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Midway

$119+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:00 pm
ALB
-
MDW
2 stops6h 50m
Southwest
Tue 3/31:25 pm
MDW
-
ALB
Nonstop1h 50m
Southwest
Deal found 1/27$282
This Delta deal was found by Cheapflights users on 1/25. 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 2/175:50 pm
ALB
-
MDW
1 stop5h 43m
Delta
Wed 2/186:20 pm
MDW
-
ALB
1 stop4h 04m
Delta
Deal found 1/25$287
This Southwest deal was found by Cheapflights users on 1/26. 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 4/117:50 am
ALB
-
MDW
Nonstop2h 15m
Southwest
Thu 4/166:50 pm
MDW
-
ALB
Nonstop1h 55m
Southwest
Deal found 1/26$289
This Southwest deal was found by Cheapflights users on 1/26. 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.
Thu 2/265:20 pm
ALB
-
MDW
1 stop6h 25m
Southwest
Sat 2/285:15 am
MDW
-
ALB
1 stop5h 40m
Southwest
Deal found 1/26$298
This Delta deal was found by Cheapflights users on 1/27. 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 4/296:00 am
ALB
-
MDW
1 stop3h 47m
Delta
Mon 5/46:38 pm
MDW
-
ALB
1 stop3h 42m
Delta
Deal found 1/27$299
This Southwest deal was found by Cheapflights users on 1/26. 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 3/25:15 am
ALB
-
MDW
Nonstop2h 30m
Southwest
Mon 3/94:05 pm
MDW
-
ALB
2 stops7h 10m
Southwest
Deal found 1/26$304
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:25 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Mon 4/136:50 pm
MDW
-
ALB
Nonstop1h 55m
Southwest
Deal found 1/27$308
This Delta deal was found by Cheapflights users on 1/26. 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.
Thu 4/236:00 am
ALB
-
MDW
1 stop3h 47m
Delta
Sat 4/256:38 pm
MDW
-
ALB
1 stop3h 42m
Delta
Deal found 1/26$309
This Southwest deal was found by Cheapflights users on 1/25. 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 3/147:10 pm
ALB
-
MDW
Nonstop2h 20m
Southwest
Sun 3/159:15 pm
MDW
-
ALB
1 stop9h 40m
Southwest
Deal found 1/25$313

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$282
(Southwest)

One-way from

$119
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$344

Good round-trip deal

$413 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Albany Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Albany Intl-Chicago Midway flights.
Search Deals
From Albany Intl to Chicago Midway
Search Deals
One-way flight from Albany Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Albany Intl to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Albany Intl to Chicago Midway.
Search Deals

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 January 28, 2026.
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 2/17

5:50 pm-10:33 pm

1 stop5h 43m

Chicago Midway

Wed 2/18

6:20 pm-11:24 pm

1 stop4h 04m

$287

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 4/11

7:50 am-9:05 am

Nonstop2h 15m

Chicago Midway

Thu 4/16

6:50 pm-9:45 pm

Nonstop1h 55m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 4/29

6:00 pm-10:28 pm

1 stop5h 28m

Chicago Midway

Tue 5/5

5:21 pm-11:56 pm

1 stop5h 35m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 2/25

9:00 am-1:55 pm

2 stops5h 55m

Chicago Midway

Wed 3/4

6:50 am-12:20 pm

1 stop4h 30m

$292

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 4/28

6:40 pm-7:50 pm

Nonstop2h 10m

Chicago Midway

Fri 5/1

6:50 pm-9:45 pm

Nonstop1h 55m

$298

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 4/29

6:00 am-8:47 am

1 stop3h 47m

Chicago Midway

Mon 5/4

6:38 pm-11:20 pm

1 stop3h 42m

$299

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 4/29

6:00 am-12:07 pm

1 stop7h 07m

Chicago Midway

Sat 5/2

6:00 am-12:13 pm

1 stop5h 13m

$299

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/9

7:25 pm-8:35 pm

Nonstop2h 10m

Chicago Midway

Mon 4/13

6:50 pm-9:45 pm

Nonstop1h 55m

$308

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 3/14

7:10 pm-8:30 pm

Nonstop2h 20m

Chicago Midway

Sun 3/15

9:15 pm-7:55 am

1 stop9h 40m

$313

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 2/25

12:37 pm-5:37 pm

1 stop6h 00m

Chicago Midway

Sun 3/8

6:34 pm-11:10 pm

1 stop3h 36m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 21 results
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2
3
  • Most accurate provider: When it comes to deals on Albany, New York-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Albany, New York-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Albany, New York-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Albany, New York-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Albany, New York-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 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 January 28, 2026.

It’s typically best to fly out from Albany, New York to Chicago Midway Airport in the afternoon. Doing so could potentially save you 10% on the flight price compared to flying in the morning, 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 January 28, 2026.
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
4,268 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,123 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 0 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 2h 15m. Fly via Delta or Southwest 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 $122 on this airline. An additional option worth looking into is Southwest, starting at $229. These flights start at 63% 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 $385 for a flight from Albany, New York to Chicago Midway Airport. The cheapest flight overall is $116 while the most popular route, (Albany Intl - Chicago Midway) is currently priced at $267.

  • 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$122Average$328FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$229Average$362FlexibilityNo cancel feeOn-time63%

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