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Anchorage

$180+ Cheap flights from Midway (MDW) to Anchorage (ANC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ANC
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
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Find flight deals from Midway to Anchorage

Cheapest flights from Midway to Anchorage
Explore the most affordable flight options available from Midway to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 27, 2025.

This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/189:41 amMDW - ANC
1 stop18h 15mDelta
mié. 11/196:05 amANC - MDW
1 stop9h 13mDelta
Deal found 10/25$352
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/157:02 pmMDW - ANC
1 stop8h 54mDelta
mié. 11/199:45 pmANC - MDW
1 stop8h 16mDelta
Deal found 10/25$358
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:00 amMDW - ANC
2 stops16h 04mDelta
jue. 12/259:15 pmANC - MDW
1 stop10h 51mDelta
Deal found 10/26$363
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/157:02 pmMDW - ANC
1 stop8h 54mDelta
vie. 11/215:37 pmANC - MDW
2 stops12h 24mDelta
Deal found 10/25$364
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/251:47 pmMDW - ANC
1 stop14h 09mDelta
lun. 12/16:05 amANC - MDW
1 stop9h 13mDelta
Deal found 10/26$390
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/247:02 pmMDW - ANC
1 stop8h 54mDelta
lun. 12/15:37 pmANC - MDW
2 stops12h 17mDelta
Deal found 10/25$397
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/251:47 pmMDW - ANC
1 stop14h 09mDelta
dom. 11/309:45 pmANC - MDW
1 stop17h 33mDelta
Deal found 10/26$420
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/279:34 amMDW - ANC
2 stops12h 12mDelta
dom. 11/309:45 pmANC - MDW
1 stop17h 33mDelta
Deal found 10/26$425

Cheap flight deals from Midway to Anchorage

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Anchorage (ANC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$352
(Delta)

One-way from

$180
(Delta)

Popular in

December

Cheapest in

April

Average price

$492
Provider with most accurate pricing for Chicago Midway-Anchorage flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Anchorage flights.
Search Deals
From Chicago Midway to Anchorage
Search Deals
One-way flight from Chicago Midway to Anchorage
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Anchorage that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 27, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Anchorage that are best for you.

Fly from

Midway

Fly to

Anchorage

Route

Depart

Return

Price

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mar. 12/16

9:59 am-7:04 pm

1 stop12h 05m

Anchorage

mié. 12/17

6:05 am-6:18 pm

1 stop9h 13m

$352

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

vie. 1/9

9:50 am-6:58 pm

1 stop12h 08m

Anchorage

dom. 1/11

9:15 pm-9:08 am

1 stop8h 53m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mar. 11/18

1:47 pm-12:56 am

1 stop14h 09m

Anchorage

mar. 11/25

9:45 pm-9:01 am

1 stop8h 16m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 11/26

9:41 am-6:46 pm

1 stop12h 05m

Anchorage

mié. 12/3

9:45 pm-9:19 am

1 stop8h 34m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 11/15

7:02 pm-12:56 am

1 stop8h 54m

Anchorage

mié. 11/19

9:45 pm-9:01 am

1 stop8h 16m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 11/19

9:41 am-6:46 pm

1 stop12h 05m

Anchorage

sáb. 11/22

8:49 pm-9:52 am

1 stop10h 03m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 11/19

7:02 pm-12:56 am

1 stop8h 54m

Anchorage

dom. 11/23

6:05 am-6:18 pm

1 stop9h 13m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 11/15

10:47 am-7:34 pm

1 stop11h 47m

Anchorage

sáb. 11/22

6:05 am-6:18 pm

1 stop9h 13m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 11/15

10:47 am-7:34 pm

1 stop11h 47m

Anchorage

mar. 11/18

6:05 am-6:18 pm

1 stop9h 13m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mié. 4/1

9:20 am-7:10 pm

1 stop12h 50m

Anchorage

mié. 4/8

6:10 am-6:08 pm

1 stop8h 58m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 17 results
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Compare providers for flights from Midway to Anchorage

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Anchorage in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Anchorage flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Anchorage flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Anchorage flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Anchorage flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Anchorage flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Anchorage

Have a flexible travel schedule? Discover the best time to fly to Anchorage from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Anchorage

What is the cheapest time of day to fly from MDW to ANC?

Find hourly flight availability from Midway to Anchorage. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 27, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Anchorage at noon. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight in the afternoon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Anchorage. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Anchorage from Chicago Midway?

    Most people fly into Anchorage (ANC) if they book a flight to Anchorage from Chicago Midway. On average, Anchorage has 0 inbound flights from Chicago Midway per day from 0 airlines. Anchorage is conveniently located just 4.4 mi from Anchorage’s city center.

  • How long is the flight from Chicago Midway Airport to Anchorage?

    Delta can get you from Chicago Midway Airport to Anchorage in just under 12h 05m. Your travel time can differ by up to . There are 2852 mi between Chicago Midway Airport and Anchorage.

  • Can I find deals for flights from Midway to Anchorage that include hotel bookings?

    Yes. In addition to deals on Midway to Anchorage flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Anchorage?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Anchorage.

  • Can I find deals for business class flights from Midway to Anchorage?

    Yes. Cheapflights offers flight deals from Midway to Anchorage by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Anchorage?

Book flights to Anchorage if you plan to visit one of these locations
Seward
Girdwood

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