$174 Find Cheap Flights from Chicago to Alaska

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Alaska departing on 9/15. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alaska, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alaska, as well as popular online travel agencies
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Best Alaska Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchoragenonstop$346
Fairbanks
Fairbanks1 stop$346
Anchorage
Anchoragenonstop$346
Fairbanks
Fairbanks1 stop$346

Cheap Flights from Chicago to Alaska

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Alaska 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 Chicago to Alaska

Fri, Sep 12 - Fri, Sep 19
Alaska Airlines Logo
8:40 am - 12:21 pmORD-ANC
6h 41mnonstop
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
$346Alaska Airlines
Find Deal
Thu, Aug 14 - Tue, Aug 19
Delta Logo
8:25 am - 8:55 pmORD-FAI
15h 30m1 stop
Delta Logo
10:07 pm - 4:45 pmFAI-ORD
15h 38m1 stop
$346Delta
Find Deal
Thu, Aug 14 - Fri, Aug 22
Delta Logo
8:25 am - 8:55 pmORD-FAI
15h 30m1 stop
Delta Logo
3:15 pm - 3:04 pmFAI-ORD
20h 49m2 stops
$351Delta
Find Deal
Fri, Sep 5 - Sun, Sep 14
American Airlines Logo
5:01 pm - 8:48 pmORD-ANC
6h 47mnonstop
American Airlines Logo
9:53 pm - 7:17 amANC-ORD
6h 24mnonstop
$352American Airlines
Find Deal
Fri, Sep 5 - Fri, Sep 5
Hawaiian Airlines Logo
8:40 am - 12:21 pmORD-ANC
6h 41mnonstop
Hawaiian Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
$353Hawaiian Airlines
Find Deal
Fri, Sep 12 - Sun, Sep 21
Alaska Airlines Logo
1:01 pm - 8:47 pmORD-ANC
10h 46m1 stop
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
$356Alaska Airlines
Find Deal
Mon, Aug 11 - Tue, Aug 19
Alaska Airlines Logo
12:59 am - 4:37 amORD-ANC
6h 38mnonstop
Alaska Airlines Logo
11:26 pm - 8:40 amANC-ORD
6h 14mnonstop
$357Alaska Airlines
Find Deal
Mon, Sep 1 - Sun, Sep 7
Alaska Airlines Logo
8:40 am - 12:21 pmORD-ANC
6h 41mnonstop
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
$358Alaska Airlines
Find Deal
Sun, Sep 14 - Mon, Sep 15
Alaska Airlines Logo
5:45 pm - 2:47 amORD-ANC
12h 02m1 stop
Alaska Airlines Logo
11:00 am - 12:03 amANC-ORD
10h 03m1 stop
$360Alaska Airlines
Find Deal
Thu, Aug 14 - Sun, Aug 24
Hawaiian Airlines Logo
12:59 am - 4:37 amORD-ANC
6h 38mnonstop
Hawaiian Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
$370Hawaiian Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Chicago to Alaska flights

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

How much is a round-trip flight from Chicago to Alaska?

What is the cheapest Chicago to Alaska flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Alaska.

The cheapest ticket to Alaska from Chicago found in the last 72 hours was to Anchorage, at $358 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Anchorage (ANC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $358.

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

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 3 stops layover the cheapest option at $803 on average.

What is the cheapest month to fly from Chicago to Alaska?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Alaska, 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 Chicago to Alaska is April, when tickets cost $391 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $668 and $587 respectively.

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

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

For Chicago to Alaska, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Alaska back to Chicago, the best deals are generally found on Tuesday, with Saturday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Alaska, 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 Chicago to Alaska, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.


Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$174
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Chicago O'Hare Airport to Anchorage

FAQs - booking Alaska flights

  • I want to visit Juneau, Alaska, from Chicago. How should I get there?

    If you’d like to fly from Chicago to Alaska’s capital city of Juneau, start with a flight from Chicago O’Hare Airport (ORD) or Chicago’s Midway Airport (MDW) to Anchorage Airport (ANC). Upon arriving in Anchorage, you can take a nonstop flight to Juneau International Airport (JNU). Alternatively, you can take a layover flight from O’Hare Airport or Midway Airport to Juneau International Airport with a stopover at Seattle-Tacoma Airport (SEA).

  • Are there any nonstop flights from Chicago to Alaska?

    If you’d like a non-stop flight from Chicago to Alaska, fly out of Chicago O’Hare International Airport (ORD). United Airlines and Alaska Airlines offer nonstop service from O’Hare International Airport to the Ted Stevens Anchorage International Airport (ANC). Chicago’s Midway Airport (MDW) only offers layover flights from Chicago to Alaska.

  • I’m flying from Chicago to Alaska to visit Denali National Park. Where should I fly to?

    If you want to visit Denali National Park in Alaska from Chicago, consider flights from Chicago O’Hare Airport (ORD) or Chicago Midway Airport (MDW) to Fairbanks International Airport (FAI). United Airlines provides non-stop flight service, while both Delta and Alaska Airlines provide layover flights with a stop at Seattle-Tacoma International Airport (SEA). From Fairbanks, a train goes directly to Denali National Park, taking around 4 hours.

  • Are there any flights from Chicago to the Arctic region of northern Alaska?

    Although there aren’t any direct flights from Chicago to the Arctic region of Alaska, you can reach that area with multiple flights. First, fly from either Chicago O’Hare Airport (ORD) or Chicago Midway Airport (MDW) to Anchorage Airport. From Anchorage Airport (ANC), you can take nonstop flights to the Arctic towns of Barrow (around 2 hours), Deadhorse (about 1h 40min), Kotzebue (around 1h 30min), and Nome (about 1h 30min).

