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.

$266 Cheap Flights from Anchorage to Chicago Midway Airport in 2026/27

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.

9:45 pm - 12:04 pmANC Anchorage-MDW Chicago Midway

11h 19m1 stop Minneapolis St Paul

12:42 pm - 6:45 pmMDW Chicago Midway-ANC Anchorage

9h 03m1 stop Minneapolis St Paul

$533Delta

Mon, Feb 8 - Fri, Feb 12

9:45 pm - 4:53 pmANC Anchorage-MDW Chicago Midway

16h 08m1 stop Minneapolis St Paul

5:40 pm - 6:36 pmMDW Chicago Midway-ANC Anchorage

27h 56m1 stop Minneapolis St Paul

$535Delta

Wed, Jan 20 - Tue, Jan 26

9:45 pm - 8:58 amANC Anchorage-MDW Chicago Midway

8h 13m1 stop Minneapolis St Paul

1:41 pm - 1:45 amMDW Chicago Midway-ANC Anchorage

15h 04m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$538Delta

Mon, Feb 8 - Fri, Feb 12

9:45 pm - 12:04 pmANC Anchorage-MDW Chicago Midway

11h 19m1 stop Minneapolis St Paul

5:40 pm - 2:56 pmMDW Chicago Midway-ANC Anchorage

24h 16m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$540Delta

Mon, Jan 25 - Tue, Jan 26

3:58 pm - 9:16 amANC Anchorage-MDW Chicago Midway

14h 18m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

5:40 pm - 6:36 pmMDW Chicago Midway-ANC Anchorage

27h 56m1 stop Minneapolis St Paul

$541Delta

Thu, Jan 21 - Tue, Jan 26

1:20 am - 4:53 pmANC Anchorage-MDW Chicago Midway

12h 33m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:38 am - 10:50 pmMDW Chicago Midway-ANC Anchorage

16h 12m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$543Delta

Tue, Jan 19 - Tue, Jan 26

9:45 pm - 8:58 amANC Anchorage-MDW Chicago Midway

8h 13m1 stop Minneapolis St Paul

9:56 am - 6:36 pmMDW Chicago Midway-ANC Anchorage

11h 40m1 stop Minneapolis St Paul

$553Delta

Wed, Jan 13 - Sun, Jan 17

2:18 pm - 9:16 amANC Anchorage-MDW Chicago Midway

15h 58m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

9:56 am - 6:36 pmMDW Chicago Midway-ANC Anchorage

11h 40m1 stop Minneapolis St Paul

$558Delta

Wed, Jan 13 - Sun, Jan 17

1:20 am - 4:53 pmANC Anchorage-MDW Chicago Midway

12h 33m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:56 am - 10:50 pmMDW Chicago Midway-ANC Anchorage

15h 54m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$563Delta

Fri, Jan 22 - Tue, Jan 26

9:45 pm - 8:58 amANC Anchorage-MDW Chicago Midway

8h 13m1 stop Minneapolis St Paul

12:44 pm - 6:36 pmMDW Chicago Midway-ANC Anchorage

8h 52m1 stop Minneapolis St Paul

$571Delta

Thu, Jan 14 - Mon, Jan 18

Cheap last minute flights

Enter your travel dates to find the best prices.

