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Cheap flights from Anchorage to Chicago from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Anchorage to Chicago departing on 5/20. 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 Anchorage to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Anchorage 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 Anchorage to Chicago.

Cheap last minute flights

Planning a quick getaway from Anchorage 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 Anchorage to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:35 am - 11:59 pmANC-ORD
19h 24m1 stop
10:00 am - 1:40 pmORD-ANC
6h 40mnonstop
$339Alaska Airlines
Find Deal
Wed, Apr 2 - Sun, Apr 6
1:49 am - 1:04 pmANC-ORD
8h 15m1 stop
4:05 pm - 12:22 amORD-ANC
11h 17m1 stop
$348Alaska Airlines
Find Deal
Sun, Feb 16 - Fri, Feb 21
9:35 pm - 9:39 amANC-MDW
9h 04m1 stop
1:26 pm - 7:35 pmMDW-ANC
9h 09m1 stop
$348Delta
Find Deal
Sun, Jan 26 - Fri, Jan 31
3:53 pm - 8:54 amANC-MDW
14h 01m2 stops
1:26 pm - 7:35 pmMDW-ANC
9h 09m1 stop
$353Delta
Find Deal
Sun, Jan 26 - Fri, Jan 31
1:49 am - 11:59 pmANC-ORD
19h 10m2 stops
4:05 pm - 12:56 amORD-ANC
11h 51m1 stop
$353Alaska Airlines
Find Deal
Mon, Feb 17 - Sat, Feb 22
1:10 pm - 8:54 amANC-MDW
16h 44m2 stops
1:26 pm - 7:35 pmMDW-ANC
9h 09m1 stop
$354Delta
Find Deal
Wed, Feb 19 - Thu, Feb 20
2:30 am - 7:40 pmANC-ORD
14h 10m1 stop
4:50 pm - 8:18 pmORD-ANC
6h 28mnonstop
$430American Airlines
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Tue, Apr 29 - Mon, May 5
11:50 pm - 11:20 amANC-ORD
8h 30m1 stop
2:35 pm - 10:48 pmORD-ANC
11h 13m1 stop
$438United Airlines
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Thu, Feb 13 - Mon, Feb 24
11:55 pm - 10:25 pmANC-ORD
19h 30m1 stop
4:07 pm - 7:48 pmORD-ANC
6h 41mnonstop
$446United Airlines
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Thu, Apr 3 - Mon, Apr 7
8:47 pm - 9:30 amANC-ORD
9h 43m1 stop
6:25 am - 6:37 pmORD-ANC
15h 12m1 stop
$810American Airlines
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Mon, Mar 10 - Fri, Mar 14
10:10 pm - 7:25 amANC-ORD
6h 15mnonstop
$159American Airlines
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Tue, May 20
10:25 pm - 7:42 amANC-ORD
6h 17mnonstop
$164Alaska Airlines
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Fri, Apr 11
8:43 pm - 11:03 amANC-ORD
11h 20m1 stop
$169American Airlines
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Fri, Apr 11
6:10 am - 7:43 pmANC-ORD
10h 33m1 stop
$174Delta
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Sun, May 18
1:15 am - 6:23 pmANC-ORD
14h 08m2 stops
$179Delta
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Tue, Jan 21
1:15 am - 5:04 amANC-ORD
24h 49m1 stop
$182Alaska Airlines
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Sat, May 17
12:20 pm - 1:03 pmANC-ORD
21h 43m2 stops
$184Alaska Airlines
Find Deal
Fri, Apr 11
2:28 am - 1:07 pmANC-ORD
31h 39m2 stops
$187Alaska Airlines
Find Deal
Mon, Jan 20
11:55 pm - 12:22 amANC-ORD
21h 27m1 stop
$295United Airlines
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Wed, Dec 4
11:59 pm - 8:12 pmANC-ORD
17h 13m2 stops
$364United Airlines
Find Deal
Sat, Jan 18
10:59 am - 11:58 pmANC-ORD
9h 59m1 stop
6:45 pm - 1:41 amORD-ANC
9h 56m1 stop
$760Delta
Find Deal
Fri, Nov 22 - Sun, Nov 24
10:59 am - 11:58 pmANC-ORD
9h 59m1 stop
7:10 am - 7:50 pmORD-ANC
15h 40m2 stops
$765Delta
Find Deal
Fri, Nov 22 - Sun, Nov 24
7:14 pm - 6:58 pmANC-ORD
20h 44m2 stops
7:13 pm - 3:35 pmORD-ANC
23h 22m2 stops
$770Alaska Airlines
Find Deal
Fri, Nov 22 - Sun, Nov 24
7:14 pm - 6:58 pmANC-ORD
20h 44m2 stops
6:00 am - 10:33 pmORD-ANC
19h 33m2 stops
$855Alaska Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
10:59 am - 11:58 pmANC-ORD
9h 59m1 stop
6:05 am - 1:14 pmORD-ANC
10h 09m1 stop
$870Delta
Find Deal
Fri, Nov 22 - Mon, Nov 25
11:55 pm - 4:56 pmANC-ORD
14h 01m1 stop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$1,068United Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
1:29 am - 1:19 pmANC-ORD
8h 50m1 stop
7:58 pm - 2:34 pmORD-ANC
21h 36m2 stops
$1,070Alaska Airlines
Find Deal
Fri, Nov 22 - Sat, Nov 23
2:04 am - 11:59 pmANC-ORD
18h 55m1 stop
2:25 pm - 11:43 pmORD-ANC
12h 18m2 stops
$1,075Alaska Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
11:55 pm - 4:39 pmANC-ORD
13h 44m2 stops
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$1,145United Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
9:20 pm - 6:21 amANC-ORD
6h 01mnonstop
3:35 pm - 7:37 pmORD-ANC
7h 02mnonstop
$1,271United Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
10:25 pm - 7:42 amANC-ORD
6h 17mnonstop
10:00 am - 1:40 pmORD-ANC
6h 40mnonstop
$399Alaska Airlines
Find Deal
Sat, Apr 12 - Sat, May 10
10:25 pm - 7:42 amANC-ORD
6h 17mnonstop
10:00 am - 1:40 pmORD-ANC
6h 40mnonstop
$519Alaska Airlines
Find Deal
Wed, Apr 30 - Mon, May 5
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$836United Airlines
Find Deal
Thu, Dec 26 - Tue, Dec 31
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$851United Airlines
Find Deal
Fri, Dec 27 - Thu, Jan 2
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,006United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,021United Airlines
Find Deal
Mon, Dec 23 - Sun, Dec 29
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,101United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,145United Airlines
Find Deal
Sun, Dec 22 - Fri, Dec 27
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,191United Airlines
Find Deal
Sun, Dec 22 - Sat, Dec 28
8:53 pm - 6:20 amANC-ORD
6h 27mnonstop
3:50 pm - 7:41 pmORD-ANC
6h 51mnonstop
$1,237United Airlines
Find Deal
Sun, Dec 22 - Sat, Dec 28

