timing-Fasrer than scheduled"
Pros: "Good leg room Good coffee"
Cons: "No iPad to rent or on seat tv screen"
Cons: "Delayed. Flue season folks. If your sick just don’t travel!"
Pros: "Great crew as usually"
Cons: "Hated ORD"
Pros: "Everything went smooth and was great besides the boarding."
Cons: "Boarding seemed to take quite quite awhile, not sure what the deal was but once we were boarded they kicked it into high gear"
Cons: "Dog allowed to sit next to me. It should be ina crate or at least on the lap of the owner"
Pros: "Had the chance to watch interactions with boarding attendants and other passengers and flight crew. Was always very informative and friendly to passengers, flight crew and ground crew and always seemed informed on what was going on. Flight was great and stewardess' were super friendly and helpful."
Cons: "N/A"
Cons: "Auxiliary generator broken so plan got hot very quickly. Flight was 2.5 hrs delayed due to another mechanical failure. And then once we were in air they generously notified us that the WiFi was broken. Utter garbage."
Pros: "Seats, movie selection, drinks"
Cons: "No headphones available both ways and my AirPods don’t work with system. Flight attendants this leg were not so friendly."
Pros: "Flight had a mechanical issue. They kept us informed, provided vouchers for food, and a discount on a future flight. We also were offered a free drink once the flight finally did take off. Crew was terrific."
Cons: "It was a 5 hour delay, however, we deplaned after about 50 minutes."
Pros: "Flight was efficient and smooth, attendants were all very kind, we arrived early, and my bags made it intact."
Cons: "I was shocked that there wasn't an in-flight meal, or at least more of a snack. It's a 7 hour flight from Chicago!"
Pros: "It was great we had a nice Tailwind that got us in 50 min early . Space in seating was more than adequit."
Cons: "Their wasn't anything I disliked."
Pros: "Staff was awesome"
Pros: "Had no food or entertainment"
Pros: "Excellent Crew - I flew standby, so have great gate agents and flight attendants makes all the difference when you’re hoping for a seat. In flight they are professional and personable and keep you up to date on what you need to know! Plus, I’m always happy when my flights have USB ports so I’m fully charged when I deplane."
Cons: "I always want more leg room or a little more room under the seat in front of me. But I didn’t upgrade for a roomier seat and there was more than enough overhead space, so truly can’t complain about it!"
Pros: "Good customer service and comfortable plane"
Cons: "Sat for an hour before take off."
Pros: "Everyone on my flight were just great"
Cons: "Service"
Pros: "Alaska never disappoints us. We lucked out with a 1/2 full flight from Chicago, so had lots of room. Each of us got a window. Friendly crew and desk staff. Timely return of checked luggage. All good."
Pros: "Everything was awesone...the airline crew were helpful and approachable."
Cons: "There was nothing that I didn't like."
Pros: "Professional flight attendants"
Cons: "N/A"
Pros: "The flight attendants went above and beyond!"
Pros: "I was in first class so that's the better experience. I would have been even unhappier in coach."
Cons: "Seat, despite being first class, was not comfortable I asked for a blanket before takeoff and was told there aren't any on board. No blankets for an 8 hr red eye??? No pillow either. Flight attendants never asked if I wanted another beverage after initial service. It was an 8 hr flight. The first class meal was a tiny cheese plate. I was starving. For a $900 1 way ticket, I expect more of this airline Flight attendants seemed like they didn't want to be there. Wasn't feeling the love. it was a 12:30am flight. We are all tired, but c'mon. Smile a little."
Pros: "the seats were much more comfortable and the fans worked. I had a way better flight."
Pros: "Very friendly crew. The airline also offers a little more leg room than other airlines"
Cons: "Small crowded terminal at O'Hare made boarding seem chaotic"
Pros: "The service was great, everyone was very friendly!"
Cons: "The change from virgin airlines to Alaska was a bit confusing. I was told conflicting things and was not told that I would have to pic up my checked bag to re-check it. There needs to be more clear instructions on what someone needs to do if they are flying with both airlines."
Pros: "The flight attendants were nice and efficient. The seats were comfortable, but my wive got squeezed by a large person next to her. I rated the food as 3 * because the snacks they give out are cookies (which I am sure most people appreciate) but I am only eating healthy things. Some salty nuts would have worked for us. Drink wise there were multiple sugar free options, which I appreciate,. I had a Seltzer and orange tea."
Cons: "Nothing to complain about. I rated the food as 3 * because the snacks they give out are cookies (which I am sure most people appreciate) but I am only eating healthy things. Some salty nuts would have worked for us. Drink wise there were multiple sugar free options, which I appreciate,. I had a Seltzer and orange tea."
Pros: "Plane had a delayed boarding and no explanation for the delay eas given"
Pros: "• Quick to board plane and take off • Flight arrived sooner than expected • built in plugs so you can charge your computer or phone."
Cons: "They have a 20 minute policy for baggage claim. At the 19 minute mark they sent up about 20 bags and stoped. It took them another 30 minutes to start sending more bags. One of the airline attendants spelt a fruit package on the floor in front of me. The juice from the package got all over my bag below the seat in front of me, getting important military paperwork damaged and she didn't even apologize."
Cons: "Customers should be made aware that animals are on the flight before boarding to safe guard against allergies."
Cons: "Boarded early because of disability, crew unable to assist in placing carry-on in overhead bin (bad back, medical reason or other excuses). Intermittent "rough flight" Lavatory - not flushed when entered, reported to crew. Problem ?"
Pros: "Mostly smooth flight and good service."
Cons: "Didn't use provided entertainment service."
Pros: "Captain's flight commentary good Crew fine. Plane fine."
Cons: "slow, untimely, disorganized boarding Couldn't get seat assignment online or at airport."
Cons: "My wife cleaned the seat headrest with a disinfectant wipe and it was very dirty."
Pros: "Was seated by a very nice couple."
Cons: "The plane was crowded. I was very upset to find that on a 6 hour flight I not only had to pay for entertainment I didn't even get to finish watching what I paid for. Was really pissed that on a 6 hour flight I had to starve because you also charge for food! Didn't have a credit card only cash that was refused so I was unable to eat."
Pros: "Seats were not bad - headrests actually fit my head right!"
Pros: "Great service and extremely friendly staff. Brand new plane. More economy legroom then other carriers"
Pros: "The crew was wonderful! Everything else was perfect."
Cons: "These seats are $50 extra, and yet the entire row doesn't recline. I feel like this should be clearly stated before allowing people to upgrade to "premier" seating. Our flight was a red eye and it was the worst sleep I've ever tried to have."
Cons: "Who ever made my reservation did not put in seat numbers is now my wife and I are not sitting together. Also Alaska airline charges for everything. So they suck."

