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Cheap flights from Midway (MDW) to Anchorage (ANC) from $206

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. 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.
MDW — ANC
May 27 — Jun 31
From?
To?
Mon 5/27
Mon 6/3
1 adult, Economy
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Cheap flight deals from Midway to Anchorage

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Anchorage (ANC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 22, 2024.

Popular in

July

Cheapest in

January

Round-trip from

$443

One-way from

$206
High demand for flights, 44% potential price rise
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Best time to find cheap flights, 40% potential price drop
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From Chicago Midway to Anchorage
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One-way flight from Chicago Midway to Anchorage
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Anchorage?

Friday is generally a great day to depart. Flying on this day could help you save up to 5%.

How far in advance should I book a flight from Chicago Midway Airport to Anchorage?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 42 days in advance, which can save you up to 27% on flights from Chicago Midway Airport to Anchorage compared to booking the week you need them. Waiting 42 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $322. For sooner than that we have options available in the next 3 days from $600.

What is the cheapest month to fly from Chicago Midway Airport to Anchorage?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, October can be a great choice for travel to Anchorage. Flights to Anchorage from Chicago Midway Airport in October are about $470 on average during October, but can be found for as low as $196.

When is the cheapest time to fly from Chicago Midway Airport to Anchorage (MDW - ANC)?

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Anchorage in the morning. If you’re flexible enough to do this you can expect to save up to 59% on your trip compared to booking a flight at noon.

Cheap Delta flights from Midway to Anchorage

Explore cheap flight options specifically provided by Delta for the route between Midway and Anchorage. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Thu 9/266:45 pmMDW - ANC
1 stop8h 41mDelta
Fri 9/276:15 amANC - MDW
1 stop8h 50mDelta
Deal found 5/21$405
Tue 9/242:00 pmMDW - ANC
1 stop9h 56mDelta
Wed 10/26:15 amANC - MDW
1 stop8h 50mDelta
Deal found 5/21$410
Tue 9/249:35 amMDW - ANC
2 stops17h 19mDelta
Mon 9/309:55 pmANC - MDW
1 stop7h 46mDelta
Deal found 5/21$415
Sun 9/291:10 pmMDW - ANC
2 stops23h 47mDelta
Mon 9/302:20 pmANC - MDW
2 stops23h 43mDelta
Deal found 5/21$416
Tue 10/152:00 pmMDW - ANC
1 stop8h 29mDelta
Tue 10/224:00 pmANC - MDW
2 stops13h 45mDelta
Deal found 5/21$417
Tue 9/242:00 pmMDW - ANC
1 stop9h 56mDelta
Thu 9/2612:40 amANC - MDW
2 stops29h 05mDelta
Deal found 5/21$418
Thu 9/261:10 pmMDW - ANC
2 stops13h 44mDelta
Tue 10/112:40 amANC - MDW
2 stops13h 23mDelta
Deal found 5/21$422
Sat 6/229:28 amMDW - ANC
1 stop12h 20mDelta
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Deal found 5/22$432
Mon 10/289:35 amMDW - ANC
2 stops13h 56mDelta
Fri 11/159:55 pmANC - MDW
1 stop9h 27mDelta
Deal found 5/22$437

Cheap Midway to Anchorage flights in May & June 2024

Find cheap flight options from Midway to Anchorage specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Prices were last updated on May 22, 2024.
Tue 6/112:24 pmMDW - ANC
1 stop9h 51mDelta
Wed 6/126:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/21$450
Tue 6/112:24 pmMDW - ANC
1 stop9h 51mDelta
Tue 6/111:20 amANC - MDW
2 stops14h 16mDelta
Deal found 5/21$456
Tue 6/119:29 amMDW - ANC
1 stop14h 46mDelta
Sat 6/158:00 pmANC - MDW
1 stop13h 43mDelta
Deal found 5/21$478
Tue 6/119:29 amMDW - ANC
1 stop14h 46mDelta
Sat 6/155:15 pmANC - MDW
2 stops12h 39mDelta
Deal found 5/21$484
Sat 6/229:28 amMDW - ANC
1 stop12h 20mDelta
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Deal found 5/21$485
Tue 6/47:10 pmMDW - ANC
1 stop8h 19mDelta
Wed 6/126:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/22$499
Tue 6/112:24 pmMDW - ANC
1 stop9h 51mDelta
Wed 6/126:00 amANC - MDW
2 stops12h 46mDelta
Deal found 5/21$501
Tue 6/47:10 pmMDW - ANC
1 stop8h 19mDelta
Tue 6/111:20 amANC - MDW
2 stops14h 16mDelta
Deal found 5/22$506
Tue 6/119:34 amMDW - ANC
2 stops14h 41mDelta
Tue 6/111:20 amANC - MDW
2 stops14h 16mDelta
Deal found 5/21$534

