ALB - MDW

$104 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 12/7. 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

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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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

Sun, Jan 18 - Mon, Jan 19
Delta Logo
12:35 pm - 6:34 pmALB-MDW
6h 59m1 stop
Delta Logo
5:59 pm - 11:14 pmMDW-ALB
4h 15m1 stop
$244Delta
Find Deal
Mon, Nov 17 - Tue, Nov 18
Southwest Logo
5:10 am - 6:30 amALB-MDW
2h 20mnonstop
Southwest Logo
1:25 pm - 4:15 pmMDW-ALB
1h 50mnonstop
$250Southwest
Find Deal
Tue, Dec 9 - Wed, Dec 10
Delta Logo
1:00 pm - 6:00 pmALB-MDW
6h 00m1 stop
Delta Logo
6:40 pm - 11:35 pmMDW-ALB
3h 55m1 stop
$257Delta
Find Deal
Mon, Nov 17 - Tue, Nov 18
Southwest Logo
6:15 pm - 7:30 pmALB-MDW
2h 15mnonstop
Southwest Logo
9:20 am - 3:30 pmMDW-ALB
5h 10m1 stop
$260Southwest
Find Deal
Sat, Oct 25 - Sat, Oct 25
Southwest Logo
6:15 am - 7:30 amALB-MDW
2h 15mnonstop
Southwest Logo
5:45 pm - 8:40 pmMDW-ALB
1h 55mnonstop
$263Southwest
Find Deal
Mon, Nov 17 - Tue, Nov 18
Southwest Logo
8:30 am - 1:00 pmALB-MDW
5h 30m2 stops
Southwest Logo
1:25 pm - 4:15 pmMDW-ALB
1h 50mnonstop
$265Southwest
Find Deal
Tue, Dec 9 - Mon, Dec 15
Delta Logo
1:00 pm - 6:00 pmALB-MDW
6h 00m1 stop
Delta Logo
6:40 pm - 11:35 pmMDW-ALB
3h 55m1 stop
$270Delta
Find Deal
Mon, Nov 17 - Tue, Nov 18
Southwest Logo
6:40 am - 12:55 pmALB-MDW
7h 15m1 stop
Southwest Logo
2:10 pm - 10:25 pmMDW-ALB
7h 15m2 stops
$275Southwest
Find Deal
Sat, Oct 25 - Sat, Oct 25
Southwest Logo
9:05 am - 3:30 pmALB-MDW
7h 25m1 stop
Southwest Logo
5:45 pm - 8:40 pmMDW-ALB
1h 55mnonstop
$279Southwest
Find Deal
Fri, Oct 31 - Sun, Nov 2
 Logo
10:29 am - 10:26 amALB-MDW
24h 57m2 stops
 Logo
6:06 pm - 8:48 amMDW-ALB
13h 42m1 stop

Everything you should know

Top airlines
Delta
Cheapest • from $244 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 20% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$244
Overall average: $310
Delta
Sun 1/18Mon 1/19
ALB - MDW • 1 stop
Cheapest non-stop
$250
Typical prices: $479-617
Southwest
Mon 11/17Tue 11/18
ALB - MDW • Non-stop
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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!
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 $280 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $486 and $427 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 $329 on average.

Good to know

Low seasonJanuary
Cheapest flight$104
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 8% 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 $104 for a one-way ticket and $244 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 737-700 Passenger/BBJ1 (winglets) 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.

  • 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 $361 and an overall rating of 8.0, 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 $154 or less one-way and $350 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.
8.0
SouthwestOverall score based on 4242 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

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

Information on your arrival and departure airports

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