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Cheap flights from Albany, New York to Chicago from $129

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 9/5. 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
6:05 pm - 7:15 pmALB  Albany Intl-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
7:45 am - 10:45 amMDW  Chicago Midway-ALB Albany Intl
2h 00mnonstop
$268Southwest
Fri, Sep 11 - Sat, Sep 12
Southwest Logo
3:55 pm - 5:00 pmALB  Albany Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
8:05 am - 11:10 amMDW  Chicago Midway-ALB Albany Intl
2h 05mnonstop
$268Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
3:55 pm - 5:00 pmALB  Albany Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
8:05 am - 11:10 amMDW  Chicago Midway-ALB Albany Intl
2h 05mnonstop
$268Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
6:05 pm - 7:15 pmALB  Albany Intl-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
7:45 am - 10:45 amMDW  Chicago Midway-ALB Albany Intl
2h 00mnonstop
$268Southwest
Thu, Sep 3 - Sat, Sep 5
Southwest Logo
6:05 pm - 7:15 pmALB  Albany Intl-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
7:45 am - 10:45 amMDW  Chicago Midway-ALB Albany Intl
2h 00mnonstop
$268Southwest
Thu, Sep 3 - Sat, Sep 5
Delta Logo
6:00 am - 9:17 amALB  Albany Intl-MDW Chicago Midway
4h 17m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:05 am - 1:26 pmMDW  Chicago Midway-ALB Albany Intl
6h 21m1 stop Atlanta Hartsfield-Jackson
$277Delta
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
3:20 pm - 8:35 pmALB  Albany Intl-MDW Chicago Midway
6h 15m1 stop Baltimore/Washington
Southwest Logo
8:55 am - 4:10 pmMDW  Chicago Midway-ALB Albany Intl
6h 15m1 stop Nashville Intl
$277Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
7:25 am - 8:35 amALB  Albany Intl-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
6:30 am - 12:15 pmMDW  Chicago Midway-ALB Albany Intl
4h 45m1 stop Baltimore/Washington
$278Southwest
Sat, Sep 5 - Tue, Sep 8
Southwest Logo
5:50 am - 12:35 pmALB  Albany Intl-MDW Chicago Midway
7h 45m1 stop Orlando
Southwest Logo
8:05 am - 11:10 amMDW  Chicago Midway-ALB Albany Intl
2h 05mnonstop
$278Southwest
Sat, Sep 5 - Mon, Sep 7
Delta Logo
9:36 am - 12:47 pmALB  Albany Intl-MDW Chicago Midway
4h 11m1 stop Detroit Metropolitan Wayne County
Delta Logo
10:59 am - 6:11 pmMDW  Chicago Midway-ALB Albany Intl
6h 12m1 stop Atlanta Hartsfield-Jackson
$288Delta
Tue, Oct 27 - Fri, Oct 30

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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
Sep 11
ALB6:00 amAlbany Intl
4h 07m
1 stop
MDW9:07 amChicago Midway
Sep 12
MDW5:37 pmChicago Midway
4h 45m
1 stop
ALB11:22 pmAlbany Intl
$288
Delta
Oct 1
ALB6:00 amAlbany Intl
4h 07m
1 stop
MDW9:07 amChicago Midway
Oct 3
MDW4:30 pmChicago Midway
6h 27m
1 stop
ALB11:57 pmAlbany Intl
$299
Delta
Oct 14
ALB6:00 amAlbany Intl
4h 17m
1 stop
MDW9:17 amChicago Midway
Oct 18
MDW6:44 pmChicago Midway
3h 43m
1 stop
ALB11:27 pmAlbany Intl
$339

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
Sep 3
ALB6:05 pmAlbany Intl
2h 10m
MDW7:15 pmChicago Midway
Sep 5
MDW7:45 amChicago Midway
2h 00m
ALB10:45 amAlbany Intl
$268
Southwest
Sep 5
ALB3:20 pmAlbany Intl
6h 15m
1 stop
MDW8:35 pmChicago Midway
Sep 6
MDW8:55 amChicago Midway
6h 15m
1 stop
ALB4:10 pmAlbany Intl
$277
Southwest
Sep 5
ALB5:50 amAlbany Intl
7h 45m
1 stop
MDW12:35 pmChicago Midway
Sep 7
MDW8:05 amChicago Midway
2h 05m
ALB11:10 amAlbany Intl
$278

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 August 7, 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
Quickest round-trip

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Fri 9/11

6:05 pm-7:15 pm

Nonstop2h 10m

Chicago Midway

Sat 9/12

7:45 am-10:45 am

Nonstop2h 00m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

3:55 pm-5:00 pm

Nonstop2h 05m

Chicago Midway

Mon 9/7

8:05 am-11:10 am

Nonstop2h 05m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

3:55 pm-5:00 pm

Nonstop2h 05m

Chicago Midway

Mon 9/7

8:05 am-11:10 am

Nonstop2h 05m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Thu 9/3

6:05 pm-7:15 pm

Nonstop2h 10m

Chicago Midway

Sat 9/5

7:45 am-10:45 am

Nonstop2h 00m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Thu 9/3

6:05 pm-7:15 pm

Nonstop2h 10m

Chicago Midway

Sat 9/5

7:45 am-10:45 am

Nonstop2h 00m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

6:00 am-9:17 am

1 stop4h 17m

Chicago Midway

Sun 9/6

6:05 am-1:26 pm

1 stop6h 21m

$277

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

3:20 pm-8:35 pm

1 stop6h 15m

Chicago Midway

Sun 9/6

8:55 am-4:10 pm

1 stop6h 15m

$277

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

7:25 am-8:35 am

Nonstop2h 10m

Chicago Midway

Tue 9/8

6:30 am-12:15 pm

1 stop4h 45m

$278

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 9/5

5:50 am-12:35 pm

1 stop7h 45m

Chicago Midway

Mon 9/7

8:05 am-11:10 am

Nonstop2h 05m

$278

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Tue 10/27

9:36 am-12:47 pm

1 stop4h 11m

Chicago Midway

Fri 10/30

10:59 am-6:11 pm

1 stop6h 12m

$288

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 cheapest month to fly to Chicago Midway Airport?

The month of January 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 January, then departing from Albany, New York during the month October is also very affordable. Most momondo users find prices during this month for around $319.

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 $457. 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 $538.

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 $416 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $514. 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?

You could potentially save up to 30% on your flight if you consider stops on a Albany, New York to Chicago Midway Airport flight.

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

$228

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 $228. The best round-trip flight deal from Albany, New York to Chicago Midway Airport found on momondo in the last 72 hours is $379.
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 $269Free CancellationRating
8.0
4,217 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 $269 round-trip. Over the 15 Southwest flights for this route in a normal week, average airfare is usually $379 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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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