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Cheap flights from Anchorage (ANC) to Midway (MDW) from $205

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 6/23. 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 9 — May 161
From?
To?
Thu 5/9
Thu 5/16
1 adult, Economy
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How far in advance should I book a flight from Anchorage to Chicago Midway Airport?

To save up to 73% on this flight, we recommend booking at least 44 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Anchorage to Chicago Midway Airport from $290 1-2 weeks out and tickets from $290 for flights departing within the next 72 hours.

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

Our data shows that October tends to be the cheapest month to fly to Chicago Midway Airport from Anchorage. Users have commonly found prices around $502 for the month, but tickets can be as low as $167. Due to multiple factors, prepare for potentially higher prices in May.

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

When flying from Anchorage to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Anchorage to Midway

Explore cheap flight options specifically provided by Delta for the route between Anchorage 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 2,864,334 searches. Data last updated May 4, 2024.
Fri 10/114:00 pmANC - MDW
2 stops13h 45mDelta
Tue 10/152:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/3$415
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/2$417
Fri 10/114:00 pmANC - MDW
2 stops13h 45mDelta
Tue 10/151:10 pmMDW - ANC
2 stops13h 44mDelta
Deal found 5/3$420
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/232:00 pmMDW - ANC
2 stops12h 54mDelta
Deal found 5/2$422
Fri 9/206:15 amANC - MDW
1 stop8h 50mDelta
Mon 9/236:45 pmMDW - ANC
1 stop8h 41mDelta
Deal found 5/3$462
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Thu 5/302:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/3$467
Tue 10/229:55 pmANC - MDW
1 stop7h 46mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/2$499
Sat 6/16:15 amANC - MDW
1 stop7h 40mDelta
Sat 6/87:11 pmMDW - ANC
1 stop8h 24mDelta
Deal found 5/3$521
Fri 5/249:52 pmANC - MDW
1 stop16h 03mDelta
Thu 5/302:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/3$526

Cheap Anchorage to Midway flights in May & June 2024

Find cheap flight options from Anchorage 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 2,864,334 searches. Prices were last updated on May 4, 2024.
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Thu 5/302:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/3$467
Sat 6/16:15 amANC - MDW
1 stop7h 40mDelta
Sat 6/87:11 pmMDW - ANC
1 stop8h 24mDelta
Deal found 5/3$521
Fri 5/249:52 pmANC - MDW
1 stop16h 03mDelta
Thu 5/302:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/3$526
Wed 5/229:52 pmANC - MDW
1 stop7h 55mDelta
Thu 5/302:15 pmMDW - ANC
1 stop13h 14mDelta
Deal found 5/2$541
Sun 6/26:15 amANC - MDW
1 stop8h 52mDelta
Sun 6/99:34 amMDW - ANC
1 stop15h 11mDelta
Deal found 5/4$614
Sat 6/16:15 amANC - MDW
1 stop7h 40mDelta
Sat 6/89:28 amMDW - ANC
2 stops14h 47mDelta
Deal found 5/3$635
Sun 6/1610:55 pmANC - MDW
1 stop15h 09mDelta
Thu 6/209:29 amMDW - ANC
1 stop14h 46mDelta
Deal found 5/3$640
Sun 6/165:15 pmANC - MDW
2 stops12h 39mDelta
Thu 6/209:29 amMDW - ANC
1 stop14h 46mDelta
Deal found 5/3$667
Sun 6/161:52 pmANC - MDW
2 stops27h 26mMultiple Airlines
Thu 6/207:40 pmMDW - ANC
3 stops42h 09mMultiple Airlines
Deal found 5/3$674

Anchorage to Midway 2024 flight deals

Discover exclusive flight deals for travel between Anchorage and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Fri 10/114:00 pmANC - MDW
2 stops13h 45mDelta
Tue 10/152:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/3$415
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/2$417
Fri 10/114:00 pmANC - MDW
2 stops13h 45mDelta
Tue 10/151:10 pmMDW - ANC
2 stops13h 44mDelta
Deal found 5/3$420
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/232:00 pmMDW - ANC
2 stops12h 54mDelta
Deal found 5/2$422
Mon 10/2112:40 amANC - MDW
2 stops13h 23mDelta
Wed 10/239:35 amMDW - ANC
2 stops17h 19mDelta
Deal found 5/3$442
Fri 9/206:15 amANC - MDW
1 stop8h 50mDelta
Mon 9/236:45 pmMDW - ANC
1 stop8h 41mDelta
Deal found 5/3$462
Fri 5/2411:40 pmANC - MDW
2 stops14h 15mDelta
Thu 5/302:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/3$467
Tue 10/229:55 pmANC - MDW
1 stop7h 46mDelta
Wed 10/232:00 pmMDW - ANC
1 stop8h 29mDelta
Deal found 5/2$499
Sat 6/16:15 amANC - MDW
1 stop7h 40mDelta
Sat 6/87:11 pmMDW - ANC
1 stop8h 24mDelta
Deal found 5/3$521

