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Cheap flights from Midway (MDW) to Alaska from $207

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 10/4. 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
Jun 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
1 adult, Economy
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What is the cheapest month to fly from Chicago Midway Airport to Alaska?

The best pricing can be found in the month of October. Prices to Alaska from Chicago Midway Airport average $469. You can even find prices in October for less than $469, as users have found deals to Alaska from as low as $196. The month of June appears to be one of the more expensive times to travel to Alaska from Chicago Midway Airport. Flying in the targeted month can save you up to 29%.

What is the cheapest time of day to fly from MDW to AK?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Alaska as you normally would.

Cheap Delta flights from Midway to Alaska

Explore cheap flight options specifically provided by Delta for the route between Midway and Alaska. 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 2,784,634 searches. Data last updated May 30, 2024.
Fri 7/57:11 pmMDW - ANC
1 stop8h 24mDelta
Sat 8/246:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/30$410
Mon 8/127:20 pmMDW - ANC
1 stop8h 23mDelta
Mon 8/191:01 amANC - MDW
2 stops9h 42mDelta
Deal found 5/29$417
Tue 8/279:33 amMDW - ANC
2 stops13h 49mDelta
Sun 9/11:01 amANC - MDW
2 stops9h 42mDelta
Deal found 5/30$422
Mon 6/241:24 pmMDW - ANC
2 stops15h 08mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/28$437
Mon 8/127:20 pmMDW - ANC
1 stop8h 23mDelta
Tue 8/206:00 amANC - MDW
2 stops12h 46mDelta
Deal found 5/30$439
Fri 8/162:24 pmMDW - ANC
2 stops14h 08mDelta
Sat 8/241:01 amANC - MDW
2 stops13h 24mDelta
Deal found 5/30$444
Sat 7/612:08 pmMDW - ANC
1 stop15h 27mDelta
Wed 8/286:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/30$454
Sun 7/79:34 amMDW - ANC
1 stop15h 08mDelta
Thu 8/299:27 pmANC - MDW
1 stop8h 15mDelta
Deal found 5/30$455
Sun 7/79:34 amMDW - ANC
1 stop15h 08mDelta
Sat 8/241:01 amANC - MDW
2 stops13h 24mDelta
Deal found 5/30$462

Cheap Midway to Alaska flights in May & June 2024

Find cheap flight options from Midway to Alaska specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 2024.
Mon 6/242:24 pmMDW - ANC
1 stop9h 51mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/28$410
Mon 6/241:24 pmMDW - ANC
2 stops15h 08mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/28$437
Tue 6/252:24 pmMDW - ANC
1 stop13h 11mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/29$468
Fri 6/211:24 pmMDW - ANC
1 stop12h 08mDelta
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Deal found 5/29$485
Tue 6/251:24 pmMDW - ANC
2 stops15h 08mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/29$490
Sun 6/169:34 amMDW - ANC
1 stop15h 11mDelta
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Deal found 5/28$499
Fri 6/211:24 pmMDW - ANC
1 stop12h 08mDelta
Sun 6/2310:55 pmANC - MDW
1 stop15h 09mDelta
Deal found 5/29$525
Fri 6/211:24 pmMDW - ANC
1 stop12h 08mDelta
Fri 7/56:00 amANC - MDW
1 stop9h 31mDelta
Deal found 5/28$547
Sun 6/97:19 pmMDW - ANC
1 stop8h 16mDelta
Sun 7/2811:05 pmANC - MDW
1 stop14h 59mDelta
Deal found 5/30$549

Midway to Alaska 2024 flight deals

Discover exclusive flight deals for travel between Midway and Alaska in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Fri 9/67:20 pmMDW - ANC
1 stop8h 23mDelta
Sat 9/76:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/29$405
Fri 7/57:11 pmMDW - ANC
1 stop8h 24mDelta
Sat 8/246:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/30$410
Fri 9/201:10 pmMDW - ANC
2 stops13h 44mDelta
Fri 9/276:15 amANC - MDW
1 stop8h 50mDelta
Deal found 5/30$415
Mon 8/127:20 pmMDW - ANC
1 stop8h 23mDelta
Mon 8/191:01 amANC - MDW
2 stops9h 42mDelta
Deal found 5/30$417
Tue 8/279:33 amMDW - ANC
2 stops13h 49mDelta
Sun 9/11:01 amANC - MDW
2 stops9h 42mDelta
Deal found 5/30$422
Fri 8/301:24 pmMDW - ANC
1 stop12h 23mDelta
Sat 9/76:00 amANC - MDW
1 stop9h 38mDelta
Deal found 5/28$432
Mon 6/241:24 pmMDW - ANC
2 stops15h 08mDelta
Thu 6/276:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/28$437
Mon 8/127:20 pmMDW - ANC
1 stop8h 23mDelta
Tue 8/206:00 amANC - MDW
2 stops12h 46mDelta
Deal found 5/30$439
Fri 8/162:24 pmMDW - ANC
2 stops14h 08mDelta
Sat 8/241:01 amANC - MDW
2 stops13h 24mDelta
Deal found 5/30$444