Midway to Anchorage 2024 flight deals

Discover exclusive flight deals for travel between Midway and Anchorage in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Thu 9/266:45 pmMDW - ANC
1 stop8h 41mDelta
Fri 9/276:15 amANC - MDW
1 stop8h 50mDelta
Deal found 5/21$405
Tue 9/242:00 pmMDW - ANC
1 stop9h 56mDelta
Wed 10/26:15 amANC - MDW
1 stop8h 50mDelta
Deal found 5/21$410
Tue 9/249:35 amMDW - ANC
2 stops17h 19mDelta
Mon 9/309:55 pmANC - MDW
1 stop7h 46mDelta
Deal found 5/21$415
Sun 9/291:10 pmMDW - ANC
2 stops23h 47mDelta
Mon 9/302:20 pmANC - MDW
2 stops23h 43mDelta
Deal found 5/21$416
Tue 10/152:00 pmMDW - ANC
1 stop8h 29mDelta
Tue 10/224:00 pmANC - MDW
2 stops13h 45mDelta
Deal found 5/21$417
Tue 9/242:00 pmMDW - ANC
1 stop9h 56mDelta
Thu 9/2612:40 amANC - MDW
2 stops29h 05mDelta
Deal found 5/21$418
Thu 9/261:10 pmMDW - ANC
2 stops13h 44mDelta
Thu 10/34:00 pmANC - MDW
2 stops13h 41mDelta
Deal found 5/21$422
Thu 7/47:11 pmMDW - ANC
1 stop8h 24mDelta
Fri 7/126:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/21$432
Thu 8/156:45 pmMDW - ANC
1 stop8h 32mDelta
Mon 8/2612:40 amANC - MDW
2 stops14h 26mDelta
Deal found 5/21$439

Midway to Anchorage flights leaving soon

Find last-minute flight options from Midway to Anchorage for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Wed 5/292:15 pmMDW - ANC
1 stop9h 27mDelta
Sun 6/26:15 amANC - MDW
1 stop8h 52mDelta
Deal found 5/21$538
Wed 5/292:15 pmMDW - ANC
2 stops13h 06mDelta
Sun 6/26:15 amANC - MDW
1 stop8h 52mDelta
Deal found 5/21$543
Fri 5/317:10 pmMDW - ANC
1 stop8h 19mDelta
Sun 6/21:46 amANC - MDW
2 stops13h 21mDelta
Deal found 5/22$545
Thu 5/307:10 pmMDW - ANC
1 stop8h 19mDelta
Sun 6/26:15 amANC - MDW
1 stop8h 52mDelta
Deal found 5/21$563
Fri 5/317:10 pmMDW - ANC
1 stop8h 19mDelta
Mon 6/36:15 amANC - MDW
2 stops12h 46mDelta
Deal found 5/22$570
Thu 5/309:46 amMDW - ANC
2 stops13h 36mDelta
Sun 6/29:52 pmANC - MDW
1 stop7h 55mDelta
Deal found 5/21$594
Fri 5/317:10 pmMDW - ANC
1 stop8h 19mDelta
Mon 6/36:15 amANC - MDW
2 stops12h 46mDelta
Deal found 5/21$621
Thu 5/307:10 pmMDW - ANC
1 stop8h 19mDelta
Sat 6/11:46 amANC - MDW
2 stops13h 21mDelta
Deal found 5/21$631
Sat 6/19:32 amMDW - ANC
2 stops15h 37mDelta
Mon 6/105:15 pmANC - MDW
2 stops12h 39mDelta
Deal found 5/22$691

One-way flights to Anchorage from Midway

Search for one-way flight options from Midway to Anchorage. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Thu 9/55:00 pmMDW - ANC
1 stop10h 17mDelta
Deal found 5/21$206
Thu 9/55:00 pmMDW - ANC
2 stops11h 45mDelta
Deal found 5/21$211
Tue 7/29:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/21$228
Wed 8/149:35 amMDW - ANC
2 stops13h 56mDelta
Deal found 5/22$233
Sat 6/229:28 amMDW - ANC
1 stop12h 20mDelta
Deal found 5/21$251
Wed 8/149:35 amMDW - ANC
2 stops13h 56mDelta
Deal found 5/21$256
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/21$270
Tue 6/182:24 pmMDW - ANC
1 stop13h 11mDelta
Deal found 5/22$274
Tue 6/112:24 pmMDW - ANC
1 stop9h 51mDelta
Deal found 5/21$281

Find flights from Midway to Anchorage within your budget

Customize your flight search to find flights from Midway to Anchorage that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$405 - $616

Route

Depart

Return

Price

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 9/26

1 stop8h 41m

Anchorage

Fri 9/27

1 stop8h 50m

$405

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 9/24

1 stop9h 56m

Anchorage

Wed 10/2

1 stop8h 50m

$410

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 9/24

2 stops17h 19m

Anchorage

Mon 9/30

1 stop7h 46m

$415

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sun 9/29

2 stops23h 47m

Anchorage

Mon 9/30

2 stops23h 43m

$416

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 10/15

1 stop8h 29m

Anchorage

Tue 10/22

2 stops13h 45m

$417

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 9/24

1 stop9h 56m

Anchorage

Thu 9/26

2 stops29h 05m

$418

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 9/26

2 stops13h 44m

Anchorage

Tue 10/1

2 stops13h 23m

$422

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 6/22

1 stop12h 20m

Anchorage

Fri 6/28

1 stop14h 19m

$432

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 6/6

3 stops42h 09m

Anchorage

Sun 6/9

2 stops27h 14m

$616

Flights are sorted by cheapest first

Deals found on 5/21

When is the cheapest time to fly from Chicago Midway Airport to Anchorage?

Use this chart to determine the cheapest time to fly round-trip from Midway to Anchorage. Price data was last updated on May 19, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Anchorage flight should consider departing on Monday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Midway to Anchorage

Have a flexible travel schedule? Discover the best time to fly to Anchorage from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Anchorage by month

Plan your trip to Anchorage by taking into account the average temperature and rainfall totals by month.

ANC

Temperature

17.6 - 59 °F

Reviews of airlines servicing Anchorage

Get insights into the airlines that provide service to Anchorage. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anchorage. Reviews last updated May 22, 2024.
Delta
8.0
Very good
10,585 reviews
Check prices

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,585 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Midway to Anchorage. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Anchorage from Chicago Midway?

    Most people fly into Anchorage (ANC) if they book a flight to Anchorage from Chicago Midway. On average, Anchorage has 0 inbound flights from Chicago Midway per day from 1 airline. Anchorage is conveniently located just 4.4 mi from Anchorage’s city center.

  • Can I find flights from Chicago Midway Airport to Anchorage for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Anchorage for under $500. The cheapest flight booked recently is on Delta for just $405, but on average you can expect to pay $440.

  • Are there last-minute flights available from Chicago Midway Airport to Anchorage for under $600?

    There are currently 19+ open flights from Chicago Midway Airport to Anchorage within the next 7 days for less than $600.

  • What is the cheapest airline to fly from Chicago Midway Airport to Anchorage round-trip?

    Our cheapest airline available from Chicago Midway Airport to Anchorage is Delta. Our recent data shows that you can find tickets from as low as $405 on this airline. Delta is priced at 35% lower than the current average price of a flight leaving 3 months from now.

  • What does MDW to ANC mean?

    Chicago Midway Airport is MDW and Anchorage Airport is ANC. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from Midway to Anchorage that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Anchorage flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Anchorage with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Anchorage flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Anchorage that include hotel bookings?

    Yes. In addition to deals on Midway to Anchorage flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Anchorage?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Anchorage.

  • Can I find deals for business class flights from Midway to Anchorage?

    Yes. Cheapflights offers flight deals from Midway to Anchorage by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Anchorage that allow pets onboard?

    Many airlines flying from Midway to Anchorage offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Anchorage?

    Yes, you can often find last-minute deals on Midway to Anchorage flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Anchorage flight deals updated?

    The Chicago Midway Airport to Anchorage flight deals you see on this page were last updated on 5/22.

  • When is the best time to book a flight from Chicago Midway Airport to Anchorage?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Anchorage (average of $443). Flying from Chicago Midway Airport to Anchorage in July is currently the most expensive (average of $727). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Anchorage
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Midway to Anchorage

Discover the top airline that operate flights from Midway to Anchorage. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$363Average$514FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Chicago Midway Airport to St. John's, Saint John flights

Search flights from Midway to Anchorage by cabin class

Find flights from Midway to Anchorage, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Anchorage?

When you search for this flight from Midway to Anchorage, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Midway to Anchorage?

Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Anchorage for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Midway to Anchorage with no change fees?

Yes, we can. To see specific flights from Midway to Anchorage with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Midway to Anchorage become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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