Anchorage to Midway flights leaving soon

Find last-minute flight options from Anchorage 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 2,864,334 searches. Data last updated May 4, 2024.
Thu 5/99:52 pmANC - MDW
1 stop7h 55mDelta
Sun 5/127:10 pmMDW - ANC
1 stop8h 19mDelta
Deal found 5/3$739
Thu 5/96:15 amANC - MDW
1 stop8h 52mDelta
Sun 5/121:21 pmMDW - ANC
2 stops14h 00mDelta
Deal found 5/3$744
Thu 5/99:52 pmANC - MDW
2 stops11h 48mDelta
Sun 5/122:15 pmMDW - ANC
2 stops13h 06mDelta
Deal found 5/3$749
Thu 5/166:15 amANC - MDW
1 stop8h 52mDelta
Sun 5/192:15 pmMDW - ANC
1 stop9h 27mDelta
Deal found 5/4$771
Thu 5/166:15 amANC - MDW
1 stop8h 52mDelta
Sun 5/191:21 pmMDW - ANC
2 stops14h 00mDelta
Deal found 5/4$776
Thu 5/166:15 amANC - MDW
2 stops12h 46mDelta
Sun 5/191:21 pmMDW - ANC
2 stops14h 00mDelta
Deal found 5/4$1,424

One-way flights to Midway from Anchorage

Search for one-way flight options from Anchorage 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 2,864,334 searches. Data last updated May 4, 2024.
Sun 6/2310:55 pmANC - MDW
1 stop15h 09mDelta
Deal found 5/3$205
Tue 6/255:15 pmANC - MDW
2 stops12h 39mDelta
Deal found 5/3$210
Sun 7/2110:55 pmANC - MDW
1 stop15h 10mDelta
Deal found 5/3$257
Mon 6/2412:42 pmANC - MDW
1 stop17h 12mDelta
Deal found 5/3$259
Thu 6/275:15 pmANC - MDW
2 stops16h 28mDelta
Deal found 5/3$267
Fri 7/2611:45 pmANC - MDW
1 stop14h 20mDelta
Deal found 5/3$294
Wed 9/184:00 pmANC - MDW
2 stops13h 41mDelta
Deal found 5/3$299
Tue 9/1712:40 amANC - MDW
2 stops14h 25mDelta
Deal found 5/3$312
Tue 6/2512:42 pmANC - MDW
1 stop17h 12mDelta
Deal found 5/3$316

Find flights from Anchorage to Midway within your budget

Customize your flight search to find flights from Anchorage 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 2,864,334 searches. Data last updated May 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$415 - $674

Route

Depart

Return

Price

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 10/11

2 stops13h 45m

Chicago Midway

Tue 10/15

1 stop8h 29m

$415

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Mon 10/21

2 stops13h 23m

Chicago Midway

Wed 10/23

1 stop8h 29m

$417

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 10/11

2 stops13h 45m

Chicago Midway

Tue 10/15

2 stops13h 44m

$420

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Mon 10/21

2 stops13h 23m

Chicago Midway

Wed 10/23

2 stops12h 54m

$422

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 9/20

1 stop8h 50m

Chicago Midway

Mon 9/23

1 stop8h 41m

$462

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Fri 5/24

2 stops14h 15m

Chicago Midway

Thu 5/30

1 stop9h 27m

$467

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Tue 10/22

1 stop7h 46m

Chicago Midway

Wed 10/23

1 stop8h 29m

$499

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Sat 6/1

1 stop7h 40m

Chicago Midway

Sat 6/8

1 stop8h 24m

$521

AnchorageChicago Midway

ANC - MDW

ANCMDW

Anchorage

Sun 6/16

2 stops27h 26m

Chicago Midway

Thu 6/20

3 stops42h 09m

$674

Flights are sorted by cheapest first

Deals found on 5/3

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 4, 2024.
Delta
8.1
Very good
10,838 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

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
8.1
Very good
10,838 reviews
Delta
8.1
Very good
10,838 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

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 Anchorage to Midway. 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 from for flights from Anchorage to Chicago Midway?

    Anchorage (ANC) is the airport you will fly out of if you book a flight from Anchorage to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Anchorage; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Anchorage airport to Chicago Midway. It is only a 4.4 mi journey to Anchorage (ANC) from Anchorage’s city center.

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

    Yes, there are multiple flights from Anchorage to Chicago Midway Airport for under $500. The cheapest flight booked recently is on Delta for just $415, but on average you can expect to pay $561.

  • Are there last-minute flights available from Anchorage to Chicago Midway Airport for under $800?

    There are currently 6+ open flights from Anchorage to Chicago Midway Airport within the next 7 days for less than $800.

  • What does ANC to MDW mean?

    Great question - ANC to MDW just means Anchorage Airport to Chicago Midway Airport. Now you’ll know what these unique codes when you look for flights!

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

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

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

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

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

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

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

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

    Many airlines flying from Anchorage 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 Anchorage to Midway?

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

    The Anchorage to Chicago Midway Airport flight deals you see on this page were last updated on 5/3.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.

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Search flights from Anchorage to Midway by cabin class

Find flights from Anchorage 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 Anchorage to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Anchorage to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

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 Anchorage to Midway.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Anchorage to Midway, users can toggle the no change fees filter when performing a flight search.

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