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.

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

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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.

9:20 am - 12:33 am

MDW

ANC

18h 13m1 stop

12:49 pm - 8:38 am

ANC

MDW

16h 49m1 stop

$358Delta

mar., jun. 2 - sáb., jun. 13

1:00 pm - 1:35 am

MDW

ANC

15h 35m2 stops

6:10 am - 6:05 pm

ANC

MDW

8h 55m1 stop

$363Delta

mar., jun. 2 - jue., jun. 11

9:20 am - 6:48 pm

MDW

ANC

12h 28m1 stop

1:30 am - 6:05 pm

ANC

MDW

13h 35m2 stops

$364Delta

sáb., abr. 18 - vie., abr. 24

9:50 am - 12:09 am

MDW

ANC

17h 19m2 stops

9:15 pm - 12:46 pm

ANC

MDW

12h 31m2 stops

$370Delta

vie., feb. 13 - lun., feb. 16

9:20 am - 12:33 am

MDW

ANC

18h 13m1 stop

6:10 am - 6:05 pm

ANC

MDW

8h 55m1 stop

$390Delta

jue., jun. 4 - mar., jun. 9

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

1:30 am - 6:31 pm

ANC

MDW

14h 01m2 stops

$397Delta

sáb., may. 23 - vie., may. 29

9:30 am - 10:10 pm

MDW

ANC

15h 40m2 stops

1:30 am - 6:05 pm

ANC

MDW

13h 35m2 stops

$402Delta

sáb., abr. 18 - vie., abr. 24

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

12:49 pm - 8:38 am

ANC

MDW

16h 49m1 stop

$428Delta

mié., jun. 3 - sáb., jun. 13

9:32 am - 10:18 pm

MDW

ANC

15h 46m2 stops

9:15 pm - 1:23 pm

ANC

MDW

13h 08m1 stop

$433Delta

sáb., mar. 28 - sáb., abr. 4

9:50 am - 6:57 pm

MDW

ANC

12h 07m1 stop

3:16 pm - 8:53 am

ANC

MDW

14h 37m2 stops

$434Delta

mié., feb. 18 - dom., mar. 1

Delta flights from Chicago Midway Airport to Alaska

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

Delta

Jan 8

MDW1:49 pmChicago Midway

13h 59m

1 stop

ANC12:48 amAnchorage

Jan 16

ANC9:15 pmAnchorage

10h 50m

1 stop

MDW11:05 amChicago Midway

$358

Find similar

Delta

Jan 8

MDW1:28 pmChicago Midway

14h 20m

2 stops

ANC12:48 amAnchorage

Jan 10

ANC9:15 pmAnchorage

12h 54m

1 stop

MDW1:09 pmChicago Midway

$363

Find similar

Delta

Feb 3

MDW9:53 amChicago Midway

12h 03m

1 stop

ANC6:56 pmAnchorage

Feb 8

ANC1:30 pmAnchorage

16h 22m

2 stops

MDW8:52 amChicago Midway

$364

Find similar

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

mar. 6/2

9:20 am-12:33 am

1 stop18h 13m

Anchorage

sáb. 6/13

12:49 pm-8:38 am

1 stop16h 49m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mar. 6/2

1:00 pm-1:35 am

2 stops15h 35m

Anchorage

jue. 6/11

6:10 am-6:05 pm

1 stop8h 55m

$363

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 4/18

9:20 am-6:48 pm

1 stop12h 28m

Anchorage

vie. 4/24

1:30 am-6:05 pm

2 stops13h 35m

$364

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

vie. 2/13

9:50 am-12:09 am

2 stops17h 19m

Anchorage

lun. 2/16

9:15 pm-12:46 pm

2 stops12h 31m

$370

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

jue. 6/4

9:20 am-12:33 am

1 stop18h 13m

Anchorage

mar. 6/9

6:10 am-6:05 pm

1 stop8h 55m

$390

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 5/23

2:00 pm-12:33 am

1 stop13h 33m

Anchorage

vie. 5/29

1:30 am-6:31 pm

2 stops14h 01m

$397

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 4/18

9:30 am-10:10 pm

2 stops15h 40m

Anchorage

vie. 4/24

1:30 am-6:05 pm

2 stops13h 35m

$402

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 6/3

2:00 pm-12:33 am

1 stop13h 33m

Anchorage

sáb. 6/13

12:49 pm-8:38 am

1 stop16h 49m

$428

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 3/28

9:32 am-10:18 pm

2 stops15h 46m

Anchorage

sáb. 4/4

9:15 pm-1:23 pm

1 stop13h 08m

$433

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 2/18

9:50 am-6:57 pm

1 stop12h 07m

Anchorage

dom. 3/1

3:16 pm-8:53 am

2 stops14h 37m

$434

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

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

The cheapest day to depart from Chicago Midway Airport to Alaska is on a Tuesday. Travelers who choose to depart for Alaska on a Tuesday will often find tickets for as low as $514. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Alaska for around $630.

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

Our data shows that the cheapest Chicago Midway Airport to Alaska flights are usually those with departure times at noon. Our users have found flights to Alaska at noon for as low as $514. In the afternoon is when there is more demand to fly to Alaska, so prices are often more expensive at around $1,182 per ticket.

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

You could potentially save up to 27% 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	8h 32m
Direct flights	None

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

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.