$200 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 4/21. 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 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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Cheap Flights from Chicago to Alaska

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchoragenonstop$397
Fairbanks
Fairbanks1 stop$419
Anchorage
Anchoragenonstop$397
Fairbanks
Fairbanks1 stop$419

Book Cheap Chicago to Alaska Plane Tickets

 
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

Tue, Apr 21 - Mon, Apr 27
United Airlines Logo
4:03 pm - 7:48 pm
ORD
-
ANC
6h 45mnonstop
United Airlines Logo
8:50 pm - 6:05 am
ANC
-
ORD
6h 15mnonstop
$397United Airlines
Tue, May 5 - Tue, May 12
Alaska Airlines Logo
8:48 pm - 12:03 pm
ORD
-
ANC
18h 15m
1 stop
Alaska Airlines Logo
8:00 am - 11:59 pm
ANC
-
ORD
12h 59m
1 stop
$404Alaska Airlines
Fri, Apr 24 - Fri, May 1
Alaska Airlines Logo
6:00 am - 1:11 pm
ORD
-
ANC
10h 11m
1 stop
Alaska Airlines Logo
4:03 pm - 2:08 pm
ANC
-
ORD
19h 05m
1 stop
$405Alaska Airlines
Fri, May 8 - Fri, May 15
Alaska Airlines Logo
6:00 am - 4:25 pm
ORD
-
ANC
13h 25m
1 stop
Alaska Airlines Logo
11:08 pm - 8:25 am
ANC
-
ORD
6h 17mnonstop
$406Alaska Airlines
Tue, Apr 21 - Mon, Apr 27
United Airlines Logo
2:35 pm - 10:45 pm
ORD
-
ANC
11h 10m
1 stop
United Airlines Logo
8:50 pm - 6:05 am
ANC
-
ORD
6h 15mnonstop
$407United Airlines
Mon, May 25 - Tue, Jun 2
United Airlines Logo
9:04 am - 12:56 pm
ORD
-
ANC
6h 52mnonstop
United Airlines Logo
11:59 pm - 9:19 am
ANC
-
ORD
6h 20mnonstop
$409United Airlines
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
9:45 am - 6:50 pm
ORD
-
ANC
12h 05m
1 stop
American Airlines Logo
8:30 pm - 9:39 am
ANC
-
ORD
10h 09m
1 stop
$416American Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
6:00 am - 6:49 pm
MDW
-
ANC
15h 49m
1 stop
Delta Logo
8:25 pm - 12:07 pm
ANC
-
MDW
12h 42m
1 stop
$417Delta
Tue, Apr 21 - Mon, Apr 27
Delta Logo
12:46 pm - 12:40 am
ORD
-
FAI
14h 54m
1 stop
Delta Logo
1:45 am - 1:23 pm
FAI
-
ORD
8h 38m
1 stop
$420Delta
Sat, May 2 - Thu, May 7
American Airlines Logo
7:30 am - 7:35 pm
ORD
-
KTN
15h 05m
1 stop
American Airlines Logo
9:20 am - 5:39 am
KTN
-
ORD
17h 19m
1 stop
$470American Airlines
Booking Insights

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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Alaska departing in April.

What is the cheapest Chicago to Alaska flight route?

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

The cheapest ticket to Alaska from Chicago found in the last 72 hours was to Anchorage, at $349 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 $349.

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

The average price for all round-trip flights from Chicago to Alaska depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Alaska is generally in the afternoon, when round-trip flights cost $489 on average. Morning departures are around 9% 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 $576.

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.

No, with an average price for the route of $568, prices are generally cheapest when you fly direct.

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 October, when tickets cost $323 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $593 and $552 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 Saturday is the most expensive. Flying from Alaska back to Chicago, the best deals are generally found on Wednesday, with Sunday 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 4 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$200
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 15% 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.

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.
7.9
Alaska AirlinesOverall score based on 12108 reviews
7.8Comfort
7.0Food
8.5Crew
8.1Boarding
7.0Entertainment
Airline reviews

Don’t fly with Alaska if you have a layover in Seattle. Guaranteed to screw you over. We waited at terminal S3 &were >2 hours delayed(mechanical issues)and told to change terminals to a different plane that required riding 3 shuttles to get to new terminal N14. Then they delayed the flight even further and changed gates again. when I went to the customer service in terminal N, the manager turned me away without apologizing & refused to assist me but mandated I leave her alone as her shift is nearly finished and insisted I totake another 2 shuttles to terminal C so I can just talk to another service rep while dragging my family of 4/ kids in tow.

2.0 MediocreWenshu, Mar 2026
SEA - ANC
Read more Alaska Airlines reviews

Don’t fly with Alaska if you have a layover in Seattle. Guaranteed to screw you over. We waited at terminal S3 &were >2 hours delayed(mechanical issues)and told to change terminals to a different plane that required riding 3 shuttles to get to new terminal N14. Then they delayed the flight even further and changed gates again. when I went to the customer service in terminal N, the manager turned me away without apologizing & refused to assist me but mandated I leave her alone as her shift is nearly finished and insisted I totake another 2 shuttles to terminal C so I can just talk to another service rep while dragging my family of 4/ kids in tow.

I like flying Alaska Airlines. I think the staff are happy, the plane is comfortable, the entertainment reasonable, the food acceptable.

Everything was good. Please have a wheat free option for snacks in the future.

Not delay for a few passengers. That was uncalled for. If idiots can't make the flight on time thats their fault. Why should I be punished for them? No more holding the plane for one or two people

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

How can I review what was denied to me. Instead of offering to let me pay for the ticket I got booted of my flight with no way home and no choice but to purchase another ticket for 12 hours later. Filing a complaint with the DOT

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

I like them since I live in Alaska and I don't have much choice

Great. Went right to the desk and the people were helpful and kind. I was able to get my boarding pass in under 5minutes. They made sure I received the text.

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

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

The cabin temperature was nice and cool. The wifi was not working.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

The checking was disaster, the crew wasn't behave well. It took us two hours to check in, after that thr line at the TSA was long, we barely make the flight. Bad airline

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

I like that if they asked you to checked in a bag at the gate they give you priority to board

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

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

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

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

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

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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.