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Cheap flights from Alaska to Chicago from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alaska to Chicago departing on 2/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Alaska to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Alaska to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Alaska to Chicago.

Cheap last minute flights

Planning a quick getaway from Alaska to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Alaska to Chicago

Find recent round-trip train or bus tickets from Alaska to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:15 pm - 1:15 pmANC-ORD
17h 00m1 stop
6:45 pm - 1:41 amORD-ANC
9h 56m1 stop
$338Delta
Find Deal
Thu, Dec 5 - Wed, Dec 11
9:13 pm - 8:50 amANC-MDW
8h 37m1 stop
2:15 pm - 7:52 pmMDW-ANC
8h 37m1 stop
$338Delta
Find Deal
Fri, Dec 6 - Wed, Dec 11
5:15 pm - 1:15 pmANC-ORD
17h 00m1 stop
10:10 am - 1:41 amORD-ANC
18h 31m2 stops
$343Delta
Find Deal
Thu, Dec 5 - Wed, Dec 11
9:13 pm - 8:50 amANC-MDW
8h 37m1 stop
9:30 am - 1:41 amMDW-ANC
19h 11m2 stops
$343Delta
Find Deal
Fri, Dec 6 - Mon, Dec 9
2:28 am - 5:59 pmANC-ORD
12h 31m1 stop
7:45 am - 2:15 pmORD-ANC
9h 30m1 stop
$394Alaska Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
1:59 am - 5:59 pmANC-ORD
13h 00m1 stop
7:45 am - 10:38 pmORD-ANC
17h 53m2 stops
$399Alaska Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
9:20 pm - 6:21 amANC-ORD
6h 01mnonstop
9:36 pm - 10:53 pmORD-ANC
28h 17m1 stop
$641United Airlines
Find Deal
Sat, Nov 23 - Thu, Dec 5
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$711United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
1:20 am - 7:39 pmFAI-ORD
15h 19m1 stop
9:55 am - 8:58 pmORD-FAI
14h 03m1 stop
$889American Airlines
Find Deal
Sun, Dec 1 - Fri, Dec 6
1:20 am - 7:39 pmFAI-ORD
15h 19m1 stop
9:57 am - 8:58 pmORD-FAI
14h 01m1 stop
$891American Airlines
Find Deal
Mon, Nov 25 - Tue, Dec 3
1:15 am - 1:15 pmANC-ORD
9h 00m1 stop
$169Delta
Find Deal
Tue, Feb 11
1:49 am - 4:58 pmANC-ORD
12h 09m2 stops
$174Alaska Airlines
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Wed, Feb 12
9:13 pm - 8:50 amANC-MDW
8h 37m1 stop
$174Delta
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Mon, Dec 9
12:45 am - 5:01 pmANC-MDW
13h 16m2 stops
$179Delta
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Sun, Dec 8
5:45 am - 11:59 pmANC-ORD
15h 14m1 stop
$200Delta
Find Deal
Wed, Dec 11
9:35 pm - 12:55 pmANC-ORD
12h 20m2 stops
$205Delta
Find Deal
Fri, Jan 17
3:53 pm - 8:54 amANC-MDW
14h 01m2 stops
$205Delta
Find Deal
Mon, Jan 20
4:30 pm - 2:40 pmANC-ORD
19h 10m1 stop
$225Alaska Airlines
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Wed, Jan 15
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
$385United Airlines
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Sun, Dec 22
11:59 pm - 9:30 pmANC-ORD
18h 31m1 stop
$407United Airlines
Find Deal
Sun, Dec 22
12:50 am - 5:58 pmANC-ORD
14h 08m2 stops
8:25 am - 1:41 amORD-ANC
20h 16m2 stops
$554Delta
Find Deal
Tue, Nov 19 - Thu, Dec 5
12:50 am - 2:44 pmANC-ORD
10h 54m2 stops
6:45 pm - 1:41 amORD-ANC
9h 56m1 stop
$624Delta
Find Deal
Tue, Nov 19 - Thu, Dec 5
12:50 am - 1:20 pmANC-ORD
9h 30m1 stop
6:05 am - 1:14 pmORD-ANC
10h 09m1 stop
$750Delta
Find Deal
Fri, Nov 15 - Sun, Nov 17
9:15 pm - 8:51 amANC-MDW
8h 36m1 stop
2:17 pm - 7:50 pmMDW-ANC
8h 33m1 stop
$750Delta
Find Deal
Sat, Nov 16 - Tue, Nov 19
10:57 am - 5:00 amANC-ORD
15h 03m2 stops
6:20 am - 1:35 amORD-ANC
22h 15m2 stops
$766Alaska Airlines
Find Deal
Fri, Nov 15 - Sun, Nov 17
1:25 am - 6:16 amFAI-ORD
25h 51m1 stop
8:35 pm - 8:58 pmORD-FAI
27h 23m1 stop
$910American Airlines
Find Deal
Tue, Nov 19 - Mon, Dec 2
1:25 am - 6:16 amFAI-ORD
25h 51m1 stop
8:35 pm - 1:08 amORD-FAI
31h 33m1 stop
$941American Airlines
Find Deal
Tue, Nov 19 - Sun, Dec 1
1:25 am - 5:28 amFAI-ORD
25h 03m2 stops
7:00 am - 11:05 pmORD-FAI
19h 05m2 stops
$991Alaska Airlines
Find Deal
Tue, Nov 19 - Sat, Nov 23
11:55 pm - 6:54 pmANC-ORD
15h 59m1 stop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$1,393United Airlines
Find Deal
Fri, Nov 15 - Sat, Nov 30
11:55 pm - 4:56 pmANC-ORD
14h 01m1 stop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$2,628United Airlines
Find Deal
Fri, Nov 15 - Sat, Nov 30
10:25 pm - 7:42 amANC-ORD
6h 17mnonstop
10:00 am - 1:40 pmORD-ANC
6h 40mnonstop
$394Alaska Airlines
Find Deal
Sat, Apr 12 - Sat, May 10
10:10 pm - 7:25 amANC-ORD
6h 15mnonstop
4:50 pm - 8:18 pmORD-ANC
6h 28mnonstop
$410American Airlines
Find Deal
Thu, May 8 - Mon, May 12
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$640United Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$711United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
9:20 pm - 6:21 amANC-ORD
6h 01mnonstop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$891United Airlines
Find Deal
Sun, Nov 24 - Fri, Nov 29
9:20 pm - 6:21 amANC-ORD
6h 01mnonstop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$1,006United Airlines
Find Deal
Sun, Nov 24 - Fri, Nov 29
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,039United Airlines
Find Deal
Thu, Dec 19 - Wed, Dec 25
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,067United Airlines
Find Deal
Thu, Dec 19 - Sun, Dec 29
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,148United Airlines
Find Deal
Mon, Dec 23 - Sat, Dec 28
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,161United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1

Alaska Airlines flights from Alaska to Chicago

Our best Alaska Airlines deals on Alaska to Chicago flight tickets
Alaska Airlines
Jan 9
ANC2:28 amAnchorage
12h 31m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 12
ORD7:45 amChicago O'Hare Intl
9h 30m
1 stop
ANC2:15 pmAnchorage
Alaska Airlines
Jan 9
ANC1:59 amAnchorage
13h 00m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 12
ORD7:45 amChicago O'Hare Intl
17h 53m
2 stops
ANC10:38 pmAnchorage
Alaska Airlines
Feb 12
ANC1:49 amAnchorage
12h 09m
2 stops
ORD4:58 pmChicago O'Hare Intl
Feb 24
ORD4:05 pmChicago O'Hare Intl
11h 51m
2 stops
ANC12:56 amAnchorage

American Airlines flights from Alaska to Chicago

Our best American Airlines deals on Alaska to Chicago flight tickets
American Airlines
Dec 1
FAI1:20 amFairbanks
15h 19m
1 stop
ORD7:39 pmChicago O'Hare Intl
Dec 6
ORD9:55 amChicago O'Hare Intl
14h 03m
1 stop
FAI8:58 pmFairbanks
American Airlines
Nov 25
FAI1:20 amFairbanks
15h 19m
1 stop
ORD7:39 pmChicago O'Hare Intl
Dec 3
ORD9:57 amChicago O'Hare Intl
14h 01m
1 stop
FAI8:58 pmFairbanks
American Airlines
Nov 26
FAI7:00 amFairbanks
9h 39m
1 stop
ORD7:39 pmChicago O'Hare Intl
Dec 3
ORD9:57 amChicago O'Hare Intl
14h 01m
1 stop
FAI8:58 pmFairbanks

How to get the cheapest flight ticket from Alaska to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Chicago from Alaska?

Delta. Delta, American Airlines, and United Airlines are the most popular carriers operating from Alaska to Chicago

What is the cheapest Alaska to Chicago flight route?

Anchorage - Chicago O'Hare Intl. Fly from Anchorage to Chicago O'Hare Intl for the best Alaska - Chicago flight prices

What cabin class options are available on Alaska to Chicago flights?

There are 2 cabin classes available to choose from on Alaska to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Alaska to Chicago flights?

No. A direct flight is the cheapest option for a flight between Alaska to Chicago.

Cheap Alaska to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alaska to Chicago

Best Price Found

$169

Fastest flight time

6h 01m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Alaska in the past 72 hours is $169. The best round-trip flight deal from Alaska to Chicago found on momondo in the last 72 hours is $338.
The fastest flight from Alaska to Chicago takes 6h 01m
Direct flights go from Alaska to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. Airlines offering direct flights are: United Airlines, American Airlines and Alaska Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Alaska to Chicago?

    Prices for flights from Alaska to Chicago were last updated today.

  • How many operators does momondo search for flights from Alaska to Chicago?

  • How old do you have to be to fly from Alaska to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alaska to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Alaska to Chicago?


Best airlines flying from Alaska to Chicago

Compare and see reviews for airlines that fly from Alaska to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $195Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $293Free CancellationRating
8.0
8,788 reviews
Search Delta flights
United AirlinesPriceFrom $326Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $331Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Alaska to Chicago?

Finding the right flight to Chicago from Alaska is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Alaska to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Alaska to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Alaska to Chicago?

Once all potential Alaska to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Alaska to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Alaska are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago