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Cheap flights from Albany, New York to Chicago from $99

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 1/29. 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
0 bags

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Find the cheapest flights from Albany, New York to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:55 am - 10:01 pm
ALB
-
ORD
12h 06m1 stop
Multiple Airlines Logo
8:16 pm - 9:20 am
ORD
-
ALB
36h 04m2 stops
$272Multiple Airlines
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
5:20 am - 11:25 am
ALB
-
MDW
7h 05m1 stop
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$273Southwest
Sat, Jan 24 - Mon, Jan 26
American Airlines Logo
6:24 pm - 8:16 pm
ALB
-
ORD
2h 52mnonstop
American Airlines Logo
8:50 am - 11:52 am
ORD
-
ALB
2h 02mnonstop
$276American Airlines
Sat, Feb 14 - Sun, Feb 15
Delta Logo
12:29 pm - 5:55 pm
ALB
-
MDW
6h 26m1 stop
Delta Logo
9:33 am - 4:19 pm
MDW
-
ALB
5h 46m1 stop
$276Delta
Tue, Jan 20 - Mon, Jan 26
American Airlines Logo
10:30 am - 12:23 pm
ALB
-
ORD
2h 53mnonstop
American Airlines Logo
8:50 pm - 11:55 pm
ORD
-
ALB
2h 05mnonstop
$278American Airlines
Sun, Jan 18 - Mon, Jan 19
United Airlines Logo
4:20 pm - 6:09 pm
ALB
-
ORD
2h 49mnonstop
United Airlines Logo
11:05 am - 2:31 pm
ORD
-
ALB
2h 26mnonstop
$279United Airlines
Sat, Jan 24 - Mon, Jan 26
Southwest Logo
11:25 am - 6:40 pm
ALB
-
MDW
8h 15m2 stops
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
$279Southwest
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
10:55 am - 8:57 pm
ALB
-
ORD
11h 02m1 stop
Multiple Airlines Logo
7:45 am - 12:25 pm
ORD
-
ALB
27h 40m1 stop
$281Multiple Airlines
Sat, Jan 17 - Mon, Jan 19
United Airlines Logo
10:05 am - 11:52 am
ALB
-
ORD
2h 47mnonstop
United Airlines Logo
6:06 pm - 9:22 pm
ORD
-
ALB
2h 16mnonstop
$286United Airlines
Tue, Jan 20 - Fri, Jan 23
Delta Logo
2:30 pm - 10:07 pm
ALB
-
MDW
8h 37m1 stop
Delta Logo
6:35 pm - 11:26 pm
MDW
-
ALB
3h 51m1 stop
$296Delta
Sun, Jan 18 - Mon, Jan 19

United Airlines flights from Albany, New York to Chicago

Our best United Airlines deals on Albany, New York to Chicago flight tickets
United Airlines
Jan 24
ALB4:20 pmAlbany Intl
2h 49m
ORD6:09 pmChicago O'Hare Intl
Jan 26
ORD11:05 amChicago O'Hare Intl
2h 26m
ALB2:31 pmAlbany Intl
$279
Find similar
United Airlines
Jan 20
ALB10:05 amAlbany Intl
2h 47m
ORD11:52 amChicago O'Hare Intl
Jan 23
ORD6:06 pmChicago O'Hare Intl
2h 16m
ALB9:22 pmAlbany Intl
$286
Find similar
United Airlines
Jan 24
ALB2:40 pmAlbany Intl
4h 57m
1 stop
ORD6:37 pmChicago O'Hare Intl
Jan 26
ORD6:06 pmChicago O'Hare Intl
2h 17m
ALB9:23 pmAlbany Intl
$289
Find similar

Delta flights from Albany, New York to Chicago

Our best Delta deals on Albany, New York to Chicago flight tickets
Delta
Jan 20
ALB12:29 pmAlbany Intl
6h 26m
1 stop
MDW5:55 pmChicago Midway
Jan 26
MDW9:33 amChicago Midway
5h 46m
1 stop
ALB4:19 pmAlbany Intl
$276
Find similar
Delta
Jan 18
ALB2:30 pmAlbany Intl
6h 05m
1 stop
ORD7:35 pmChicago O'Hare Intl
Jan 19
ORD7:10 amChicago O'Hare Intl
5h 52m
1 stop
ALB2:02 pmAlbany Intl
$296
Find similar
Delta
Feb 14
ALB5:30 amAlbany Intl
4h 24m
1 stop
MDW8:54 amChicago Midway
Feb 18
MDW6:20 pmChicago Midway
4h 04m
1 stop
ALB11:24 pmAlbany Intl
$301
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Albany, New York to Chicago 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 December 31, 2025.
Use the filters below to find and compare flights from Albany, New York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 2/25

