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$155+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$268
(American Airlines)

One-way from

$155
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$363

Good round-trip deal

$348 or less

Good one-way deal

$222 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 July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/3. 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 8/196:07 amALB - ORD
1 stop7h 13mAmerican Airlines
Sun 8/242:11 pmORD - ALB
Nonstop2h 12mAmerican Airlines
Deal found 7/3$268
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/57:25 amALB - MDW
1 stop5h 20mSouthwest
Tue 8/1210:05 amMDW - ALB
Nonstop1h 55mSouthwest
Deal found 7/1$268
This Delta deal was found by Cheapflights users on 7/3. 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.
Tue 7/296:10 amALB - MDW
1 stop3h 34mDelta
Sat 8/24:22 pmMDW - ALB
1 stop6h 29mDelta
Deal found 7/3$269
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 amALB - ORD
2 stops12h 55mSouthwest
Mon 9/2212:40 pmORD - ALB
1 stop9h 50mSouthwest
Deal found 7/1$271
This Delta deal was found by Cheapflights users on 7/2. 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 8/282:08 pmALB - ORD
1 stop4h 54mDelta
Sun 8/315:00 pmORD - ALB
1 stop5h 21mDelta
Deal found 7/2$274
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1811:31 amALB - ORD
2 stops24h 00mMultiple Airlines
Sun 8/245:16 pmORD - ALB
2 stops14h 55mMultiple Airlines
Deal found 7/1$275
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:00 amALB - ORD
Nonstop2h 32mUnited Airlines
Thu 8/1411:59 amORD - ALB
Nonstop2h 10mUnited Airlines
Deal found 7/1$281

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 July 3, 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 8/19

6:07 am-12:20 pm

1 stop7h 13m

Chicago O'Hare Intl

Sun 8/24

2:11 pm-5:23 pm

Nonstop2h 12m

$268

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 8/5

7:25 am-11:45 am

1 stop5h 20m

Chicago Midway

Tue 8/12

10:05 am-1:00 pm

Nonstop1h 55m

$268

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 7/29

6:10 am-8:44 am

1 stop3h 34m

Chicago Midway

Sat 8/2

4:22 pm-11:51 pm

1 stop6h 29m

$269

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 9/15

6:00 am-5:55 pm

2 stops12h 55m

Chicago O'Hare Intl

Mon 9/22

12:40 pm-11:30 pm

1 stop9h 50m

$271

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Thu 8/28

2:08 pm-6:02 pm

1 stop4h 54m

Chicago O'Hare Intl

Sun 8/31

5:00 pm-11:21 pm

1 stop5h 21m

$274

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 8/18

11:31 am-10:31 am

2 stops24h 00m

Chicago O'Hare Intl

Sun 8/24

5:16 pm-9:11 am

2 stops14h 55m

$275

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Mon 8/11

6:00 am-7:32 am

Nonstop2h 32m

Chicago O'Hare Intl

Thu 8/14

11:59 am-3:09 pm

Nonstop2h 10m

$281

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 12/24

6:13 pm-7:50 pm

Nonstop2h 37m

$155

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Fri 11/21

5:20 am-6:45 am

Nonstop2h 25m

$155

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 8/1

9:27 am-4:40 pm

1 stop8h 13m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 16 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 June 27, 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, 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 July 3, 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 14% 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 June 29, 2025.

Travelers seeking maximum savings on their Albany, New York to Chicago flight should consider departing on Friday evenings 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.

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 July 3, 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
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
708 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 11 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 $268, was found to be the cheapest airline from Albany, New York to Chicago.Alternate airlines to your destination round-trip include Southwest and Delta. You may be able to fly from Albany, New York to Chicago for 24% 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 American Airlines. According to our data, you can fly for as low as $155. Users have also found prices from $155 and $165 on Southwest and Delta, respectively.

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

    Consider ANA (92%), Air Canada (75%) or Air New Zealand (75%) 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 $164. While the most popular route (Albany Intl - Chicago O'Hare Intl) can be booked for $211 on average our data indicates $893 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 Albany?

Book flights to Albany if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$229Average$362FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$230Average$330FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$246Average$331FlexibilityNo cancel feeOn-time71%

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