4:04 pm - 9:46 amANC Anchorage-MDW Chicago Midway

14h 42m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

10:34 am - 8:58 pmMDW Chicago Midway-ANC Anchorage

13h 24m1 stop Minneapolis St Paul

$657Delta

Wed, Nov 18 - Sun, Nov 22

4:04 pm - 8:50 amANC Anchorage-MDW Chicago Midway

13h 46m2 stops Seattle/Tacoma Intl Minneapolis St Paul

10:34 am - 11:24 pmMDW Chicago Midway-ANC Anchorage

15h 50m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$662Delta

Wed, Nov 18 - Sun, Nov 22

10:08 pm - 11:50 amANC Anchorage-MDW Chicago Midway

10h 42m1 stop Minneapolis St Paul

10:34 am - 8:58 pmMDW Chicago Midway-ANC Anchorage

13h 24m1 stop Minneapolis St Paul

$692Delta

Wed, Nov 18 - Sun, Nov 22

10:08 pm - 8:50 amANC Anchorage-MDW Chicago Midway

7h 42m1 stop Minneapolis St Paul

1:31 pm - 1:39 amMDW Chicago Midway-ANC Anchorage

15h 08m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$700Delta

Fri, Nov 13 - Sun, Nov 15

4:04 pm - 9:46 amANC Anchorage-MDW Chicago Midway

14h 42m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

1:31 pm - 1:39 amMDW Chicago Midway-ANC Anchorage

15h 08m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$705Delta

Fri, Nov 13 - Sun, Nov 15

10:08 pm - 12:51 pmANC Anchorage-MDW Chicago Midway

11h 43m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

1:31 pm - 1:39 amMDW Chicago Midway-ANC Anchorage

15h 08m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$1,035Delta

Fri, Nov 13 - Sun, Nov 15

10:08 pm - 8:50 amANC Anchorage-MDW Chicago Midway

7h 42m1 stop Minneapolis St Paul

10:34 am - 8:58 pmMDW Chicago Midway-ANC Anchorage

13h 24m1 stop Minneapolis St Paul

$3,171Delta

Fri, Nov 13 - Sun, Nov 15

10:08 pm - 8:50 amANC Anchorage-MDW Chicago Midway

7h 42m1 stop Minneapolis St Paul

10:34 am - 8:58 pmMDW Chicago Midway-ANC Anchorage

13h 24m1 stop Minneapolis St Paul

$3,181Delta

Fri, Nov 13 - Sun, Nov 15

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Delta flights from Anchorage to Chicago Midway Airport

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

Delta

Feb 8

ANC9:45 pmAnchorage

8h 13m

1 stop

MDW8:58 amChicago Midway

Feb 18

MDW9:46 amChicago Midway

11h 59m

1 stop

ANC6:45 pmAnchorage

$533

Delta

Jan 20

ANC9:45 pmAnchorage

16h 08m

1 stop

MDW4:53 pmChicago Midway

Jan 26

MDW5:40 pmChicago Midway

27h 56m

1 stop

ANC6:36 pmAnchorage

$535

Delta

Feb 8

ANC9:45 pmAnchorage

8h 13m

1 stop

MDW8:58 amChicago Midway

Feb 12

MDW1:41 pmChicago Midway

15h 04m

2 stops

ANC1:45 amAnchorage

$538

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 Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Mon 2/8

9:45 pm-12:04 pm

1 stop11h 19m

Chicago Midway

Fri 2/12

12:42 pm-6:45 pm

1 stop9h 03m

$533

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Wed 1/20

9:45 pm-4:53 pm

1 stop16h 08m

Chicago Midway

Tue 1/26

5:40 pm-6:36 pm

1 stop27h 56m

$535

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Mon 2/8

9:45 pm-8:58 am

1 stop8h 13m

Chicago Midway

Fri 2/12

1:41 pm-1:45 am

2 stops15h 04m

$538

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Mon 1/25

9:45 pm-12:04 pm

1 stop11h 19m

Chicago Midway

Tue 1/26

5:40 pm-2:56 pm

2 stops24h 16m

$540

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Thu 1/21

3:58 pm-9:16 am

2 stops14h 18m

Chicago Midway

Tue 1/26

5:40 pm-6:36 pm

1 stop27h 56m

$541

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Tue 1/19

1:20 am-4:53 pm

2 stops12h 33m

Chicago Midway

Tue 1/26

9:38 am-10:50 pm

2 stops16h 12m

$543

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Wed 1/13

9:45 pm-8:58 am

1 stop8h 13m

Chicago Midway

Sun 1/17

9:56 am-6:36 pm

1 stop11h 40m

$553

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Wed 1/13

2:18 pm-9:16 am

2 stops15h 58m

Chicago Midway

Sun 1/17

9:56 am-6:36 pm

1 stop11h 40m

$558

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Fri 1/22

1:20 am-4:53 pm

2 stops12h 33m

Chicago Midway

Tue 1/26

9:56 am-10:50 pm

2 stops15h 54m

$563

Quickest round-trip

AnchorageChicago

ANC Anchorage - MDW Chicago Midway

ANCMDW

Anchorage

Thu 1/14

9:45 pm-8:58 am

1 stop8h 13m

Chicago Midway

Mon 1/18

12:44 pm-6:36 pm

1 stop8h 52m

$571

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

Best Price Found	$266
Fastest flight time	8h 13m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Anchorage in the past 72 hours is $266. The best round-trip flight deal from Anchorage to Chicago Midway Airport found on momondo in the last 72 hours is $533.

The fastest flight from Anchorage to Chicago Midway Airport takes 8h 13m

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

Frequently asked questions about flying from Anchorage to Chicago Midway Airport

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 8h 13m.
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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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.