How long does it take to fly to Chicago Midway Airport?

On average, it takes 6h 04m to fly from Alaska to Chicago Midway Airport if you fly out of Fairbanks (the most popular airport in Alaska) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Anchorage and into Chicago O'Hare Intl Airport, then the flight time is around 6h 07m.

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

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

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alaska to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

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

$178 Cheap Flights from Alaska to Chicago Midway Airport in 2025/26

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One-way

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Cheap round-trip flights

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9:15 pm - 9:08 am

ANC

MDW

8h 53m1 stop

9:50 am - 6:57 pm

MDW

ANC

12h 07m1 stop

$358Delta

Wed, Feb 4 - Thu, Feb 12

9:15 pm - 12:46 pm

ANC

MDW

12h 31m2 stops

9:50 am - 6:56 pm

MDW

ANC

12h 06m1 stop

$363Delta

Wed, Jan 21 - Wed, Jan 28

9:15 pm - 12:46 pm

ANC

MDW

12h 31m2 stops

9:50 am - 10:18 pm

MDW

ANC

15h 28m2 stops

$368Delta

Wed, Jan 21 - Wed, Jan 28

9:55 pm - 8:38 am

ANC

MDW

7h 43m1 stop

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

$377Delta

Thu, May 7 - Wed, May 13

1:44 pm - 8:47 am

ANC

MDW

16h 03m2 stops

9:26 am - 6:46 pm

MDW

ANC

12h 20m1 stop

$382Delta

Fri, Apr 24 - Sun, Apr 26

8:22 pm - 9:53 am

ANC

MDW

10h 31m1 stop

1:26 pm - 12:09 am

MDW

ANC

13h 43m2 stops

$395Delta

Sat, Feb 7 - Mon, Feb 16

1:30 pm - 8:52 am

ANC

MDW

16h 22m2 stops

1:26 pm - 12:09 am

MDW

ANC

13h 43m2 stops

$400Delta

Sat, Feb 7 - Mon, Feb 16

5:15 pm - 8:38 am

ANC

MDW

12h 23m2 stops

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

$401Delta

Thu, May 7 - Wed, May 13

1:30 am - 6:31 pm

ANC

MDW

14h 01m2 stops

2:00 pm - 12:33 am

MDW

ANC

13h 33m1 stop

$422Delta

Wed, May 6 - Wed, May 13

9:15 pm - 11:05 am

ANC

MDW

10h 50m1 stop

9:50 am - 6:57 pm

MDW

ANC

12h 07m1 stop

$428Delta

Sat, Feb 7 - Mon, Feb 16

Delta flights from Alaska to Chicago Midway Airport

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

Delta

Feb 4

ANC9:15 pmAnchorage

18h 21m

1 stop

MDW6:36 pmChicago Midway

Feb 18

MDW9:50 amChicago Midway

12h 07m

1 stop

ANC6:57 pmAnchorage

$358

Find similar

Delta

Jan 21

ANC9:15 pmAnchorage

12h 31m

2 stops

MDW12:46 pmChicago Midway

Jan 28

MDW9:50 amChicago Midway

12h 06m

1 stop

ANC6:56 pmAnchorage

$363

Find similar

Delta

Jan 21

ANC9:15 pmAnchorage

12h 31m

2 stops

MDW12:46 pmChicago Midway

Jan 28

MDW9:50 amChicago Midway

15h 28m

2 stops

ANC10:18 pmAnchorage

$368

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 2/4

9:15 pm-9:08 am

1 stop8h 53m

Chicago Midway

Thu 2/12

9:50 am-6:57 pm

1 stop12h 07m

$358

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 1/21

9:15 pm-12:46 pm

2 stops12h 31m

Chicago Midway

Wed 1/28

9:50 am-6:56 pm

1 stop12h 06m

$363

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 1/21

9:15 pm-12:46 pm

2 stops12h 31m

Chicago Midway

Wed 1/28

9:50 am-10:18 pm

2 stops15h 28m

$368

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 5/7

9:55 pm-8:38 am

1 stop7h 43m

Chicago Midway

Wed 5/13

2:00 pm-12:33 am

1 stop13h 33m

$377

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 4/24

1:44 pm-8:47 am

2 stops16h 03m

Chicago Midway

Sun 4/26

9:26 am-6:46 pm

1 stop12h 20m

$382

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 2/7

8:22 pm-9:53 am

1 stop10h 31m

Chicago Midway

Mon 2/16

1:26 pm-12:09 am

2 stops13h 43m

$395

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 2/7

1:30 pm-8:52 am

2 stops16h 22m

Chicago Midway

Mon 2/16

1:26 pm-12:09 am

2 stops13h 43m

$400

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 5/7

5:15 pm-8:38 am

2 stops12h 23m

Chicago Midway

Wed 5/13

2:00 pm-12:33 am

1 stop13h 33m

$401

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 5/6

1:30 am-6:31 pm

2 stops14h 01m

Chicago Midway

Wed 5/13

2:00 pm-12:33 am

1 stop13h 33m

$422

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 2/7

9:15 pm-11:05 am

1 stop10h 50m

Chicago Midway

Mon 2/16

9:50 am-6:57 pm

1 stop12h 07m

$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 Alaska to Chicago Midway Airport

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

Airlines

Other information

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

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

Cheap Alaska to Chicago Midway Airport flight deals and tips

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

Fastest flight time	7h 43m
Direct flights	None

The fastest flight from Alaska to Chicago Midway Airport takes 7h 43m

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

Search flight deals

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

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Alaska to Chicago. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Chicago from Alaska which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Alaska to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Alaska. 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.