$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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
ALB — CHI
Jul 31 — Aug 71
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 September, booked 64 days in advance, depart on a Friday or Thursday and return on a Wednesday
Cheap flight deals from Albany to Chicago
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Best
Last-minute
One-way
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 July 1, 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 July 1, 2026.
This Delta deal was found by Cheapflights users on 6/30. 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 10/16:23 pm
ALB
- ORD
1 stop6h 36m
Delta
Sat 10/35:10 pm
ORD
- ALB
1 stop4h 58m
Delta
Deal found 6/30![Delta logo]()
$304
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am
ALB
- MDW
1 stop4h 07m
Delta
Sat 10/34:30 pm
MDW
- ALB
1 stop6h 25m
Delta
Deal found 7/1![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 6/29. 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 10/77:20 pm
ALB
- ORD
Nonstop2h 52m
American Airlines
Sat 10/107:52 pm
ORD
- ALB
Nonstop2h 21m
American Airlines
Deal found 6/29![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/286:46 am
ALB
- ORD
Nonstop2h 43m
American Airlines
Fri 7/318:59 pm
ORD
- ALB
Nonstop2h 14m
American Airlines
Deal found 6/30![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/29. 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 8/63:38 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Sun 8/98:39 pm
ORD
- ALB
Nonstop2h 19m
American Airlines
Deal found 6/29![American Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 6/29. 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 8/276:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Fri 8/286:10 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/29![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 6/29. 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 8/58:35 am
ALB
- MDW
2 stops7h 50m
Southwest
Tue 8/118:30 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 6/29![Southwest logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/27. 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 8/156:00 am
ALB
- ORD
Nonstop2h 33m
United Airlines
Sun 8/162:29 pm
ORD
- ALB
Nonstop2h 13m
United Airlines
Deal found 6/27![United Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/317:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Mon 8/108:05 am
ORD
- ALB
1 stop10h 07m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 8/56:00 am
ALB
- MDW
1 stop4h 17m
Delta
Tue 8/115:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 6/30![Delta logo]()
$318
This American Airlines deal was found by Cheapflights users on 6/28. 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 10/25:27 pm
ALB
- ORD
1 stop6h 08m
American Airlines
Sat 10/32:50 pm
ORD
- ALB
Nonstop2h 15m
American Airlines
Deal found 6/28![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 6/29. 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 7/247:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Wed 7/297:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/29![Southwest logo]()
$319
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 July 1, 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 July 1, 2026.
This Southwest deal was found by Cheapflights users on 6/30. 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 12/57:50 am
ALB
- MDW
Nonstop2h 20m
Southwest
Thu 12/311:25 pm
MDW
- ALB
Nonstop1h 50m
Southwest
Deal found 6/30![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 6/28. 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 7/228:15 am
ALB
- ORD
Nonstop2h 45m
United Airlines
Sun 7/267:30 am
ORD
- ALB
Nonstop2h 13m
United Airlines
Deal found 6/28![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 6/29. 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 9/189:36 am
ALB
- ORD
1 stop4h 23m
Delta
Tue 9/223:40 pm
ORD
- ALB
1 stop7h 15m
Delta
Deal found 6/29![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 6/29. 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 7/247:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Wed 7/297:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/29![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 6/30. 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 10/229:36 am
ALB
- MDW
1 stop4h 12m
Delta
Sun 10/259:29 am
MDW
- ALB
1 stop6h 03m
Delta
Deal found 6/30![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 6/29. 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 9/269:55 am
ALB
- ORD
Nonstop2h 34m
United Airlines
Wed 9/302:30 pm
ORD
- ALB
Nonstop2h 12m
United Airlines
Deal found 6/29![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 6/26. 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 8/136:58 pm
ALB
- ORD
1 stop5h 59m
Delta
Mon 8/171:41 pm
ORD
- ALB
2 stops9h 16m
Delta
Deal found 6/26![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 6/29. 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 12/184:30 pm
ALB
- MDW
1 stop5h 30m
Southwest
Tue 12/227:50 am
MDW
- ALB
2 stops8h 25m
Southwest
Deal found 6/29![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 6/28. 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 8/1112:25 pm
ALB
- ORD
2 stops9h 30m
Delta
Mon 8/171:41 pm
ORD
- ALB
2 stops8h 36m
Delta
Deal found 6/28![Delta logo]()
$356
This Southwest deal was found by Cheapflights users on 6/30. 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 7/239:55 am
ALB
- MDW
2 stops8h 50m
Southwest
Sun 7/265:05 am
MDW
- ALB
1 stop6h 20m
Southwest
Deal found 6/30![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 6/27. 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 7/84:23 pm
ALB
- ORD
Nonstop2h 36m
United Airlines
Sun 7/1212:08 pm
ORD
- ALB
Nonstop2h 09m
United Airlines
Deal found 6/27![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 6/28. 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.
