MDW

$168 Find Cheap Flights from Alaska to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 11/7. 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

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Everything you should know

Cheapest round-trip
$338
Delta
Tue 11/11Tue 11/18
ANC - MDW • 1 stop
Cheapest one-way
$168
Delta
Fri 11/7
ANC - MDW • 1 stop
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Alaska to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Alaska to Midway 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 Alaska to Midway

Tue, Nov 11 - Tue, Nov 18
Delta Logo
9:45 pm - 9:01 amANC-MDW
8h 16m1 stop
Delta Logo
7:02 pm - 12:56 amMDW-ANC
8h 54m1 stop
$338Delta
Find Deal
Tue, Nov 11 - Tue, Nov 18
Delta Logo
6:05 am - 6:18 pmANC-MDW
9h 13m1 stop
Delta Logo
1:15 pm - 12:56 amMDW-ANC
14h 41m2 stops
$343Delta
Find Deal
Tue, Nov 11 - Wed, Nov 19
Delta Logo
12:30 am - 6:18 pmANC-MDW
14h 48m2 stops
Delta Logo
9:34 am - 10:49 pmMDW-ANC
16h 15m2 stops
$348Delta
Find Deal
Mon, Dec 15 - Wed, Dec 17
Delta Logo
5:55 am - 9:19 amANC-MDW
24h 24m2 stops
Delta Logo
6:00 am - 1:01 amMDW-ANC
22h 01m2 stops
$353Delta
Find Deal
Sun, Dec 14 - Thu, Dec 18
Delta Logo
6:05 am - 6:18 pmANC-MDW
9h 13m1 stop
Delta Logo
6:00 am - 1:01 amMDW-ANC
22h 01m2 stops
$375Delta
Find Deal
Wed, Mar 25 - Sun, Mar 29
Delta Logo
6:10 am - 6:08 pmANC-MDW
8h 58m1 stop
Delta Logo
6:45 pm - 12:59 amMDW-ANC
9h 14m1 stop
$378Delta
Find Deal
Sun, Dec 14 - Thu, Dec 18
Delta Logo
5:37 pm - 8:54 amANC-MDW
12h 17m2 stops
Delta Logo
6:00 am - 1:01 amMDW-ANC
22h 01m2 stops
$380Delta
Find Deal
Tue, Mar 24 - Sun, Mar 29
Delta Logo
12:40 am - 6:08 pmANC-MDW
14h 28m2 stops
Delta Logo
6:45 pm - 12:59 amMDW-ANC
9h 14m1 stop
$383Delta
Find Deal
Tue, Mar 24 - Sun, Mar 29
Delta Logo
12:40 am - 6:08 pmANC-MDW
14h 28m2 stops
Delta Logo
1:00 pm - 8:30 pmMDW-ANC
34h 30m2 stops
$392Delta
Find Deal
Tue, Nov 25 - Fri, Nov 28
Delta Logo
6:05 am - 6:18 pmANC-MDW
9h 13m1 stop
Delta Logo
9:41 am - 6:46 pmMDW-ANC
12h 05m1 stop
$410Delta
Find Deal
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$168
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Anchorage to Chicago Midway Airport

FAQs for booking Alaska to Chicago Midway Airport flights

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

    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 Alaska to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from 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 Alaska to Chicago Midway Airport?

    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 to Chicago Midway Airport with an airline and back to Alaska with another airline.

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

    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 to Chicago Midway Airport from Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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