Despite the terrible weather situation, the crew made sure that all passengers were safe before taking off. We were all thankful that Delta made sure to take all precautions to insure a safe flight. Even though the flight was delayed, we were able to still make our connection in Atlanta We're thankful for the effort that Delta and the crew made to get us in the air, but making sure that everything was safe. Being a GA private pilot myself, I know all of the procedures that must be followed in order to get that flight safely off the ground.

Boarding took a long time. Taking off took a long time. I spent over an hour connecting, disconnecting repeatedly from the Wifi just to watch the last 15 mins of the movie I watched on my first flight. Wasn’t offered ice with my drink. They passed me twice to throw out my garbage. And the guy next to me had his arm in my ribs the whole time.

It was a smooth flight. Nothing untoward happened

Pros: "Flight canceled without notification"
Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"
Pros: "Delta flight took extra precaution to keep all passengers safe before during and after the flight. They communicate effectively during the flight. I will be flying Delta again and again."
Cons: "The trip was great"
Pros: "The crew very professional. My flight was on time."
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "Super friendly and helpful with connections."
Cons: "The music on the plane was a bit much. Lol"
Pros: "Crew was friendly, seats really comfortable!"
Cons: "Headphones sold for $ 2. Headphones preferably free"
Pros: "Calm and safe, just like I like it."
Cons: "The carrots were hard and the bread was cold."
Pros: "Comfortable plane due to few passengers"
Cons: "7 hour delay after flight postponed."
Pros: "Got to my destination without any issues"
Cons: "Seats/seating area are too small, and I'm not a big person."
Cons: "No AC for an hour before takeoff - very uncomfortable. Audio for tv did not work."
Cons: "Flight was delayed a bit due to a couple passenger booking/misc issues. 1st class didn’t get gate bevfood service. Oven was busted so my meal wasn’t available. Entertainment console had all channels functional except — not really an issue I just really wanted to have ESPN playing in the background"
Pros: "Son got wings, so was happy."
Cons: "No entertainment."
Cons: "It was late"
Pros: "Good snack selection. Crew was personable."
Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."
Cons: "Notify the delay quickly"
Pros: "Helpful"
Cons: "More print media to read on"
Pros: "Crew was great."
Cons: "Couldn’t hear/understand the pilot"
Pros: "Flight attendant in first class was amazing."
Pros: "Jeff was our flight attendant in first class. He is an excellent flight attendant. He has an amazing attitude and his manner made us feel as if we had been friends with him for years."
Cons: "Passengers who pay retail for first class on domestic flights should get access to the Delta lounges even without the AE card. Other airlines do this, and we have come to expect it."
Pros: "The boarding was fast and very well handled."
Cons: "My flight from Chicago was two hours late and that's why I missed the flight from Atlanta to Buenos Aires. No one helped and did not know that the flight was delayed and I had to find a place to sleep. I'm not satisfied with the experience and I have not yet arrived in Argentina because of the whole"
Cons: "It was delayed"
Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."
Pros: "It was a smooth boarding, flight and exit out of the plane."
Pros: "Snacks, cleanliness and crew"
Cons: "N/A"
Cons: "From the begging they changed the flights for something totally different. It was a 14 hour trip. Awful"
Pros: "It was a normal flight as well expected."
Pros: "I was with my friend"
Cons: "Delayed 12+ hours"
Pros: "We had a 2 1/2 delay due to mechanical issues but the crews, flight and ground, did a great job. Thanks."
Pros: "I was given a complimentary upgrade."
Cons: "It takes time and worries to find the air train and Aeroflot registration."
Pros: "My flight was great. Boarding was easy and the seats were comfortable."
Pros: "The service was amazing , the staff was honestly friendly and nice"
Pros: "Great service, nice agent friendly"
Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"
Pros: "Nothing"
Cons: "Cancelled my flight because I lost one of the arms"
Cons: "Layover"
Pros: "Short flight"
Cons: "Too cold Not friendly boarding agent"
Pros: "N/A"
Cons: "2.5 hour delay for no apparent reason at first (supposed mechanical issues with plane) and then waited on plane at gate for a missing pilot who never got picked up from his airport and got stuck in Chicago traffic trying to get to O'Hare. Eventually had to take pilot from another flight before leaving at 8:45 when flight was scheduled for 6:00am."
Cons: "Had a death in the family and no one would help me get back home"
Pros: "Seats were comfortable. Snacks!!! Nice flight crew."
Cons: "I liked everything."
Pros: "The Gogo Inflight wifi and entertainment did not work for even a minute. I choose flights based on their amenities and this one had offered full WIFI service which swayed me to choose to fly with Delta. I'm not sure who is to blame about this issue but I'm pretty frustrated that it was completely dysfunctional."
Pros: "The movie I watched was pleasant, although I had trouble hearing it because of the situation described below."
Cons: "There was a family seated behind us with several crying, loud children. We were miserable. Even my headphones with a Mozart sonata cranked up to loud did little to mask the noise. Probably not Dela'a fault, but the crew did nothing to mitigate the problem."
Cons: "Plane was sat broken at gate and needed part to be flown in. 150 minutes delayed. Not acceptable."
Cons: "Late and then mechanical issues."
Pros: "Crew was great"
Cons: "Seat was uncomfortable. Flight was much too crowded"
Pros: "The new premium economy seats were really nice."
Cons: "Check the pillows in premium economy for any stains. I had a pillow with several 2-inch yellow/red stains on it. There were no more pillows of those pillows, so the attendant gave me one from business class."
Cons: "Was next to crying child. I do understand crying children. But I should have footed a free glass of rose."
Cons: "Lack of a crew delayed flight 4 + hours."
Pros: "Flight was cancelled after multiple delays & I changed to United."
Cons: "Stop delaying & canceling flights, especially last minute"
Pros: "Crew"
Cons: "The delays due to software"
Pros: "Really easy boarding and flight. Great in flight entertainment options."
Pros: "All was good"
Cons: "Nothing to complain about."
Pros: "Seat assignment process was great and considerate of my preferences."
Cons: "If AA could fix its luggage handling process that would be great. BOTH (!) of my bags have been lost on this flight. Both have been eventually located, recovered and delivered to me, but experience was not pleasant this time."
Pros: "Flight attendants were friendly and thoughtful."
Cons: "Seating is too tight. Hard to believe that in 2019, major airlines still have seats without any electrical or UBS outlets for charging devices."
Pros: "Service from crew was fine"
Cons: "No delay! Got notification that our flight was one half hour earlier. Then boarded aircraft, and it had electrical problems. Delayed. We had to get off. Then board another aircraft."
Pros: "Everything about the service and hospitality."
Cons: "The short connection time allowed at Heathrow."
Pros: "Comfortable seats and snack / drinks service"
Cons: "Delayed flight departure and bumpy landing"
Cons: "I was apparently "flagged" by British Airways for extra security checks. As I understood it in London, I was randomly selected for this security check. This then apparently meant that I was to be flagged for all subsequent flights. This meant that in Chicago, after going through two other security checks that day (Zurich and London) and completing customs, I had to engage in a full Homeland security check. This involved removing protective covers from my laptop and phone that were hard to get off (not meant to be taken off regularly) and a full body search that I did not have to do in London. After many hours of traveling, this was very a frustrating experience."
Cons: "I will never, ever book with Kayak again"
Pros: "Good service in-flight. Pretty comfortable seats and decent in-flight food/beverage options."
Cons: "Crew was slamming overhead compartments before take-off and would ignore questions from passengers. Late take-off, very late gate change and late arrival. No help from crew on the plan to get bags taken care of so boarding took forever."
Cons: "I tried to change my seat to an available window seat several times after online check in opened using the app and consistently received error messages so ended up stuck in a middle seat."
Cons: "It was not clear that I needed a different 6 letter code to checkin using the AA website. I finally got frustrated and called AA only to find out the code was different. The codes should have been the same or you should have referenced it on the website when I tried to check in"
Pros: "Our plane was late getting to the gate. They kept us informed and turned it around pretty quickly. There were storms between Chicago and Rochester so we were rerouted. As a result the hour flight was an hour and a half. The pilot kept us informed and it was a very smooth flight. So even though I was over an hour late arriving I so appreciated the communications and the safer route. AA seems to be communicating more than other airlines and I appreciate that. Flying is absolutely no fun anymore so you take what you can get for the positives."
Cons: "WiFi wasn’t working so I couldn’t communicate my late arrival to family picking me up."
Cons: "On my first flight from SLC to ORD I asked 3 different American Airlines employees if I needed to pay for my carryon before I got on the plane. They all said no. I got on the plane, put my carryon under the seat in front of me and everything was great. I landed in Chicago, got to my gate, went to board and this very rude employee stopped me after I scanned my ticket and told me I couldn’t board with my bag. The EXACT bag I had boarded with in SLC. After harshly grabbing my bag and putting it in the carryon basket to check for size, she wouldn’t let me pass by her into the boarding bridge and told me I was going to have to pay. I tried explaining that I had asked I’m SLC if I needed to check it and they had all said no and that it fit under my seat. She said, “I don’t care what they said in SL, this is what I’m saying here.” And directed me to the front desk where I had to pay $50!! $50 for a carryon backpack that fit under my seat comfortably 20 minutes before!! Without saying a word (cause I didn’t want to yell at the poor girl behind the desk) I paid the $50 and proceeded to enter the bridge but before I passed through, the rude woman said, “have a nice flight ma’am” and scoffed!! An audible scoff. So I’m short, I hate American Airlines and I will do my BEST to not have to fly with them in the future."
