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Midway

$104+ Cheap flights from Albany, NY (ALB) to Midway (MDW)

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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Albany to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Albany (ALB) to Midway (MDW). 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 September 16, 2025.

Round-trip from

$247
(Southwest)

One-way from

$104
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$325

Good round-trip deal

$350 or less

Good one-way deal

$154 or less
From Albany Intl to Chicago Midway
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One-way flight from Albany Intl to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Albany Intl to Chicago Midway.
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Price to beat on a one-way flight from Albany Intl to Chicago Midway.
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Find flight deals from Albany to Midway

Cheapest flights from Albany to Midway
Explore the most affordable flight options available from Albany to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:40 amALB - MDW
1 stop5h 30mSouthwest
Tue 11/186:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/15$247
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:10 amALB - MDW
Nonstop2h 20mSouthwest
Tue 11/181:25 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/15$250
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:00 pmALB - MDW
1 stop6h 00mDelta
Wed 12/106:40 pmMDW - ALB
1 stop3h 55mDelta
Deal found 9/14$257
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:30 amALB - MDW
Nonstop2h 10mSouthwest
Fri 10/248:30 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/16$268
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:00 pmALB - MDW
1 stop6h 00mDelta
Mon 12/156:40 pmMDW - ALB
1 stop3h 55mDelta
Deal found 9/14$270
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/812:05 pmALB - MDW
1 stop8h 00mSouthwest
Mon 11/107:20 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/15$273

Cheapflights Fare Finder

 
Customize your flight search to find flights from Albany 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 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Albany to Chicago Midway Airport that are best for you.

Fly from

Albany

Fly to

Midway

Route

Depart

Return

Price

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 11/11

5:40 am-10:10 am

1 stop5h 30m

Chicago Midway

Tue 11/18

6:00 pm-8:50 pm

Nonstop1h 50m

$247

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Mon 11/17

5:10 am-6:30 am

Nonstop2h 20m

Chicago Midway

Tue 11/18

1:25 pm-4:15 pm

Nonstop1h 50m

$250

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 1/7

9:00 am-2:55 pm

1 stop6h 55m

Chicago Midway

Fri 1/9

1:25 pm-4:15 pm

Nonstop1h 50m

$266

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 12/9

1:00 pm-6:00 pm

1 stop6h 00m

Chicago Midway

Mon 12/15

6:40 pm-11:35 pm

1 stop3h 55m

$270

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 1/14

12:35 pm-6:34 pm

1 stop6h 59m

Chicago Midway

Sun 1/18

5:25 pm-11:36 pm

1 stop5h 11m

$276

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 11/8

12:05 pm-6:55 pm

2 stops7h 50m

Chicago Midway

Mon 11/10

7:20 pm-10:10 pm

Nonstop1h 50m

$278

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 11/7

7:35 pm-8:50 pm

Nonstop2h 15m

Chicago Midway

Mon 11/10

7:20 pm-10:10 pm

Nonstop1h 50m

$281

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 1/18

12:35 pm-6:34 pm

1 stop6h 59m

Chicago Midway

Mon 1/19

5:59 pm-11:14 pm

1 stop4h 15m

$292

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 10/22

5:30 am-6:40 am

Nonstop2h 10m

$119

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 2/25

5:30 am-6:55 am

Nonstop2h 25m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 15 results
1
2

Best time to book a flight from Albany to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Albany 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.

Cheapflights Insights

Everything you need to know about your flight from Albany to Chicago Midway Airport

What is the cheapest month to book a flight from Albany, New York to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Albany, New York to Chicago Midway Airport (average of $160). Flying from Albany, New York to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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

Find hourly flight availability from Albany to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

It’s typically best to fly out from Albany, New York to Chicago Midway Airport in the afternoon. Doing so could potentially save you 9% on the flight price compared to flying in the evening, which is usually more expensive.

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 September 16, 2025.
Peruse reviews from past customers who have flown with Southwest and Delta from Albany to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Albany 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 Albany to Chicago Midway?

    For a flight from Albany to Chicago Midway, you will be flying from Albany Intl. Albany Intl (ALB) is just 7.4 mi from the center of the city. Albany Intl is the only Albany airport and it handles 2 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Albany Intl on a regular basis.

  • How long is the flight from Albany, New York to Chicago Midway Airport?

    There are many flights that can get you from Albany, New York to Chicago Midway Airport in 5h 30m. Fly via Southwest or Delta to get the fastest option. Airlines will cover a distance of 715 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Albany, New York to Chicago Midway Airport round-trip?

    Our cheapest airline available from Albany, New York to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $134 on this airline. An additional option worth looking into is Southwest, starting at $248. These flights start at 61% lower than the current average price 3 months from now.

  • What are the cheapest flights from Albany, New York to Chicago Midway Airport?

    On average you can expect to pay $317 for a flight from Albany, New York to Chicago Midway Airport. The cheapest flight overall is $98 while the most popular route, (Albany Intl - Chicago Midway) is currently priced at $168.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Albany 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.

  • What is the cheapest month to book a flight from Albany, New York to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Albany, New York to Chicago Midway Airport (average of $160). Flying from Albany, New York to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Albany to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Albany to Midway

Discover the top 2 airlines that operate flights from Albany to Midway. 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 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$328FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$248Average$363FlexibilityNo cancel feeOn-time63%

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