Mon 8/175:45 am
ALB
- ORD
2 stops9h 24m
Delta
Thu 8/2011:23 am
ORD
- ALB
2 stops10h 42m
Delta
Deal found 6/28![Delta logo]()
$365
This Southwest deal was found by Cheapflights users on 6/28. 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 9/33:10 pm
ALB
- MDW
2 stops7h 45m
Southwest
Mon 9/79:20 am
MDW
- ALB
2 stops7h 05m
Southwest
Deal found 6/28![Southwest logo]()
$395
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/176:10 am
ALB
- ORD
Nonstop2h 37m
United Airlines
Mon 7/206:15 pm
ORD
- ALB
Nonstop2h 12m
United Airlines
Deal found 6/30![United Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 6/26. 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 9/412:25 pm
ALB
- ORD
2 stops9h 05m
Delta
Mon 9/75:20 pm
ORD
- ALB
1 stop4h 45m
Delta
Deal found 6/26![Delta logo]()
$391
This Southwest deal was found by Cheapflights users on 6/29. 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.
Sun 10/251:15 pm
ALB
- MDW
2 stops8h 20m
Southwest
Fri 10/307:45 am
MDW
- ALB
2 stops5h 35m
Southwest
Deal found 6/29![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 6/28. 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 9/312:25 pm
ALB
- ORD
2 stops9h 05m
Delta
Mon 9/76:59 am
ORD
- ALB
2 stops10h 02m
Delta
Deal found 6/28![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 6/26. 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 7/276:05 am
ALB
- MDW
2 stops8h 40m
Southwest
Mon 8/35:20 pm
MDW
- ALB
1 stop5h 30m
Southwest
Deal found 6/26![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 6/27. 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 7/1412:55 pm
ALB
- MDW
2 stops8h 00m
Southwest
Sun 7/197:40 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/27![Southwest logo]()
$418
This Delta deal was found by Cheapflights users on 6/29. 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 10/165:50 am
ALB
- MDW
2 stops7h 15m
Delta
Sun 10/181:28 pm
MDW
- ALB
2 stops9h 28m
Delta
Deal found 6/29![Delta logo]()
$427
Last-minute flights from Albany to ChicagoDiscover last-minute flight deals from Albany to Chicago. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Albany to Chicago. Data last updated July 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/107:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Mon 7/138:05 am
ORD
- ALB
1 stop9h 58m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/207:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Fri 7/248:05 am
ORD
- ALB
1 stop9h 58m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/207:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Sat 7/255:13 pm
ORD
- ALB
1 stop25h 39m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 6/26. 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 7/233:20 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Tue 7/287:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/26![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 6/29. 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 7/247:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Wed 7/297:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/29![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 6/26. 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.
Mon 7/276:54 pm
ALB
- ORD
1 stop5h 59m
Delta
Wed 7/292:07 pm
ORD
- ALB
2 stops8h 10m
Delta
Deal found 6/26![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/286:46 am
ALB
- ORD
Nonstop2h 43m
American Airlines
Fri 7/318:59 pm
ORD
- ALB
Nonstop2h 14m
American Airlines
Deal found 6/30![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/28. 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 7/287:56 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Thu 7/308:00 am
ORD
- ALB
1 stop5h 42m
American Airlines
Deal found 6/28![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 6/30. 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 7/286:00 am
ALB
- ORD
2 stops8h 03m
Delta
Wed 8/51:59 pm
ORD
- ALB
2 stops8h 18m
Delta
Deal found 6/30![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 6/28. 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 7/283:05 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Thu 7/307:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 6/28![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/307:56 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Thu 8/67:10 am
ORD
- ALB
Nonstop2h 15m
American Airlines
Deal found 6/30![American Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/317:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Mon 8/108:05 am
ORD
- ALB
1 stop10h 07m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$317
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 July 1, 2026.
