$106+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Sep 18 — Sep 251
Round-trip
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 January or November, booked 64 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Albany to Chicago
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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 August 19, 2026.
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 19, 2026.
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 9/512:15 pm -
1 stop4h 53m
Mon 9/78:39 pm -
Nonstop2h 19m
Deal found 8/15![American Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/41:05 pm -
1 stop26h 40m
Wed 10/77:11 am -
1 stop26h 44m
Deal found 8/18![Multiple Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 8/19. 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 9/1211:25 am -
2 stops6h 45m
Mon 9/146:10 pm -
Nonstop2h 05m
Deal found 8/19![Southwest logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 10/110:36 am -
1 stop7h 52m
Sat 10/37:47 am -
1 stop5h 44m
Deal found 8/17![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/18. 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 10/11:15 pm -
1 stop6h 18m
Sat 10/39:29 am -
1 stop5h 49m
Deal found 8/18![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 10/26:36 pm -
Nonstop2h 54m
Mon 10/55:29 pm -
1 stop4h 54m
Deal found 8/14![American Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 8/17. 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 9/103:10 pm -
1 stop4h 05m
Mon 9/148:05 am -
Nonstop2h 05m
Deal found 8/17![Southwest logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/96:20 am -
Nonstop2h 33m
Mon 10/127:30 am -
Nonstop2h 09m
Deal found 8/18![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/14. 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 9/116:05 pm -
Nonstop2h 10m
Mon 9/146:10 pm -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 8/14. 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 9/1210:40 am -
1 stop4h 30m
Sat 9/199:55 am -
2 stops10h 00m
Deal found 8/14![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 8/18. 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 11/196:05 pm -
Nonstop2h 25m
Sat 11/2110:10 am -
2 stops6h 50m
Deal found 8/18![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 8/18. 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 10/26:23 pm -
1 stop6h 36m
Sat 10/38:55 am -
1 stop6h 23m
Deal found 8/18![Delta logo]()
$288
Best flights from Albany to ChicagoDiscover carefully curated flight deals from Albany to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
Discover carefully curated flight deals from Albany to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 11/57:16 pm -
1 stop5h 36m
Mon 11/97:00 am -
1 stop3h 51m
Deal found 8/14![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/17. 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 10/66:25 pm -
Nonstop2h 10m
Wed 10/76:05 pm -
Nonstop1h 55m
Deal found 8/17![Southwest logo]()
$288
This United Airlines deal was found by Cheapflights users on 8/18. 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 11/58:40 am -
Nonstop2h 45m
Sun 11/86:15 pm -
Nonstop2h 18m
Deal found 8/18![United Airlines logo]()
$308
This KAYAK deal was found by Cheapflights users on 8/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:38 pm -
Nonstop2h 51m
Wed 9/211:48 am -
Nonstop2h 20m
Deal found 8/16![American Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 8/19. 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 10/312:55 pm -
1 stop4h 19m
Mon 10/58:55 am -
1 stop6h 23m
Deal found 8/19![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/14. 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 9/113:10 pm -
2 stops8h 15m
Mon 9/148:05 am -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 8/19. 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 10/312:55 pm -
1 stop6h 27m
Mon 10/59:29 am -
1 stop5h 49m
Deal found 8/19![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 9/512:00 pm -
Nonstop2h 32m
Mon 9/77:15 am -
Nonstop2h 09m
Deal found 8/15![United Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 8/16. 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.
Thu 11/197:50 am -
Nonstop2h 20m
Fri 11/201:20 pm -
Nonstop1h 50m
Deal found 8/16![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 8/14. 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.
Thu 10/17:15 pm -
Nonstop2h 10m
Sun 10/41:05 pm -
Nonstop1h 55m
Deal found 8/14![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 8/19. 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 10/36:03 am -
1 stop6h 45m
Mon 10/57:30 am -
Nonstop2h 09m
Deal found 8/19![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/17. 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 10/226:00 am -
1 stop4h 17m
Sun 10/256:44 pm -
1 stop3h 43m
Deal found 8/17![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Sat 9/1210:00 am -
1 stop7h 29m
Thu 9/177:15 am -
Nonstop2h 09m
Deal found 8/16![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/146:05 pm -
Nonstop2h 10m
Fri 9/186:10 pm -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 8/16. 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.