Pros: "Landing at my final destination."
Cons: "Over 3 hours of delays. American Airlines needs to get their act together at Chicago O’Hare airport."
Cons: "Flight was delayed by untold circumstances causing us to miss our connecting flight to Venice."
Pros: "I'm glad they didn't fly an airplane that didn't pass the mechanic's evaluation."
Pros: "On time departure and early arrival"
Cons: "Nothing"
Pros: "Nice crew Spacious plane"
Pros: "The crew was amazing, flight was very smooth, arrived early, plane clean, service was great."
Cons: "For being in first class, my seat did not recline so I couldn't sleep and audio for my entertainment center was not working"
Cons: "My check in bag it’s lost got wrong boarding pass even when I told them I had electronic boarding pass on my phone. Really disappointed with this."
Pros: "The touch down at MSP. Was sitting over the wing and barely felt it."
Cons: "Was told carry on needed to be checked because there wasn't any more overhead room for my 9X14X16. So then I had to dig through it at the gate to remove lithium batteries and it took an additional 20+ minutes at MSP to get to baggage claim/wait/claim bag. There was plenty of room in overhead storage for my bag."
Cons: "Great trip"
Pros: "Not turbulence"
Pros: "Was on time."
Cons: "Not eventful."
Cons: "Luggage did not make the transfer on time (Chicago-Charlotte after Tokyo), although they had about 45 minutes to load it. Do not buy an international ticket with less than 1.5 hours transfer time. (It took 45 minutes to get through customs/immigration and retrieve luggage for transfer."
Cons: "All was excellent! Only the internet was not working good , payed for all flight access but most of the time the internet was not working. Anyway I contacted support team and they refunded me"
Pros: "Personal TVs with many movie and game options. I also liked that I could view the flight map and timing details. Meals and crew were great too!"
Pros: "A flight that actually had extra seats? I couldn't believe it. Plus the entertainment options made the 8 hour flight "fly" by (no pun intended)"
Pros: "The time of the flights were very good- both departure and arrival"
Cons: "On the departure flight, the flight attendants in economy kept hitting the seats each and everyone they brought out food and drink trolleys."
Pros: "on time"
Cons: "very cold"
Pros: "Boarding was efficient, easy. Lots of movie choices. Quiet flight."
Cons: "Flight attendant with an attitude. He announced the dinner choices but turned around the moment he began speaking. When I asked what he had said, he rolled his eyes. That's pretty disgusting and takes a lot away from the overall experience. Sorry, that I'm a burden when I paid a ton of money for this flight. And I had no extra or special requests. I'm an easy passenger. I didn't ring for service outside the scheduled ones once... E.V.E.R. Food was the same sweet sour chicken that I had on every one of my flights with American Airlines in the last few years. Come on. Mix it up a little. The flight is expensive enough. A tiny bit more pampering would just make the difference. And flight attendants with a pleasant and patient attitude would make things a lot easier."
Cons: "This made the check in process extremely frustrating and confusing. Traveling with my elderly dad who had to squeeze between two large men for 7 hours because people who actually booked the airline got priority seating. We had to pay an extra $500 to upgrade to comfortable seats. Not pleased w Kayak."
Pros: "flight left on time and went smoothly. Flight crew was very nice."
Cons: "person next to me did not fit in their seat and spilled over into mine. Could not even put armrest down - so i was sitting in less than a full seat.."
Pros: "I enjoyed the entertainment because I don't watch movies in the theater often. The movies I saw in-flight were recent films I've been wanting to see and made time pass fairly quickly."
Cons: "I'm not a giant, but there definitely was not enough leg room in the main cabin. I could not sit comfortably, especially in the middle seat."
Pros: "Good communication"
Cons: "I don't understand why you boarded the flight when it seemed you knew there would be a delay to take off to SFO. We boarded only to learn we would sit at the gate for 30 min and the wait on the tarmac for anothe 40. Why not just delay the flight an board an hour later? It would have been a lot more comfortable in the terminal."
Pros: "Commuter flight, got me where I needed to go. The crew and staff where really friendly, even with all the confusion of trying to move a couple with a young child out of the emergency row."
Pros: "On the 2nd flight it must've been a new airplane because this was the first time my knees weren't jammed into the seat in front of me flying coach. Most comfortable flight I've been on in a decade."
Pros: "The crew were exceptionally friendly and helpful. They made the negatives about the flight much more bearably be their excellence service whether during boarding, in flight, or after landing."
Cons: "I booked the flight originally through british airways and expected your standard, modern plane for cross atlantic travel. Boarding to find myself on a 767 designed (and likely built) in the 80s was rather disappointing."
Cons: "I was unable to get this flight and rebooked onto a United flight that was denatured 4 hours."
