ALB - MDW

$129 Find Cheap Flights from Albany to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Albany to Midway departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$272
Typical prices: $238-$349
Southwest
Sat 10/24Mon 10/26
ALB - MDW • Non-stop
Cheapest non-stop
$288
Typical prices: $349-$379
Southwest
Fri 10/2Mon 10/5
ALB - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $272 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 07m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Baltimore (BWI)
Cheapest • Avg $348 (round-trip)
Detroit (DTW)
Shortest trip • 3h 48m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 100% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Albany to Midway (ALB-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Albany to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Albany to Midway

Sat, Oct 24 - Mon, Oct 26
Southwest Logo
8:30 am - 9:40 am
ALB
-
MDW
2h 10mnonstop
Southwest Logo
4:20 pm - 11:50 pm
MDW
-
ALB
6h 30m
2 stops
$272Southwest
Tue, Nov 10 - Mon, Nov 16
Southwest Logo
6:35 am - 5:20 pm
ALB
-
MDW
11h 45m
2 stops
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$272Southwest
Wed, Sep 2 - Sat, Sep 5
Southwest Logo
6:00 am - 12:05 pm
ALB
-
MDW
7h 05m
2 stops
Southwest Logo
7:45 am - 10:45 am
MDW
-
ALB
2h 00mnonstop
$272Southwest
Thu, Sep 24 - Sat, Sep 26
Southwest Logo
11:50 am - 12:55 pm
ALB
-
MDW
2h 05mnonstop
Southwest Logo
9:50 am - 8:55 pm
MDW
-
ALB
10h 05m
2 stops
$272Southwest
Tue, Aug 25 - Tue, Sep 1
Southwest Logo
12:50 pm - 2:00 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
12:45 pm - 9:00 pm
MDW
-
ALB
7h 15m
2 stops
$272Southwest
Mon, Oct 5 - Thu, Oct 29
Southwest Logo
7:15 pm - 8:25 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
11:50 am - 9:00 pm
MDW
-
ALB
8h 10m
2 stops
$272Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
6:05 pm - 7:15 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
7:45 am - 12:55 pm
MDW
-
ALB
4h 10m
1 stop
$272Southwest
Sat, Aug 29 - Mon, Aug 31
Southwest Logo
3:55 pm - 5:00 pm
ALB
-
MDW
2h 05mnonstop
Southwest Logo
9:20 am - 5:25 pm
MDW
-
ALB
7h 05m
2 stops
$272Southwest
Wed, Sep 16 - Sat, Sep 19
Delta Logo
1:15 pm - 6:33 pm
ALB
-
MDW
6h 18m
1 stop
Delta Logo
6:40 pm - 11:22 pm
MDW
-
ALB
3h 42m
1 stop
$277Delta
Thu, Sep 17 - Sat, Sep 19
Delta Logo
6:00 am - 9:07 am
ALB
-
MDW
4h 07m
1 stop
Delta Logo
9:29 am - 4:18 pm
MDW
-
ALB
5h 49m
1 stop
$277Delta
Booking Insights

KAYAK's insights & trends for Albany to Midway flights

Get data-powered insights and trends into flights from Albany to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Albany to Chicago Midway Airport?

The average price of all round-trip flights from Albany to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

When flying from Albany to Chicago Midway Airport, you should consider leaving on a Wednesday and avoid Saturdays if you are looking for the best rates. For your return to Albany, you’ll find the best rates on Tuesdays and the most expensive ones on Mondays.

What is the cheapest month to fly from Albany to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Albany to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Albany to Chicago Midway Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are June and April, where the average cost of round-trip tickets is $507 and $448 respectively.

Can I save money by flying with a layover from Albany to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $298 on average.

Find deals

Good to know

Low season

November

Cheapest flight

$129
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Albany to Chicago Midway Airport

When to book flights from Albany to Midway

Are your dates flexible? Find out the best times to travel from Albany to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Albany to Chicago Midway Airport flights

  • What is the cheapest flight from Albany to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Albany to Chicago Midway Airport was $129 for a one-way ticket and $272 for a round-trip.

  • Do I need a passport to fly between Albany and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Albany to Chicago Midway Airport?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Albany to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Albany to Chicago Midway Airport?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Albany to Chicago Midway Airport flight route.

  • On which days can I fly direct from Albany to Chicago Midway Airport?

    There are nonstop flights from Albany to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Albany to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Albany to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Albany to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Albany is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Albany to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Albany with another airline. Booking your flights between Albany and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Albany to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Albany up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Albany to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $228 or less one-way and $382 or less round-trip.

Prefer to fly direct from Albany to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Albany Intl to Chicago Midway.
Find which airlines fly direct from Albany Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Albany Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Albany Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Albany to Midway

 
See real verified KAYAK customer reviews for airlines flying from Albany to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Albany to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

My bag was damaged and is now missing a wheel. I tried to buy a claim in on the website but it would not accept my confirmation # for submission. Other than that, everything else was good!

Everything you need to know for your flight from Albany to Midway

Information on your arrival and departure airports

Albany (ALB)
Midway (MDW)