ALB - MDW

$123 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 4/2. 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

Search 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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Cheap Flight Deals 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.

Recent round-trip flight deals from Albany to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Albany to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:50 pm - 11:15 pmALB-MDW
6h 25m1 stop
12:50 pm - 3:40 pmMDW-ALB
1h 50mnonstop
$255Southwest
Find Deal
Mon, Mar 17 - Tue, Mar 25
5:50 pm - 11:50 pmALB-MDW
7h 00m2 stops
12:50 pm - 3:40 pmMDW-ALB
1h 50mnonstop
$260Southwest
Find Deal
Mon, Mar 17 - Tue, Mar 25
7:15 pm - 8:35 pmALB-MDW
2h 20mnonstop
6:50 pm - 9:45 pmMDW-ALB
1h 55mnonstop
$265Southwest
Find Deal
Sat, Apr 5 - Tue, Apr 15
7:15 pm - 8:35 pmALB-MDW
2h 20mnonstop
6:20 am - 11:25 amMDW-ALB
4h 05m1 stop
$275Southwest
Find Deal
Sat, Apr 5 - Tue, Apr 15
6:45 am - 8:05 amALB-MDW
2h 20mnonstop
12:50 pm - 3:40 pmMDW-ALB
1h 50mnonstop
$279Southwest
Find Deal
Mon, Mar 17 - Tue, Mar 25
12:30 pm - 6:20 pmALB-MDW
6h 50m1 stop
5:59 pm - 10:41 pmMDW-ALB
3h 42m1 stop
$285Delta
Find Deal
Wed, Apr 30 - Sat, May 3
5:50 pm - 11:15 pmALB-MDW
6h 25m1 stop
8:35 pm - 11:30 pmMDW-ALB
1h 55mnonstop
$289Southwest
Find Deal
Thu, Mar 20 - Mon, Mar 24
5:50 pm - 11:50 pmALB-MDW
7h 00m2 stops
8:35 pm - 11:30 pmMDW-ALB
1h 55mnonstop
$294Southwest
Find Deal
Thu, Mar 20 - Mon, Mar 24
6:05 am - 8:40 amALB-MDW
3h 35m1 stop
5:59 pm - 11:21 pmMDW-ALB
4h 22m1 stop
$297Delta
Find Deal
Wed, Apr 23 - Mon, Apr 28
12:40 pm - 6:02 pmALB-MDW
6h 22m1 stop
4:59 pm - 11:03 pmMDW-ALB
5h 04m1 stop
$299Delta
Find Deal
Sun, Mar 23 - Wed, Mar 26

Flights from Albany to Midway - Travel Insights & Trends

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 $246 (return) on average. On the other hand, the most expensive months are November and May, where the average cost of round-trip tickets is $479 and $441 respectively.

Good to know

Low season

January

High season

February

Cheapest flight

$123
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 2% 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 $123 for a one-way ticket and $255 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 $330 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $347 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.

See more FAQs

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 $188 or less one-way and $422 or less round-trip.

Prefer to fly direct from Albany to Chicago Midway Airport?

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
See more direct flights

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.
8.1
SouthwestOverall score based on 4333 reviews
7.6Entertainment
8.7Crew
8.2Boarding
8.1Comfort
7.1Food
Airline reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

8.0 ExcellentJames, Feb 2025SRQ - DEN
Read more Southwest reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

Don't need the male flight attended lecturing. The whole plane on how to act when there was no problems.Other than that everything was great

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

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

Information on your arrival and departure airports

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