Pros: "Overall it was a fine flight we were delayed an hour boarding. But this is good because apparently they didn't have a place for us to unload in Boston and we would rather be walking around the terminal in Chicago than sitting on the plane on the runway"
Cons: "As I mentioned in my last comment I was seated at the back of the plane on over four and a half hour flight by the time the food got to me they had ran out that I mention that I'm a diabetic with high blood pressure so I have to sit and suffer for over 3 hours will never ever fly American again"
Pros: "Flight was on time."
Cons: "My luggage was lost!!! People were sympathetic but no apologies or compensation Also, we were forced to pay extra for our seats before we were able to print boarding passes. My husband and I were not able to sit together which was upsetting to me."
Pros: "They were friendly. Seats are rarely comfortable..."
Cons: "I think all planes need better leg room...."
Cons: "Everything was good!"
Pros: "The flight was on time and smooth."
Cons: "Too many people with carry on luggage."
Cons: "The Boarding was not fair. The most horrible experience in my life and the Customer Service made me felt like a delinquent."
Pros: "Free upgrade to business class"
Cons: "Nothing"
Pros: "Friendly crew, tasty meals. Comfortable seats"
Pros: "Flight attendants were absolutely amazing!!!!! They made the trip very enjoyable!"
Cons: "Food!"
Pros: "Great crew"
Cons: "Very uncomfortable seats"
Pros: "Overall service at was very satisfactory on all the sectors. In-flight service was excellent. Lounges were good at Mumbai and Frankfurt. Pl. see my comments about United lounge at Chicago."
Cons: "I was denied an entry to the UNITED LOUNGE at Chicago Air port. The lady stated that this lounge is only for the departing passengers! She scanned my boarding card.and I said to her that I am departing to Detroit. She said I can enter if I am a GOLD card member or purchase a day pass for $59.00. I declined. I am under the impression that United is a partner of Lufthansa.and that they should honor the same Business class privileges as Lufthansa. I found it rather discriminatory act on the part of this particular employee of the United lounge at Chicago airport. Pl. bring it to the attention of the Lufthansa and United . I will appreciate follow up on this matter."
Pros: "Crew was nice."
Cons: "The entertainment system for an international flight was lacking compared to other airlines."
Pros: "Corralled group lines allowed people to get in line when I was ready versus open entrance for each group"
Cons: "Plane arrived late to gate making my flight arrive in Austin an hour later. I have an ride home, too."
Cons: "Delayed Swiss flight 8 tue 12 dec 2017 led to catastrophe"
Pros: "Quick"
Pros: "Comfortable Flight"
Cons: "Inflight WI-FI doesn’t work, it kept on dropping in the middle of the movie or it went back to the beginning. Couldn’t see a movie."
Pros: "Nothing! I will make sure to never use United for any flight from now on."
Cons: "Everything! The customer service was terrible and cold. Non refundable tickets should state in huge red writing that they are non refundable!!!"
Cons: "You better get rid of basic economy."
Pros: "No delay, friendly crew"
Pros: "Boarding was fine, no delays. Crew was nice, no complaints there! I had an empty seat next to me, so could stretch out. Luckily I brought a blanket with me, since I know from previous experience it's always too cold on planes."
Cons: "The entertainment didn't work on my iPad or my iPhone. I kept getting an error. Also, the WIFI is way too expensive."
Pros: "Associates were nice and knowledgeable. The airplanes were comfortable. Love the onetime performance of scheduling."
Cons: "Unite Airline performance wasn't the good. Also, there was nobody in Chicago to help us with the transferring process."
Pros: "I had the exit window and that made a huge difference in my trip as I am a 6ft tall woman who is all legs."
Cons: "It was slightly turbulent and TSA at O'hare airport are the rudest and laziest humans on the planet."
Pros: "Snacks and drink"
Cons: "Average"
Pros: "Flight was on time."
Cons: "Seats are uncomfortable and cramped."
Cons: "The pilot's landing was way too fast. I was sure that the plane would come to a stop in Hwy 280 at the end of the Asheville runway. That plane probably needed a major brake job after that landing. We ended up at the absolute very end of the runway!"
Pros: "Wasn't thrown off"
Cons: "Another delayed flight with United"
Pros: "I liked that we didn't crash into snowy mountains. I like that we landed."
Cons: "OMG. First class seat "broken" - wasn't really able to lean back because it went "too far" into row behind me. Nope - that's actually how the chair is designed. Was asked to sit upright the entire 7 hour flight. IFE spotty at best. It kept rebooting and kicking me and others out. I guess food was "okay" as I honestly don't remember it at all. This is my last of 10 years at 1K with United. Moving airlines this year."
Cons: "They might as well have thrown us in a car trunk the crew was very unaccommodating they didn't really care about us and the room legroom is ridiculously smal. On the connecting flight, the last flight the plane was two thirds empty and the crew made us sit in our assigned seats, crammed together telling us that if we want to sit in a seat with more legroom we have to pay $180"
Cons: "Too many seats too close together. The entire trip was too hot and stuffy. The flight attendants showed minimal care about the uncomfortable hot and stuffy environment."
Pros: "Boarding and crew attendants were courteous and helpful. Flight left on time and arrived early. Luggage arrived and my time inChicago was short."
Cons: "Seats crowded but I was fortunate to not have a person in middle seat. Implied tv was free but system kept asking for my credit card."
Pros: "The crew of this flight were amazing, attentive, and so positive. They certainly made the long flight an enjoyable one. The only challenge was that the in-flight entertainment stopped working 5 hours into the flight. That said, the crew informed us of how United would compensate us for that. As for the landing, that was perfect. We eased onto the tarmac so gently it barely felt as though we had landed."
Cons: "I wasn't too excited that the in-flight entertainment quit working about five hours in, but the crew did their best to remedy the situation. It did stink that we were delayed in disembarking, but that wasn't the fault of the crew. Lastly, I do wish that food came complimentary with it being a 9-hour flight. The options presented were tasty looking but it felt a little like we were being nickeled and dimed."
Pros: "United delivered us to Anchorage so late that we missed the very last flight out of Anchorage to Homer. We had to pay for a hotel room and full price tickets to fly the very next morning. Because United delivered us to Anchorage so late, we had to spend so much money on the hotel and next day flights. Until this point I have always been happy with United but I don't think we can go with United anymore after this."
Pros: "Crew was lovely."
Cons: "Seats BARELY reclined, and leg room was minimal. The whole flight was very uncomfortable even for someone who's only 5'3" who flys regularly. Also, no in flight entertainment for a long flight. Total fail."
Pros: "We'll coordinated."
Cons: "The seats were terribly uncomfortable (including her flight to Chicago). The cushion made me slide down the seat and could not get comfortable."
Pros: "stewards left me alonee to sleep"
Cons: "Over crowded back half of the plane... With the first 10 rows basically completely empty (only 8 people in the front 60 seats) That flight to anchorage arrived an hour early which is awesome, but we had to wait 45 min on the plane "for an empty gate" they said. There were at least 4 empty gates I could see from my window in the sand terminal we ended up deboarding at. Very frustrating"
Pros: "Customer service was excellent,very friendly."
Cons: "Delay of the plane and every show you have to pay for even the flight map, that was very disappointing."
Cons: "I went on this trip as an veterinary humanitarian out reach. I was also guardian to one high school student so that she might have an experience of such to guild her future. Her flight was missed booked to leave after mine, I attempted to rebook my flight with Luthansia but they would not let me me even partial rebook. I attempted a number of times to rebook the flight but their solution was extreme financial gain for them when more reasonable alternative could have been arranged. They canceled my entire return flight and left me stranded. I had to piece together a return flight on a shoe string budget. Thankfully American Airlines was understanding for it appears Luthansia and United are not."
Pros: "The promptness on the flight -the friendly crew - arriving on time means the most, also the flight itself was smooth"
Cons: "There were no ticketing agents at the gate adding an hour to the flight."
Cons: "2.5 hour delay. No working bathrooms. Couldn't hear the tv and headphones that they gave out were useless."
Pros: "The crew was awesome and the flight wasn't bad at all"
Cons: "It was suggested that I didn't bring my carry on with me so I left it to be voluntarily checked and it came back ripped"
Pros: "Over all it was a great flight aside from the rain delay but that's Mother Nature for you"
Cons: "Flight was delayed due to severl technical issues. Crew at least offer free drinks or snacks for the five hour delay."
Pros: "Nice clean planes and seat, on time performance"
Cons: "The flight attendant was hard to understand"
Pros: "Nothing"
Cons: "I was angry that I had to fly to Houston before heading to Phoenix which made my arrival in AZ much later than I had planned. My flight had been rescheduled since I missed my flight the night before because the first flight had been delayed. So the new flight was a longer trip because of the extra layover. The overall flight was a mess."
Pros: "Very good"
Pros: "Nothing"
Cons: "Multiple delays and gate changes; chaotic boarding; shabby plane condition (bathroom looked held together with duct tape)."
Pros: "Nice crew and boarding staff. The plane was repaired rather than the flight being cancelled."
Cons: "No airconditioning on the ground so the extra time on the tarmac was very uncomfortable. While taxiing, a screen went blank, so the plane returned to the terminal, deplaned, and there was a two hour delay for the repair."
Pros: "Smiles and service"
Cons: "Limited leg room"
Pros: "The crew was very nice, the plane seating and room was comfortable, no complaints."
Pros: "Tons of food and water. Movies good. Staff on plane were excellent. Clean bathrooms and peacful. Nice that headphones were provided."
Cons: "Seats should not be set to go back so far, if a person in front sets back all way, no space passenger behind. The seats should be calibrated to go back less of an angle."

