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Cheap flights from Alaska to Midway (MDW) from $202

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 8/4. 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.
ANC — MDW
May 23 — May 301
From?
To?
Thu 5/23
Thu 5/30
1 adult, Economy
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How far in advance should I book a flight from Alaska to Chicago Midway Airport?

To save on the cost of your flight from Alaska to Chicago Midway Airport, book at least 44 days before your planned departure. Booking around this time can save you about 91% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $320 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $320.

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

Our data shows that October tends to be the cheapest month to fly to Chicago Midway Airport from Alaska. Users have commonly found prices around $478 for the month, but tickets can be as low as $167. Due to multiple factors, prepare for potentially higher prices in February.

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

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

Cheap Delta flights from Alaska to Midway

Explore cheap flight options specifically provided by Delta for the route between Alaska and Midway. 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 2,650,061 searches. Data last updated May 18, 2024.
Mon 10/281:30 amFAI - MDW
2 stops52h 15mDelta
Thu 10/315:50 pmMDW - FAI
2 stops33h 36mDelta
Deal found 5/16$418
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Mon 7/19:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/17$485
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$543
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:47 pmMDW - ANC
2 stops11h 04mDelta
Deal found 5/17$548
Fri 5/246:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$589
Thu 5/236:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$598
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/277:10 pmMDW - ANC
1 stop8h 19mDelta
Deal found 5/17$629
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/279:32 amMDW - ANC
2 stops15h 37mDelta
Deal found 5/17$634
Thu 8/19:27 pmANC - MDW
1 stop8h 15mDelta
Sun 8/49:33 amMDW - ANC
1 stop15h 19mDelta
Deal found 5/17$698

Cheap Alaska to Midway flights in May & June 2024

Find cheap flight options from Alaska to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,650,061 searches. Prices were last updated on May 18, 2024.
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Mon 7/19:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/17$485
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$543
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:47 pmMDW - ANC
2 stops11h 04mDelta
Deal found 5/17$548
Fri 5/246:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$589
Thu 5/236:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$598
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/277:10 pmMDW - ANC
1 stop8h 19mDelta
Deal found 5/17$629
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/279:32 amMDW - ANC
2 stops15h 37mDelta
Deal found 5/17$634
Fri 5/246:15 amANC - MDW
1 stop8h 52mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$699
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Tue 5/289:46 amMDW - ANC
2 stops13h 36mDelta
Deal found 5/17$709

Alaska to Midway 2024 flight deals

Discover exclusive flight deals for travel between Alaska and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,650,061 searches. Data last updated May 18, 2024.
Fri 10/114:00 pmANC - MDW
2 stops13h 45mDelta
Tue 10/152:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/17$415
Mon 10/2112:40 amANC - MDW
2 stops29h 05mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/16$417
Mon 10/281:30 amFAI - MDW
2 stops52h 15mDelta
Thu 10/315:50 pmMDW - FAI
2 stops33h 36mDelta
Deal found 5/16$418
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/231:10 pmMDW - ANC
2 stops26h 28mDelta
Deal found 5/16$420
Tue 10/229:55 pmANC - MDW
1 stop7h 46mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/16$432
Fri 6/2811:45 pmANC - MDW
1 stop14h 19mDelta
Mon 7/19:29 amMDW - ANC
1 stop12h 18mDelta
Deal found 5/17$485
Fri 9/206:15 amANC - MDW
1 stop8h 50mDelta
Mon 9/231:10 pmMDW - ANC
2 stops13h 44mDelta
Deal found 5/17$490
Thu 10/1012:40 amANC - MDW
2 stops13h 23mDelta
Tue 10/159:35 amMDW - ANC
2 stops12h 54mDelta
Deal found 5/17$495
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$543

Alaska to Midway flights leaving soon

Find last-minute flight options from Alaska to Midway 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 2,650,061 searches. Data last updated May 18, 2024.
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$543
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Sun 5/265:47 pmMDW - ANC
2 stops11h 04mDelta
Deal found 5/17$548
Fri 5/246:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$589
Thu 5/236:15 amANC - MDW
1 stop8h 52mDelta
Tue 5/282:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/17$598
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/277:10 pmMDW - ANC
1 stop8h 19mDelta
Deal found 5/17$629
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Mon 5/279:32 amMDW - ANC
2 stops15h 37mDelta
Deal found 5/17$634
Fri 5/246:15 amANC - MDW
1 stop8h 52mDelta
Sun 5/265:00 pmMDW - ANC
1 stop10h 29mDelta
Deal found 5/17$699
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Tue 5/289:46 amMDW - ANC
2 stops13h 36mDelta
Deal found 5/17$709
Thu 5/236:15 amANC - MDW
1 stop8h 52mDelta
Mon 5/277:10 pmMDW - ANC
1 stop8h 19mDelta
Deal found 5/17$759

