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.

$185 Cheap Flights from Chicago Midway Airport to Anchorage in 2026

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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.

9:29 am - 6:46 pm

MDW

ANC

12h 17m

1 stop

9:15 pm - 8:46 am

ANC

MDW

8h 31m

1 stop

$369Delta

Thu, Apr 16 - Mon, Apr 20

1:24 pm - 12:25 am

MDW

ANC

14h 01m

2 stops

9:15 pm - 1:32 pm

ANC

MDW

13h 17m

1 stop

$374Delta

Thu, Apr 16 - Mon, Apr 20

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

3:40 pm - 8:53 am

ANC

MDW

14h 13m

2 stops

$376Delta

Sun, Mar 8 - Sun, Mar 15

1:24 pm - 12:25 am

MDW

ANC

14h 01m

2 stops

9:15 pm - 12:43 pm

ANC

MDW

12h 28m

2 stops

$381Delta

Thu, Apr 16 - Mon, Apr 20

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

9:15 pm - 8:50 am

ANC

MDW

8h 35m

1 stop

$383Delta

Thu, Mar 19 - Thu, Mar 26

9:35 am - 10:18 pm

MDW

ANC

15h 43m

2 stops

9:15 pm - 1:24 pm

ANC

MDW

13h 09m

1 stop

$388Delta

Sat, Apr 4 - Sat, Apr 11

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

9:15 pm - 12:29 pm

ANC

MDW

12h 14m

2 stops

$390Delta

Thu, Mar 19 - Thu, Mar 26

7:00 pm - 12:33 am

MDW

ANC

8h 33m

1 stop

6:10 am - 5:56 pm

ANC

MDW

8h 46m

1 stop

$416Delta

Fri, May 8 - Sun, May 17

7:00 pm - 12:33 am

MDW

ANC

8h 33m

1 stop

9:55 pm - 12:42 pm

ANC

MDW

11h 47m

2 stops

$423Delta

Fri, May 8 - Sun, May 17

1:10 pm - 12:29 am

MDW

ANC

14h 19m

2 stops

3:40 pm - 8:53 am

ANC

MDW

14h 13m

2 stops

$428Delta

Tue, Mar 24 - Tue, Mar 31

Delta flights from Chicago Midway Airport to Anchorage

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

Delta

Apr 16

MDW9:29 amChicago Midway

12h 17m

1 stop

ANC6:46 pmAnchorage

Apr 20

ANC9:15 pmAnchorage

8h 31m

1 stop

MDW8:46 amChicago Midway

$369

Delta

Apr 16

MDW1:24 pmChicago Midway

14h 01m

2 stops

ANC12:25 amAnchorage

Apr 20

ANC9:15 pmAnchorage

13h 17m

1 stop

MDW1:32 pmChicago Midway

$374

Delta

Apr 24

MDW9:29 amChicago Midway

12h 17m

1 stop

ANC6:46 pmAnchorage

Apr 27

ANC3:45 pmAnchorage

14h 01m

2 stops

MDW8:46 amChicago Midway

$376

Southwest flights from Chicago Midway Airport to Anchorage

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

Southwest

May 20

MDW10:40 amChicago Midway

15h 05m

1 stop

ANC10:45 pmAnchorage

May 23

ANC10:25 pmAnchorage

9h 15m

1 stop

MDW10:40 amChicago Midway

$426

Southwest

May 20

MDW10:40 amChicago Midway

15h 05m

1 stop

ANC10:45 pmAnchorage

May 23

ANC10:25 pmAnchorage

10h 40m

2 stops

MDW12:05 pmChicago Midway

$431

Southwest

May 20

MDW11:45 amChicago Midway

14h 00m

2 stops

ANC10:45 pmAnchorage

May 23

ANC10:25 pmAnchorage

10h 40m

2 stops

MDW12:05 pmChicago Midway

$436

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 4/16

9:29 am-6:46 pm

1 stop12h 17m

Anchorage

Mon 4/20

9:15 pm-8:46 am

1 stop8h 31m

$369

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 4/16

1:24 pm-12:25 am

2 stops14h 01m

Anchorage

Mon 4/20

9:15 pm-1:32 pm

1 stop13h 17m

$374

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sun 3/8

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Sun 3/15

3:40 pm-8:53 am

2 stops14h 13m

$376

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 4/16

1:24 pm-12:25 am

2 stops14h 01m

Anchorage

Mon 4/20

9:15 pm-12:43 pm

2 stops12h 28m

$381

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 3/19

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Thu 3/26

9:15 pm-8:50 am

1 stop8h 35m

$383

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 4/4

9:35 am-10:18 pm

2 stops15h 43m

Anchorage

Sat 4/11

9:15 pm-1:24 pm

1 stop13h 09m

$388

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 3/19

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Thu 3/26

9:15 pm-12:29 pm

2 stops12h 14m

$390

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 5/8

7:00 pm-12:33 am

1 stop8h 33m

Anchorage

Sun 5/17

6:10 am-5:56 pm

1 stop8h 46m

$416

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 5/8

7:00 pm-12:33 am

1 stop8h 33m

Anchorage

Sun 5/17

9:55 pm-12:42 pm

2 stops11h 47m

$423

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 3/24

1:10 pm-12:29 am

2 stops14h 19m

Anchorage

Tue 3/31

3:40 pm-8:53 am

2 stops14h 13m

$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 $514. 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 Saturday, with ticket prices averaging around $605.

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 $583.

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

You could potentially save up to 9% 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 33m
Direct flights	None

The fastest flight from Chicago Midway Airport to Anchorage takes 8h 33m

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 33m, 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

Palmer

Girdwood

Talkeetna

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.