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.

9:50 am - 6:57 pm

MDW

ANC

12h 07m1 stop

9:15 pm - 9:06 am

ANC

MDW

8h 51m1 stop

$358Delta

Fri, Feb 13 - Mon, Feb 16

9:50 am - 12:09 am

MDW

ANC

17h 19m2 stops

9:15 pm - 1:05 pm

ANC

MDW

12h 50m1 stop

$363Delta

Fri, Feb 13 - Mon, Feb 16

9:53 am - 6:56 pm

MDW

ANC

12h 03m1 stop

1:30 pm - 8:52 am

ANC

MDW

16h 22m2 stops

$364Delta

Wed, Feb 4 - Mon, Feb 9

9:50 am - 12:09 am

MDW

ANC

17h 19m2 stops

9:15 pm - 12:46 pm

ANC

MDW

12h 31m2 stops

$370Delta

Fri, Feb 13 - Mon, Feb 16

9:30 am - 6:51 pm

MDW

ANC

12h 21m1 stop

9:15 pm - 1:25 pm

ANC

MDW

13h 10m1 stop

$390Delta

Fri, Mar 20 - Wed, Mar 25

9:33 am - 10:18 pm

MDW

ANC

15h 45m2 stops

9:15 pm - 9:06 am

ANC

MDW

8h 51m1 stop

$395Delta

Sun, Feb 8 - Sun, Feb 15

9:26 am - 6:46 pm

MDW

ANC

12h 20m1 stop

1:30 am - 6:31 pm

ANC

MDW

14h 01m2 stops

$397Delta

Tue, May 5 - Mon, May 11

9:53 am - 10:18 pm

MDW

ANC

15h 25m2 stops

1:30 pm - 8:52 am

ANC

MDW

16h 22m2 stops

$402Delta

Wed, Feb 4 - Mon, Feb 9

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

9:55 pm - 8:38 am

ANC

MDW

7h 43m1 stop

$422Delta

Sat, Jun 6 - Tue, Jun 16

9:30 am - 6:51 pm

MDW

ANC

12h 21m1 stop

9:15 pm - 1:25 pm

ANC

MDW

13h 10m1 stop

$428Delta

Sat, Mar 21 - Sun, Mar 29

Delta flights from Chicago Midway Airport to Anchorage

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

Delta

Feb 13

MDW9:50 amChicago Midway

12h 07m

1 stop

ANC6:57 pmAnchorage

Feb 16

ANC9:15 pmAnchorage

12h 50m

1 stop

MDW1:05 pmChicago Midway

$358

Find similar

Delta

Feb 13

MDW9:50 amChicago Midway

17h 19m

2 stops

ANC12:09 amAnchorage

Feb 16

ANC9:15 pmAnchorage

12h 50m

1 stop

MDW1:05 pmChicago Midway

$363

Find similar

Delta

Feb 4

MDW9:53 amChicago Midway

12h 03m

1 stop

ANC6:56 pmAnchorage

Feb 9

ANC1:30 pmAnchorage

16h 22m

2 stops

MDW8:52 amChicago Midway

$364

Find similar

Southwest flights from Chicago Midway Airport to Anchorage

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

Southwest

Jun 5

MDW4:15 pmChicago Midway

9h 05m

1 stop

ANC10:20 pmAnchorage

Jun 17

ANC11:20 pmAnchorage

11h 25m

2 stops

MDW1:45 pmChicago Midway

$892

Find similar

Southwest

Jun 5

MDW11:20 amChicago Midway

14h 00m

2 stops

ANC10:20 pmAnchorage

Jun 17

ANC11:20 pmAnchorage

11h 25m

2 stops

MDW1:45 pmChicago Midway

$936

Find similar

Southwest

May 28

MDW12:35 pmChicago Midway

13h 10m

2 stops

ANC10:45 pmAnchorage

Jun 7

ANC11:20 pmAnchorage

10h 00m

2 stops

MDW12:20 pmChicago Midway

$992

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

Fri 2/13

9:50 am-6:57 pm

1 stop12h 07m

Anchorage

Mon 2/16

9:15 pm-9:06 am

1 stop8h 51m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 2/13

9:50 am-12:09 am

2 stops17h 19m

Anchorage

Mon 2/16

9:15 pm-1:05 pm

1 stop12h 50m

$363

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 2/4

9:53 am-6:56 pm

1 stop12h 03m

Anchorage

Mon 2/9

1:30 pm-8:52 am

2 stops16h 22m

$364

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 2/13

9:50 am-12:09 am

2 stops17h 19m

Anchorage

Mon 2/16

9:15 pm-12:46 pm

2 stops12h 31m

$370

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 3/20

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Wed 3/25

9:15 pm-1:25 pm

1 stop13h 10m

$390

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sun 2/8

9:33 am-10:18 pm

2 stops15h 45m

Anchorage

Sun 2/15

9:15 pm-9:06 am

1 stop8h 51m

$395

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 5/5

9:26 am-6:46 pm

1 stop12h 20m

Anchorage

Mon 5/11

1:30 am-6:31 pm

2 stops14h 01m

$397

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 2/4

9:53 am-10:18 pm

2 stops15h 25m

Anchorage

Mon 2/9

1:30 pm-8:52 am

2 stops16h 22m

$402

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 6/6

2:00 pm-12:33 am

1 stop13h 33m

Anchorage

Tue 6/16

9:55 pm-8:38 am

1 stop7h 43m

$422

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 3/21

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Sun 3/29

9:15 pm-1:25 pm

1 stop13h 10m

$428

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 $513. 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 $585.

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

Fastest flight time	8h 32m
Direct flights	None

The fastest flight from Chicago Midway Airport to Anchorage takes 8h 32m

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 32m, 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.