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$105+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Jul 8 — Jul 151
Wed 7/8
Wed 7/15
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 June 8, 2026.

This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 8/71:15 pm
ALB
-
MDW
1 stop4h 00m
Southwest
Mon 8/108:05 am
MDW
-
ALB
Nonstop2h 05m
Southwest
Deal found 6/8$329
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 9/46:05 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Sun 9/68:55 am
MDW
-
ALB
1 stop6h 15m
Southwest
Deal found 6/7$332
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 9/46:05 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Mon 9/78:05 am
MDW
-
ALB
Nonstop2h 05m
Southwest
Deal found 6/8$333
This Southwest deal was found by Cheapflights users on 6/8. 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 11/1211:45 am
ALB
-
MDW
1 stop5h 15m
Southwest
Sun 11/157:50 am
MDW
-
ALB
2 stops8h 15m
Southwest
Deal found 6/8$334
This Southwest deal was found by Cheapflights users on 6/4. 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 7/42:25 pm
ALB
-
MDW
1 stop4h 05m
Southwest
Wed 7/87:45 am
MDW
-
ALB
Nonstop2h 00m
Southwest
Deal found 6/4$337
This Southwest deal was found by Cheapflights users on 6/4. 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.
Fri 7/33:20 pm
ALB
-
MDW
Nonstop2h 15m
Southwest
Sun 7/57:40 pm
MDW
-
ALB
Nonstop2h 00m
Southwest
Deal found 6/4$338
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 7/46:06 am
ALB
-
MDW
1 stop4h 08m
Delta
Sat 7/116:35 pm
MDW
-
ALB
1 stop3h 46m
Delta
Deal found 6/8$347

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 June 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$329
(Southwest)

One-way from

$105
(Southwest)

Popular in

May

Cheapest in

November

Average price

$393

Good round-trip deal

$419 or less

Good one-way deal

$219 or less
Provider with most accurate pricing for Albany Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Albany Intl-Chicago Midway flights.
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From Albany Intl to Chicago Midway
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One-way flight from Albany Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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.
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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 June 8, 2026.
Use the filters below to find and compare flights from Albany to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 10/21

9:50 am-12:33 pm

1 stop3h 43m

Chicago Midway

Sat 10/24

6:45 pm-11:10 pm

1 stop3h 25m

$347

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 8/14

6:05 pm-7:15 pm

Nonstop2h 10m

Chicago Midway

Sat 8/15

9:05 am-3:50 pm

1 stop5h 45m

$348

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 11/12

6:50 pm-8:20 pm

Nonstop2h 30m

Chicago Midway

Sun 11/15

6:55 pm-9:50 pm

Nonstop1h 55m

$349

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 10/22

8:55 am-4:35 pm

2 stops8h 40m

Chicago Midway

Sun 10/25

7:45 pm-10:35 pm

Nonstop1h 50m

$364

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 7/10

3:20 pm-4:35 pm

Nonstop2h 15m

Chicago Midway

Sun 7/12

7:40 pm-10:40 pm

Nonstop2h 00m

$379

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 11/6

1:20 pm-8:05 pm

2 stops7h 45m

Chicago Midway

Mon 11/9

7:50 am-5:05 pm

2 stops8h 15m

$379
Quickest round-trip

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 10/10

4:55 pm-6:05 pm

Nonstop2h 10m

Chicago Midway

Sun 10/11

7:45 pm-10:35 pm

Nonstop1h 50m

$379

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 8/7

1:15 pm-4:15 pm

1 stop4h 00m

Chicago Midway

Mon 8/10

1:20 pm-10:15 pm

2 stops7h 55m

$384

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 10/9

5:15 pm-12:30 am

1 stop8h 15m

Chicago Midway

Sun 10/11

12:55 pm-12:40 am

2 stops10h 45m

$404

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 7/29

9:15 am-5:05 pm

2 stops8h 50m

Chicago Midway

Wed 7/29

8:10 pm-9:15 am

1 stop12h 05m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 19 resultsSorted by cheapest first
1
2
  • 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 June 8, 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 18% on the flight price compared to flying in the morning, which is usually more expensive.

How much does it cost to fly round-trip from Albany, New York to Chicago Midway Airport?

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 June 8, 2026.
Peruse reviews from past customers who have flown with Southwest 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
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 1 outbound flight to Chicago Midway per day. 1 airline has 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 30m. Fly via Southwest to get the fastest option. Airlines will cover a distance of 715 mi. Generally, flights for this route are nonstop.

  • What is the cheapest airline to fly 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 $266 on this airline. This flight start at 34% 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 $402 for a flight from Albany, New York to Chicago Midway Airport. The cheapest flight overall is $189 while the most popular route, (Albany Intl - Chicago Midway) is currently priced at $293.

  • 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Albany to Midway

Discover the top airline 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 June 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$266Average$364FlexibilityNo cancel feeOn-time63%

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