ALB - MDW

$105 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 9/8. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Albany to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Albany to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$329
Typical prices: $369-$272
Southwest
Thu 8/6Mon 8/10
ALB - MDW • 1 stop
Cheapest non-stop
$338
Typical prices: $558-$383
Southwest
Mon 7/27Wed 7/29
ALB - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $329 (round-trip)
Southwest
Best reviews • 7.9 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 15m
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
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Thu, Aug 6 - Mon, Aug 10
Southwest Logo
6:30 am - 11:45 am
ALB
-
MDW
6h 15m
1 stop
Southwest Logo
8:05 am - 11:10 am
MDW
-
ALB
2h 05mnonstop
$329Southwest
Wed, Jul 29 - Wed, Aug 12
Southwest Logo
9:15 am - 2:00 pm
ALB
-
MDW
5h 45m
1 stop
Southwest Logo
9:25 am - 2:20 pm
MDW
-
ALB
3h 55m
1 stop
$333Southwest
Tue, Jul 21 - Fri, Jul 24
Southwest Logo
9:15 am - 2:00 pm
ALB
-
MDW
5h 45m
1 stop
Southwest Logo
8:55 pm - 10:25 am
MDW
-
ALB
12h 30m
1 stop
$334Southwest
Wed, Jul 1 - Fri, Jul 3
Southwest Logo
8:05 am - 9:15 am
ALB
-
MDW
2h 10mnonstop
Southwest Logo
5:30 pm - 11:45 pm
MDW
-
ALB
5h 15m
1 stop
$337Southwest
Wed, Jul 29 - Wed, Aug 12
Southwest Logo
9:15 am - 2:00 pm
ALB
-
MDW
5h 45m
1 stop
Southwest Logo
12:45 pm - 9:00 pm
MDW
-
ALB
7h 15m
2 stops
$338Southwest
Sat, Aug 15 - Wed, Aug 19
Southwest Logo
3:55 pm - 5:00 pm
ALB
-
MDW
2h 05mnonstop
Southwest Logo
8:30 am - 11:35 am
MDW
-
ALB
2h 05mnonstop
$339Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
7:00 am - 8:10 am
ALB
-
MDW
2h 10mnonstop
Southwest Logo
8:05 am - 11:10 am
MDW
-
ALB
2h 05mnonstop
$340Southwest
Wed, Jul 29 - Wed, Aug 12
Southwest Logo
4:15 pm - 11:15 pm
ALB
-
MDW
8h 00m
2 stops
Southwest Logo
8:30 am - 11:35 am
MDW
-
ALB
2h 05mnonstop
$341Southwest
Fri, Oct 9 - Mon, Oct 12
Southwest Logo
5:15 pm - 12:30 am
ALB
-
MDW
8h 15m
1 stop
Southwest Logo
7:35 pm - 10:25 pm
MDW
-
ALB
1h 50mnonstop
$343Southwest
Thu, Nov 5 - Sun, Nov 8
Delta Logo
6:00 am - 8:45 am
ALB
-
MDW
3h 45m
1 stop
Delta Logo
9:30 am - 4:10 pm
MDW
-
ALB
5h 40m
1 stop
$344Delta
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.

How much is a round-trip flight from Albany, New York to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Albany, New York to Chicago Midway Airport departing in August.

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 Wednesdays and the most expensive ones on Saturdays.

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 April and June, where the average cost of round-trip tickets is $504 and $445 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 seasonNovember
Cheapest flight$105
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 11% 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 $105 for a one-way ticket and $329 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, JetBlue, and Delta 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 Boeing 737 MAX 8 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 $223 or less one-way and $420 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.
7.9
SouthwestOverall score based on 4235 reviews
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
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.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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

Information on your arrival and departure airports

Albany (ALB)
Midway (MDW)