$185 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 5/8. 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, 0 bags

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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Cheap Flights from Midway to Alaska

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchorage1 stop$369
Fairbanks
Fairbanks2 stops$453
Anchorage
Anchorage1 stop$369
Fairbanks
Fairbanks2 stops$453

Book Cheap Midway to Alaska Plane Tickets

 
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

Thu, Apr 16 - Mon, Apr 20
Delta Logo
9:29 am - 6:46 pm
MDW
-
ANC
12h 17m
1 stop
Delta Logo
9:15 pm - 8:46 am
ANC
-
MDW
8h 31m
1 stop
$369Delta
Sat, Apr 18 - Sat, Apr 25
Delta Logo
9:27 am - 6:46 pm
MDW
-
ANC
12h 19m
2 stops
Delta Logo
9:15 pm - 8:46 am
ANC
-
MDW
8h 31m
1 stop
$374Delta
Thu, Apr 16 - Mon, Apr 20
Delta Logo
9:29 am - 6:46 pm
MDW
-
ANC
12h 17m
1 stop
Delta Logo
3:45 pm - 8:47 am
ANC
-
MDW
14h 02m
2 stops
$376Delta
Wed, Apr 8 - Wed, Apr 15
Delta Logo
1:10 pm - 12:29 am
MDW
-
ANC
14h 19m
2 stops
Delta Logo
1:41 pm - 8:47 am
ANC
-
MDW
16h 06m
2 stops
$381Delta
Wed, Apr 1 - Sun, Apr 5
Delta Logo
9:30 am - 6:51 pm
MDW
-
ANC
12h 21m
1 stop
Delta Logo
9:15 pm - 8:50 am
ANC
-
MDW
8h 35m
1 stop
$383Delta
Tue, Mar 24 - Mon, Mar 30
Delta Logo
9:30 am - 6:51 pm
MDW
-
ANC
12h 21m
1 stop
Delta Logo
1:34 am - 5:54 pm
ANC
-
MDW
13h 20m
2 stops
$390Delta
Wed, Jun 24 - Wed, Jul 1
Delta Logo
2:00 pm - 12:33 am
MDW
-
ANC
13h 33m
1 stop
Delta Logo
9:55 pm - 8:38 am
ANC
-
MDW
7h 43m
1 stop
$396Delta
Thu, May 14 - Mon, May 18
Delta Logo
1:22 pm - 12:31 am
MDW
-
ANC
14h 09m
2 stops
Delta Logo
9:59 pm - 8:42 am
ANC
-
MDW
7h 43m
1 stop
$401Delta
Tue, Jun 23 - Wed, Jul 1
Delta Logo
9:20 am - 8:59 pm
MDW
-
ANC
14h 39m
1 stop
Delta Logo
5:15 pm - 8:38 am
ANC
-
MDW
12h 23m
2 stops
$403Delta
Sat, Apr 18 - Fri, Apr 24
Delta Logo
9:27 am - 6:46 pm
MDW
-
ANC
12h 19m
2 stops
Delta Logo
1:30 am - 6:36 pm
ANC
-
MDW
14h 06m
2 stops
$408Delta
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 48m, and Fairbanks, which takes 14h 06m.

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Good to know

Cheapest flight$185
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.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)