Thu 12/36:05 pm -
Nonstop2h 25m
Sun 12/611:10 am -
2 stops6h 05m
Deal found 8/16![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Fri 10/29:55 am -
Nonstop2h 34m
Sun 10/411:59 am -
Nonstop2h 05m
Deal found 8/16![United Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 8/17. 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 11/56:50 pm -
Nonstop2h 30m
Sun 11/85:10 am -
1 stop6h 30m
Deal found 8/17![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 9/96:00 am -
2 stops9h 52m
Sat 9/126:30 am -
1 stop6h 44m
Deal found 8/14![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 8/228:10 am -
Nonstop2h 35m
Wed 8/267:15 am -
Nonstop2h 09m
Deal found 8/15![United Airlines logo]()
$447
Last-minute flights from Albany to ChicagoDiscover last-minute flight deals from Albany to Chicago. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Albany to Chicago. Data last updated August 19, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 8/258:10 am -
Nonstop2h 35m
Sat 9/512:00 pm -
Nonstop2h 04m
Deal found 8/17![United Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 8/277:18 pm -
1 stop19h 02m
Sat 8/298:05 am -
1 stop25h 20m
Deal found 8/16![Multiple Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:13 pm -
Nonstop2h 47m
Tue 9/111:48 am -
Nonstop2h 20m
Deal found 8/16![American Airlines logo]()
$447
This Southwest deal was found by Cheapflights users on 8/15. 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.
Sat 9/55:50 am -
2 stops11h 55m
Mon 9/78:05 am -
Nonstop2h 05m
Deal found 8/15![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 8/17. 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 9/53:55 pm -
Nonstop2h 05m
Tue 9/812:45 pm -
Nonstop1h 50m
Deal found 8/17![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:28 pm -
1 stop5h 16m
Sat 9/125:37 pm -
1 stop4h 45m
Deal found 8/15![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/15. 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.
Wed 9/91:25 pm -
1 stop4h 30m
Sat 9/129:05 am -
2 stops5h 45m
Deal found 8/15![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 8/17. 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 9/103:10 pm -
1 stop4h 05m
Mon 9/148:05 am -
Nonstop2h 05m
Deal found 8/17![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 8/14. 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 9/116:05 pm -
Nonstop2h 10m
Mon 9/146:10 pm -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 8/16. 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 9/116:28 pm -
1 stop5h 16m
Sat 9/125:37 pm -
1 stop4h 45m
Deal found 8/16![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 8/19. 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 9/1211:25 am -
2 stops6h 45m
Mon 9/146:10 pm -
Nonstop2h 05m
Deal found 8/19![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 8/14. 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 9/1210:40 am -
1 stop4h 30m
Sat 9/199:55 am -
2 stops10h 00m
Deal found 8/14![Southwest logo]()
$282
One-way flights from Albany to ChicagoSearch for one-way flight options from Albany to Chicago. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
Search for one-way flight options from Albany to Chicago. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/1711:15 am -
1 stop28h 30m
Deal found 8/15![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:39 pm -
2 stops35h 20m
Deal found 8/14![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/2411:15 am -
1 stop28h 30m
Deal found 8/17![Multiple Airlines logo]()
$126
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 10/112:00 pm -
Nonstop2h 41m
Deal found 8/17![American Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/912:50 pm -
Nonstop2h 10m
Deal found 8/16![Southwest logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sun 9/2011:15 am -
2 stops31h 36m
Deal found 8/19![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Sun 10/1812:10 pm -
1 stop28h 26m
Deal found 8/15![Multiple Airlines logo]()
$138
This Delta deal was found by Cheapflights users on 8/17. 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 9/176:00 am -
1 stop4h 07m
Deal found 8/17![Delta logo]()
$139
This Southwest deal was found by Cheapflights users on 8/15. 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.
Tue 9/86:20 pm -
Nonstop2h 05m
Deal found 8/15![Southwest logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/111:45 am -
2 stops31h 06m
Deal found 8/18![Multiple Airlines logo]()
$143
This Southwest deal was found by Cheapflights users on 8/18. 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 11/186:35 am -
2 stops11h 50m
Deal found 8/18![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 8/16. 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 11/131:00 pm -
1 stop6h 04m
Deal found 8/16![Delta logo]()
$150
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 August 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (American Airlines) |
One-way from | $106 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $348 |
Good round-trip deal | $377 or less |
Good one-way deal | $211 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 7,457,451 searches. Data last updated August 19, 2026.
