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Cheap flights from Alaska to Chicago from $178

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 5/15. 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.
8:30 pm - 5:50 amANC-ORD
6h 20mnonstop
3:40 pm - 7:21 pmORD-ANC
6h 41mnonstop
$356United Airlines
Find Deal
Tue, Apr 1 - Sat, Apr 5
1:31 am - 2:16 pmANC-ORD
9h 45m1 stop
9:00 am - 12:55 pmORD-ANC
6h 55mnonstop
$366Alaska Airlines
Find Deal
Tue, Apr 15 - Mon, Apr 21
9:20 pm - 8:49 amANC-ORD
8h 29m1 stop
7:30 am - 2:51 pmORD-ANC
10h 21m1 stop
$376Delta
Find Deal
Tue, Apr 1 - Sat, Apr 5
9:20 pm - 10:42 amANC-MDW
10h 22m1 stop
1:16 pm - 7:06 pmMDW-ANC
8h 50m1 stop
$376Delta
Find Deal
Fri, Apr 11 - Wed, Apr 16
3:45 pm - 5:30 pmANC-ORD
22h 45m1 stop
7:50 am - 2:47 pmORD-ANC
9h 57m1 stop
$379Delta
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Thu, Apr 17 - Sun, Apr 20
9:20 pm - 12:41 pmANC-ORD
12h 21m2 stops
7:30 am - 2:51 pmORD-ANC
10h 21m1 stop
$381Delta
Find Deal
Tue, Apr 1 - Sat, Apr 5
9:20 pm - 9:45 amANC-MDW
9h 25m1 stop
9:23 am - 11:59 pmMDW-ANC
17h 36m2 stops
$381Delta
Find Deal
Tue, Apr 1 - Sat, Apr 5
3:45 pm - 5:30 pmANC-ORD
22h 45m1 stop
1:55 pm - 12:16 amORD-ANC
13h 21m2 stops
$384Delta
Find Deal
Thu, Apr 17 - Mon, Apr 21
8:30 pm - 11:07 amANC-ORD
11h 37m1 stop
8:15 am - 7:20 pmORD-ANC
14h 05m1 stop
$437American Airlines
Find Deal
Fri, Apr 11 - Wed, Apr 16
1:31 am - 5:24 pmANC-ORD
12h 53m1 stop
8:15 am - 7:20 pmORD-ANC
14h 05m1 stop
$464American Airlines
Find Deal
Thu, Apr 10 - Wed, Apr 16

Alaska Airlines flights from Alaska to Chicago

Our best Alaska Airlines deals on Alaska to Chicago flight tickets
Alaska Airlines
Apr 15
ANC1:31 amAnchorage
9h 45m
1 stop
ORD2:16 pmChicago O'Hare Intl
Apr 21
ORD9:00 amChicago O'Hare Intl
6h 55m
ANC12:55 pmAnchorage
Alaska Airlines
Apr 11
ANC10:00 pmAnchorage
6h 40m
ORD7:40 amChicago O'Hare Intl
Apr 16
ORD7:16 pmChicago O'Hare Intl
19h 02m
1 stop
ANC11:18 amAnchorage
Alaska Airlines
Mar 31
ANC1:52 amAnchorage
24h 48m
2 stops
ORD5:40 amChicago O'Hare Intl
Apr 5
ORD9:00 amChicago O'Hare Intl
6h 55m
ANC12:55 pmAnchorage

Delta flights from Alaska to Chicago

Our best Delta deals on Alaska to Chicago flight tickets
Delta
Apr 1
ANC9:20 pmAnchorage
8h 29m
1 stop
ORD8:49 amChicago O'Hare Intl
Apr 5
ORD7:30 amChicago O'Hare Intl
10h 21m
1 stop
ANC2:51 pmAnchorage
Delta
Apr 17
ANC3:45 pmAnchorage
22h 45m
1 stop
ORD5:30 pmChicago O'Hare Intl
Apr 20
ORD7:50 amChicago O'Hare Intl
9h 57m
1 stop
ANC2:47 pmAnchorage
Delta
Apr 1
ANC9:20 pmAnchorage
12h 21m
2 stops
ORD12:41 pmChicago O'Hare Intl
Apr 5
ORD7:30 amChicago O'Hare Intl
10h 21m
1 stop
ANC2:51 pmAnchorage

See travel insights to Chicago from

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 month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Alaska, with most prices found around $374. If you’re not able to fly to Chicago in November, then May is your next best option. Flight prices from Alaska to Chicago during May average around $394.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $726. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Alaska to Chicago for around $816.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Alaska to Chicago during this time can be as low as $331. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $753.

What is the cheapest Alaska to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Alaska when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $495 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Alaska for as low as $355 on momondo.

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

There are 4 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.

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

$178

Fastest flight time

5h 58m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Alaska in the past 72 hours is $178. The best round-trip flight deal from Alaska to Chicago found on momondo in the last 72 hours is $356.
The fastest flight from Alaska to Chicago takes 5h 58m
Direct flights go from Alaska to Chicago every day.
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
DeltaPriceFrom $293Free CancellationRating
8.0
8,151 reviews
Search Delta flights
United AirlinesPriceFrom $335Free CancellationRating
7.4
8,732 reviews
Search United Airlines flights
American AirlinesPriceFrom $338Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $339Free CancellationRating
8.0
9,717 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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