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

    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 Chicago to Alaska.

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

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

    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 from Chicago to Alaska with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Alaska?

    The cheapest time of day to fly to Alaska is generally in the afternoon, when round-trip flights cost $436 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Alaska is generally in the morning, which is peak travel time and where the average cost of a ticket is $579.

Top tips for finding cheap flights to Alaska

  • If you’d like to relax before a long flight from Chicago to Alaska, Chicago O’Hare Airport (ORD) offers multiple lounges with daily passes. The American Airlines Admirals Clubs are in Concourses G, H, K, and L, while the United Clubs are in Concourses B, C, and F.
  • Both Chicago’s O’Hare Airport and Chicago Midway Airport (MDW) offer facilities and services for passengers with reduced mobility. These include accessible parking, accessible entrances, accessible bathrooms, and wheelchair assistance upon request.
  • If you’re looking for eco-friendly flights from Chicago to Alaska, both United Airlines and American Airlines are committed to net-zero carbon emissions by 2050. Alaska Airlines aims for the same by 2040. All three airlines seek to improve their fuel efficiency, as well.
  • Carry-on luggage policies for American Airlines, Delta, and United Airlines flights from Chicago to Alaska include a small personal item and a larger carry-on item that doesn’t exceed 22 lb. Their checked bag allowance includes up to two bags for a modest fee, with each bag measuring up to 62 linear inches.
  • Are you looking to save money on your flight from Chicago to Alaska? If you’re flexible on time, one-stop or two-stop flights tend to be cheaper than nonstop flights to Alaska. Sun Country Air flights have one stop at Minneapolis St Paul Airport (MSP), while Alaska Airlines stops at San Francisco Airport (SFO) and Seattle-Tacoma Airport (SEA).

Reviews of the top 5 airlines serving from Chicago to Alaska

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Alaska. 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 Chicago to Alaska? 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 10000 reviews
7.8Comfort
8.1Boarding
7.1Entertainment
8.5Crew
7.1Food
Airline reviews

Could have service kiosks, had to find a gate with an attendant

8.0 ExcellentSam, Jun 2025ANC - FAI
Read more Alaska Airlines reviews

Could have service kiosks, had to find a gate with an attendant

Flight was delayed 5 hours. Missed connecting flight. Very little apology or attempt to make anything better. Got a $150 credit for next flight. There won’t be another flight. First time on Alaska - last time. Keep your credit. Should have done something more

It sucks, flight delays at FAT caused us to miss a day at lodge and overnight in Seattle. Flight delays coming home also. Never again

The plane was late taking off. We sat on the plane at least 45-60 minutes before moving away from the gate. Im 5’9” and 185lbs and there is no room in those seats. On top of that you shoehorn a waterbuffalo of a woman in the middle seat to where her sweaty rolls and arms were well into my seat and touching me the whole time. It was either that or press against the opposite arm rest and get hit by the beverage cart and every single person who walked by.

So much better coming back to Seattle than my trip TO Chicago. This crew actually communicated with the passengers!! Rebecca, one of the crew, stopped and visited with me about sign language. She should get a bonus of some kind!! She's a very neat gal!! It was still warm inside the plane, but it was packed! I still think you could do better than those teeny tiny pretzels! These were spicy and tasted terrible! All in all, still a better ride coming home. Go Seahawks!!

Arrival delay waiting for another flight to be towed and deboarded

PAID First class. No use of lounge in Phoenix (should have a code share). Bags checked and not marked first class, asked attendant who stated on mark gold members. Last bag out of carousel. When you pay extra, expect that...wifi was rebooted and not functioning to allow internet access. Food and cree were very good.

Very Large person sitting next to me and taking up a lot of space including mine

There was no sense of urgency to get us to our destination on time. There’s just no such thing with this airline. It’s not my fault, they don’t have enough help. They sure as hell charge you enough for everything Nothing like being nickel and dimed to death. Money for bags money to choose a seat. You gotta be made for money to fly this airline.

Waited for an hour to take off with no reason for delay.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

I did not board neither one of my flights because It got delayed and I had to be at my destination at a certain time

We were delayed at the SD gate for close to an hour before we were allowed to depart for SJ. Reason given was inadequate ground crew to move the plane from the gate.

Thanks to the supervisor Jose my pregnant wife and our family will not miss a very important ultrasound tomorrow. What he did was simply heroic. He needs to be promoted and praised. Please tell him our family appreciates him so so much!

Your crew shortage delayed departure by an hour resulting in us missing an event we had scheduled for that afternoon outside of Fresno.

The fact that I made my reservation with Hawaiian and then flew on Alaska really messed up my trip. From SeaTac to Omaha was awful, including having to rebook my flight for hours later because of not knowing I had to go to the Alaska check-in, thus losing time. Then I was back and forth across the airport because of gate changes that I found out about only during the final hour of a looooong day at the airport. Also, because of your system, I couldn't check in online ahead of time, either with Hawaiian or with Alaska. I feel like I never want to fly with either of you again. PS. I am almost 80 years old, have flown plenty, but do not have the stamina of a 30 year old. My phone told me I had to walk 11,000+ steps in SeaTac on the way out. It took me two days to recover when I finally got to Omaha.

Flight information board was not immediately available; however, it was not far from where I disembarked to my next flight.

No unruly passengers, started on time, easy transition to next flight.

Liked the crew and cleanliness. Terrible comfort (seats did not recline and located next to 3 bathrooms). Did not like the hidden fees, that now there is an additional fee to get a seat.

Terrible. A four hour delay to take off is unacceptable. arriving in Portland at 1:00 A.M.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

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

Cabin class types available on flights to Alaska

Cabin classes available on flights to Alaska. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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