$119+ Cheap flights from Chicago (CHI) to Vermont
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Cheapest flights from Chicago to VermontExplore the most affordable flight options available from Chicago to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Chicago to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 10/64:45 pm -
1 stop4h 35m
Wed 10/72:50 pm -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$262
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/27:40 pm -
Nonstop2h 19m
Tue 10/65:05 am -
1 stop5h 06m
Deal found 9/9![American Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 9/9. 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 12/48:50 am -
1 stop4h 40m
Tue 12/87:50 am -
Nonstop2h 20m
Deal found 9/9![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 9/9. 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 10/219:35 am -
2 stops8h 40m
Sat 10/249:35 am -
2 stops8h 50m
Deal found 9/9![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 9/8. 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 10/25:10 pm -
1 stop5h 11m
Tue 10/65:50 am -
1 stop5h 38m
Deal found 9/8![Delta logo]()
$276
This Delta deal was found by Cheapflights users on 9/8. 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 10/306:44 pm -
1 stop3h 43m
Tue 11/36:00 am -
1 stop4h 32m
Deal found 9/8![Delta logo]()
$276
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:50 pm -
1 stop21h 28m
Sat 10/36:25 am -
1 stop4h 33m
Deal found 9/9![Multiple Airlines logo]()
$279
This Expedia deal was found by Cheapflights users on 9/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:35 pm -
1 stop8h 24m
Sun 11/2212:26 pm -
1 stop13h 16m
Deal found 9/8![Multiple Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 9/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:35 pm -
1 stop8h 24m
Mon 11/3012:26 pm -
1 stop13h 16m
Deal found 9/5![Multiple Airlines logo]()
$283
This KAYAK deal was found by Cheapflights users on 9/9. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Sun 10/186:25 am -
1 stop5h 59m
Deal found 9/9![JetBlue logo]()
$285
This Gotogate deal was found by Cheapflights users on 9/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:50 pm -
1 stop21h 28m
Thu 9/243:16 pm -
1 stop8h 43m
Deal found 9/9![Frontier logo]()
$286
This Southwest deal was found by Cheapflights users on 9/8. 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 10/289:35 am -
2 stops8h 40m
Sat 10/315:40 am -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$286
Best flights from Chicago to VermontDiscover carefully curated flight deals from Chicago to Vermont that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Chicago to Vermont that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/102:36 pm -
Nonstop2h 18m
Thu 11/1212:37 pm -
Nonstop2h 52m
Deal found 9/9![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/8. 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 10/108:00 am -
Nonstop2h 10m
Wed 10/1412:55 pm -
1 stop4h 10m
Deal found 9/8![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/255:54 pm -
1 stop5h 05m
Fri 10/26:33 pm -
Nonstop2h 57m
Deal found 9/4![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/8. 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 10/146:04 am -
1 stop5h 49m
Thu 10/155:23 am -
1 stop5h 09m
Deal found 9/8![Delta logo]()
$317
This United deal was found by Cheapflights users on 9/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am -
1 stop6h 47m
Tue 10/273:53 pm -
1 stop5h 47m
Deal found 9/8![Multiple Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/155:50 pm -
Nonstop2h 23m
Tue 10/206:10 am -
Nonstop2h 39m
Deal found 9/9![United Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 9/9. 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 11/109:55 am -
1 stop4h 25m
Thu 11/126:40 pm -
Nonstop2h 25m
Deal found 9/9![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/8. 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 10/2412:27 pm -
2 stops7h 40m
Fri 10/306:35 am -
2 stops10h 39m
Deal found 9/8![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 9/9. 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 2/248:15 am -
Nonstop2h 00m
Sun 2/287:10 pm -
Nonstop2h 25m
Deal found 9/9![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/611:35 am -
Nonstop2h 17m
Tue 10/136:00 am -
1 stop4h 38m
Deal found 9/6![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 9/7. 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 10/286:44 pm -
1 stop3h 39m
Sun 11/112:55 pm -
1 stop6h 05m
Deal found 9/7![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/9. 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 10/201:00 pm -
1 stop3h 45m
Fri 10/237:05 pm -
Nonstop2h 20m
Deal found 9/9![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/56:28 pm -
Nonstop2h 22m
Sun 11/86:00 am -
1 stop5h 48m
Deal found 9/7![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 9/8. 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 10/95:29 pm -
1 stop4h 58m
Sun 10/116:55 am -
1 stop4h 33m
Deal found 9/8![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 9/7. 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 12/67:45 am -
2 stops8h 20m
Sat 12/1210:05 am -
1 stop7h 25m
Deal found 9/7![Southwest logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/208:50 am -
1 stop4h 24m
Tue 10/2710:00 am -
1 stop8h 00m
Deal found 9/6![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 9/6. 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 11/64:19 pm -
1 stop6h 40m
Sun 11/87:25 am -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 9/6. 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 10/26:50 pm -
Nonstop1h 55m
Mon 10/56:00 am -
1 stop5h 00m
Deal found 9/6![Southwest logo]()
$337
This United deal was found by Cheapflights users on 9/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:59 pm -
1 stop22h 48m
Wed 10/283:53 pm -
1 stop18h 41m
Deal found 9/8![Multiple Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 9/7. 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 11/253:59 pm -
1 stop6h 54m
Fri 11/276:00 am -
1 stop5h 38m
Deal found 9/7![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/256:28 pm -
Nonstop2h 22m
Tue 12/14:47 pm -
Nonstop2h 52m
Deal found 9/9![United Airlines logo]()
$379
This KAYAK deal was found by Cheapflights users on 9/8. 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.
