HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$104+ Cheap flights from Albany, NY (ALB) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Mar 3 — Mar 101
Tue 3/3
Tue 3/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Albany to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Albany Intl to Chicago are usually found in September or November, booked 81 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap flight deals from Albany to Chicago

Cheapest flights from Albany to Chicago
Explore the most affordable flight options available from Albany to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 1, 2026.

This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:07 am
ALB
-
ORD
1 stop5h 05m
American Airlines
Wed 3/252:32 pm
ORD
-
ALB
Nonstop2h 08m
American Airlines
Deal found 1/30$279
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:40 pm
ALB
-
MDW
1 stop4h 20m
Southwest
Wed 3/256:00 pm
MDW
-
ALB
Nonstop1h 50m
Southwest
Deal found 1/30$279
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:01 pm
ALB
-
ORD
1 stop7h 42m
Multiple Airlines
Sun 4/263:52 pm
ORD
-
ALB
2 stops25h 37m
Multiple Airlines
Deal found 1/30$281
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:52 am
ALB
-
ORD
1 stop24h 44m
Multiple Airlines
Thu 3/266:10 pm
ORD
-
ALB
1 stop14h 52m
Multiple Airlines
Deal found 1/31$282
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:25 pm
ALB
-
ORD
1 stop7h 09m
American Airlines
Sat 5/98:30 am
ORD
-
ALB
1 stop7h 28m
American Airlines
Deal found 2/1$283
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1412:39 pm
ALB
-
ORD
Nonstop2h 46m
American Airlines
Tue 3/173:16 pm
ORD
-
ALB
1 stop5h 59m
American Airlines
Deal found 2/1$284
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/282:44 pm
ALB
-
ORD
1 stop5h 35m
Delta
Tue 3/36:00 am
ORD
-
ALB
1 stop6h 46m
Delta
Deal found 1/31$287
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:30 am
ALB
-
MDW
1 stop4h 24m
Delta
Tue 3/36:00 am
MDW
-
ALB
1 stop4h 55m
Delta
Deal found 1/31$287
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:01 pm
ALB
-
ORD
2 stops12h 04m
Multiple Airlines
Sun 3/13:40 pm
ORD
-
ALB
1 stop17h 52m
Multiple Airlines
Deal found 1/31$288
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:25 pm
ALB
-
MDW
1 stop5h 45m
Southwest
Tue 3/31:25 pm
MDW
-
ALB
Nonstop1h 50m
Southwest
Deal found 1/30$288
This United Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:20 am
ALB
-
ORD
Nonstop2h 34m
United Airlines
Mon 5/410:57 am
ORD
-
ALB
Nonstop2h 06m
United Airlines
Deal found 1/30$289
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ALB
-
MDW
Nonstop2h 30m
Southwest
Mon 3/21:25 pm
MDW
-
ALB
Nonstop1h 50m
Southwest
Deal found 1/30$289

Find flight deals from Albany to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Albany (ALB) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(American Airlines)

One-way from

$104
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$375

Good round-trip deal

$375 or less

Good one-way deal

$212 or less
Provider with most accurate pricing for Albany Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Albany Intl-Chicago (CHI) flights.
Search Deals
From Albany Intl to Chicago (CHI)
Search Deals
One-way flight from Albany Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Albany Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Albany Intl to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Albany 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, Cheapflights users made 2,558,603 searches. Data last updated February 1, 2026.
Use the filters below to find and compare flights from Albany to Chicago that are best for you.

Fly from

Albany

Fly to

Chicago

Route

Depart

Return

Price

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 3/31

4:45 pm-6:20 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sat 4/4

12:08 pm-3:12 pm

Nonstop2h 04m

$279

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 3/23

10:52 am-10:36 am

1 stop24h 44m

Chicago O'Hare Intl

Thu 3/26

6:10 pm-10:02 am

1 stop14h 52m

$282

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 5/6

5:25 pm-11:34 pm

1 stop7h 09m

Chicago O'Hare Intl

Sat 5/9

8:30 am-4:58 pm

1 stop7h 28m

$283

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 4/29

8:45 am-4:05 pm

1 stop8h 20m

Chicago O'Hare Intl

Tue 5/5

1:35 pm-10:50 pm

1 stop8h 15m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/23

7:25 pm-8:35 pm

Nonstop2h 10m

Chicago Midway

Mon 4/27

6:50 pm-9:45 pm

Nonstop1h 55m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/9

7:25 pm-8:35 pm

Nonstop2h 10m

Chicago Midway

Tue 4/14

5:55 pm-8:50 pm

Nonstop1h 55m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 2/26

5:45 am-1:20 pm

2 stops8h 35m

Chicago Midway

Tue 3/3

1:25 pm-4:15 pm

Nonstop1h 50m

$293

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 3/31

2:12 pm-6:41 pm

1 stop5h 29m

Chicago O'Hare Intl

Sat 4/4

7:10 am-11:36 am

1 stop3h 26m

$299

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 3/31

6:05 am-7:38 am

Nonstop2h 33m

Chicago O'Hare Intl

Sun 4/5

9:15 pm-12:24 am

Nonstop2h 09m

$299

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 3/31

6:00 am-8:53 am

1 stop3h 53m

Chicago Midway

Sat 4/4

6:34 pm-11:10 pm

1 stop3h 36m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 39 results
1
2
3
4

Compare providers for flights from Albany to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Albany to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Albany, New York-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Albany, New York-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Albany, New York-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Albany, New York-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Albany, New York-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Albany to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Albany with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Albany to Chicago

How far ahead should I book a flight from Albany, New York to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Albany to Chicago. Price data was last updated on January 30, 2026.