One-way flights to Midway from Alaska

Search for one-way flight options from Alaska to Midway. 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 2,650,061 searches. Data last updated May 18, 2024.
Sun 8/410:05 pmFAI - MDW
1 stop7h 32mDelta
Deal found 5/16$202
Sat 6/158:00 pmANC - MDW
1 stop13h 43mDelta
Deal found 5/17$205
Wed 6/196:00 amANC - MDW
1 stop9h 36mDelta
Deal found 5/17$227
Sat 7/2710:05 pmFAI - MDW
1 stop7h 37mDelta
Deal found 5/16$261
Tue 10/83:35 pmFAI - MDW
2 stops14h 10mDelta
Deal found 5/17$266
Wed 5/296:15 amANC - MDW
1 stop8h 52mDelta
Deal found 5/17$269
Tue 5/281:46 amANC - MDW
2 stops13h 21mDelta
Deal found 5/17$274
Sun 7/2111:05 pmANC - MDW
1 stop14h 59mDelta
Deal found 5/17$280
Thu 8/1510:10 pmFAI - MDW
1 stop7h 27mDelta
Deal found 5/17$296

Find flights from Alaska to Midway within your budget

Customize your flight search to find flights from Alaska to Midway 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 2,650,061 searches. Data last updated May 18, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$418 - $698

Route

Depart

Return

Price

FairbanksChicago Midway

FAI - MDW

FAIMDW

Fairbanks

Mon 10/28

2 stops52h 15m

Chicago Midway

Thu 10/31

2 stops33h 36m

$418

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 6/28

1 stop14h 19m

Chicago Midway

Mon 7/1

1 stop12h 18m

$485

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

2 stops14h 15m

Chicago Midway

Sun 5/26

1 stop10h 29m

$543

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

2 stops14h 15m

Chicago Midway

Sun 5/26

2 stops11h 04m

$548

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

1 stop8h 52m

Chicago Midway

Tue 5/28

1 stop9h 27m

$589

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Thu 5/23

1 stop8h 52m

Chicago Midway

Tue 5/28

1 stop9h 27m

$598

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

2 stops14h 15m

Chicago Midway

Mon 5/27

1 stop8h 19m

$629

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

2 stops14h 15m

Chicago Midway

Mon 5/27

2 stops15h 37m

$634

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Thu 8/1

1 stop8h 15m

Chicago Midway

Sun 8/4

1 stop15h 19m

$698

Flights are sorted by cheapest first

Deals found on 5/16

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

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated May 18, 2024.
Delta
8.0
Very good
10,647 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Food

7.4

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
10,647 reviews
Delta
8.0
Very good
10,647 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Food

7.4

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 Alaska to Midway. 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 Alaska to Chicago Midway Airport for under $500 on Cheapflights?

    Yes, there are multiple flights from Alaska to Chicago Midway Airport for under $500. The cheapest flight booked recently is on Delta for just $418, but on average you can expect to pay $717.

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

    There are currently 14+ open flights from Alaska to Chicago Midway Airport within the next 7 days for less than $600.

  • What does ANC to MDW mean?

    This is defined as Anchorage Airport (ANC) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Fairbanks Airport (FAI), Juneau Intl Airport (JNU), Ketchikan Airport (KTN), Sitka Airport (SIT), Kodiak Airport (ADQ).

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

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

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

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

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

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

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

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

    Many airlines flying from Alaska to Midway 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 Alaska to Midway?

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

    The Alaska to Chicago Midway Airport flight deals you see on this page were last updated on 5/17.

See more FAQs

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

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Search flights from Alaska to Midway by cabin class

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from Alaska today with Cheapflights!

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Alaska.

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

Need flexible booking options for your flight to Midway from Alaska? 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 Alaska to Midway become cheaper?

Yes! Start tracking prices for Alaska to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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