ALB - MDW

$116 Find Cheap Flights from Albany to Chicago Midway Airport

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 4/13. 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$284
Southwest
Mi 4/8Mi 4/15
ALB - MDW • 2 stops
Cheapest non-stop
$289
Southwest
Mi 4/15Di 4/21
ALB - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $284 (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 18m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Detroit (DTW)
Cheapest • Avg $307 (round-trip)
Detroit (DTW)
Shortest trip • 3h 38m (one-way)
Insights
Insights
Insights
Insights
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

Mi, Apr 8 - Mi, Apr 15
Southwest Logo
2:45 pm - 7:35 pm
ALB
-
MDW
5h 50m
2 stops
Southwest Logo
12:45 pm - 3:40 pm
MDW
-
ALB
1h 55mnonstop
$284Southwest
Di, Mai 5 - Di, Mai 12
Delta Logo
6:00 pm - 10:28 pm
ALB
-
MDW
5h 28m
1 stop
Delta Logo
6:36 pm - 11:18 pm
MDW
-
ALB
3h 42m
1 stop
$289Delta
Sa, Mai 9 - Di, Mai 12
Southwest Logo
7:50 am - 9:05 am
ALB
-
MDW
2h 15mnonstop
Southwest Logo
12:45 pm - 10:05 pm
MDW
-
ALB
8h 20m
2 stops
$294Southwest
Sa, Apr 18 - Di, Apr 21
Delta Logo
6:00 am - 8:47 am
ALB
-
MDW
3h 47m
1 stop
Delta Logo
6:00 am - 12:13 pm
MDW
-
ALB
5h 13m
1 stop
$299Delta
Mi, Apr 15 - Mo, Apr 20
Southwest Logo
6:40 pm - 7:50 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
9:15 pm - 7:55 am
MDW
-
ALB
9h 40m
1 stop
$300Southwest
Fr, Mai 15 - Di, Mai 19
Southwest Logo
7:25 pm - 8:35 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
5:00 pm - 10:05 pm
MDW
-
ALB
4h 05m
1 stop
$302Southwest
Sa, Mai 9 - Di, Mai 12
Southwest Logo
10:00 am - 5:05 pm
ALB
-
MDW
8h 05m
1 stop
Southwest Logo
7:40 am - 4:00 pm
MDW
-
ALB
7h 20m
2 stops
$304Southwest
Do, Apr 30 - Mo, Mai 4
Southwest Logo
7:25 pm - 8:35 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
6:50 pm - 9:45 pm
MDW
-
ALB
1h 55mnonstop
$307Southwest
Mi, Apr 29 - Fr, Mai 1
Southwest Logo
6:40 pm - 7:50 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
8:35 pm - 9:20 am
MDW
-
ALB
11h 45m
1 stop
$308Southwest
Sa, Mai 9 - Sa, Mai 9
Delta Logo
6:00 am - 8:43 am
ALB
-
MDW
3h 43m
1 stop
Delta Logo
6:36 pm - 11:18 pm
MDW
-
ALB
3h 42m
1 stop
$309Delta
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 Tuesday and avoid Sundays 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 Mondays.

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 seasonOctober
Cheapest flight$116
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 6% 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 3 days, the lowest price for a flight from Albany to Chicago Midway Airport was $116 for a one-way ticket and $284 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?

    JetBlue, American Airlines, 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 $219 or less one-way and $415 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 4317 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

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

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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

Information on your arrival and departure airports

Albany (ALB)
Midway (MDW)