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets
Alaska Airlines
Apr 2
ANC1:35 amAnchorage
19h 24m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 6
ORD10:00 amChicago O'Hare Intl
6h 40m
ANC1:40 pmAnchorage
Alaska Airlines
Feb 16
ANC1:49 amAnchorage
8h 15m
1 stop
ORD1:04 pmChicago O'Hare Intl
Feb 21
ORD4:05 pmChicago O'Hare Intl
11h 17m
1 stop
ANC12:22 amAnchorage
Alaska Airlines
Feb 17
ANC1:49 amAnchorage
19h 10m
2 stops
ORD11:59 pmChicago O'Hare Intl
Feb 22
ORD4:05 pmChicago O'Hare Intl
11h 51m
1 stop
ANC12:56 amAnchorage

American Airlines flights from Anchorage to Chicago

Our best American Airlines deals on Anchorage to Chicago flight tickets
American Airlines
Apr 29
ANC2:30 amAnchorage
14h 10m
1 stop
ORD7:40 pmChicago O'Hare Intl
May 5
ORD4:50 pmChicago O'Hare Intl
6h 28m
ANC8:18 pmAnchorage
American Airlines
Mar 10
ANC8:47 pmAnchorage
9h 43m
1 stop
ORD9:30 amChicago O'Hare Intl
Mar 14
ORD6:25 amChicago O'Hare Intl
15h 12m
1 stop
ANC6:37 pmAnchorage

See travel insights to Chicago from

How to get the cheapest flight ticket from Anchorage 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 Anchorage, 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 Anchorage to Chicago during May average around $387.

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 Tuesday when prices can be found for as low as $393. 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 Anchorage to Chicago for around $551.

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 at noon. Flights from Anchorage to Chicago during this time can be as low as $0. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $542.

What is the cheapest Anchorage to Chicago flight route?

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

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

The best time to book a flight to Chicago from Anchorage is 54 days out, which is when prices tend to be around $484. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $292.

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

There are 4 cabin classes available to choose from on Anchorage 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 Anchorage to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Anchorage to Chicago flight.

How have Anchorage to Chicago flight prices changed over time?


When to book flights from Anchorage to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Anchorage to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Anchorage to Chicago (ANC to CHI) flight deals and tips

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

Best Price Found

$159

Fastest flight time

6h 01m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Anchorage in the past 72 hours is $159. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $339.
The fastest flight from Anchorage to Chicago takes 6h 01m
Direct flights go from Anchorage to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Anchorage to Chicago by plane?

    The straight-line distance from Anchorage to Chicago is 2848.0 mi. By plane, this route typically takes 6h 17m.

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

    Prices for flights from Anchorage Airport to Chicago refresh daily.

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

  • How old do you have to be to fly from Anchorage Airport 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 Anchorage Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Anchorage to Chicago?


Best airlines flying from Anchorage to Chicago

Compare and see reviews for airlines that fly from Anchorage 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
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $335Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $339Free CancellationRating
8.0
9,464 reviews
Search Alaska Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Anchorage.

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

momondo does allow users to show only those flights to Chicago from Anchorage which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Anchorage.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Anchorage and alert you when they change.


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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