MDW - ANC

$185 Find Cheap Flights from Chicago Midway Airport to Anchorage

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 Anchorage 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 Anchorage

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Anchorage, 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 Anchorage, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$369
Delta
Thu 5/28Mon 6/1
MDW - ANC • 1 stop
Cheapest one-way
$185
Delta
Fri 5/8
MDW - ANC • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Midway and Anchorage. You'll need at least 1 connection.
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We hope you love your trip to Anchorage!
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Booking Insights
Flight Deals

Cheap Flights from Midway to Anchorage (MDW-ANC)

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

Thu, May 28 - Mon, Jun 1
Delta Logo
7:00 pm - 12:33 am
MDW
-
ANC
8h 33m
1 stop
Delta Logo
10:00 pm - 12:42 pm
ANC
-
MDW
11h 42m
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
Fri, Apr 24 - Mon, Apr 27
Delta Logo
9:29 am - 6:46 pm
MDW
-
ANC
12h 17m
1 stop
Delta Logo
9:15 pm - 12:43 pm
ANC
-
MDW
12h 28m
2 stops
$376Delta
Thu, May 28 - Tue, Jun 2
Southwest Logo
12:35 pm - 10:45 pm
MDW
-
ANC
13h 10m
2 stops
Southwest Logo
10:25 pm - 1:30 pm
ANC
-
MDW
12h 05m
2 stops
$379Southwest
Thu, Apr 16 - Mon, Apr 20
Delta Logo
1:24 pm - 12:25 am
MDW
-
ANC
14h 01m
2 stops
Delta Logo
3:45 pm - 8:46 am
ANC
-
MDW
14h 01m
2 stops
$381Delta
Wed, Aug 5 - Mon, Aug 10
Delta Logo
1:00 pm - 11:34 pm
MDW
-
ANC
37h 34m
2 stops
Delta Logo
5:15 pm - 12:30 pm
ANC
-
MDW
16h 15m
2 stops
$382Delta
Fri, Apr 3 - Sat, Apr 11
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
Sat, Apr 4 - Fri, Apr 10
Delta Logo
9:30 am - 10:18 pm
MDW
-
ANC
15h 48m
2 stops
Delta Logo
9:15 pm - 1:24 pm
ANC
-
MDW
13h 09m
1 stop
$388Delta
Tue, Jun 23 - Wed, Jul 1
Delta Logo
9:20 am - 8:59 pm
MDW
-
ANC
14h 39m
1 stop
Delta Logo
9:55 pm - 8:38 am
ANC
-
MDW
7h 43m
1 stop
$396Delta
Thu, Aug 6 - Mon, Aug 17
Delta Logo
9:30 am - 10:22 pm
MDW
-
ANC
15h 52m
2 stops
Delta Logo
12:49 pm - 8:38 am
ANC
-
MDW
16h 49m
1 stop
$401Delta
Booking Insights

KAYAK's insights & trends for Midway to Anchorage flights

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

Which airlines provide the cheapest flights from Chicago Midway Airport to Anchorage?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Anchorage were found on Delta ($369) and Southwest ($426).

Find deals

Good to know

Cheapest flight$185
Flight from Chicago Midway Airport to Anchorage

When to book flights from Midway to Anchorage

Are your dates flexible? Find out the best times to travel from Midway to Anchorage based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Anchorage flights

  • What is the cheapest flight from Chicago Midway Airport to Anchorage?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Anchorage was $185 for a one-way ticket and $369 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Anchorage?

    A passport is not required to fly from Chicago Midway Airport to Anchorage.

  • Which airports will I be using when flying from Chicago Midway Airport to Anchorage?

    Chicago Midway Airport and Anchorage are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Anchorage.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Anchorage?

    We unfortunately don’t have that data for this specific route.

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

    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 Anchorage.

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

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

    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 Anchorage with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and ANC can sometimes prove cheaper using this method.

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

    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 Anchorage from Chicago Midway Airport 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 Anchorage

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Anchorage (ANC)