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

Prices for flights from Anchorage Airport to Chicago Midway Airport were last updated today.

How old do you have to be to fly from Anchorage Airport to Chicago Midway 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 Anchorage Airport to Chicago Midway Airport.

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

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$208 Cheap Flights from Anchorage to Chicago Midway Airport in 2026

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Find the cheapest flights from Anchorage to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:15 pm - 8:46 am

ANC

MDW

8h 31m

1 stop

9:29 am - 6:46 pm

MDW

ANC

12h 17m

1 stop

$417Delta

Tue, Apr 21 - Thu, Apr 30

8:25 pm - 9:56 am

ANC

MDW

10h 31m

1 stop

9:46 am - 10:14 pm

MDW

ANC

15h 28m

2 stops

$422Delta

Sat, Apr 25 - Sat, May 2

1:30 am - 6:36 pm

ANC

MDW

14h 06m

2 stops

9:27 am - 6:46 pm

MDW

ANC

12h 19m

2 stops

$427Delta

Fri, Apr 24 - Sat, May 2

10:30 pm - 12:36 pm

ANC

MDW

11h 06m

1 stop

7:16 pm - 1:23 am

MDW

ANC

9h 07m

1 stop

$429Delta

Thu, Jun 11 - Mon, Jun 15

6:00 am - 5:56 pm

ANC

MDW

8h 56m

1 stop

6:58 pm - 9:16 pm

MDW

ANC

29h 18m

1 stop

$430Delta

Fri, Jun 5 - Sun, Jun 14

5:20 pm - 9:14 am

ANC

MDW

12h 54m

2 stops

9:17 am - 9:16 pm

MDW

ANC

14h 59m

1 stop

$434Delta

Thu, Jun 11 - Mon, Jun 15

9:59 pm - 12:42 pm

ANC

MDW

11h 43m

2 stops

1:22 pm - 12:31 am

MDW

ANC

14h 09m

2 stops

$439Delta

Sat, May 23 - Tue, May 26

9:15 pm - 1:32 pm

ANC

MDW

13h 17m

1 stop

9:29 am - 6:46 pm

MDW

ANC

12h 17m

1 stop

$450Delta

Tue, Apr 28 - Fri, May 1

9:15 pm - 4:26 pm

ANC

MDW

16h 11m

2 stops

9:29 am - 6:46 pm

MDW

ANC

12h 17m

1 stop

$455Delta

Tue, Apr 28 - Mon, May 4

10:10 pm - 1:09 pm

ANC

MDW

11h 59m

1 stop

9:49 am - 9:00 pm

MDW

ANC

14h 11m

1 stop

$456Delta

Wed, Jul 29 - Sat, Aug 8

Delta flights from Anchorage to Chicago Midway Airport

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

Delta

Apr 21

ANC9:15 pmAnchorage

8h 31m

1 stop

MDW8:46 amChicago Midway

Apr 29

MDW9:29 amChicago Midway

12h 17m

1 stop

ANC6:46 pmAnchorage

$417

Delta

Apr 25

ANC8:25 pmAnchorage

10h 31m

1 stop

MDW9:56 amChicago Midway

May 2

MDW9:46 amChicago Midway

15h 28m

2 stops

ANC10:14 pmAnchorage

$422

Delta

Apr 24

ANC1:30 amAnchorage

14h 06m

2 stops

MDW6:36 pmChicago Midway

May 2

MDW9:27 amChicago Midway

12h 19m

2 stops

ANC6:46 pmAnchorage

$427

Southwest flights from Anchorage to Chicago Midway Airport

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

Southwest

Aug 5

ANC12:55 amAnchorage

11h 20m

2 stops

MDW3:15 pmChicago Midway

Aug 10

MDW1:50 pmChicago Midway

12h 55m

2 stops

ANC11:45 pmAnchorage

$626

Southwest

Jun 8

ANC11:55 pmAnchorage

10h 55m

2 stops

MDW1:50 pmChicago Midway

Jun 15

MDW11:20 amChicago Midway

12h 55m

2 stops

ANC9:15 pmAnchorage

$638

Southwest

Jun 5

ANC11:55 pmAnchorage

16h 35m

2 stops

MDW7:30 pmChicago Midway

Jun 13

MDW12:50 pmChicago Midway

11h 25m

2 stops

ANC9:15 pmAnchorage

$648

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 4/21

9:15 pm-8:46 am

1 stop8h 31m

Chicago Midway

Thu 4/30

9:29 am-6:46 pm

1 stop12h 17m

$417

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 4/25

8:25 pm-9:56 am

1 stop10h 31m

Chicago Midway

Sat 5/2

9:46 am-10:14 pm

2 stops15h 28m

$422

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 4/24

1:30 am-6:36 pm

2 stops14h 06m

Chicago Midway

Sat 5/2

9:27 am-6:46 pm

2 stops12h 19m

$427

Quickest round-trip

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 6/11

10:30 pm-12:36 pm

1 stop11h 06m

Chicago Midway

Mon 6/15

7:16 pm-1:23 am

1 stop9h 07m

$429

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 6/5

6:00 am-5:56 pm

1 stop8h 56m

Chicago Midway

Sun 6/14

6:58 pm-9:16 pm

1 stop29h 18m

$430

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 6/11

5:20 pm-9:14 am

2 stops12h 54m

Chicago Midway

Mon 6/15

9:17 am-9:16 pm

1 stop14h 59m

$434

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 5/23

9:59 pm-12:42 pm

2 stops11h 43m

Chicago Midway

Tue 5/26

1:22 pm-12:31 am

2 stops14h 09m

$439

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 4/28

9:15 pm-1:32 pm

1 stop13h 17m

Chicago Midway

Fri 5/1

9:29 am-6:46 pm

1 stop12h 17m

$450

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 4/28

9:15 pm-4:26 pm

2 stops16h 11m

Chicago Midway

Mon 5/4

9:29 am-6:46 pm

1 stop12h 17m

$455

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 7/29

10:10 pm-1:09 pm

1 stop11h 59m

Chicago Midway

Sat 8/8

9:49 am-9:00 pm

1 stop14h 11m

$456

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 Anchorage 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

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

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

When to book flights from Anchorage to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Anchorage to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Anchorage to Chicago Midway Airport (ANC to MDW) flight deals and tips

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

Fastest flight time	7h 27m
Direct flights	None

The fastest flight from Anchorage to Chicago Midway Airport takes 7h 27m

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

Search flight deals

How far is Anchorage to Chicago Midway by plane?
The distance between Anchorage and Chicago Midway is about 2848.8 mi. A reasonable flight in good conditions will take 7h 27m.
When did momondo last update prices for flights from Anchorage Airport to Chicago Midway Airport?
Prices for flights from Anchorage Airport to Chicago Midway Airport were last updated today.
How old do you have to be to fly from Anchorage Airport to Chicago Midway 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 Anchorage Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Hammond

Saint Joseph

Benton Harbor

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 Anchorage to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Anchorage.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Anchorage to Chicago.

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

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