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$124+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$243
(Southwest)

One-way from

$124
(Southwest)

Popular in

November

Cheapest in

September

Average price

$362

Good round-trip deal

$278 or less

Good one-way deal

$189 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. 12% potential increase in price ($51 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 July 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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 11/196:10 amALB - MDW
1 stop9h 20mSouthwest
Sat 11/229:50 amMDW - ALB
Nonstop1h 55mSouthwest
Deal found 7/29$243
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 9/106:00 amALB - MDW
1 stop3h 35mDelta
Wed 9/176:15 pmMDW - ALB
1 stop4h 05mDelta
Deal found 7/27$253

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 July 29, 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

Wed 11/19

6:10 am-2:30 pm

1 stop9h 20m

Chicago Midway

Sat 11/22

9:50 am-12:45 pm

Nonstop1h 55m

$243

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 9/10

6:00 am-8:35 am

1 stop3h 35m

Chicago Midway

Wed 9/17

6:15 pm-11:20 pm

1 stop4h 05m

$253

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 10/1

4:05 pm-10:30 pm

2 stops7h 25m

$124

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 8/31

6:00 am-8:35 am

1 stop3h 35m

$135

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 11/16

10:58 am-12:02 pm

2 stops26h 04m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 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 July 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Allegiant Air 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
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 Southwest. Our recent data shows that you can find tickets from as low as $243 on this airline. An additional option worth looking into is Delta, starting at $253. These flights start at 30% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Albany, New York to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Albany, New York to Chicago Midway Airport are Southwest ($124), Delta ($135), and Allegiant Air ($166).

  • 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 $118 while the most popular route, (Albany Intl - Chicago Midway) is currently priced at $249.

  • 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
Valparaiso
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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$303FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$230Average$333FlexibilityNo cancel feeOn-time63%

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