10:55 am-10:01 pm

1 stop12h 06m

Chicago O'Hare Intl

Sat 2/28

8:16 pm-9:20 am

2 stops36h 04m

$272

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 1/24

5:20 am-11:25 am

1 stop7h 05m

Chicago Midway

Mon 1/26

1:25 pm-4:15 pm

Nonstop1h 50m

$273

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 2/14

6:24 pm-8:16 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sun 2/15

8:50 am-11:52 am

Nonstop2h 02m

$276

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 1/20

12:29 pm-5:55 pm

1 stop6h 26m

Chicago Midway

Mon 1/26

9:33 am-4:19 pm

1 stop5h 46m

$276

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sun 1/18

10:30 am-12:23 pm

Nonstop2h 53m

Chicago O'Hare Intl

Mon 1/19

8:50 pm-11:55 pm

Nonstop2h 05m

$278

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 1/24

4:20 pm-6:09 pm

Nonstop2h 49m

Chicago O'Hare Intl

Mon 1/26

11:05 am-2:31 pm

Nonstop2h 26m

$279

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sat 1/24

11:25 am-6:40 pm

2 stops8h 15m

Chicago Midway

Mon 1/26

1:25 pm-4:15 pm

Nonstop1h 50m

$279

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 1/17

10:55 am-8:57 pm

1 stop11h 02m

Chicago O'Hare Intl

Mon 1/19

7:45 am-12:25 pm

1 stop27h 40m

$281

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 1/20

10:05 am-11:52 am

Nonstop2h 47m

Chicago O'Hare Intl

Fri 1/23

6:06 pm-9:22 pm

Nonstop2h 16m

$286

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 1/18

2:30 pm-10:07 pm

1 stop8h 37m

Chicago Midway

Mon 1/19

6:35 pm-11:26 pm

1 stop3h 51m

$296

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

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?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Albany, New York, with most prices found around $308. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Albany, New York to Chicago during January average around $320.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $460. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Albany, New York to Chicago for around $620.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Albany, New York to Chicago during this time can be as low as $429. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $526.

What is the cheapest Albany Intl to Chicago flight route?

Fly from Albany Intl to Chicago O'Hare Intl for the best Albany Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Albany, New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $366 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Albany, New York for as low as $256 on momondo.

What cabin class options are available on Albany Intl to Chicago flights?

There are 4 cabin classes available to choose from on Albany Intl to Chicago 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 flights?

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

How have Albany, New York to Chicago flight prices changed over time?

As of December 2025, prices for Albany, New York to Chicago flights are approximately 54% more expensive when compared to flights at the same time last year.

When to book flights from Albany, New York to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Albany, New York to Chicago 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 (ALB to CHI) flight deals and tips

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

Best Price Found

$217

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Albany, New York in the past 72 hours is $217. The best round-trip flight deal from Albany, New York to Chicago found on momondo in the last 72 hours is $367.
The fastest flight from Albany, New York to Chicago takes 2h 10m
Direct flights go from Albany, New York to Chicago every day.
There are 3 airports in Chicago. From Albany, New York there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • How far is Albany Intl to Chicago by plane?

    There are 710.3 mi between Albany Intl and Chicago. A reasonable flight in good conditions will take 2h 10m.

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

    Prices for flights from Albany Intl Airport to Chicago refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Albany Intl Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Best airlines flying from Albany, New York to Chicago

Compare and see reviews for airlines that fly from Albany, New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $134Free CancellationRating
7.9
8,013 reviews
Search Delta flights
SouthwestPriceFrom $229Free CancellationRating
8.0
4,251 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
9,124 reviews
Search United Airlines flights
American AirlinesPriceFrom $249Free CancellationRating
7.2
11,075 reviews
Search American Airlines flights

  • Southwest Flights From Albany, New York to Chicago

    Across 12 Southwest flights from Albany, New York to Chicago this week, the average price was $354, with the best Southwest deals starting from $229 round-trip. 4,251 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Albany, New York to Chicago

    The best United Airlines deal for Albany, New York to Chicago flight tickets found on momondo in the last 72 hours was $236, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $371 round-trip. United Airlines operates 13 flights out of Albany, New York into Chicago in an average week, so prices vary by time and availability. 9,124 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Traveling to a place near Chicago?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Albany.

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

Yes. All flights to Chicago from Albany on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

Price alerts on flights to Chicago from Albany are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport