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.

$206 Cheap Flights from Anchorage to Chicago Midway Airport in 2026

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.

10:10 pm - 3:57 pm

ANC

MDW

14h 47m

1 stop

6:05 am - 6:50 pm

MDW

ANC

15h 45m

1 stop

$413Delta

Fri, Sep 4 - Sat, Sep 12

11:55 pm - 2:10 pm

ANC

MDW

11h 15m

1 stop

10:15 am - 10:45 pm

MDW

ANC

15h 30m

2 stops

$418Southwest

Fri, Sep 4 - Fri, Sep 11

6:00 am - 6:19 pm

ANC

MDW

9h 19m

1 stop

9:59 am - 5:14 pm

MDW

ANC

10h 15m

1 stop

$421Delta

Tue, Sep 22 - Tue, Sep 29

10:10 pm - 3:57 pm

ANC

MDW

14h 47m

1 stop

1:19 pm - 9:20 pm

MDW

ANC

11h 01m

1 stop

$423Delta

Fri, Sep 4 - Mon, Sep 7

6:00 am - 6:19 pm

ANC

MDW

9h 19m

1 stop

9:29 am - 9:00 pm

MDW

ANC

14h 31m

2 stops

$426Delta

Tue, Sep 22 - Tue, Sep 29

9:55 pm - 8:49 am

ANC

MDW

7h 54m

1 stop

9:30 am - 9:03 pm

MDW

ANC

14h 33m

2 stops

$427Delta

Thu, Nov 12 - Sun, Nov 22

10:10 pm - 1:20 pm

ANC

MDW

12h 10m

1 stop

1:19 pm - 12:55 am

MDW

ANC

14h 36m

2 stops

$428Delta

Fri, Sep 25 - Sun, Oct 4

5:15 pm - 8:49 am

ANC

MDW

12h 34m

2 stops

9:30 am - 9:03 pm

MDW

ANC

14h 33m

2 stops

$432Delta

Thu, Nov 12 - Sun, Nov 22

10:10 pm - 3:24 pm

ANC

MDW

14h 14m

2 stops

1:19 pm - 12:55 am

MDW

ANC

14h 36m

2 stops

$433Delta

Fri, Sep 25 - Sun, Oct 4

10:25 pm - 4:05 pm

ANC

MDW

14h 40m

2 stops

12:00 pm - 10:45 pm

MDW

ANC

13h 45m

2 stops

$437Southwest

Fri, Aug 28 - Tue, Sep 1

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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

Sep 4

ANC10:10 pmAnchorage

14h 47m

1 stop

MDW3:57 pmChicago Midway

Sep 12

MDW6:05 amChicago Midway

15h 45m

1 stop

ANC6:50 pmAnchorage

$413

Delta

Sep 22

ANC6:00 amAnchorage

9h 19m

1 stop

MDW6:19 pmChicago Midway

Sep 29

MDW9:59 amChicago Midway

10h 15m

1 stop

ANC5:14 pmAnchorage

$421

Delta

Sep 4

ANC10:10 pmAnchorage

14h 47m

1 stop

MDW3:57 pmChicago Midway

Sep 7

MDW1:19 pmChicago Midway

11h 01m

1 stop

ANC9:20 pmAnchorage

$423

Southwest flights from Anchorage to Chicago Midway Airport

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

Southwest

Sep 4

ANC11:55 pmAnchorage

11h 15m

1 stop

MDW2:10 pmChicago Midway

Sep 11

MDW10:15 amChicago Midway

15h 30m

2 stops

ANC10:45 pmAnchorage

$418

Southwest

Aug 28

ANC10:25 pmAnchorage

14h 40m

2 stops

MDW4:05 pmChicago Midway

Sep 1

MDW12:00 pmChicago Midway

13h 45m

2 stops

ANC10:45 pmAnchorage

$437

Southwest

Sep 4

ANC11:55 pmAnchorage

14h 40m

2 stops

MDW5:35 pmChicago Midway

Sep 11

MDW10:15 amChicago Midway

15h 30m

2 stops

ANC10:45 pmAnchorage

$488

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

Fri 9/4

10:10 pm-3:57 pm

1 stop14h 47m

Chicago Midway

Sat 9/12

6:05 am-6:50 pm

1 stop15h 45m

$413

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 9/4

11:55 pm-2:10 pm

1 stop11h 15m

Chicago Midway

Fri 9/11

10:15 am-10:45 pm

2 stops15h 30m

$418

Quickest round-trip

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 9/22

6:00 am-6:19 pm

1 stop9h 19m

Chicago Midway

Tue 9/29

9:59 am-5:14 pm

1 stop10h 15m

$421

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 9/4

10:10 pm-3:57 pm

1 stop14h 47m

Chicago Midway

Mon 9/7

1:19 pm-9:20 pm

1 stop11h 01m

$423

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 9/22

6:00 am-6:19 pm

1 stop9h 19m

Chicago Midway

Tue 9/29

9:29 am-9:00 pm

2 stops14h 31m

$426

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 11/12

9:55 pm-8:49 am

1 stop7h 54m

Chicago Midway

Sun 11/22

9:30 am-9:03 pm

2 stops14h 33m

$427

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 9/25

10:10 pm-1:20 pm

1 stop12h 10m

Chicago Midway

Sun 10/4

1:19 pm-12:55 am

2 stops14h 36m

$428

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 11/12

5:15 pm-8:49 am

2 stops12h 34m

Chicago Midway

Sun 11/22

9:30 am-9:03 pm

2 stops14h 33m

$432

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 9/25

10:10 pm-3:24 pm

2 stops14h 14m

Chicago Midway

Sun 10/4

1:19 pm-12:55 am

2 stops14h 36m

$433

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 8/28

10:25 pm-4:05 pm

2 stops14h 40m

Chicago Midway

Tue 9/1

12:00 pm-10:45 pm

2 stops13h 45m

$437

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 42m
Direct flights	None

The fastest flight from Anchorage to Chicago Midway Airport takes 7h 42m

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

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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 7h 42m.
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.