$170 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 8/15. 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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Flights Deals

Best Alaska Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchorage1 stop$338
Fairbanks
Fairbanks1 stop$365
Anchorage
Anchorage1 stop$338
Fairbanks
Fairbanks1 stop$365

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

Wed, Oct 1 - Sun, Oct 5
Delta Logo
7:15 pm - 1:36 amMDW-ANC
9h 21m1 stop
Delta Logo
6:15 am - 5:35 pmANC-MDW
8h 20m1 stop
$338Delta
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Wed, Oct 1 - Sun, Oct 5
Delta Logo
1:43 pm - 1:37 amMDW-ANC
14h 54m2 stops
Delta Logo
6:15 am - 5:35 pmANC-MDW
8h 20m1 stop
$343Delta
Find Deal
Wed, Oct 15 - Fri, Oct 24
Delta Logo
6:45 pm - 1:00 amMDW-ANC
9h 15m1 stop
Delta Logo
12:40 am - 6:36 pmANC-MDW
14h 56m2 stops
$344Delta
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Wed, Oct 1 - Sun, Oct 5
Delta Logo
9:20 am - 8:19 pmMDW-ANC
13h 59m2 stops
Delta Logo
5:15 pm - 8:46 amANC-MDW
12h 31m2 stops
$350Delta
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Sat, Sep 13 - Sat, Sep 20
Delta Logo
7:15 pm - 1:36 amMDW-ANC
9h 21m1 stop
Delta Logo
6:15 am - 5:35 pmANC-MDW
8h 20m1 stop
$356Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
1:08 pm - 1:37 amMDW-ANC
15h 29m2 stops
Delta Logo
6:15 am - 5:35 pmANC-MDW
8h 20m1 stop
$361Delta
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Tue, Sep 16 - Mon, Sep 22
Delta Logo
7:15 pm - 1:36 amMDW-ANC
9h 21m1 stop
Delta Logo
12:55 am - 6:35 pmANC-MDW
14h 40m2 stops
$362Delta
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Thu, Sep 4 - Mon, Sep 8
Delta Logo
9:15 am - 8:57 pmMDW-FAI
14h 42m1 stop
Delta Logo
3:15 pm - 8:50 amFAI-MDW
14h 35m2 stops
$365Delta
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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
$367Delta
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Sat, Sep 13 - Sat, Sep 20
Delta Logo
9:35 am - 6:53 pmMDW-ANC
12h 18m2 stops
Delta Logo
5:30 pm - 8:53 amANC-MDW
12h 23m2 stops
$368Delta
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Booking Insights

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 18m, and Juneau, which takes 11h 40m.

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Good to know

Cheapest flight$170
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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