HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$102+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Apr 2 — Apr 91
Thu 4/2
Thu 4/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Albany to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 3, 2026.

This Delta deal was found by Cheapflights users on 2/26. 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.
Wed 4/156:00 am
ALB
-
MDW
1 stop3h 47m
Delta
Fri 4/179:27 am
MDW
-
ALB
1 stop6h 08m
Delta
Deal found 2/26$283
This Southwest deal was found by Cheapflights users on 2/28. 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 4/156:40 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Wed 4/227:50 am
MDW
-
ALB
2 stops5h 15m
Southwest
Deal found 2/28$284
This Southwest deal was found by Cheapflights users on 2/26. 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 4/137:25 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Mon 4/209:15 pm
MDW
-
ALB
1 stop9h 40m
Southwest
Deal found 2/26$285
This Southwest deal was found by Cheapflights users on 2/26. 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 4/113:25 pm
ALB
-
MDW
1 stop6h 15m
Southwest
Sat 4/187:45 am
MDW
-
ALB
1 stop5h 45m
Southwest
Deal found 2/26$289
This Southwest deal was found by Cheapflights users on 2/26. 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.
Tue 4/146:40 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Thu 4/166:50 pm
MDW
-
ALB
Nonstop1h 55m
Southwest
Deal found 2/26$295
This Delta deal was found by Cheapflights users on 2/26. 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.
Fri 4/249:45 am
ALB
-
MDW
1 stop3h 58m
Delta
Mon 4/276:38 pm
MDW
-
ALB
1 stop3h 43m
Delta
Deal found 2/26$298
This Southwest deal was found by Cheapflights users on 2/28. 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.
Sun 4/197:35 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Tue 4/2112:45 pm
MDW
-
ALB
Nonstop1h 55m
Southwest
Deal found 2/28$299
This Southwest deal was found by Cheapflights users on 2/26. 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.
Wed 4/1512:45 pm
ALB
-
MDW
1 stop8h 15m
Southwest
Fri 4/173:50 pm
MDW
-
ALB
2 stops6h 25m
Southwest
Deal found 2/26$300
This Delta deal was found by Cheapflights users on 3/2. 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 43m
Delta
Deal found 3/2$304
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:41 pm
ALB
-
MDW
1 stop14h 18m
Multiple Airlines
Mon 4/202:15 pm
MDW
-
ALB
2 stops20h 18m
Multiple Airlines
Deal found 2/26$307

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 March 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$283
(Delta)

One-way from

$102
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$378

Good round-trip deal

$428 or less

Good one-way deal

$199 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. 23% potential increase in price ($108 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 March 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 March 3, 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

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 4/22

6:00 am-8:47 am

1 stop3h 47m

Chicago Midway

Thu 4/23

6:38 pm-11:21 pm

1 stop3h 43m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 7/4

3:55 pm-5:10 pm

Nonstop2h 15m

Chicago Midway

Wed 7/8

7:45 am-10:45 am

Nonstop2h 00m

$315

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/16

7:25 pm-8:35 pm

Nonstop2h 10m

Chicago Midway

Mon 4/20

9:15 pm-7:55 am

1 stop9h 40m

$315

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 7/4

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Wed 7/8

5:59 pm-11:06 pm

1 stop4h 07m

$349

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 6/10

4:15 pm-7:35 pm

1 stop4h 20m

Chicago Midway

Sun 6/14

1:35 pm-4:25 pm

Nonstop1h 50m

$349

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 6/10

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Sun 6/14

5:59 pm-11:06 pm

1 stop4h 07m

$349

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 8/20

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Sun 8/23

5:59 pm-11:06 pm

1 stop4h 07m

$359

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 5/26

6:40 pm-7:50 pm

Nonstop2h 10m

Chicago Midway

Sun 5/31

6:55 pm-9:50 pm

Nonstop1h 55m

$370

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 3/19

4:10 pm-12:05 am

2 stops8h 55m

Chicago Midway

Fri 3/20

9:40 pm-7:55 am

1 stop9h 15m

$380

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 8/7

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Mon 8/10

5:59 pm-11:06 pm

1 stop4h 07m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/28

Showing 1-10 of 21 resultsSorted by cheapest first
1
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 March 3, 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 14% 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 March 3, 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
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Southwest
8.0
Very good
4,302 reviews
Southwest
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

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. 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 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 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 $253 on this airline. This flight start at 30% 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 $380 for a flight from Albany, New York to Chicago Midway Airport. The cheapest flight overall is $178 while the most popular route, (Albany Intl - Chicago Midway) is currently priced at $279.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 March 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$253Average$354FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights