MDW - ANC

$232 Find Cheap Flights from Chicago Midway Airport to Anchorage - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$463
Typical prices: $358-$549
Delta
Tue 10/16Sat 10/27
MDW - ANC • 1 stop
Cheapest one-way
$232
Typical prices: $220-$365
Delta
Mon 10/15
MDW - ANC • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago Midway Airport and Anchorage. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 38% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Minneapolis St Paul (MSP)
Cheapest • Avg $451 (round-trip)
Denver Intl (DEN)
Shortest trip • 9h 32m (one-way)
Insights
Insights
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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)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Anchorage

Wed, Oct 7 - Wed, Oct 21
Delta Logo
10:01 am - 8:59 pmMDW  Chicago Midway-ANC Anchorage
13h 58m1 stop Minneapolis St Paul
Delta Logo
4:05 pm - 9:17 amANC  Anchorage-MDW Chicago Midway
14h 12m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
$463Delta
Tue, Nov 3 - Tue, Nov 10
Delta Logo
12:27 pm - 8:59 pmMDW  Chicago Midway-ANC Anchorage
11h 32m1 stop Minneapolis St Paul
Delta Logo
10:06 pm - 8:50 amANC  Anchorage-MDW Chicago Midway
7h 44m1 stop Minneapolis St Paul
$463Delta
Fri, Dec 11 - Sun, Dec 13
Delta Logo
10:22 am - 8:56 pmMDW  Chicago Midway-ANC Anchorage
13h 34m1 stop Minneapolis St Paul
Delta Logo
10:06 pm - 11:50 amANC  Anchorage-MDW Chicago Midway
10h 44m1 stop Minneapolis St Paul
$463Delta
Fri, Jan 8 - Sun, Jan 10
Delta Logo
12:30 pm - 9:03 pmMDW  Chicago Midway-ANC Anchorage
11h 33m1 stop Minneapolis St Paul
Delta Logo
9:55 pm - 11:51 amANC  Anchorage-MDW Chicago Midway
10h 56m1 stop Minneapolis St Paul
$463Delta
Fri, Oct 16 - Tue, Oct 27
Delta Logo
10:01 am - 8:59 pmMDW  Chicago Midway-ANC Anchorage
13h 58m1 stop Minneapolis St Paul
Delta Logo
10:09 pm - 8:44 amANC  Anchorage-MDW Chicago Midway
7h 35m1 stop Minneapolis St Paul
$463Delta
Tue, Oct 20 - Sat, Oct 24
Delta Logo
10:01 am - 8:59 pmMDW  Chicago Midway-ANC Anchorage
13h 58m1 stop Minneapolis St Paul
Delta Logo
8:25 pm - 10:03 amANC  Anchorage-MDW Chicago Midway
10h 38m1 stop Atlanta Hartsfield-Jackson
$463Delta
Tue, Nov 3 - Tue, Nov 10
Delta Logo
6:04 am - 8:59 pmMDW  Chicago Midway-ANC Anchorage
17h 55m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
10:06 pm - 8:50 amANC  Anchorage-MDW Chicago Midway
7h 44m1 stop Minneapolis St Paul
$468Delta
Fri, Dec 11 - Sun, Dec 13
Delta Logo
12:30 pm - 10:36 pmMDW  Chicago Midway-ANC Anchorage
13h 06m2 stops Minneapolis St Paul Seattle/Tacoma Intl
Delta Logo
10:06 pm - 11:50 amANC  Anchorage-MDW Chicago Midway
10h 44m1 stop Minneapolis St Paul
$468Delta
Sun, Dec 6 - Sat, Dec 12
Delta Logo
1:22 pm - 1:45 amMDW  Chicago Midway-ANC Anchorage
15h 23m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
Delta Logo
7:51 pm - 12:05 pmANC  Anchorage-MDW Chicago Midway
13h 14m1 stop Atlanta Hartsfield-Jackson
$468Delta
Wed, Sep 2 - Mon, Sep 7
Southwest Logo
2:10 pm - 10:45 pmMDW  Chicago Midway-ANC Anchorage
11h 35m1 stop Las Vegas Harry Reid Intl
Southwest Logo
10:25 pm - 9:50 amANC  Anchorage-MDW Chicago Midway
8h 25m1 stop Denver Intl
$673Southwest
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Anchorage flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Anchorage with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Anchorage?

Round-trip flights from Chicago Midway Airport to Anchorage start at $463. Prices are typical for this route right now, with typical round-trip fares ranging from $358 to $549. The lowest price found in the past 5 days was $463 on Delta.

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Key details for Chicago Midway Airport to Anchorage flights

Low season

January

Cheapest flight

$232
Most popular time to fly and prices are also 10% lower on average.
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

Your Chicago Midway Airport to Anchorage flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago Midway Airport to Anchorage?

    Flights from Chicago Midway Airport to Anchorage usually depart from Chicago Midway (MDW) and arrive at Anchorage (ANC).

  • Which airports do connecting flights from Chicago Midway Airport to Anchorage pass through?

    Connecting flights from Chicago Midway Airport to Anchorage most commonly pass through:

    • Minneapolis St Paul (MSP) - 67% of one-stop connections
    • Denver Intl (DEN) - 33% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Anchorage?

    Yes. Being flexible with your travel dates can save you up to 53% on the Chicago Midway Airport to Anchorage route. Monday is the cheapest departure day at $358 round-trip on average, while Saturday is the most expensive at $749, a difference of $391. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Anchorage?

    Some of the most popular sights in Anchorage are Alaska Railroad Depot, Anchorage Alaska Railroad Station and Dena'ina Civic and Convention Center. These are among the most viewed places in Anchorage on KAYAK.

  • How long is a flight from Chicago Midway Airport to Anchorage?

    A nonstop flight from Chicago Midway Airport to Anchorage takes 0h 00m, covering 2,852 miles.

  • What are the earliest and latest flights from Chicago Midway Airport to Anchorage?

    These are the earliest and latest flight times available from Chicago Midway Airport to Anchorage:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Chicago Midway Airport to Anchorage changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $463 to $3,344. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Anchorage looking right now?

    One-way fares from Chicago Midway Airport to Anchorage are currently in line with typical prices for this route. Average one-way fares are about $238.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Anchorage?

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 9h 32m, compared with 11h 44m via Minneapolis St Paul (MSP).

  • What is the time difference between Chicago Midway Airport and Anchorage?

    Anchorage is 3 hours behind Chicago Midway Airport (Alaska Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Anchorage Airport (ANC)?

    Anchorage Airport (ANC) hosts 5 major car rental companies, with daily rates starting from around $33 for economy cars. Top options include:
    · Budget
    · Avis
    · Alamo
    · NextCar
    · Thrifty

  • How much should I expect to pay for a Chicago Midway Airport to Anchorage flight?

    Round-trip flights from Chicago Midway Airport to Anchorage range from $358 to $549, with an average of $478 over the past 12 months. Anything below $358 counts as a good deal.

Your guide to booking Chicago Midway Airport to Anchorage flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Monday departure instead of Saturday. On this route, Monday flights average $358 - about $391 less than Saturday (52% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Anchorage trip for February. Fares historically average $295 round-trip in that month - typically $454 less than the most expensive month, which is June (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Anchorage Airport.
    - Wyndham Garden Anchorage Airport
    - Alex Hotel and Suites Anchorage Airport
    - Coast Inn at Lake Hood

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)