Wed 10/78:24 pm -
1 stop23h 16m
Sun 10/119:05 am -
1 stop24h 42m
Deal found 9/8![Multiple Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 9/8. 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 11/196:20 pm -
Nonstop2h 00m
Sun 11/227:25 am -
Nonstop2h 30m
Deal found 9/8![Southwest logo]()
$366
This Delta deal was found by Cheapflights users on 9/9. 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 2/2412:30 pm -
2 stops9h 37m
Sun 2/286:00 am -
2 stops7h 33m
Deal found 9/9![Delta logo]()
$379
This KAYAK deal was found by Cheapflights users on 9/8. 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.
Wed 10/79:39 am -
1 stop10h 01m
Mon 10/129:05 am -
1 stop24h 42m
Deal found 9/8![Multiple Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/268:50 am -
1 stop4h 12m
Sun 11/299:37 am -
Nonstop2h 52m
Deal found 9/9![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 9/8. 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 10/23:45 pm -
1 stop6h 35m
Sun 10/46:30 pm -
1 stop6h 40m
Deal found 9/8![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 9/9. 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 11/56:44 pm -
1 stop3h 48m
Sun 11/85:23 am -
1 stop5h 09m
Deal found 9/9![Delta logo]()
$386
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/97:25 am -
Nonstop2h 23m
Tue 10/136:00 am -
1 stop4h 38m
Deal found 9/8![United Airlines logo]()
$392
This United deal was found by Cheapflights users on 9/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:10 am -
1 stop11h 21m
Mon 10/193:35 pm -
3 stops24h 07m
Deal found 9/8![Multiple Airlines logo]()
$527
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated September 10, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 9/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:50 pm -
1 stop21h 28m
Thu 9/243:16 pm -
1 stop8h 43m
Deal found 9/9![Frontier logo]()
$286
This KAYAK deal was found by Cheapflights users on 9/5. 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.
Tue 9/223:00 pm -
1 stop7h 14m
Sat 9/266:25 am -
1 stop4h 33m
Deal found 9/5![JetBlue logo]()
$288
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:50 pm -
1 stop21h 28m
Sat 10/36:25 am -
1 stop4h 33m
Deal found 9/9![Multiple Airlines logo]()
$279
This Kissandfly.com deal was found by Cheapflights users on 9/9. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:30 am -
Nonstop2h 19m
Mon 10/53:16 pm -
1 stop8h 43m
Deal found 9/9![Frontier logo]()
$283
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/27:40 pm -
Nonstop2h 19m
Tue 10/65:05 am -
1 stop5h 06m
Deal found 9/9![American Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 9/8. 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 10/25:10 pm -
1 stop5h 11m
Tue 10/65:50 am -
1 stop5h 38m
Deal found 9/8![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 9/8. 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 10/64:45 pm -
1 stop4h 35m
Wed 10/72:50 pm -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$262
This KAYAK deal was found by Cheapflights users on 9/9. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Sun 10/186:25 am -
1 stop5h 59m
Deal found 9/9![JetBlue logo]()
$285
This JetBlue deal was found by Cheapflights users on 9/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:55 pm -
1 stop8h 03m
Mon 10/196:25 am -
1 stop5h 59m
Deal found 9/9![JetBlue logo]()
$287
This Southwest deal was found by Cheapflights users on 9/9. 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 10/219:35 am -
2 stops8h 40m
Sat 10/249:35 am -
2 stops8h 50m
Deal found 9/9![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/8. 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 10/289:35 am -
2 stops8h 40m
Sat 10/315:40 am -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 9/8. 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 10/306:44 pm -
1 stop3h 43m
Tue 11/36:00 am -
1 stop4h 32m
Deal found 9/8![Delta logo]()
$276
One-way flights from Chicago to VermontSearch for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/78:39 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$119
This Southwest deal was found by Cheapflights users on 9/9. 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 11/78:00 am -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$119
This Billigflug deal was found by Cheapflights users on 9/9. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:39 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Alaska Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Sat 9/267:11 am -
1 stop26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 9/9. 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 10/76:00 am -
1 stop4h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 9/7. 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 10/53:45 pm -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$129
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/27:40 pm -
Nonstop2h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$138
This Southwest deal was found by Cheapflights users on 9/9. 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 10/26:50 pm -
Nonstop1h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$138
This Delta deal was found by Cheapflights users on 9/8. 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 11/65:29 pm -
1 stop4h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 9/8. 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 11/66:44 pm -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Sat 9/266:25 am -
2 stops27h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$149
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/611:59 am -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$159
Find flight deals from Chicago to Vermont
Keep the following information in mind while searching for Chicago to Vermont flight deals. Data was last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $262 (Southwest) |
One-way from | $119 (American Airlines) |
Popular in | December |
Cheapest in | November |
Average price | $384 |
Good round-trip deal | $334 or less |
Good one-way deal | $252 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Vermont 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 September 10, 2026.
Use the filters below to find and compare flights from Chicago to Vermont that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoAlbany
ORD Chicago O'Hare Intl - ALB Albany Intl
ORDALB
Chicago O'Hare Intl
Thu 11/5
10:35 am-6:11 pm
1 stop6h 36m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
ORD Chicago O'Hare Intl - ALB Albany Intl
ORDALB
Chicago O'Hare Intl
Wed 11/4
5:05 pm-11:50 pm
1 stop5h 45m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
ORD Chicago O'Hare Intl - ALB Albany Intl
ORDALB
Chicago O'Hare Intl
Sat 11/7
5:29 pm-11:27 pm
1 stop4h 58m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Sat 12/5
6:45 pm-11:32 pm
1 stop3h 47m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Wed 10/7
6:44 pm-11:27 pm
1 stop3h 43m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Wed 10/7
9:35 am-7:15 pm
2 stops8h 40m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$134
ChicagoAlbany
ORD Chicago O'Hare Intl - ALB Albany Intl
ORDALB
Chicago O'Hare Intl
Wed 11/4
7:10 am-10:27 am
Nonstop2h 17m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 10/27
5:31 pm-11:49 pm
1 stop5h 18m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Fri 10/9
6:50 pm-9:50 pm
Nonstop2h 00m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 12/8
9:55 am-7:40 pm
2 stops8h 45m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Vermont
Have a flexible travel schedule? Discover the best time to fly to Vermont from Chicago with our price prediction graph.
MDW-ALB
ORD-ALB
ORD-BDL
MDW-BDL
ORD-BTV
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 Chicago to Vermont
CHI-USVT
MDW-ALB
ORD-ALB
ORD-BDL
MDW-BDL
What is the cheapest month to book a flight from Chicago to Vermont?
Currently, March is the cheapest month in which you can book a flight from Chicago to Vermont (average of $306). Flying from Chicago to Vermont in November is currently the most expensive (average of $545). 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 CHI to VT?
Find hourly flight availability from Chicago to Vermont. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to Vermont
Explore weekly flight availability from Chicago to Vermont. 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 September 10, 2026.
The most flights from CHI to USVT are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Chicago to Vermont?
Airfare is below average for this route at the moment.
Chicago to Vermont flights typically cost between $334 and $492 in November.The cheapest round-trip price found within the last 5 days was $293 on Multiple Airlines (Nov 5-Nov 8).
How far ahead should I book a flight from Chicago to Vermont?
To ensure you get the cheapest price possible for a flight from Chicago to Vermont, you should look to book at least 72 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Chicago to Vermont?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Vermont. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago to Vermont flight should consider departing on Tuesday 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 Vermont
Get insights into the airlines that provide service to Vermont. 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 Vermont. Reviews last updated September 10, 2026.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Vermont have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Crew
8.1
Food
6.6
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Crew
8.1
Food
6.6
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Crew
8.1
Food
6.6
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Vermont. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Vermont
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Complete your trip
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Search flights from Chicago to Vermont by cabin class
Find flights from Chicago to Vermont, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Vermont flights
Browse other Chicago and Vermont flight options. Last updated on September 10, 2026.
Popular flight searches
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Chicago to Vermont flights
Consider these flights traveling from Chicago to Vermont.
Top 2 airlines flying from Chicago to Vermont
Discover the top 2 airlines that operate flights from Chicago to Vermont. 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 September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$368 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$323 | FlexibilityNo cancel fee | On-time71% |