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

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

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

Prices for flights from Chicago Midway Airport to Alaska refresh daily.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Alaska.

What documentation or ID do you need to fly to Alaska?

The required travel and health documents for your Alaska 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 Alaska. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$191 Cheap Flights from Chicago Midway Airport to Alaska in 2026

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Find the cheapest flights from Chicago Midway Airport to Alaska

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:31 am - 6:46 pm

MDW

ANC

12h 15m

1 stop

9:15 pm - 8:51 am

ANC

MDW

8h 36m

1 stop

$359Delta

Thu, Apr 16 - Mon, Apr 20

9:27 am - 6:46 pm

MDW

ANC

12h 19m

2 stops

8:25 pm - 9:56 am

ANC

MDW

10h 31m

1 stop

$364Delta

Sat, Apr 18 - Sat, Apr 25

9:31 am - 6:46 pm

MDW

ANC

12h 15m

1 stop

1:30 am - 6:36 pm

ANC

MDW

14h 06m

2 stops

$366Delta

Thu, Apr 16 - Sun, Apr 19

2:05 pm - 12:29 am

MDW

ANC

13h 24m

2 stops

3:40 pm - 8:50 am

ANC

MDW

14h 10m

2 stops

$371Delta

Thu, Mar 19 - Thu, Mar 26

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

9:15 pm - 1:25 pm

ANC

MDW

13h 10m

1 stop

$378Delta

Mon, Mar 30 - Fri, Apr 3

1:22 pm - 12:33 am

MDW

ANC

14h 11m

2 stops

6:10 am - 5:56 pm

ANC

MDW

8h 46m

1 stop

$383Delta

Fri, May 8 - Sun, May 10

9:30 am - 8:58 pm

MDW

ANC

14h 28m

1 stop

12:49 pm - 8:38 am

ANC

MDW

16h 49m

1 stop

$391Delta

Mon, Jul 27 - Mon, Aug 3

1:59 pm - 12:33 am

MDW

ANC

13h 34m

1 stop

9:55 pm - 12:30 pm

ANC

MDW

11h 35m

2 stops

$398Delta

Mon, Jun 1 - Mon, Jun 15

1:22 pm - 12:33 am

MDW

ANC

14h 11m

2 stops

5:15 pm - 8:42 am

ANC

MDW

12h 27m

2 stops

$403Delta

Sun, May 24 - Mon, Jun 1

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

3:40 pm - 8:53 am

ANC

MDW

14h 13m

2 stops

$416Delta

Sat, Mar 28 - Tue, Mar 31

Delta flights from Chicago Midway Airport to Alaska

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

Delta

Apr 16

MDW9:31 amChicago Midway

12h 15m

1 stop

ANC6:46 pmAnchorage

Apr 20

ANC9:15 pmAnchorage

8h 36m

1 stop

MDW8:51 amChicago Midway

$359

Delta

Apr 18

MDW9:27 amChicago Midway

12h 19m

2 stops

ANC6:46 pmAnchorage

Apr 25

ANC8:25 pmAnchorage

10h 31m

1 stop

MDW9:56 amChicago Midway

$364

Delta

Apr 16

MDW9:31 amChicago Midway

12h 15m

1 stop

ANC6:46 pmAnchorage

Apr 20

ANC1:44 pmAnchorage

16h 07m

2 stops

MDW8:51 amChicago Midway

$366

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 4/16

9:31 am-6:46 pm

1 stop12h 15m

Anchorage

Mon 4/20

9:15 pm-8:51 am

1 stop8h 36m

$359

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 4/18

9:27 am-6:46 pm

2 stops12h 19m

Anchorage

Sat 4/25

8:25 pm-9:56 am

1 stop10h 31m

$364

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 4/16

9:31 am-6:46 pm

1 stop12h 15m

Anchorage

Sun 4/19

1:30 am-6:36 pm

2 stops14h 06m

$366

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 3/19

2:05 pm-12:29 am

2 stops13h 24m

Anchorage

Thu 3/26

3:40 pm-8:50 am

2 stops14h 10m

$371

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 3/30

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Fri 4/3

9:15 pm-1:25 pm

1 stop13h 10m

$378

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 5/8

1:22 pm-12:33 am

2 stops14h 11m

Anchorage

Sun 5/10

6:10 am-5:56 pm

1 stop8h 46m

$383

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 7/27

9:30 am-8:58 pm

1 stop14h 28m

Anchorage

Mon 8/3

12:49 pm-8:38 am

1 stop16h 49m

$391

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 6/1

1:59 pm-12:33 am

1 stop13h 34m

Anchorage

Mon 6/15

9:55 pm-12:30 pm

2 stops11h 35m

$398

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sun 5/24

1:22 pm-12:33 am

2 stops14h 11m

Anchorage

Mon 6/1

5:15 pm-8:42 am

2 stops12h 27m

$403

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 3/28

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Tue 3/31

3:40 pm-8:53 am

2 stops14h 13m

$416

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 Alaska

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

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

You could potentially save up to 9% on your flight if you consider stops on a Chicago Midway Airport to Alaska flight.

Cheap Chicago Midway Airport to Alaska flight deals and tips

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

Fastest flight time	10h 11m
Direct flights	None

The fastest flight from Chicago Midway Airport to Alaska takes 10h 11m

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

Search flight deals

When did momondo last update prices for flights from Chicago Midway Airport to Alaska?
Prices for flights from Chicago Midway Airport to Alaska refresh daily.
How old do you have to be to fly from Chicago Midway Airport to Alaska?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Alaska.
What documentation or ID do you need to fly to Alaska?
The required travel and health documents for your Alaska 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 Alaska. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Alaska for you.

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

Yes. momondo enables you to select and highlight flights to Alaska from Chicago with this policy.

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

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 Alaska from Chicago.

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

Yes momondo offers price alerts on flights to Alaska from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.