Midway to Alaska flights leaving soon

Find last-minute flight options from Midway to Alaska 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 2,784,634 searches. Data last updated May 30, 2024.
Sun 6/97:19 pmMDW - ANC
1 stop8h 16mDelta
Sun 7/2811:05 pmANC - MDW
1 stop14h 59mDelta
Deal found 5/30$549
Tue 6/47:10 pmMDW - ANC
1 stop8h 19mDelta
Fri 6/76:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/28$563
Tue 6/47:10 pmMDW - ANC
1 stop8h 19mDelta
Fri 6/75:15 pmANC - MDW
2 stops12h 33mDelta
Deal found 5/28$570
Sun 6/97:19 pmMDW - ANC
1 stop8h 16mDelta
Mon 7/299:27 pmANC - MDW
1 stop18h 12mDelta
Deal found 5/30$579
Tue 6/42:15 pmMDW - ANC
1 stop9h 27mDelta
Wed 6/126:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/29$598
Fri 6/71:24 pmMDW - ANC
1 stop12h 08mDelta
Sun 6/169:25 pmANC - MDW
1 stop8h 29mDelta
Deal found 5/30$614
Wed 6/52:15 pmMDW - ANC
1 stop9h 27mDelta
Sat 6/89:25 pmANC - MDW
1 stop8h 29mDelta
Deal found 5/29$624
Tue 6/42:15 pmMDW - ANC
1 stop9h 27mDelta
Tue 6/111:20 amANC - MDW
2 stops14h 16mDelta
Deal found 5/29$630
Wed 6/52:15 pmMDW - ANC
1 stop9h 27mDelta
Sat 6/85:15 pmANC - MDW
2 stops12h 39mDelta
Deal found 5/29$631

One-way flights to Alaska from Midway

Search for one-way flight options from Midway to Alaska. 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 2,784,634 searches. Data last updated May 30, 2024.
Fri 10/42:00 pmMDW - FAI
2 stops13h 26mDelta
Deal found 5/30$207
Wed 8/149:33 amMDW - ANC
2 stops13h 49mDelta
Deal found 5/30$211
Sat 7/207:19 pmMDW - ANC
1 stop8h 24mDelta
Deal found 5/28$228
Mon 8/510:28 amMDW - FAI
2 stops13h 26mDelta
Deal found 5/29$236
Tue 7/29:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/29$251
Wed 8/149:33 amMDW - ANC
2 stops13h 49mDelta
Deal found 5/29$256
Mon 8/52:24 pmMDW - FAI
1 stop9h 30mDelta
Deal found 5/29$261
Mon 7/19:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/29$281
Tue 6/182:24 pmMDW - ANC
1 stop9h 51mDelta
Deal found 5/29$295

Find flights from Midway to Alaska within your budget

Customize your flight search to find flights from Midway to Alaska 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 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$410 - $745

Route

Depart

Return

Price

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 7/5

1 stop8h 24m

Anchorage

Sat 8/24

1 stop9h 38m

$410

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 8/12

1 stop8h 23m

Anchorage

Mon 8/19

2 stops9h 42m

$417

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 8/27

2 stops13h 49m

Anchorage

Sun 9/1

2 stops9h 42m

$422

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 6/24

2 stops15h 08m

Anchorage

Thu 6/27

1 stop9h 36m

$437

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 8/12

1 stop8h 23m

Anchorage

Tue 8/20

2 stops12h 46m

$439

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 8/16

2 stops14h 08m

Anchorage

Sat 8/24

2 stops13h 24m

$444

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 7/6

1 stop15h 27m

Anchorage

Wed 8/28

1 stop9h 38m

$454

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 7/19

3 stops25h 47m

Anchorage

Thu 7/25

2 stops19h 45m

$740

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 6/24

3 stops26h 13m

Anchorage

Thu 6/27

2 stops20h 28m

$745

Flights are sorted by cheapest first

Deals found on 5/30

No data available for this route at this time. Please check back soon.

Best time to book a flight from Midway to Alaska

Have a flexible travel schedule? Discover the best time to fly to Alaska 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.

Reviews of airlines servicing Alaska

Get insights into the airlines that provide service to Alaska. 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 Alaska. Reviews last updated May 30, 2024.
Delta
8.0
Very good
10,457 reviews
Check prices

Food

7.4

Entertainment

8.0

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

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
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Food

7.4

Entertainment

8.0

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

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 Alaska. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Yes, there are multiple flights from Chicago Midway Airport to Alaska for under $500. The cheapest flight booked recently is on Delta for just $410, but on average you can expect to pay $466.

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

    There are currently 20+ open flights from Chicago Midway Airport to Alaska within the next 7 days for less than $600.

  • What are the most popular routes from Chicago Midway Airport to Alaska?

    The most popular route from Chicago Midway Airport to Alaska is Chicago Midway - Anchorage. You may also consider Chicago Midway - Fairbanks or Chicago Midway - Juneau Intl.

  • What does MDW to ANC mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago Midway Airport to Anchorage Airport flight would often be abbreviated as a MDW to ANC flight. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Fairbanks Airport (FAI), Juneau Intl Airport (JNU), Ketchikan Airport (KTN), Sitka Airport (SIT), Kodiak Airport (ADQ).

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

    The amount of baggage you can bring on your Midway to Alaska 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 Alaska with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Alaska 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 Alaska that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Alaska 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 Alaska that allow pets onboard?

    Many airlines flying from Midway to Alaska 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 Alaska?

    Yes, you can often find last-minute deals on Midway to Alaska 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 Alaska flight deals updated?

    The Chicago Midway Airport to Alaska flight deals you see on this page were last updated on 5/30.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Alaska?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Alaska (average of $443). Flying from Chicago Midway Airport to Alaska in July is currently the most expensive (average of $720). 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 Alaska
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 Alaska

Discover the top airline that operate flights from Midway to Alaska. 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 2,784,634 searches. Data last updated May 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$363Average$514FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Search flights from Midway to Alaska by cabin class

Find flights from Midway to Alaska, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First 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 Alaska?

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Midway to Alaska.

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

Need flexible booking options for your flight to Alaska from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Of course! You can now track prices for flights from Midway to Alaska and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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