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$89+ 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
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
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 66 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 septiembre 16, 2025.

Round-trip from

$242
(Kiwi.com)

One-way from

$89
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$309

Good round-trip deal

$350 or less

Good one-way deal

$154 or less
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. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
lun. 11/1712:56 pmALB - ORD
1 stop8h 35mMultiple Airlines
mar. 11/1810:05 pmORD - ALB
2 stops34h 05mMultiple Airlines
Deal found 9/15$242
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/154:50 pmALB - ORD
Nonstop2h 28mUnited Airlines
mar. 10/218:50 amORD - ALB
1 stop4h 21mUnited Airlines
Deal found 9/14$247
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/115:40 amALB - MDW
1 stop5h 30mSouthwest
mar. 11/186:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/15$247
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 10/3110:29 amALB - ORD
1 stop6h 20mMultiple Airlines
lun. 11/31:50 pmORD - ALB
1 stop21h 35mMultiple Airlines
Deal found 9/15$249
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/2211:46 amALB - ORD
Nonstop2h 31mAmerican Airlines
jue. 10/232:14 pmORD - ALB
Nonstop2h 12mAmerican Airlines
Deal found 9/14$250
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/175:10 amALB - MDW
Nonstop2h 20mSouthwest
mar. 11/181:25 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/15$250
This United Airlines deal was found by Cheapflights users on 9/15. 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.
mié. 10/296:29 pmALB - ORD
Nonstop2h 48mUnited Airlines
vie. 10/316:19 pmORD - ALB
Nonstop2h 15mUnited Airlines
Deal found 9/15$253
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 11/61:25 pmALB - ORD
1 stop11h 03mMultiple Airlines
dom. 11/97:05 amORD - ALB
1 stop25h 18mMultiple Airlines
Deal found 9/15$254
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/95:40 amALB - ORD
1 stop5h 32mDelta
mar. 12/95:03 pmORD - ALB
1 stop5h 32mDelta
Deal found 9/14$257
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/91:00 pmALB - MDW
1 stop6h 00mDelta
mié. 12/106:40 pmMDW - ALB
1 stop3h 55mDelta
Deal found 9/14$257
This United Airlines deal was found by Cheapflights users on 9/15. 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.
sáb. 10/184:50 pmALB - ORD
Nonstop2h 28mUnited Airlines
sáb. 10/256:10 pmORD - ALB
Nonstop2h 13mUnited Airlines
Deal found 9/15$263
This Southwest deal was found by Cheapflights users on 9/16. 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.
mié. 10/225:30 amALB - MDW
Nonstop2h 10mSouthwest
vie. 10/248:30 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 9/16$268

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 septiembre 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 - ORD

ALBORD

Albany Intl

mié. 10/15

4:50 pm-6:18 pm

Nonstop2h 28m

Chicago O'Hare Intl

mar. 10/21

8:50 am-2:11 pm

1 stop4h 21m

$247

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

mar. 11/11

5:40 am-10:10 am

1 stop5h 30m

Chicago Midway

mar. 11/18

6:00 pm-8:50 pm

Nonstop1h 50m

$247

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

jue. 10/16

6:24 pm-8:03 pm

Nonstop2h 39m

Chicago O'Hare Intl

mar. 10/21

6:10 pm-9:23 pm

Nonstop2h 13m

$250

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

lun. 11/17

5:10 am-6:30 am

Nonstop2h 20m

Chicago Midway

mar. 11/18

1:25 pm-4:15 pm

Nonstop1h 50m

$250

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

mié. 10/15

1:56 pm-7:25 pm

1 stop6h 29m

Chicago O'Hare Intl

mar. 10/21

6:00 am-1:16 pm

1 stop6h 16m

$257

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

mar. 11/11

5:50 am-9:46 am

1 stop4h 56m

Chicago O'Hare Intl

mar. 11/18

4:00 pm-11:43 pm

1 stop6h 43m

$257

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

sáb. 11/8

6:00 am-7:43 am

Nonstop2h 43m

Chicago O'Hare Intl

lun. 11/10

6:20 pm-9:34 pm

Nonstop2h 14m

$263

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

mié. 10/29

7:29 pm-11:43 pm

1 stop5h 14m

Chicago O'Hare Intl

vie. 10/31

6:19 pm-9:34 pm

Nonstop2h 15m

$263

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

mié. 1/7

9:00 am-2:55 pm

1 stop6h 55m

Chicago Midway

vie. 1/9

1:25 pm-4:15 pm

Nonstop1h 50m

$266

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

vie. 10/31

6:00 am-7:42 am

Nonstop2h 42m

Chicago O'Hare Intl

lun. 11/3

6:20 pm-9:34 pm

Nonstop2h 14m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 36 results
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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 September 12, 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 66 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, August is the cheapest month in which you can book a flight from Albany, New York to Chicago (average of $245). Flying from Albany, New York to Chicago in March is currently the most expensive (average of $321). 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 septiembre 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 13% 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 September 14, 2025.

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

The most flights from ALB to CHI are scheduled on a Monday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (18 on average).

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 septiembre 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
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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 28m. Fly via United Airlines, Southwest, 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 $119. Users have also found prices from $119 and $129 on Southwest and Delta, respectively.

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

    Consider Qatar Airways (93%), ANA (85%) or Alaska Airlines (84%) 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 $138. While the most popular route (Albany Intl - Chicago O'Hare Intl) can be booked for $237 on average, our data indicates $853 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, August is the cheapest month in which you can book a flight from Albany, New York to Chicago (average of $245). Flying from Albany, New York to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
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.
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LaGuardia to Champaign 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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$247Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$248Average$363FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$253Average$343FlexibilityNo cancel feeOn-time71%

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