ALB - MDW

$112 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 1/17. 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
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Everything you should know

Cheapest round-trip
$256
Overall average: $310
Southwest
Sat 1/17Sun 1/18
ALB - MDW • 1 stop
Cheapest non-stop
$279
Typical prices: $319-$502
Southwest
Mon 3/2Wed 3/4
ALB - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $289 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 32% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Sat, Jan 17 - Sun, Jan 18
Southwest Logo
3:35 pm - 7:00 pm
ALB
-
MDW
4h 25m1 stop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$256Southwest
Tue, Jan 20 - Tue, Jan 20
Southwest Logo
5:30 am - 6:55 am
ALB
-
MDW
2h 25mnonstop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$258Southwest
Tue, Jan 13 - Tue, Jan 20
Southwest Logo
8:50 am - 4:40 pm
ALB
-
MDW
8h 50m2 stops
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$261Southwest
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
12:35 pm - 6:10 pm
ALB
-
MDW
6h 35m1 stop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$266Southwest
Tue, Jan 13 - Tue, Jan 20
Southwest Logo
8:50 am - 1:55 pm
ALB
-
MDW
6h 05m2 stops
Southwest Logo
6:50 am - 12:20 pm
MDW
-
ALB
4h 30m1 stop
$271Southwest
Mon, Mar 2 - Wed, Mar 4
Southwest Logo
5:15 am - 6:45 am
ALB
-
MDW
2h 30mnonstop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$279Southwest
Tue, Jan 27 - Tue, Jan 27
Southwest Logo
6:00 am - 11:35 am
ALB
-
MDW
6h 35m1 stop
Southwest Logo
1:15 pm - 6:25 pm
MDW
-
ALB
4h 10m1 stop
$289Southwest
Sat, Jan 17 - Sun, Jan 18
Delta Logo
5:30 am - 8:52 am
ALB
-
MDW
4h 22m1 stop
Delta Logo
6:14 pm - 11:26 pm
MDW
-
ALB
4h 12m1 stop
$291Delta
Mon, Jan 19 - Mon, Jan 19
Southwest Logo
5:15 am - 6:45 am
ALB
-
MDW
2h 30mnonstop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$293Southwest
Tue, Jan 20 - Tue, Jan 20
Southwest Logo
6:00 am - 11:35 am
ALB
-
MDW
6h 35m1 stop
Southwest Logo
2:20 pm - 10:05 pm
MDW
-
ALB
6h 45m2 stops
$294Southwest
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 Saturdays 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 October, where tickets cost $234 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $549 and $393 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.

Good to know

Low seasonJanuary
Cheapest flight$112
Best time to beat the crowds with an average 11% 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 $112 for a one-way ticket and $256 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.

  • Which airline alliances offer flights from Albany to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Albany and Chicago Midway Airport.

  • 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.

  • Which is the best airline for flights from Albany to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Albany to Chicago are Southwest and Delta. With an average price for the route of $353 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $328 and an overall rating of 7.9.

  • 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 $252 or less one-way and $417 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 airlines 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 4250 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

I truly love flying with Delta. They have always treated me with the upmost respect

The flight was great. The gate location was way to far away!!!

Cramped seating for me. Luckily it wasn’t a long flight

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

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

Information on your arrival and departure airports