Use the filters below to find and compare flights from Albany to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AlbanyChicago
ALB Albany Intl - ORD Chicago O'Hare Intl
ALBORD
Albany Intl
Thu 11/5
7:16 pm-11:52 pm
1 stop5h 36m
Chicago O'Hare Intl
Mon 11/9
7:00 am-11:51 am
1 stop3h 51m
$277
AlbanyChicago
ALB Albany Intl - ORD Chicago O'Hare Intl
ALBORD
Albany Intl
Sat 10/3
12:55 pm-4:14 pm
1 stop4h 19m
Chicago O'Hare Intl
Mon 10/5
8:55 am-4:18 pm
1 stop6h 23m
$277
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Sat 10/3
12:55 pm-6:22 pm
1 stop6h 27m
Chicago Midway
Mon 10/5
9:29 am-4:18 pm
1 stop5h 49m
$277
Quickest round-trip
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Tue 10/6
6:25 pm-7:35 pm
Nonstop2h 10m
Chicago Midway
Wed 10/7
6:05 pm-9:00 pm
Nonstop1h 55m
$288
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Fri 9/11
3:10 pm-10:25 pm
2 stops8h 15m
Chicago Midway
Mon 9/14
8:05 am-11:10 am
Nonstop2h 05m
$294
AlbanyChicago
ALB Albany Intl - ORD Chicago O'Hare Intl
ALBORD
Albany Intl
Thu 11/5
8:40 am-10:25 am
Nonstop2h 45m
Chicago O'Hare Intl
Sun 11/8
6:15 pm-9:33 pm
Nonstop2h 18m
$308
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Thu 11/19
7:50 am-9:10 am
Nonstop2h 20m
Chicago Midway
Fri 11/20
1:20 pm-4:10 pm
Nonstop1h 50m
$308
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Thu 10/1
7:15 pm-8:25 pm
Nonstop2h 10m
Chicago Midway
Sun 10/4
1:05 pm-4:00 pm
Nonstop1h 55m
$308
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Mon 9/14
6:05 pm-7:15 pm
Nonstop2h 10m
Chicago Midway
Fri 9/18
6:10 pm-9:15 pm
Nonstop2h 05m
$319
AlbanyChicago
ALB Albany Intl - MDW Chicago Midway
ALBMDW
Albany Intl
Thu 12/3
6:05 pm-7:30 pm
Nonstop2h 25m
Chicago Midway
Sun 12/6
11:10 am-6:15 pm
2 stops6h 05m
$323
Showing 1-10 of 41 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
ALB-CHI
ALB-ORD
ALB-MDW
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
ALB-CHI
ALB-ORD
ALB-MDW
What is the cheapest month to book a flight from Albany, New York to Chicago?
Currently, January is the cheapest month in which you can book a flight from Albany, New York to Chicago (average of $318). Flying from Albany, New York to Chicago in July is currently the most expensive (average of $432). 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 19, 2026.
A simple way to save on the total cost of your ticket is to fly from Albany, New York to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the morning.
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 19, 2026.
The most flights from ALB to CHI are scheduled on a Monday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Albany, New York to Chicago?
Airfare is below average for this route at the moment.
Albany, New York to Chicago flights typically cost between $270 and $497 in September.The cheapest round-trip price found within the last 5 days was $269 on American Airlines (Sep 5-Sep 7).
How far ahead should I book a flight from Albany, New York to Chicago?
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 69 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 15, 2026.
Travelers seeking maximum savings on their Albany, New York to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday 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 August 19, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican 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.
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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 locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 19, 2026.
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Albany and Chicago flights
Browse other Albany and Chicago flight options. Last updated on August 19, 2026.
Other flights from Albany
Browse through other flights departing from Albany. Flights are based on user searches made on Cheapflights and were last updated on August 19, 2026.
Popular flight searches
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Top 3 airlines flying from Albany to Chicago
Discover the top 3 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 7,457,451 searches. Data last updated August 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$411 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$260 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$279 | Average$375 | FlexibilityNo cancel fee | On-time63% |