$90+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
ינו' 25 — פב' 11
1 adult, Economy
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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 January, 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 ChicagoExplore 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 דצמבר 26, 2025.
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 דצמבר 26, 2025.
This United Airlines deal was found by Cheapflights users on 12/24. 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.
ש' 12/277:15 pmALB - ORD
2 stops13h 23mUnited Airlines
א' 12/2811:05 amORD - ALB
Nonstop2h 26mUnited Airlines
Deal found 12/24![United Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 12/25. 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.
ב' 12/297:01 amALB - ORD
Nonstop2h 51mAmerican Airlines
ה' 1/19:40 pmORD - ALB
Nonstop2h 15mAmerican Airlines
Deal found 12/25![American Airlines logo]()
$524
This American Airlines deal was found by Cheapflights users on 12/23. 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.
א' 12/287:01 amALB - ORD
Nonstop2h 51mAmerican Airlines
ד' 12/318:20 amORD - ALB
Nonstop2h 18mAmerican Airlines
Deal found 12/23![American Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 12/23. 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.
א' 12/285:10 amALB - MDW
Nonstop2h 20mSouthwest
ד' 12/311:25 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 12/23![Southwest logo]()
$559
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
ג' 12/301:20 pmALB - ORD
1 stop6h 32mMultiple Airlines
ב' 1/52:15 pmORD - ALB
2 stops20h 18mMultiple Airlines
Deal found 12/25![Multiple Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 12/25. 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.
ב' 12/296:07 amALB - MDW
1 stop6h 51mDelta
ה' 1/16:00 amMDW - ALB
1 stop6h 18mDelta
Deal found 12/25![Delta logo]()
$585
This United Airlines deal was found by Cheapflights users on 12/25. 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.
ב' 12/297:15 pmALB - ORD
2 stops15h 34mUnited Airlines
ה' 1/16:21 pmORD - ALB
1 stop4h 20mUnited Airlines
Deal found 12/25![United Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 12/24. 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.
ג' 12/307:01 amALB - ORD
Nonstop2h 51mAmerican Airlines
ו' 1/22:33 pmORD - ALB
Nonstop2h 11mAmerican Airlines
Deal found 12/24![American Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 12/24. 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.
ד' 12/247:01 amALB - ORD
Nonstop2h 43mAmerican Airlines
ש' 12/279:40 pmORD - ALB
Nonstop2h 15mAmerican Airlines
Deal found 12/24![American Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 12/24. 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.
ה' 12/255:10 amALB - MDW
Nonstop2h 20mSouthwest
א' 12/2810:00 amMDW - ALB
Nonstop2h 00mSouthwest
Deal found 12/24![Southwest logo]()
$755
This Southwest deal was found by Cheapflights users on 12/25. 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.
ש' 12/278:30 pmALB - MDW
Nonstop2h 15mSouthwest
ג' 12/3010:00 amMDW - ALB
Nonstop2h 00mSouthwest
Deal found 12/25![Southwest logo]()
$756
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 דצמבר 26, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $274 (Kiwi.com) |
One-way from | $90 (Mytrip) |
Popular in | February |
Cheapest in | September |
Average price | $350 |
Good round-trip deal | $371 or less |
Good one-way deal | $208 or less |
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 דצמבר 26, 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
ש' 1/17
3:35 pm-7:00 pm
1 stop4h 25m
Chicago Midway
ש' 1/24
6:40 am-12:10 pm
1 stop4h 30m
$289
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
א' 1/18
10:30 am-12:23 pm
Nonstop2h 53m
Chicago O'Hare Intl
ב' 1/19
8:50 pm-11:55 pm
Nonstop2h 05m
$291
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
ש' 1/17
4:20 pm-6:09 pm
Nonstop2h 49m
Chicago O'Hare Intl
ג' 1/20
11:05 am-2:31 pm
Nonstop2h 26m
$293
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
ד' 2/25
10:10 am-11:43 am
Nonstop2h 33m
Chicago O'Hare Intl
א' 3/1
5:50 pm-8:56 pm
Nonstop2h 06m
$299
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
ו' 2/20
4:50 pm-6:31 pm
Nonstop2h 41m
Chicago O'Hare Intl
ג' 2/24
10:55 am-2:05 pm
Nonstop2h 10m
$299
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
ו' 2/20
2:30 pm-8:39 pm
1 stop7h 09m
Chicago O'Hare Intl
ד' 2/25
7:10 am-1:46 pm
1 stop5h 36m
$319
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
ו' 1/16
7:02 am-8:55 am
Nonstop2h 53m
Chicago O'Hare Intl
ב' 1/19
8:50 pm-11:55 pm
Nonstop2h 05m
$319
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
ש' 1/17
3:35 pm-7:00 pm
1 stop4h 25m
Chicago Midway
ב' 1/26
8:10 am-6:25 pm
2 stops9h 15m
$324
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
ו' 2/27
5:30 am-8:54 am
1 stop4h 24m
Chicago Midway
ב' 3/2
6:20 pm-11:24 pm
1 stop4h 04m
$329
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
ה' 1/15
12:35 pm-6:10 pm
1 stop6h 35m
Chicago Midway
ב' 1/19
1:25 pm-4:15 pm
Nonstop1h 50m
$329
Showing 1-10 of 36 results
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 December.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Albany, New York-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Albany, New York-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December 19, 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 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 $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 דצמבר 26, 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 17% 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 December 20, 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. Monday 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 דצמבר 26, 2025.
The most flights from ALB to CHI are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, 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 דצמבר 26, 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.
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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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.
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 דצמבר 26, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$134 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$353 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$235 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$249 | Average$341 | FlexibilityNo cancel fee | On-time71% |