The price you pay for your flight from Albany, New York to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Albany, New York to Chicago?

Currently, May is the cheapest month in which you can book a flight from Albany, New York to Chicago (average of $149). Flying from Albany, New York to Chicago in June is currently the most expensive (average of $294). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ALB to CHI?

Find hourly flight availability from Albany to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 1, 2026.

A simple way to save on the total cost of your ticket is to fly from Albany, New York to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Albany, New York to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Albany to Chicago. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Albany, New York to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Albany, New York to Chicago

Explore weekly flight availability from Albany to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 1, 2026.

The most flights from ALB to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Albany, New York to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 1, 2026.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Albany to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,273 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,220 reviews
Southwest
8.0
Very good
4,273 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,212 reviews
Southwest
8.0
Very good
4,273 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Albany to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Albany to Chicago?

    For a flight from Albany to Chicago, you will be flying from Albany Intl. Albany Intl (ALB) is just 7.4 mi from the center of the city. Albany Intl is the only Albany airport and it handles 10 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Albany Intl on a regular basis.

  • How long is the flight from Albany, New York to Chicago?

    There are many flights that can get you from Albany, New York to Chicago in 2h 35m. Fly via United Airlines, American Airlines, or Southwest to get the fastest option. The distance between Albany, New York and Chicago is about 720 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Albany, New York to Chicago round-trip?

    Southwest, at $229, was found to be the cheapest airline from Albany, New York to Chicago.Alternate airlines to your destination round-trip include United Airlines and American Airlines. You may be able to fly from Albany, New York to Chicago for 33% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Albany, New York to Chicago one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $112. Users have also found prices from $112 and $120 on United Airlines and American Airlines, respectively.

  • What are the most reliable airlines from Albany, New York to Chicago?

    Consider Qatar Airways (82%), ANA (80%) or United Airlines (79%) when booking your flight. These represent the most reliable airlines when flying from Albany, New York to Chicago.

  • What are the cheapest flights from Albany, New York to Chicago?

    Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Albany Intl - Chicago O'Hare Intl) can be booked for $228 on average, our data indicates $938 when flying from Albany, New York to Chicago.

  • Can I find deals for flights from Albany to Chicago that include hotel bookings?

    Yes. In addition to deals on Albany to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Albany to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Albany to Chicago.

  • Can I find deals for business class flights from Albany to Chicago?

    Yes. Cheapflights offers flight deals from Albany to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Albany, New York to Chicago?

    Currently, May is the cheapest month in which you can book a flight from Albany, New York to Chicago (average of $149). Flying from Albany, New York to Chicago in June is currently the most expensive (average of $294). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Albany to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Newark to St. Louis flights
LaGuardia to Midway flights
LaGuardia to St. Louis flights
John F Kennedy Intl to St. Louis flights
Buffalo to O'Hare Intl flights
Syracuse to O'Hare Intl flights
Rochester to O'Hare Intl flights
Albany to O'Hare Intl flights
White Plains to O'Hare Intl flights
Albany to Midway flights
Buffalo to Midway flights
Syracuse to Midway flights
White Plains to Midway flights
Syracuse to St. Louis flights
Rochester to Midway flights
White Plains to St. Louis flights
Albany to St. Louis flights
Buffalo to St. Louis flights
Rochester to St. Louis flights
LaGuardia to Moline flights
Ithaca to O'Hare Intl flights
LaGuardia to Peoria flights
Newark to Peoria flights
Newark to Moline flights
LaGuardia to Evansville flights
Newark to Evansville flights
Ithaca to Midway flights
John F Kennedy Intl to Evansville flights
John F Kennedy Intl to Moline flights
Stewart to O'Hare Intl flights
Ithaca to St. Louis flights
Elmira to O'Hare Intl flights
Stewart to Evansville flights
LaGuardia to Decatur flights
John F Kennedy Intl to Champaign flights
Syracuse to Moline flights
LaGuardia to Champaign flights
Newark to Champaign flights
Islip to O'Hare Intl flights
Albany to Peoria flights
Newark to Bloomington flights
Newark to Springfield flights
John F Kennedy Intl to Bloomington flights
Albany to Moline flights

Top 3 airlines flying from Albany to Chicago

Discover the top 3 airlines that operate flights from Albany to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$229Average$362FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$373FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$246Average$340FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights