Question 1

What is the cheapest airline to fly from Chicago Midway Airport to Anchorage round-trip?

Accepted Answer

Our cheapest airline available from Chicago Midway Airport to Anchorage is Delta. Our recent data shows that you can find tickets from as low as $338 on this airline.

Question 2

What is the cheapest month to book a flight from Chicago Midway Airport to Anchorage?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Anchorage (average of $456). Flying from Chicago Midway Airport to Anchorage in July is currently the most expensive (average of $645). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 3

What is the cheapest day to fly from Chicago Midway Airport to Anchorage?

Accepted Answer

Travelers seeking maximum savings on their Chicago Midway Airport to Anchorage flight should consider departing on Saturday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 4

E

Accepted Answer

In terms of precipitation, rainfall in Anchorage ranges from 0.5 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. April is typically the driest time to visit Anchorage when rainfall is around 0.5 in.

Question 5

E

Accepted Answer

If weather is an important factor for your trip to Anchorage, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 59.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 17.6 F).

Question 6

What is the cheapest day to fly round-trip from Chicago Midway Airport to Anchorage?

Accepted Answer

Monday is generally a great day to depart. Flying on this day could help you save up to 22%.

Question 7

How far in advance should I book a flight from Chicago Midway Airport to Anchorage?

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 45 days in advance, which can save you up to 5% on flights from Chicago Midway Airport to Anchorage compared to booking the week you need them. Waiting 45 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $356. For sooner than that we have options available in the next 3 days from $356.

Question 8

What is the cheapest month to fly from Chicago Midway Airport to Anchorage?

Accepted Answer

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, October can be a great choice for travel to Anchorage. Flights to Anchorage from Chicago Midway Airport in October are about $496 on average during October, but can be found for as low as $187.

Question 9

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

Accepted Answer

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 57% on your trip compared to booking a flight in the afternoon.

Question 10

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

Accepted Answer

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.

Question 11

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

Accepted Answer

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

Question 12

How can I find direct flights from Midway to Anchorage?

Accepted Answer

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

Question 13

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

Accepted Answer

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.

Round-trip from	$338 (Delta)
One-way from	$170 (Delta)
Popular in	December
Cheapest in	October
Average price	$552

$170+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapest flights from Midway to AnchorageExplore 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 July 29, 2025.

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 July 29, 2025.

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Best time to book a flight from Midway to Anchorage

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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 July 29, 2025.

Reviews of airlines servicing Anchorage

Read through reviews of airlines operating flights from Chicago Midway Airport to Anchorage, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

What is the cheapest airline to fly from Chicago Midway Airport to Anchorage round-trip?

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

How can I find direct flights from Midway to Anchorage?

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

What is the cheapest month to book a flight from Chicago Midway Airport to Anchorage?

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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 July 29, 2025.