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$109+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$229
(Kiwi.com)

One-way from

$109
(United Airlines)

Popular in

February

Cheapest in

September

Average price

$374

Good round-trip deal

$265 or less

Good one-way deal

$197 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 ($11 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 August 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 August 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 10/3110:29 amALB - ORD
1 stop8h 09mMultiple Airlines
Sun 11/23:00 pmORD - ALB
2 stops18h 39mMultiple Airlines
Deal found 8/12$229
This United Airlines deal was found by Cheapflights users on 8/11. 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.
Sun 9/76:00 amALB - ORD
1 stop4h 36mUnited Airlines
Wed 9/101:55 pmORD - ALB
Nonstop2h 07mUnited Airlines
Deal found 8/11$230
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/811:00 amALB - ORD
2 stops24h 52mMultiple Airlines
Thu 9/115:17 pmORD - ALB
2 stops15h 53mMultiple Airlines
Deal found 8/11$232
This Southwest deal was found by Cheapflights users on 8/12. 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 9/42:30 pmALB - MDW
2 stops8h 55mSouthwest
Mon 9/83:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 8/12$232
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/46:30 pmALB - ORD
Nonstop2h 39mUnited Airlines
Sun 9/79:10 amORD - ALB
Nonstop2h 06mUnited Airlines
Deal found 8/12$234
This Southwest deal was found by Cheapflights users on 8/12. 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 9/41:00 pmALB - MDW
Nonstop2h 05mSouthwest
Sun 9/710:05 amMDW - ALB
Nonstop1h 55mSouthwest
Deal found 8/12$234
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/206:00 amALB - ORD
1 stop4h 36mUnited Airlines
Mon 9/229:10 amORD - ALB
Nonstop2h 06mUnited Airlines
Deal found 8/12$235
This Southwest deal was found by Cheapflights users on 8/12. 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 9/36:15 pmALB - MDW
Nonstop2h 10mSouthwest
Fri 9/512:55 pmMDW - ALB
2 stops9h 05mSouthwest
Deal found 8/12$235
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 9/46:00 amALB - ORD
1 stop5h 20mDelta
Mon 9/86:00 amORD - ALB
1 stop6h 24mDelta
Deal found 8/12$237
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 10/26:00 amALB - MDW
1 stop3h 40mDelta
Mon 10/66:23 pmMDW - ALB
1 stop3h 53mDelta
Deal found 8/12$237
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/225:56 pmALB - ORD
Nonstop2h 30mAmerican Airlines
Thu 10/232:14 pmORD - ALB
Nonstop2h 12mAmerican Airlines
Deal found 8/13$238
This Delta deal was found by Cheapflights users on 8/13. 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 8/302:25 pmALB - ORD
1 stop5h 54mDelta
Wed 9/36:00 amORD - ALB
1 stop6h 28mDelta
Deal found 8/13$239

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 August 14, 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

Tue 9/9

6:00 am-12:02 pm

1 stop7h 02m

Chicago O'Hare Intl

Tue 9/16

8:10 am-11:20 am

Nonstop2h 10m

$229

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 10/31

10:29 am-5:38 pm

1 stop8h 09m

Chicago O'Hare Intl

Sun 11/2

3:00 pm-10:39 am

2 stops18h 39m

$229

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 8/30

4:35 pm-8:11 pm

1 stop4h 36m

Chicago O'Hare Intl

Wed 9/3

10:45 am-1:59 pm

Nonstop2h 14m

$229

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 9/19

6:30 pm-8:09 pm

Nonstop2h 39m

Chicago O'Hare Intl

Tue 9/23

8:50 am-2:11 pm

1 stop4h 21m

$230

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sun 9/7

6:00 am-9:36 am

1 stop4h 36m

Chicago O'Hare Intl

Wed 9/10

1:55 pm-5:02 pm

Nonstop2h 07m

$230

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 9/8

7:04 pm-10:39 pm

1 stop4h 35m

Chicago O'Hare Intl

Tue 9/9

2:21 pm-5:33 pm

Nonstop2h 12m

$230

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 9/29

7:35 pm-11:15 pm

1 stop4h 40m

Chicago O'Hare Intl

Wed 10/1

7:40 am-10:46 am

Nonstop2h 06m

$230

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 9/9

6:04 pm-7:37 pm

Nonstop2h 33m

Chicago O'Hare Intl

Sun 9/14

5:00 am-10:55 am

1 stop4h 55m

$230

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 10/22

5:56 pm-7:26 pm

Nonstop2h 30m

Chicago O'Hare Intl

Thu 10/23

5:22 am-12:57 pm

1 stop6h 35m

$230

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 10/22

1:15 pm-7:10 pm

2 stops6h 55m

Chicago Midway

Thu 10/23

9:40 am-12:30 pm

Nonstop1h 50m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 45 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 August 8, 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 August 14, 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 12% on your trip compared to booking a flight at noon.

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 August 10, 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 August 14, 2025.

The most flights from ALB to CHI are scheduled on a Monday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 August 14, 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
4,247 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,247 reviews
Southwest
8.0
Very good
4,247 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,247 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,922 reviews
Southwest
8.0
Very good
4,247 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,247 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 18 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Albany Intl on a regular basis.

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

    American Airlines, at $230, was found to be the cheapest airline from Albany, New York to Chicago. An alternate airline flying to your destination would be Southwest. You may be able to fly from Albany, New York to Chicago for 34% less than the average price by searching for these airlines.

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

    Consider ANA (83%), American Airlines (66%) or Envoy Air (66%) 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 $129. While the most popular route (Albany Intl - Chicago O'Hare Intl) can be booked for $194 on average our data indicates $1,063 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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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$328FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$230Average$333FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$249Average$374FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$334FlexibilityNo cancel feeOn-time71%

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