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Cheap flights from Albany, New York to Chicago from $135

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Albany, New York to Chicago departing on 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Albany, New York to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
9:15 am - 2:00 pm
ALB
-
MDW
5h 45m
1 stop
Southwest Logo
12:50 pm - 9:00 pm
MDW
-
ALB
7h 10m
2 stops
$323Southwest
Wed, Jul 29 - Tue, Aug 4
Delta Logo
5:30 am - 12:33 pm
ALB
-
MDW
8h 03m
2 stops
Delta Logo
5:25 pm - 11:34 pm
MDW
-
ALB
5h 09m
1 stop
$324Delta
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
3:05 pm - 4:20 pm
ALB
-
MDW
2h 15mnonstop
Southwest Logo
5:45 pm - 8:45 pm
MDW
-
ALB
2h 00mnonstop
$327Southwest
Tue, Jul 21 - Sat, Jul 25
Southwest Logo
9:15 am - 5:05 pm
ALB
-
MDW
8h 50m
2 stops
Southwest Logo
7:50 am - 2:30 pm
MDW
-
ALB
5h 40m
2 stops
$328Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
5:55 pm - 10:00 pm
ALB
-
MDW
5h 05m
1 stop
Southwest Logo
7:45 am - 10:45 am
MDW
-
ALB
2h 00mnonstop
$329Southwest
Thu, Jul 16 - Tue, Jul 21
Southwest Logo
3:10 pm - 6:15 pm
ALB
-
MDW
4h 05m
1 stop
Southwest Logo
8:05 am - 11:10 am
MDW
-
ALB
2h 05mnonstop
$334Southwest
Fri, Aug 7 - Mon, Aug 10
Southwest Logo
2:55 pm - 8:20 pm
ALB
-
MDW
6h 25m
2 stops
Southwest Logo
7:40 am - 6:25 pm
MDW
-
ALB
9h 45m
2 stops
$335Southwest
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
9:15 am - 2:00 pm
ALB
-
MDW
5h 45m
1 stop
Southwest Logo
5:45 pm - 8:45 pm
MDW
-
ALB
2h 00mnonstop
$337Southwest
Wed, Jul 29 - Sat, Aug 1
Southwest Logo
7:15 pm - 8:30 pm
ALB
-
MDW
2h 15mnonstop
Southwest Logo
6:15 pm - 9:15 pm
MDW
-
ALB
2h 00mnonstop
$338Southwest
Mon, Jul 27 - Wed, Jul 29
Southwest Logo
3:10 pm - 10:20 pm
ALB
-
MDW
8h 10m
2 stops
Southwest Logo
12:45 pm - 9:00 pm
MDW
-
ALB
7h 15m
2 stops
$339Southwest
Fri, Aug 7 - Wed, Aug 12

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Southwest flights from Albany, New York to Chicago Midway Airport

Our best Southwest deals on Albany, New York to Chicago Midway Airport flight tickets
Southwest
Jul 29
ALB9:15 amAlbany Intl
5h 45m
1 stop
MDW2:00 pmChicago Midway
Aug 4
MDW12:50 pmChicago Midway
7h 10m
2 stops
ALB9:00 pmAlbany Intl
$323
Southwest
Jul 21
ALB3:05 pmAlbany Intl
2h 15m
MDW4:20 pmChicago Midway
Jul 25
MDW5:45 pmChicago Midway
2h 00m
ALB8:45 pmAlbany Intl
$327
Southwest
Jul 21
ALB9:15 amAlbany Intl
8h 50m
2 stops
MDW5:05 pmChicago Midway
Jul 28
MDW7:50 amChicago Midway
5h 40m
2 stops
ALB2:30 pmAlbany Intl
$328

Delta flights from Albany, New York to Chicago Midway Airport

Our best Delta deals on Albany, New York to Chicago Midway Airport flight tickets
Delta
Oct 22
ALB5:30 amAlbany Intl
8h 03m
2 stops
MDW12:33 pmChicago Midway
Oct 26
MDW5:25 pmChicago Midway
5h 09m
1 stop
ALB11:34 pmAlbany Intl
$324
Delta
Oct 22
ALB6:00 amAlbany Intl
3h 45m
1 stop
MDW8:45 amChicago Midway
Oct 25
MDW9:30 amChicago Midway
5h 40m
1 stop
ALB4:10 pmAlbany Intl
$344
Delta
Oct 20
ALB1:59 pmAlbany Intl
19h 50m
2 stops
MDW8:49 amChicago Midway
Oct 27
MDW6:30 pmChicago Midway
3h 40m
1 stop
ALB11:10 pmAlbany Intl
$351

momondo Fare Finder

 
Customize your flight search to find flights from Albany, New York to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 23, 2026.
Use the filters below to find and compare flights from Albany, New York to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 7/29

9:15 am-2:00 pm

1 stop5h 45m

Chicago Midway

Tue 8/4

12:50 pm-9:00 pm

2 stops7h 10m

$323

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 10/22

5:30 am-12:33 pm

2 stops8h 03m

Chicago Midway

Mon 10/26

5:25 pm-11:34 pm

1 stop5h 09m

$324
Quickest round-trip

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 7/21

3:05 pm-4:20 pm

Nonstop2h 15m

Chicago Midway

Sat 7/25

5:45 pm-8:45 pm

Nonstop2h 00m

$327

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 7/21

9:15 am-5:05 pm

2 stops8h 50m

Chicago Midway

Tue 7/28

7:50 am-2:30 pm

2 stops5h 40m

$328

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 7/16

5:55 pm-10:00 pm

1 stop5h 05m

Chicago Midway

Tue 7/21

7:45 am-10:45 am

Nonstop2h 00m

$329

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 8/7

3:10 pm-6:15 pm

1 stop4h 05m

Chicago Midway

Mon 8/10

8:05 am-11:10 am

Nonstop2h 05m

$334

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 10/22

2:55 pm-8:20 pm

2 stops6h 25m

Chicago Midway

Mon 10/26

7:40 am-6:25 pm

2 stops9h 45m

$335

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 7/29

9:15 am-2:00 pm

1 stop5h 45m

Chicago Midway

Sat 8/1

5:45 pm-8:45 pm

Nonstop2h 00m

$337

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Mon 7/27

7:15 pm-8:30 pm

Nonstop2h 15m

Chicago Midway

Wed 7/29

6:15 pm-9:15 pm

Nonstop2h 00m

$338

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 8/7

3:10 pm-10:20 pm

2 stops8h 10m

Chicago Midway

Wed 8/12

12:45 pm-9:00 pm

2 stops7h 15m

$339

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Albany, New York to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Albany, New York and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Albany, New York, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Albany, New York during the month January is also very affordable. Most momondo users find prices during this month for around $0.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Albany, New York. The lowest ticket price found for a Wednesday departure recently was $452. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Albany, New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $529.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Albany, New York at noon is the least expensive time of day to depart. momondo users have found prices as low as $386 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $507. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Albany Intl to Chicago Midway flight route?

Fly from Albany Intl to Chicago Midway for the best Albany Intl - Chicago Midway flight prices

What cabin class options are available on Albany, New York to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Albany, New York to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Albany, New York to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Albany, New York to Chicago Midway Airport.

When to book flights from Albany, New York to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Albany, New York to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Albany, New York to Chicago Midway Airport (ALB to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Albany, New York to Chicago Midway Airport

Best Price Found

$233

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Albany, New York in the past 72 hours is $233. The best round-trip flight deal from Albany, New York to Chicago Midway Airport found on momondo in the last 72 hours is $407.
The fastest flight from Albany, New York to Chicago Midway Airport takes 2h 05m
Direct flights go from Albany, New York to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Albany, New York to Chicago Midway Airport

  • How far is Albany Intl to Chicago Midway by plane?

    The straight-line distance from Albany Intl to Chicago Midway is 717.3 mi. In terms of flight time, this usually takes a little over 2h 05m.

  • When did momondo last update prices for flights from Albany Intl Airport to Chicago Midway Airport?

    Prices for flights from Albany Intl Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Albany Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Albany Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Albany Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Albany, New York to Chicago Midway Airport?

  • What is the most popular airline from Albany, New York to Chicago Midway Airport?

Best airlines flying from Albany, New York to Chicago Midway Airport

Compare and see reviews for airlines that fly from Albany, New York to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $267Free CancellationRating
7.9
4,242 reviews
Search Southwest flights

  • Southwest Flights From Albany, New York to Chicago Midway Airport

    Southwest flight deals from Albany, New York to Chicago Midway Airport start from $267 round-trip. Over the 15 Southwest flights for this route in a normal week, average airfare is usually $364 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Albany to Chicago?

It is quick and easy to find Albany to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Albany to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Albany to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Albany to Chicago?

Once you have performed a search for Albany to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Albany to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Albany to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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