$93+ Cheap flights from Chicago (CHI) to Vermont
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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Sep 10 — Sep 171
Round-trip
1 adult, Economy
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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
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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 August 11, 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 9/237:11 am -
1 stop26h 14m
Sun 9/2711:15 am -
2 stops23h 05m
Deal found 8/11![Multiple Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 8/10. 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 10/22:45 pm -
2 stops8h 05m
Sat 10/174:50 pm -
Nonstop2h 10m
Deal found 8/10![Southwest logo]()
$269
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Mon 9/285:00 am -
1 stop4h 23m
Mon 9/286:36 pm -
Nonstop2h 54m
Deal found 8/11![American Airlines logo]()
$270
This Southwest deal was found by Cheapflights users on 8/10. 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 10/166:50 pm -
Nonstop1h 55m
Mon 10/195:35 pm -
1 stop5h 25m
Deal found 8/10![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 8/11. 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 10/23:40 pm -
1 stop7h 17m
Tue 10/612:25 pm -
1 stop6h 55m
Deal found 8/11![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 8/6. 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.
Sat 9/57:45 am -
Nonstop2h 00m
Sun 9/612:40 pm -
1 stop10h 55m
Deal found 8/6![Southwest logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/229:20 am -
2 stops23h 24m
Thu 10/2911:55 am -
1 stop28h 29m
Deal found 8/10![Multiple Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/48:39 pm -
Nonstop2h 19m
Mon 9/76:30 pm -
1 stop6h 14m
Deal found 8/11![American Airlines logo]()
$276
This Southwest deal was found by Cheapflights users on 8/9. 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 10/38:10 am -
Nonstop2h 05m
Wed 10/76:25 pm -
Nonstop2h 10m
Deal found 8/9![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 9/56:15 pm -
1 stop4h 43m
Sun 9/66:00 am -
1 stop6h 53m
Deal found 8/9![United Airlines logo]()
$277
This Priceline deal was found by Cheapflights users on 8/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:27 pm -
1 stop5h 53m
Tue 9/11:42 pm -
1 stop10h 45m
Deal found 8/10![Multiple Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/9. 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.
Sat 9/55:45 pm -
1 stop4h 20m
Sun 9/66:00 am -
1 stop4h 17m
Deal found 8/9![Delta logo]()
$277
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 August 11, 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 August 11, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. 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 9/46:15 pm -
Nonstop2h 23m
Mon 9/76:00 am -
Nonstop2h 39m
Deal found 8/10![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/6. 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.
Thu 9/38:05 am -
Nonstop2h 05m
Thu 9/101:15 pm -
1 stop4h 00m
Deal found 8/6![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 8/9. 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.
Tue 9/85:37 pm -
1 stop4h 56m
Tue 9/157:00 am -
1 stop6h 39m
Deal found 8/9![Delta logo]()
$299
This Expedia deal was found by Cheapflights users on 8/10. 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 9/109:38 am -
1 stop7h 44m
Thu 9/1711:00 am -
2 stops13h 08m
Deal found 8/10![Multiple Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 8/10. 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 9/56:30 am -
1 stop6h 25m
Mon 9/76:00 am -
Nonstop2h 39m
Deal found 8/10![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 8/276:42 pm -
1 stop3h 39m
Tue 9/15:14 am -
1 stop5h 45m
Deal found 8/6![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/6. 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.
Mon 9/288:05 am -
Nonstop2h 05m
Fri 10/27:15 pm -
Nonstop2h 10m
Deal found 8/6![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 10/165:50 pm -
Nonstop2h 23m
Tue 10/207:39 pm -
1 stop4h 53m
Deal found 8/7![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 8/11. 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 10/179:29 am -
1 stop5h 33m
Wed 10/217:25 am -
1 stop6h 22m
Deal found 8/11![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/10. 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 9/78:05 am -
Nonstop2h 05m
Mon 9/146:05 pm -
Nonstop2h 10m
Deal found 8/10![Southwest logo]()
$300
This United Airlines deal was found by Cheapflights users on 8/9. 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 9/87:30 am -
Nonstop2h 33m
Tue 9/152:16 pm -
1 stop7h 44m
Deal found 8/9![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 8/11. 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 11/126:44 pm -
1 stop3h 51m
Sat 11/147:10 am -
1 stop6h 25m
Deal found 8/11![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/10. 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 10/18:55 pm -
1 stop10h 20m
Sun 10/45:30 am -
1 stop7h 30m
Deal found 8/10![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 9/185:59 pm -
Nonstop2h 23m
Sun 9/206:00 am -
Nonstop2h 37m
Deal found 8/7![United Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 8/9. 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 9/26:00 am -
1 stop6h 56m
Sun 9/66:00 am -
1 stop7h 40m
Deal found 8/9![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/6. 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.
