What is the cheapest airline that flies from Chicago Midway to Anchorage?

Delta is the most popular carrier operating from Chicago Midway to Anchorage

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

Prices for flights from Chicago Midway Airport to Anchorage Airport were last updated today.

How old do you have to be to fly from Chicago Midway Airport to Anchorage Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Anchorage Airport.

What documentation or ID do you need to fly to Anchorage Airport?

The required travel and health documents for your Anchorage Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anchorage Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$180 Cheap Flights from Chicago Midway Airport to Anchorage in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Anchorage

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:48 am - 1:22 amMDW-ANC

16h 34m1 stop

8:15 pm - 4:20 pmANC-MDW

17h 05m1 stop

$358Delta

Find Deal

Thu, Dec 25 - Mon, Dec 29

1:15 pm - 10:49 pmMDW-ANC

12h 34m2 stops

9:45 pm - 9:01 amANC-MDW

8h 16m1 stop

$363Delta

Find Deal

Thu, Nov 20 - Wed, Nov 26

7:02 pm - 12:56 amMDW-ANC

8h 54m1 stop

6:05 am - 11:40 pmANC-MDW

14h 35m2 stops

$364Delta

Find Deal

Mon, Nov 24 - Thu, Nov 27

9:41 am - 10:49 pmMDW-ANC

16h 08m2 stops

6:05 am - 11:40 pmANC-MDW

14h 35m2 stops

$370Delta

Find Deal

Thu, Nov 20 - Wed, Nov 26

9:30 am - 12:28 amMDW-ANC

17h 58m2 stops

1:30 am - 12:30 pmANC-MDW

32h 00m2 stops

$371Delta

Find Deal

Thu, Apr 9 - Sun, Apr 12

7:02 pm - 12:56 amMDW-ANC

8h 54m1 stop

6:05 am - 6:18 pmANC-MDW

9h 13m1 stop

$378Delta

Find Deal

Wed, Nov 26 - Wed, Dec 3

1:15 pm - 12:56 amMDW-ANC

14h 41m2 stops

6:05 am - 6:18 pmANC-MDW

9h 13m1 stop

$383Delta

Find Deal

Wed, Nov 26 - Wed, Dec 3

9:41 am - 6:46 pmMDW-ANC

12h 05m1 stop

12:30 am - 6:00 pmANC-MDW

14h 30m2 stops

$384Delta

Find Deal

Wed, Nov 26 - Tue, Dec 2

9:34 am - 10:45 pmMDW-ANC

16h 11m2 stops

5:37 pm - 8:49 amANC-MDW

12h 12m2 stops

$390Delta

Find Deal

Fri, Nov 28 - Fri, Dec 5

1:00 pm - 12:59 amMDW-ANC

14h 59m2 stops

9:55 pm - 8:54 amANC-MDW

7h 59m1 stop

$395Delta

Find Deal

Fri, Feb 13 - Mon, Feb 16

Delta flights from Chicago Midway Airport to Anchorage

Our best Delta deals on Chicago Midway Airport to Anchorage flight tickets

Delta

Dec 25

MDW11:48 amChicago Midway

16h 34m

1 stop

ANC1:22 amAnchorage

Dec 29

ANC8:15 pmAnchorage

17h 05m

1 stop

MDW4:20 pmChicago Midway

$358

Find similar

Delta

Nov 20

MDW1:15 pmChicago Midway

12h 34m

2 stops

ANC10:49 pmAnchorage

Nov 26

ANC9:45 pmAnchorage

8h 16m

1 stop

MDW9:01 amChicago Midway

$363

Find similar

Delta

Nov 24

MDW7:02 pmChicago Midway

8h 54m

1 stop

ANC12:56 amAnchorage

Nov 27

ANC6:05 amAnchorage

14h 35m

2 stops

MDW11:40 pmChicago Midway

$364

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Anchorage that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 12/25

11:48 am-1:22 am

1 stop16h 34m

Anchorage

Mon 12/29

8:15 pm-4:20 pm

1 stop17h 05m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 11/20

1:15 pm-10:49 pm

2 stops12h 34m

Anchorage

Wed 11/26

9:45 pm-9:01 am

1 stop8h 16m

$363

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 11/24

7:02 pm-12:56 am

1 stop8h 54m

Anchorage

Thu 11/27

6:05 am-11:40 pm

2 stops14h 35m

$364

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 11/20

9:41 am-10:49 pm

2 stops16h 08m

Anchorage

Wed 11/26

6:05 am-11:40 pm

2 stops14h 35m

$370

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 4/9

9:30 am-12:28 am

2 stops17h 58m

Anchorage

Sun 4/12

1:30 am-12:30 pm

2 stops32h 00m

$371

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 11/26

7:02 pm-12:56 am

1 stop8h 54m

Anchorage

Wed 12/3

6:05 am-6:18 pm

1 stop9h 13m

$378

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 11/26

1:15 pm-12:56 am

2 stops14h 41m

Anchorage

Wed 12/3

6:05 am-6:18 pm

1 stop9h 13m

$383

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 11/26

9:41 am-6:46 pm

1 stop12h 05m

Anchorage

Tue 12/2

12:30 am-6:00 pm

2 stops14h 30m

$384

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 11/28

9:34 am-10:45 pm

2 stops16h 11m

Anchorage

Fri 12/5

5:37 pm-8:49 am

2 stops12h 12m

$390

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 2/13

1:00 pm-12:59 am

2 stops14h 59m

Anchorage

Mon 2/16

9:55 pm-8:54 am

1 stop7h 59m

$395

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Anchorage

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

Prices

Airlines

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

The cheapest day to depart on your flight to Anchorage is on a Wednesday when prices can be found for as low as $520. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Anchorage is Sunday, with ticket prices averaging around $588.

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

At noon is the cheapest time of day to fly from Chicago Midway Airport to Anchorage when you can find flight prices for as low as $436. Flying to Anchorage at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $588.

Can stopping save me money on Chicago Midway Airport to Anchorage flights?

You could potentially save up to 27% on your flight if you consider stops on a Chicago Midway Airport to Anchorage flight.

When to book flights from Chicago Midway Airport to Anchorage

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

Estimated round-trip price

Cheap Chicago Midway Airport to Anchorage (MDW to ANC) flight deals and tips

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

Direct flights	None

There are no direct flights from Chicago Midway Airport to Anchorage. There are no popular flight routes from Chicago Midway Airport to Anchorage.

Search flight deals

How far is Chicago Midway to Anchorage by plane?
The straight-line distance from Chicago Midway to Anchorage is 2848.8 mi. Flights usually cover this in 8h 54m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Anchorage Airport?
Prices for flights from Chicago Midway Airport to Anchorage Airport were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Anchorage Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Anchorage Airport.
What documentation or ID do you need to fly to Anchorage Airport?
The required travel and health documents for your Anchorage Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anchorage Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Seward

Wasilla

Talkeetna

Girdwood

Palmer

Eagle River

Why use momondo?

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

It is quick and easy to find Chicago to Anchorage flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anchorage that suits you.

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

Flights from Chicago to Anchorage with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Anchorage flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Anchorage now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Anchorage and let you know when they change.