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$100+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheapflights Tip: The best prices from Albany Intl to Chicago are usually found in September or May, booked 72 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Kiwi.com)

One-way from

$100
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$362

Good round-trip deal

$355 or less

Good one-way deal

$205 or less
Provider with most accurate pricing for Albany Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Albany Intl-Chicago (CHI) flights.
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From Albany Intl to Chicago (CHI)
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One-way flight from Albany Intl to Chicago (CHI)
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Highest demand for flights based on searches. 2% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Albany Intl to Chicago (CHI).
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Price to beat on a one-way flight from Albany Intl to Chicago (CHI).
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Find 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 October 16, 2025.

This United Airlines deal was found by Cheapflights users on 10/16. 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 11/276:00 amALB - ORD
Nonstop2h 42mUnited Airlines
Sun 11/306:20 pmORD - ALB
Nonstop2h 14mUnited Airlines
Deal found 10/16$268
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/131:25 pmALB - ORD
1 stop11h 03mMultiple Airlines
Thu 11/208:59 amORD - ALB
2 stops29h 05mMultiple Airlines
Deal found 10/15$269
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/610:58 amALB - ORD
1 stop26h 28mMultiple Airlines
Mon 11/101:50 pmORD - ALB
1 stop21h 35mMultiple Airlines
Deal found 10/16$270
This Southwest deal was found by Cheapflights users on 10/14. 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 11/125:40 amALB - MDW
2 stops8h 20mSouthwest
Fri 11/147:20 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 10/14$271
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/66:00 amALB - ORD
Nonstop2h 42mUnited Airlines
Sun 11/96:20 pmORD - ALB
Nonstop2h 14mUnited Airlines
Deal found 10/16$272
This Southwest deal was found by Cheapflights users on 10/14. 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.
Fri 11/145:10 amALB - MDW
Nonstop2h 20mSouthwest
Mon 11/176:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 10/14$272
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/66:00 amALB - ORD
Nonstop2h 42mUnited Airlines
Mon 11/1011:15 amORD - ALB
1 stop6h 37mUnited Airlines
Deal found 10/16$273
This Southwest deal was found by Cheapflights users on 10/14. 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.
Sat 11/812:05 pmALB - MDW
1 stop8h 00mSouthwest
Wed 11/126:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 10/14$275
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Tue 12/27:01 amALB - ORD
Nonstop2h 50mAmerican Airlines
Tue 12/23:44 pmORD - ALB
1 stop4h 48mAmerican Airlines
Deal found 10/15$276
This Delta deal was found by Cheapflights users on 10/16. 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.
Fri 11/146:00 amALB - MDW
1 stop3h 54mDelta
Wed 11/1910:47 amMDW - ALB
1 stop6h 06mDelta
Deal found 10/16$276
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 11/215:50 amALB - ORD
1 stop4h 56mUnited Airlines
Mon 11/246:20 pmORD - ALB
Nonstop2h 14mUnited Airlines
Deal found 10/15$278
This Southwest deal was found by Cheapflights users on 10/16. 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.
Mon 11/175:10 amALB - MDW
Nonstop2h 20mSouthwest
Mon 11/172:30 pmMDW - ALB
2 stops6h 55mSouthwest
Deal found 10/16$278

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 October 16, 2025.
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 - MDW

ALBMDW

Albany Intl

Wed 11/12

5:40 am-1:00 pm

2 stops8h 20m

Chicago Midway

Fri 11/14

7:20 pm-10:10 pm

Nonstop1h 50m

$271

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 11/14

6:29 pm-8:17 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 11/17

6:20 pm-9:34 pm

Nonstop2h 14m

$272

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 11/7

6:00 am-7:42 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 11/10

9:00 am-12:06 pm

Nonstop2h 06m

$272

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 11/9

7:35 pm-8:50 pm

Nonstop2h 15m

Chicago Midway

Mon 11/10

7:20 pm-10:10 pm

Nonstop1h 50m

$272

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 11/14

7:35 pm-8:50 pm

Nonstop2h 15m

Chicago Midway

Mon 11/17

6:00 pm-8:50 pm

Nonstop1h 50m

$272

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Thu 11/6

6:00 am-7:42 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 11/10

11:15 am-6:52 pm

1 stop6h 37m

$273

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 11/14

6:58 pm-12:01 am

1 stop6h 03m

Chicago O'Hare Intl

Wed 11/19

10:46 am-4:07 pm

1 stop4h 21m

$276

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 11/14

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Wed 11/19

10:47 am-5:53 pm

1 stop6h 06m

$276

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 11/8

7:29 pm-11:43 pm

1 stop5h 14m

Chicago O'Hare Intl

Sun 11/9

8:50 am-2:06 pm

1 stop4h 16m

$276

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 11/21

5:50 am-9:46 am

1 stop4h 56m

Chicago O'Hare Intl

Mon 11/24

6:20 pm-9:34 pm

Nonstop2h 14m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 43 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 October 10, 2025.

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 72 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 $152). 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 October 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Albany, New York to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight in the morning.

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 October 12, 2025.

Travelers seeking maximum savings on their Albany, New York to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday 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 October 16, 2025.

The most flights from ALB to CHI are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 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 October 16, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
4,241 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 22 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 48m. Fly via Southwest, United Airlines, or Delta 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?

    Delta, at $134, was found to be the cheapest airline from Albany, New York to Chicago.Alternate airlines to your destination round-trip include United Airlines and Southwest. You may be able to fly from Albany, New York to Chicago for 62% 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 United Airlines. According to our data, you can fly for as low as $104. Users have also found prices from $104 and $114 on American Airlines and Delta, respectively.

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

    Consider Republic Airways (92%), Alaska Airlines (88%) or ANA (87%) 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 $140. While the most popular route (Albany Intl - Chicago O'Hare Intl) can be booked for $235 on average, our data indicates $1,013 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 $152). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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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
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Elmira to St. Louis flights
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Rochester to Moline flights
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Buffalo to Moline flights
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Elmira to O'Hare Intl flights

Top 4 airlines flying from Albany to Chicago

Discover the top 4 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$239Average$377FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$248Average$364FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$253Average$349FlexibilityNo cancel feeOn-time71%

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