$110 Cheap Flights from Albany (ALB) to Chicago (MDW)

View $110 flight on Wed, Oct 8, 2025Opens in a new window

Popular airlines from Albany Intl. Airport (ALB) to Chicago Midway Airport (MDW)

Cheap Flights from Albany to Chicago (ALB-MDW)

Prices were available within the past 7 days and start at $110 for one-way flights and $219 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Oct 15 - Tue, Oct 21
ALB
Albany
MDW
Chicago
$219 Roundtrip, found 4 hours ago
$219
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Oct 15 from Albany to Chicago, returning Tue, Oct 21, priced at $219 found 4 hours ago
Southwest Airlines
Wed, Oct 15 - Tue, Oct 21
ALB
Albany
MDW
Chicago
$229 Roundtrip, found 4 hours ago
$229
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Oct 15 from Albany to Chicago, returning Tue, Oct 21, priced at $229 found 4 hours ago
Southwest Airlines
Sat, Oct 4 - Tue, Oct 7
ALB
Albany
MDW
Chicago
$230 Roundtrip, found 5 hours ago
$230
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Sat, Oct 4 from Albany to Chicago, returning Tue, Oct 7, priced at $230 found 5 hours ago
Delta
Wed, Dec 24 - Tue, Jan 6
ALB
Albany
MDW
Chicago
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 24 from Albany to Chicago, returning Tue, Jan 6, priced at $237 found 3 days ago
Southwest Airlines
Tue, Oct 28 - Sat, Nov 1
ALB
Albany
MDW
Chicago
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Albany to Chicago, returning Sat, Nov 1, priced at $239 found 4 days ago
Southwest Airlines
Mon, Oct 6 - Wed, Oct 8
ALB
Albany
MDW
Chicago
$240 Roundtrip, found 3 hours ago
$240
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Mon, Oct 6 from Albany to Chicago, returning Wed, Oct 8, priced at $240 found 3 hours ago
Southwest Airlines
Thu, Oct 2 - Sat, Oct 4
ALB
Albany
MDW
Chicago
$241 Roundtrip, found 3 hours ago
$241
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Thu, Oct 2 from Albany to Chicago, returning Sat, Oct 4, priced at $241 found 3 hours ago
Southwest Airlines
Tue, Oct 28 - Sat, Nov 1
ALB
Albany
MDW
Chicago
$244 Roundtrip, found 4 days ago
$244
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Albany to Chicago, returning Sat, Nov 1, priced at $244 found 4 days ago
Southwest Airlines
Fri, Oct 31 - Sat, Nov 1
ALB
Albany
MDW
Chicago
$245 Roundtrip, found 22 hours ago
$245
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Fri, Oct 31 from Albany to Chicago, returning Sat, Nov 1, priced at $245 found 22 hours ago
Delta
Wed, Dec 24 - Mon, Jan 5
ALB
Albany
MDW
Chicago
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 24 from Albany to Chicago, returning Mon, Jan 5, priced at $249 found 3 days ago

Find the cheapest month to fly from Albany (ALB) to Chicago (MDW)

September is typically the cheapest month to fly

From $178 - $610 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $321
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $321
Flights from Albany (ALB) to Chicago (MDW)
Origin airport
Albany Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$219
Distance
714 mi
Average flight time
1 hour 8 mins

Albany to Chicago Flights

The cheapest times to fly from Albany to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Albany to Chicago are during the month of October. You can find some of the cheapest flights from Albany to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Albany to Chicago

Sunday is one of the best days to book for cheap flights from Albany to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Albany to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Albany to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $110 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Albany to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Albany to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $110 or cheap return flight from $219 from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
Planning your trip for October may help you find better deals, as it's the cheapest month for flights between ALB and MDW. You'll often find the lowest prices during the off-season.
Which airlines fly direct from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
Fly nonstop from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) on a Southwest Airlines flight.
What is the cheapest airline that flies from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest ALB to MDW flight.
How many flights per day from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
On average, there is just 1 nonstop flight leaving from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) each day. If this doesn't work with your itinerary, think about flights with a layover. Just customize your search results on Expedia to include one or more stops to find a better alternative.
What are the most popular departure times for flights from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
The 5 AM departures from ALB to MDW are the top choice for many travelers. Prices can be higher for these popular slots. If you want to save on your trip, book during off-peak hours.
What day of the week has the most flights from ALB to MDW?
Friday offers the most flights from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW). Consider taking off on this day and you'll have a greater chance of finding a departure that fits your schedule.
What is the earliest flight from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
Take the earliest flight at around 5:45AM UTC-5, heading out of Albany Intl. Airport (ALB). You'll be in the air for around 2h 30m, touching down at Midway Intl. Airport (MDW) at approximately 7:15AM UTC-6.
How long does it take to fly from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
Flights from ALB to MDW have an average travel time of 2 hours and 30 minutes. The distance between the two airports is 720 mi.
What is the best time to fly from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
To avoid potential delays on the Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Albany Intl. Airport (ALB)?
Hop on a direct flight from Albany Intl. Airport (ALB) to Chicago and land at O'Hare Intl. Airport (ORD). Another convenient entry point into the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW) last-minute?
Booking your ticket from ALB to MDW right before your trip is usually more expensive. But if there's some wiggle room with your departure times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an ALB to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking an ALB to MDW flight and hotel package with Expedia could result in significant savings. What's more, having everything in one easy place will take the hassle out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then customize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Albany Intl. Airport (ALB) to Midway Intl. Airport (MDW)?
It's usually possible to cancel or reschedule your ALB to MDW flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.