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Find cheap flights from Chicago to Alaska from $145

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 8/16. 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
0 bags
Thu 6/27
Thu 7/4

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Best Alaska Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Anchorage
Anchorage1 stop$348
Fairbanks
Fairbanks1 stop$404

Good to know

Low season

November

High season

July

Cheapest flight

$145
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 14% 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 to Alaska from Chicago 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 to Alaska with an airline and back to Chicago 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 to Alaska from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Alaska

  • Morning departure is around 39% cheaper than an evening flight, on average*.
  • 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).
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Alaska

 
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.
8.3
EVA AirOverall score based on 1501 reviews
8.4Boarding
7.9Food
8.2Comfort
8.6Crew
8.0Entertainment
Airline reviews

Their announcement was not quite clear in Chinese. The rest is pretty good.

8.0 ExcellentYue, May 2024IAH - TPE
Read more about EVA Air reviews

Their announcement was not quite clear in Chinese. The rest is pretty good.

The hygiene of the bathrooms were terrible. Urine smells leaked out into the cabin and the seats were really tight, even for a petite woman like myself. Flight attendants did not go through the cabin enough to offer refreshments.

I was expecting that movie selection and food would have been better. Everything else was great.

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

The quality of the food is pretty good. Thank you, EVA Air.

Fast and efficient boarding. Flight was on time. Service was very good for our long flight. First time flying with this airline and I would highly recommend.

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

Eva is one of the top airlines in Asia... but often are over priced. Finally found a reasonable rate.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

The flight was on time and nice as always for me with spirit but the cabin crew were not good. They left the lights on on a red eye for the entire flight.

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Book cheap flights from Chicago to Alaska

Recent round-trip flight deals

6/26Wed
1 stopDelta
9h 20mORD-KTN
7/3Wed
1 stopDelta
7h 03mKTN-ORD
$347
8/15Thu
1 stop
19h 22mORD-ANC
8/18Sun
2 stops
18h 55mANC-ORD
$348
8/23Fri
1 stopSun Country Air
18h 07mORD-ANC
9/2Mon
1 stopSun Country Air
17h 52mANC-ORD
$362
7/3Wed
nonstopAlaska Airlines
6h 31mORD-ANC
7/12Fri
nonstopAlaska Airlines
6h 17mANC-ORD
$376
7/4Thu
1 stopAlaska Airlines
14h 11mORD-ANC
7/12Fri
nonstopAlaska Airlines
6h 07mANC-ORD
$383
7/8Mon
1 stopSun Country Air
18h 22mORD-ANC
7/16Tue
1 stopSun Country Air
17h 24mANC-ORD
$384
8/26Mon
nonstopAmerican Airlines
6h 44mORD-ANC
8/29Thu
nonstopAmerican Airlines
6h 04mANC-ORD
$392
8/14Wed
1 stopAmerican Airlines
19h 45mORD-ANC
8/22Thu
nonstopAmerican Airlines
6h 04mANC-ORD
$402
8/9Fri
nonstopUnited Airlines
6h 43mORD-ANC
8/17Sat
nonstopUnited Airlines
6h 12mANC-ORD
$408
8/3Sat
nonstopUnited Airlines
6h 43mORD-ANC
8/17Sat
nonstopUnited Airlines
6h 12mANC-ORD
$420

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Recent one-way flight deals

8/16Fri
1 stopSun Country Air
18h 02mORD-ANC
$145
8/30Fri
1 stopSun Country Air
18h 07mORD-ANC
$171
7/23Tue
1 stopDelta
8h 10mORD-JNU
$197
7/22Mon
nonstopAlaska Airlines
6h 31mORD-ANC
$197
6/21Fri
1 stopAlaska Airlines
12h 31mORD-FAI
$201
8/16Fri
1 stopDelta
9h 15mORD-KTN
$204
7/22Mon
1 stopAmerican Airlines
20h 08mORD-ANC
$207
7/23Tue
nonstopUnited Airlines
6h 43mORD-ANC
$237
6/17Mon
nonstopUnited Airlines
6h 43mORD-ANC
$238
7/21Sun
nonstopAmerican Airlines
6h 41mORD-ANC
$277

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Last minute flights from Chicago to Alaska

Last minute flight, train and bus deals

6/2Sun
nonstopAlaska Airlines
6h 27mORD-ANC
6/12Wed
nonstopAlaska Airlines
6h 35mANC-ORD
$519
6/2Sun
nonstopAlaska Airlines
6h 27mORD-ANC
6/6Thu
multi-stopAlaska Airlines
8h 55mANC-ORD
$529
6/2Sun
multi-stopDelta
9h 28mORD-ANC
6/3Mon
multi-stopDelta
8h 48mANC-ORD
$538
6/2Sun
multi-stopDelta
9h 28mORD-ANC
6/3Mon
multi-stopDelta
14h 24mANC-ORD
$545
6/2Sun
nonstopAlaska Airlines
6h 27mORD-ANC
6/6Thu
multi-stopAlaska Airlines
12h 54mANC-ORD
$568
6/1Sat
nonstopAmerican Airlines
6h 31mORD-ANC
6/10Mon
nonstopAmerican Airlines
6h 15mANC-ORD
$580
5/29Wed
nonstopAmerican Airlines
6h 31mORD-ANC
6/2Sun
nonstopAmerican Airlines
6h 15mANC-ORD
$640
5/30Thu
multi-stopUnited Airlines
15h 46mORD-ANC
6/1Sat
multi-stopUnited Airlines
8h 50mANC-ORD
$743
5/30Thu
multi-stop
18h 11mORD-ANC
6/1Sat
multi-stop
28h 45mANC-ORD
$819
5/30Thu
multi-stop
30h 08mORD-ANC
6/1Sat
multi-stop
30h 48mANC-ORD
$958

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Flights to Alaska

Return flight deals:

Alaska - Chicago

Cabin classes:

$1,620
$1,271
$1,039
$237