Sun 9/68:55 am -
1 stop6h 15m
Sun 9/135:30 am -
1 stop7h 20m
Deal found 8/6![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 8/7. 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.
Sat 10/311:35 am -
2 stops10h 58m
Tue 10/65:30 am -
1 stop7h 20m
Deal found 8/7![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 10/317:25 am -
Nonstop2h 18m
Tue 11/310:37 am -
1 stop7h 21m
Deal found 8/6![United Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 8/8. 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 9/55:45 pm -
1 stop4h 36m
Sat 9/126:50 am -
2 stops10h 10m
Deal found 8/8![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 8/10. 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 9/108:45 am -
Nonstop2h 15m
Sun 9/137:50 am -
Nonstop2h 20m
Deal found 8/10![Southwest logo]()
$338
This United deal was found by Cheapflights users on 8/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:10 am -
1 stop8h 01m
Mon 10/2611:33 am -
3 stops28h 21m
Deal found 8/9![Multiple Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/247:30 am -
Nonstop2h 19m
Thu 10/112:38 pm -
Nonstop2h 45m
Deal found 8/11![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 8/6. 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.
Mon 10/51:55 pm -
2 stops8h 10m
Sat 10/107:25 am -
1 stop6h 34m
Deal found 8/6![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 8/7. 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.
Wed 9/98:35 am -
2 stops5h 15m
Wed 9/94:45 pm -
1 stop6h 40m
Deal found 8/7![Southwest logo]()
$340
This Priceline deal was found by Cheapflights users on 8/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:01 am -
1 stop6h 21m
Sat 8/297:09 am -
1 stop6h 50m
Deal found 8/10![Multiple Airlines logo]()
$508
This Southwest deal was found by Cheapflights users on 8/6. 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.
Thu 9/38:45 am -
Nonstop2h 15m
Tue 9/85:55 pm -
Nonstop2h 20m
Deal found 8/6![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 9/36:42 pm -
1 stop4h 09m
Sun 9/65:50 am -
1 stop4h 27m
Deal found 8/7![Delta logo]()
$316
This United deal was found by Cheapflights users on 8/8. 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 8/209:40 pm -
1 stop20h 05m
Sat 8/229:05 am -
1 stop12h 35m
Deal found 8/8![Multiple Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Thu 12/106:20 pm -
Nonstop2h 02m
Sun 1/1010:23 am -
1 stop7h 14m
Deal found 8/6![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 8/9. 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 10/217:40 am -
1 stop6h 05m
Sat 10/248:30 am -
Nonstop2h 10m
Deal found 8/9![Southwest logo]()
$347
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated August 11, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 8/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:27 pm -
1 stop5h 53m
Tue 9/11:42 pm -
1 stop10h 45m
Deal found 8/10![Multiple Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 9/19:25 am -
1 stop7h 05m
Sun 9/66:30 pm -
Nonstop2h 05m
Deal found 8/7![Southwest logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/48:39 pm -
Nonstop2h 19m
Mon 9/76:30 pm -
1 stop6h 14m
Deal found 8/11![American Airlines logo]()
$276
This Southwest deal was found by Cheapflights users on 8/6. 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.
Sat 9/57:45 am -
Nonstop2h 00m
Sun 9/612:40 pm -
1 stop10h 55m
Deal found 8/6![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 9/56:15 pm -
1 stop4h 43m
Sun 9/66:00 am -
1 stop6h 53m
Deal found 8/9![United Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/9. 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.
Sat 9/55:45 pm -
1 stop4h 20m
Sun 9/66:00 am -
1 stop4h 17m
Deal found 8/9![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/8. 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 9/57:50 am -
Nonstop2h 15m
Sun 9/66:15 pm -
Nonstop2h 20m
Deal found 8/8![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:25 pm -
1 stop4h 49m
Mon 9/77:00 am -
Nonstop2h 48m
Deal found 8/7![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:56 am -
Nonstop2h 26m
Sun 9/67:00 am -
Nonstop2h 53m
Deal found 8/7![American Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 9/237:11 am -
1 stop26h 14m
Sun 9/2711:15 am -
2 stops23h 05m
Deal found 8/11![Multiple Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:00 pm -
Nonstop2h 18m
Sat 9/267:09 am -
Nonstop2h 42m
Deal found 8/7![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Mon 9/285:00 am -
1 stop4h 23m
Mon 9/286:36 pm -
Nonstop2h 54m
Deal found 8/11![American Airlines logo]()
$270
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 August 11, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/127:11 am -
1 stop26h 14m
Deal found 8/11![Multiple Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Wed 9/97:11 am -
1 stop26h 14m
Deal found 8/10![Multiple Airlines logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:11 am -
1 stop28h 04m
Deal found 8/6![Multiple Airlines logo]()
$97
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/168:15 am -
Nonstop2h 20m
Deal found 8/11![American Airlines logo]()
$107
This Southwest deal was found by Cheapflights users on 8/11. 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 10/108:10 am -
Nonstop2h 05m
Deal found 8/11![Southwest logo]()
$107
This Southwest deal was found by Cheapflights users on 8/9. 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 9/98:30 am -
Nonstop2h 05m
Deal found 8/9![Southwest logo]()
$108
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/109:00 pm -
Nonstop2h 18m
Deal found 8/11![American Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 8/10. 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 9/108:05 am -
Nonstop2h 05m
Deal found 8/10![Southwest logo]()
$114
This Delta deal was found by Cheapflights users on 8/11. 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 9/85:10 pm -
1 stop5h 12m
Deal found 8/11![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 8/10. 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 9/95:37 pm -
1 stop4h 45m
Deal found 8/10![Delta logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:11 am -
1 stop26h 14m
Deal found 8/8![Multiple Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/38:39 pm -
Nonstop2h 19m
Deal found 8/10![American Airlines logo]()
$120
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Southwest) |
One-way from | $93 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $349 |
Good round-trip deal | $324 or less |
Good one-way deal | $247 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 2,558,603 searches. Data last updated August 11, 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
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Fri 9/4
6:15 pm-9:38 pm
Nonstop2h 23m
Burlington
Mon 9/7
6:00 am-7:39 am
Nonstop2h 39m
$279
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Thu 9/3
8:05 am-11:10 am
Nonstop2h 05m
Albany Intl
Thu 9/10
1:15 pm-4:15 pm
1 stop4h 00m
$289
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Sat 9/5
6:30 am-1:55 pm
1 stop6h 25m
Burlington
Mon 9/7
6:00 am-7:39 am
Nonstop2h 39m
$289
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Fri 10/16
5:50 pm-9:13 pm
Nonstop2h 23m
Burlington
Tue 10/20
7:39 pm-11:32 pm
1 stop4h 53m
$289
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Tue 9/8
7:30 am-11:03 am
Nonstop2h 33m
Burlington
Tue 9/15
2:16 pm-9:00 pm
1 stop7h 44m
$289
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Fri 9/18
5:59 pm-9:22 pm
Nonstop2h 23m
Burlington
Sun 9/20
6:00 am-7:37 am
Nonstop2h 37m
$291
ChicagoBurlington
MDW Chicago Midway - BTV Burlington
MDWBTV
Chicago Midway
Tue 9/8
5:37 pm-11:33 pm
1 stop4h 56m
Burlington
Tue 9/15
7:00 am-12:39 pm
1 stop6h 39m
$299
ChicagoBurlington
MDW Chicago Midway - BTV Burlington
MDWBTV
Chicago Midway
Thu 8/27
6:42 pm-11:21 pm
1 stop3h 39m
Burlington
Tue 9/1
5:14 am-9:59 am
1 stop5h 45m
$299
Quickest round-trip
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Mon 9/28
8:05 am-11:10 am
Nonstop2h 05m
Albany Intl
Fri 10/2
7:15 pm-8:25 pm
Nonstop2h 10m
$299
ChicagoBurlington
MDW Chicago Midway - BTV Burlington
MDWBTV
Chicago Midway
Sat 10/17
9:29 am-4:02 pm
1 stop5h 33m
Burlington
Wed 10/21
7:25 am-12:47 pm
1 stop6h 22m
$299
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.
ORD-ALB
MDW-ALB
ORD-BDL
MDW-BTV
MDW-BDL
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
ORD-ALB
MDW-ALB
ORD-BDL
MDW-BTV
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 $489). 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 August 11, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 17% on the flight price compared to flying in the morning, 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 August 11, 2026.
The most flights from CHI to USVT are scheduled on a Monday (10 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Vermont?
Airfare is typical for this route at the moment.
Chicago to Vermont flights typically cost between $279 and $409 in September.The cheapest round-trip price found within the last 5 days was $279 on United Airlines (Sep 4-Sep 7).
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.
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 August 11, 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.
Overall
7.4
Crew
8.1
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Overall
7.4
Crew
8.1
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Overall
7.4
Crew
8.1
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
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
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Vermont by adding a car rental and/or hotel reservation to your travel itinerary.
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 August 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$371 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$318 | FlexibilityNo cancel fee | On-time71% |