$184 Find Cheap Flights from Chicago Midway Airport to Alaska

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Alaska departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Alaska

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alaska, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alaska, as well as popular online travel agencies
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Best Alaska Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchorage1 stop$372
Fairbanks
Fairbanks1 stop$514
Anchorage
Anchorage1 stop$372
Fairbanks
Fairbanks1 stop$514

Cheap Flights from Midway to Alaska

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Alaska that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Alaska

Fri, Sep 12 - Tue, Sep 16
Delta Logo
7:15 pm - 1:36 amMDW-ANC
9h 21m1 stop
Delta Logo
12:55 am - 6:35 pmANC-MDW
14h 40m2 stops
$372Delta
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Fri, Sep 5 - Tue, Sep 9
Delta Logo
1:08 pm - 11:27 pmMDW-ANC
13h 19m2 stops
Delta Logo
6:00 am - 5:37 pmANC-MDW
8h 37m1 stop
$377Delta
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Fri, Sep 5 - Mon, Sep 8
Delta Logo
1:43 pm - 9:20 pmMDW-ANC
10h 37m1 stop
Delta Logo
12:55 am - 6:37 pmANC-MDW
14h 42m2 stops
$378Delta
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Wed, Oct 15 - Sat, Oct 25
Delta Logo
9:30 am - 7:10 pmMDW-ANC
12h 40m2 stops
Delta Logo
6:10 am - 6:07 pmANC-MDW
8h 57m1 stop
$383Delta
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Fri, Sep 5 - Mon, Sep 8
Delta Logo
1:43 pm - 1:32 amMDW-ANC
14h 49m2 stops
Delta Logo
12:55 am - 6:37 pmANC-MDW
14h 42m2 stops
$384Delta
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Sun, Aug 31 - Tue, Sep 9
Delta Logo
7:17 pm - 1:35 amMDW-ANC
9h 18m1 stop
Delta Logo
5:19 pm - 8:50 amANC-MDW
12h 31m2 stops
$387Delta
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Wed, Sep 3 - Fri, Sep 5
Delta Logo
10:31 am - 11:27 pmMDW-ANC
15h 56m2 stops
Delta Logo
10:30 pm - 3:28 pmANC-MDW
13h 58m2 stops
$390Delta
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Wed, Aug 27 - Tue, Sep 2
Delta Logo
1:08 pm - 11:27 pmMDW-ANC
13h 19m2 stops
Delta Logo
10:30 pm - 12:28 pmANC-MDW
10h 58m1 stop
$392Delta
Find Deal
Thu, Sep 18 - Mon, Sep 22
Delta Logo
7:15 pm - 1:36 amMDW-ANC
9h 21m1 stop
Delta Logo
10:00 pm - 8:53 amANC-MDW
7h 53m1 stop
$394Delta
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Wed, Aug 20 - Mon, Aug 25
Delta Logo
9:31 am - 8:55 pmMDW-ANC
14h 24m1 stop
Delta Logo
6:00 am - 5:37 pmANC-MDW
8h 37m1 stop
$396Delta
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KAYAK's insights & trends for Midway to Alaska flights

Get data-powered insights and trends into flights from Midway to Alaska to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Chicago Midway Airport to Alaska take?

The duration of a flight to Alaska depends on your arrival airport. The shortest routes to Alaska from Chicago Midway Airport are to Anchorage, which takes 8h 59m, Fairbanks, which takes 10h 12m, and Juneau, which takes 11h 40m.

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Good to know

Cheapest flight$184
Flight from Chicago Midway Airport to Anchorage

FAQs - booking Alaska flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Alaska?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Alaska.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Alaska?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Alaska is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Alaska?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Alaska with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Alaska?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Alaska?

    The cheapest time of day to fly to Alaska is generally in the afternoon, when round-trip flights cost $514 on average. Morning departures are around 50% cheaper than evening flights, on average. The most expensive time of day to fly to Alaska is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,182.

Everything you need to know for your flight from Midway to Alaska

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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