$109+ Cheap flights from Albany, NY (ALB) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — MDW
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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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
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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
Best
Last-minute
One-way
Cheapest flights from Albany to MidwayExplore 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 October 26, 2026.
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 October 26, 2026.
This Southwest deal was found by Cheapflights users on 10/26. 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 12/37:50 am -
Nonstop2h 20m
Mon 12/71:15 pm -
2 stops7h 30m
Deal found 10/26![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 10/23. 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 11/136:45 am -
2 stops14h 30m
Sun 11/158:25 pm -
1 stop11h 10m
Deal found 10/23![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 10/23. 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 11/103:05 pm -
1 stop5h 00m
Sat 11/147:45 am -
2 stops6h 25m
Deal found 10/23![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 10/25. 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 11/245:50 am -
1 stop4h 56m
Tue 12/16:41 pm -
1 stop3h 51m
Deal found 10/25![Delta logo]()
$283
This Southwest deal was found by Cheapflights users on 10/26. 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 12/108:20 am -
1 stop7h 20m
Mon 12/141:15 pm -
2 stops7h 30m
Deal found 10/26![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/25. 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 12/196:10 pm -
1 stop6h 55m
Tue 12/229:05 pm -
1 stop9h 50m
Deal found 10/25![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 10/26. 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 12/312:50 pm -
2 stops7h 55m
Sun 12/68:25 pm -
1 stop11h 10m
Deal found 10/26![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 10/26. 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 11/197:50 am -
Nonstop2h 20m
Mon 11/236:55 pm -
Nonstop2h 00m
Deal found 10/26![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 10/25. 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.
Tue 12/1512:50 pm -
2 stops7h 15m
Fri 12/1812:50 pm -
2 stops8h 05m
Deal found 10/25![Southwest logo]()
$293
Best flights from Albany to MidwayDiscover carefully curated flight deals from Albany to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Albany to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This Southwest deal was found by Cheapflights users on 10/22. 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 12/510:05 am -
2 stops8h 20m
Mon 12/73:00 pm -
1 stop6h 30m
Deal found 10/22![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/24. 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 1/15:30 am -
1 stop4h 19m
Tue 1/126:40 pm -
1 stop3h 57m
Deal found 10/24![Delta logo]()
$283
This Southwest deal was found by Cheapflights users on 10/26. 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 12/312:50 pm -
2 stops7h 55m
Mon 12/71:15 pm -
2 stops7h 30m
Deal found 10/26![Southwest logo]()
$290
This Southwest deal was found by Cheapflights users on 10/25. 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 12/196:10 pm -
2 stops15h 10m
Wed 12/239:05 pm -
1 stop10h 30m
Deal found 10/25![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 10/22. 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 11/167:50 am -
Nonstop2h 20m
Fri 11/208:25 pm -
1 stop11h 05m
Deal found 10/22![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 10/24. 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 1/16:05 pm -
Nonstop2h 25m
Tue 1/128:45 am -
1 stop5h 15m
Deal found 10/24![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 10/26. 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.
Fri 12/1812:25 pm -
2 stops9h 00m
Sun 12/207:00 pm -
Nonstop1h 55m
Deal found 10/26![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 10/22. 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 1/217:40 am -
Nonstop2h 30m
Mon 1/255:30 pm -
Nonstop1h 50m
Deal found 10/22![Southwest logo]()
$331
Last-minute flights from Albany to MidwayDiscover last-minute flight deals from Albany to Midway. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Albany to Midway. Data last updated October 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/23. 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 11/103:05 pm -
1 stop5h 00m
Sat 11/147:45 am -
2 stops6h 25m
Deal found 10/23![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 10/23. 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 11/136:45 am -
2 stops14h 30m
Sun 11/158:25 pm -
1 stop11h 10m
Deal found 10/23![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/23. 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 11/135:50 am -
1 stop4h 56m
Mon 11/165:13 pm -
1 stop5h 40m
Deal found 10/23![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 10/24. 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 11/143:50 pm -
Nonstop2h 25m
Mon 11/166:25 pm -
Nonstop2h 00m
Deal found 10/24![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 10/26. 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 11/186:05 pm -
Nonstop2h 25m
Tue 11/244:05 pm -
1 stop6h 50m
Deal found 10/26![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 10/26. 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 11/1912:50 pm -
2 stops7h 55m
Mon 11/238:25 pm -
1 stop10h 30m
Deal found 10/26![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 10/26. 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 11/201:00 pm -
1 stop6h 04m
Sun 11/226:44 pm -
1 stop3h 44m
Deal found 10/26![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 10/25. 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 11/245:50 am -
1 stop4h 56m
Tue 12/16:41 pm -
1 stop3h 51m
Deal found 10/25![Delta logo]()
$283
One-way flights from Albany to MidwaySearch for one-way flight options from Albany to Midway. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Albany to Midway. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Southwest deal was found by Cheapflights users on 10/26. 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 12/166:05 pm -
Nonstop2h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 10/23. 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 12/156:05 pm -
Nonstop2h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 10/25. 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.
Mon 11/167:50 am -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Southwest logo]()
$132
This Delta deal was found by Cheapflights users on 10/21. 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.
Mon 1/41:15 pm -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$135
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 11/165:50 am -
1 stop4h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$142
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 October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (Southwest) |
One-way from | $109 (Southwest) |
Popular in | August |
Cheapest in | November |
Average price | $337 |
Good round-trip deal | $388 or less |
Good one-way deal | $243 or less |
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 7,457,451 searches. Data last updated October 26, 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
Cheapest round-trip
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Wed 12/16
6:05 pm-7:30 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$109
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Tue 12/15
6:05 pm-7:30 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$122
Quickest round-trip
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Fri 1/15
7:40 am-9:00 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Mon 11/16
7:50 am-9:10 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Fri 12/25
6:05 pm-7:30 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Sat 2/20
6:00 am-8:45 am
1 stop3h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$167
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Fri 2/19
3:50 pm-10:55 pm
2 stops8h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$172
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Sun 11/15
5:50 am-9:46 am
1 stop4h 56m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$194
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Sat 12/5
10:05 am-5:25 pm
2 stops8h 20m
Chicago Midway
Mon 12/7
3:00 pm-10:30 pm
1 stop6h 30m
$279
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Fri 1/1
5:30 am-8:49 am
1 stop4h 19m
Chicago Midway
Tue 1/12
6:40 pm-11:37 pm
1 stop3h 57m
$283
Showing 1-10 of 16 resultsSorted by cheapest first
- 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.
ALB-MDW
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 October 26, 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 at noon, which is usually more expensive.
How much does it cost to fly round-trip from Albany, New York to Chicago Midway Airport?
Airfare is below average for this route at the moment.
Albany, New York to Chicago Midway Airport flights typically cost between $301 and $384 in December.The cheapest round-trip price found within the last 5 days was $275 on Southwest (Dec 3-Dec 6).
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 October 26, 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.
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.4
Comfort
8.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.4
Comfort
8.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.
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Browse other Albany and Midway flight options. Last updated on October 26, 2026.
Other flights from Albany
Browse through other flights departing from Albany. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$269 | Average$386 | FlexibilityNo cancel fee | On-time63% |