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.

$170 Cheap Flights from Chicago Midway Airport to Alaska in 2025

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Find the cheapest flights from Chicago Midway Airport to Alaska

Round-trip

One-way

Last minute

Cheap round-trip flights

1:43 pm - 6:53 pmMDW-ANC

8h 10m1 stop

10:00 pm - 8:53 amANC-MDW

7h 53m1 stop

$338Delta

Find Deal

Sat, Sep 27 - Sat, Oct 4

1:08 pm - 1:59 amMDW-ANC

15h 51m2 stops

8:15 pm - 9:40 amANC-MDW

10h 25m1 stop

$343Delta

Find Deal

Wed, Oct 15 - Sat, Oct 25

7:10 pm - 12:51 amMDW-ANC

8h 41m1 stop

12:30 am - 6:25 pmANC-MDW

14h 55m2 stops

$344Delta

Find Deal

Sat, Oct 11 - Tue, Oct 14

9:35 am - 8:19 pmMDW-ANC

13h 44m2 stops

5:15 pm - 8:53 amANC-MDW

12h 38m2 stops

$350Delta

Find Deal

Wed, Sep 17 - Mon, Sep 22

1:43 pm - 6:53 pmMDW-ANC

8h 10m1 stop

6:15 am - 5:35 pmANC-MDW

8h 20m1 stop

$370Delta

Find Deal

Thu, Sep 25 - Wed, Oct 1

7:15 pm - 1:36 amMDW-ANC

9h 21m1 stop

5:15 pm - 8:40 amANC-MDW

12h 25m2 stops

$376Delta

Find Deal

Fri, Sep 19 - Mon, Sep 22

9:35 am - 6:31 pmMDW-ANC

11h 56m2 stops

5:37 pm - 8:46 amANC-MDW

12h 09m2 stops

$382Delta

Find Deal

Thu, Oct 30 - Mon, Dec 1

12:48 pm - 12:51 amMDW-ANC

15h 03m2 stops

6:05 am - 5:43 pmANC-MDW

8h 38m1 stop

$407Delta

Find Deal

Tue, Oct 14 - Sun, Oct 19

1:08 pm - 1:37 amMDW-ANC

15h 29m2 stops

12:55 am - 6:35 pmANC-MDW

14h 40m2 stops

$412Delta

Find Deal

Thu, Sep 18 - Sun, Sep 21

1:08 pm - 1:37 amMDW-ANC

15h 29m2 stops

5:15 pm - 8:40 amANC-MDW

12h 25m2 stops

$442Delta

Find Deal

Thu, Sep 18 - Mon, Sep 22

Delta flights from Chicago Midway Airport to Alaska

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

Delta

Sep 27

MDW1:43 pmChicago Midway

8h 10m

1 stop

ANC6:53 pmAnchorage

Oct 4

ANC10:00 pmAnchorage

7h 53m

1 stop

MDW8:53 amChicago Midway

$338

Find similar

Delta

Oct 15

MDW1:08 pmChicago Midway

15h 51m

2 stops

ANC1:59 amAnchorage

Oct 25

ANC8:15 pmAnchorage

10h 25m

1 stop

MDW9:40 amChicago Midway

$343

Find similar

Delta

Oct 11

MDW7:10 pmChicago Midway

8h 41m

1 stop

ANC12:51 amAnchorage

Oct 14

ANC12:30 amAnchorage

14h 55m

2 stops

MDW6:25 pmChicago Midway

$344

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

Sat 9/27

1:43 pm-6:53 pm

1 stop8h 10m

Anchorage

Sat 10/4

10:00 pm-8:53 am

1 stop7h 53m

$338

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 10/15

1:08 pm-1:59 am

2 stops15h 51m

Anchorage

Sat 10/25

8:15 pm-9:40 am

1 stop10h 25m

$343

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 10/11

7:10 pm-12:51 am

1 stop8h 41m

Anchorage

Tue 10/14

12:30 am-6:25 pm

2 stops14h 55m

$344

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 9/17

9:35 am-8:19 pm

2 stops13h 44m

Anchorage

Mon 9/22

5:15 pm-8:53 am

2 stops12h 38m

$350

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 9/25

1:43 pm-6:53 pm

1 stop8h 10m

Anchorage

Wed 10/1

6:15 am-5:35 pm

1 stop8h 20m

$370

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 9/19

7:15 pm-1:36 am

1 stop9h 21m

Anchorage

Mon 9/22

5:15 pm-8:40 am

2 stops12h 25m

$376

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 10/30

9:35 am-6:31 pm

2 stops11h 56m

Anchorage

Mon 12/1

5:37 pm-8:46 am

2 stops12h 09m

$382

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 10/14

12:48 pm-12:51 am

2 stops15h 03m

Anchorage

Sun 10/19

6:05 am-5:43 pm

1 stop8h 38m

$407

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 9/18

1:08 pm-1:37 am

2 stops15h 29m

Anchorage

Sun 9/21

12:55 am-6:35 pm

2 stops14h 40m

$412

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 9/18

1:08 pm-1:37 am

2 stops15h 29m

Anchorage

Mon 9/22

5:15 pm-8:40 am

2 stops12h 25m

$442

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 38% 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

Direct flights	None

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.