ALB - MDW

$109 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 8/30. 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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Flights 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

Di, Aug 26 - Di, Sep 2
Southwest Logo
6:20 am - 7:30 amALB-MDW
2h 10mnonstop
Southwest Logo
10:05 am - 1:00 pmMDW-ALB
1h 55mnonstop
$217Southwest
Find Deal
Di, Aug 26 - Di, Sep 2
Southwest Logo
6:20 am - 7:30 amALB-MDW
2h 10mnonstop
Southwest Logo
6:25 am - 12:00 pmMDW-ALB
4h 35m1 stop
$227Southwest
Find Deal
Di, Aug 26 - Di, Sep 2
Southwest Logo
6:15 pm - 7:25 pmALB-MDW
2h 10mnonstop
Southwest Logo
1:00 pm - 10:10 pmMDW-ALB
8h 10m2 stops
$232Southwest
Find Deal
Mo, Aug 25 - Mi, Aug 27
Southwest Logo
6:25 pm - 7:35 pmALB-MDW
2h 10mnonstop
Southwest Logo
10:05 am - 1:00 pmMDW-ALB
1h 55mnonstop
$234Southwest
Find Deal
Do, Aug 21 - Di, Aug 26
Delta Logo
6:00 am - 8:35 amALB-MDW
3h 35m1 stop
Delta Logo
6:17 pm - 11:16 pmMDW-ALB
3h 59m1 stop
$237Delta
Find Deal
Di, Aug 26 - Di, Sep 2
Southwest Logo
5:50 am - 12:40 pmALB-MDW
7h 50m2 stops
Southwest Logo
6:25 am - 12:00 pmMDW-ALB
4h 35m1 stop
$242Southwest
Find Deal
Mi, Aug 27 - Fr, Aug 29
Southwest Logo
7:25 am - 11:45 amALB-MDW
5h 20m1 stop
Southwest Logo
6:20 pm - 9:20 pmMDW-ALB
2h 00mnonstop
$244Southwest
Find Deal
Di, Aug 26 - Di, Sep 2
Southwest Logo
7:25 am - 1:25 pmALB-MDW
7h 00m2 stops
Southwest Logo
1:00 pm - 10:10 pmMDW-ALB
8h 10m2 stops
$247Southwest
Find Deal
Mi, Aug 27 - Fr, Aug 29
Southwest Logo
12:50 pm - 7:10 pmALB-MDW
7h 20m2 stops
Southwest Logo
6:20 pm - 9:20 pmMDW-ALB
2h 00mnonstop
$249Southwest
Find Deal
Do, Aug 21 - Mi, Aug 27
Delta Logo
6:00 am - 8:35 amALB-MDW
3h 35m1 stop
Delta Logo
4:25 pm - 11:59 pmMDW-ALB
6h 34m1 stop
$253Delta
Find Deal
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 September, where tickets cost $267 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $479 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.

No, with an average price for the route of $267, prices are generally cheapest when you fly direct.

Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 24% 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 $109 for a one-way ticket and $217 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 737-700 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 $333 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 $303 and an overall rating of 8.0.

  • 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 $189 or less one-way and $278 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 4246 reviews
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

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.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

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

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