Search for one-way flight options from Albany to Chicago. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/277:53 pm
ALB
- ORD
1 stop17h 22m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/2711:15 am
ALB
- ORD
1 stop29h 11m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/201:15 pm
ALB
- ORD
1 stop24h 35m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/2711:15 am
ALB
- ORD
1 stop26h 35m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$122
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/214:23 pm
ALB
- ORD
Nonstop2h 36m
United Airlines
Deal found 6/30![United Airlines logo]()
$135
This Southwest deal was found by Cheapflights users on 6/27. 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 8/196:20 pm
ALB
- MDW
Nonstop2h 05m
Southwest
Deal found 6/27![Southwest logo]()
$135
This American Airlines deal was found by Cheapflights users on 6/28. 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 10/111:57 am
ALB
- ORD
Nonstop2h 41m
American Airlines
Deal found 6/28![American Airlines logo]()
$136
This Southwest deal was found by Cheapflights users on 6/26. 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 8/246:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 6/26![Southwest logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 6/30. 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
ALB
- ORD
1 stop28h 41m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$140
This Delta deal was found by Cheapflights users on 6/30. 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 8/256:15 am
ALB
- MDW
1 stop6h 36m
Delta
Deal found 6/30![Delta logo]()
$145
This Delta deal was found by Cheapflights users on 6/29. 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 10/16:00 am
ALB
- MDW
1 stop4h 07m
Delta
Deal found 6/29![Delta logo]()
$146
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:36 am
ALB
- MDW
2 stops9h 43m
Delta
Deal found 7/1![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 July 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $304 (Delta) |
One-way from | $110 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $410 |
Good round-trip deal | $414 or less |
Good one-way deal | $227 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 July 1, 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
Quickest round-trip
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Sat 12/5
7:50 am-9:10 am
Nonstop2h 20m
Chicago Midway
Thu 12/31
1:25 pm-4:15 pm
Nonstop1h 50m
$309
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Wed 7/22
8:15 am-10:00 am
Nonstop2h 45m
Chicago O'Hare Intl
Sun 7/26
7:30 am-10:43 am
Nonstop2h 13m
$319
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 7/24
7:15 pm-8:30 pm
Nonstop2h 15m
Chicago Midway
Wed 7/29
7:45 am-10:45 am
Nonstop2h 00m
$319
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Fri 9/18
9:36 am-12:59 pm
1 stop4h 23m
Chicago O'Hare Intl
Tue 9/22
3:40 pm-11:55 pm
1 stop7h 15m
$329
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Thu 10/22
9:36 am-12:48 pm
1 stop4h 12m
Chicago Midway
Sun 10/25
9:29 am-4:32 pm
1 stop6h 03m
$344
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Sat 9/26
9:55 am-11:29 am
Nonstop2h 34m
Chicago O'Hare Intl
Wed 9/30
2:30 pm-5:42 pm
Nonstop2h 12m
$349
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Thu 8/13
6:58 pm-11:57 pm
1 stop5h 59m
Chicago O'Hare Intl
Mon 8/17
1:41 pm-11:57 pm
2 stops9h 16m
$349
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Tue 8/11
12:25 pm-8:55 pm
2 stops9h 30m
Chicago O'Hare Intl
Mon 8/17
1:41 pm-11:17 pm
2 stops8h 36m
$356
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Mon 8/17
5:45 am-2:09 pm
2 stops9h 24m
Chicago O'Hare Intl
Thu 8/20
11:23 am-11:05 pm
2 stops10h 42m
$365
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 12/18
4:30 pm-9:00 pm
1 stop5h 30m
Chicago Midway
Tue 12/22
7:50 am-5:15 pm
2 stops8h 25m
$373
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 July.
| 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-MDW
ALB-ORD
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-MDW
ALB-ORD
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 $126). Flying from Albany, New York to Chicago in June is currently the most expensive (average of $269). 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 1, 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 17% 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 July 1, 2026.
The most flights from ALB to CHI are scheduled on a Monday (26 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?
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 78 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 June 27, 2026.
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 afternoons 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 1, 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.
Overall
7.9
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
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
Hammond
Lansing
Merrillville
Valparaiso
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 July 1, 2026.
Complete your trip
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Albany and Chicago flights
Browse other Albany and Chicago flight options. Last updated on July 1, 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 July 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$243 | Average$392 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$246 | Average$365 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$267 | Average$364 | FlexibilityNo cancel fee | On-time63% |