Book cheap flights from Chicago to Alaska

Recent round-trip flight deals

12/9Fri
2 stopsAlaska Airlines
21h 56mORD-ANC
12/11Sun
2 stopsAlaska Airlines
25h 14mANC-ORD
$293
1/10Tue
2 stopsAlaska Airlines
23h 34mORD-FAI
1/17Tue
1 stopAlaska Airlines
10h 09mFAI-ORD
$294
12/20Tue
nonstopAlaska Airlines
6h 58mORD-ANC
1/3Tue
nonstopAlaska Airlines
6h 02mANC-ORD
$295
11/5Sat
nonstopAlaska Airlines
6h 50mORD-ANC
11/6Sun
1 stopAlaska Airlines
15h 43mANC-ORD
$296
1/21Sat
2 stopsMultiple Airlines
20h 18mORD-FAI
1/27Fri
1 stopMultiple Airlines
9h 02mFAI-ORD
$300
11/2Wed
nonstopAlaska Airlines
6h 50mORD-ANC
11/4Fri
2 stopsAlaska Airlines
22h 13mANC-ORD
$300
1/25Wed
1 stopDelta
12h 47mORD-FAI
1/28Sat
1 stopDelta
9h 02mFAI-ORD
$301
12/21Wed
nonstopAlaska Airlines
6h 58mORD-ANC
1/4Wed
nonstopAlaska Airlines
6h 02mANC-ORD
$301
2/1Wed
1 stopAlaska Airlines
16h 43mORD-JNU
2/11Sat
3 stopsAlaska Airlines
16h 41mJNU-ORD
$301
10/21Fri
nonstopMultiple Airlines
6h 50mORD-ANC
10/29Sat
1 stopMultiple Airlines
7h 28mANC-ORD
$303
11/11Fri
nonstopMultiple Airlines
6h 50mORD-ANC
11/12Sat
1 stopMultiple Airlines
9h 10mANC-ORD
$304
1/25Wed
2 stopsDelta
13h 25mORD-FAI
1/28Sat
1 stopDelta
9h 02mFAI-ORD
$306
11/10Thu
nonstopMultiple Airlines
6h 50mORD-ANC
11/12Sat
1 stopMultiple Airlines
9h 10mANC-ORD
$308
11/5Sat
1 stopDelta
11h 50mORD-ANC
11/5Sat
1 stopDelta
9h 30mANC-ORD
$312
10/22Sat
1 stopMultiple Airlines
11h 50mORD-ANC
11/5Sat
2 stopsMultiple Airlines
19h 55mANC-ORD
$315
1/14Sat
1 stopMultiple Airlines
11h 53mORD-ANC
1/17Tue
1 stopMultiple Airlines
8h 48mANC-ORD
$316
10/21Fri
1 stopMultiple Airlines
9h 26mORD-ANC
10/29Sat
2 stopsMultiple Airlines
22h 13mANC-ORD
$317
1/19Thu
1 stopDelta
9h 57mMDW-ANC
1/22Sun
1 stopDelta
7h 46mANC-MDW
$318
1/20Fri
2 stopsDelta
13h 51mMDW-ANC
1/23Mon
1 stopDelta
7h 46mANC-MDW
$322
1/10Tue
1 stopDelta
9h 46mORD-ANC
1/13Fri
2 stopsDelta
12h 24mANC-ORD
$324

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Recent one-way flight deals

10/26Wed
2 stopsAlaska Airlines
19h 10mORD-FAI
$155
10/26Wed
1 stopAlaska Airlines
31h 20mORD-FAI
$159
10/24Mon
1 stopDelta
10h 00mORD-ANC
$160
1/30Mon
1 stopDelta
9h 57mMDW-ANC
$160
10/26Wed
2 stopsAlaska Airlines
19h 05mORD-ANC
$164
10/25Tue
2 stopsAlaska Airlines
35h 21mORD-FAI
$164
12/19Mon
1 stopAlaska Airlines
14h 20mORD-FAI
$169
10/25Tue
2 stopsAlaska Airlines
23h 35mORD-ANC
$170
1/4Wed
1 stopDelta
9h 18mORD-ANC
$179
10/31Mon
2 stopsAlaska Airlines
18h 24mORD-ANC
$184
10/25Tue
3 stopsMultiple Airlines
21h 45mORD-FAI
$189
10/25Tue
3 stopsMultiple Airlines
24h 23mMDW-FAI
$196
10/25Tue
2 stopsMultiple Airlines
25h 11mMDW-ANC
$199
11/30Wed
2 stopsMultiple Airlines
25h 31mORD-FAI
$200
10/24Mon
2 stopsMultiple Airlines
41h 03mMDW-ANC
$203
10/26Wed
1 stopMultiple Airlines
32h 07mMDW-ANC
$204
1/30Mon
2 stopsDelta
13h 51mMDW-ANC
$214
1/30Mon
nonstopUnited Airlines
11h 29mORD-ANC
$248
10/11Tue
1 stopAmerican Airlines
18h 30mORD-ANC
$259
12/31Sat
nonstopUnited Airlines
6h 54mORD-ANC
$291

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Flights to Alaska

Return flight deals:

Alaska - Chicago

Cabin classes:

$1,708
$957
$556
$18

Browse destinations:

$1,013
$301
$475
$452
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