$98+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Aug 13 — Aug 201
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 July 14, 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 July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/227:00 am
ORD
- BTV
1 stop8h 35m
Multiple Airlines
Tue 10/275:15 pm
BTV
- ORD
1 stop21h 11m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$196
This United Airlines deal was found by Cheapflights users on 7/13. 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 8/76:15 pm
ORD
- BTV
Nonstop2h 19m
United Airlines
Mon 8/106:00 am
BTV
- ORD
Nonstop2h 44m
United Airlines
Deal found 7/13![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/243:40 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Mon 8/317:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/10![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 7/12. 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 8/263:40 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Wed 9/27:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/12![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:04 pm
ORD
- BTV
Nonstop2h 24m
American Airlines
Fri 9/47:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/14![American Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/1011:30 am
ORD
- BTV
Nonstop2h 22m
United Airlines
Sun 9/136:00 am
BTV
- ORD
Nonstop2h 37m
United Airlines
Deal found 7/12![United Airlines logo]()
$283
This Frontier deal was found by Cheapflights users on 7/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:26 am
ORD
- BDL
1 stop9h 35m
Frontier
Sun 10/48:55 pm
BDL
- ORD
1 stop12h 26m
Frontier
Deal found 7/10![Frontier logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/197:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Wed 8/267:40 pm
BDL
- ORD
1 stop4h 57m
American Airlines
Deal found 7/11![American Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 7/13. 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 8/157:50 am
MDW
- BDL
Nonstop2h 15m
Southwest
Mon 8/175:00 pm
BDL
- MDW
1 stop6h 20m
Southwest
Deal found 7/13![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 7/13. 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 8/181:59 pm
ORD
- ALB
2 stops8h 58m
Delta
Tue 8/255:45 am
ALB
- ORD
2 stops9h 24m
Delta
Deal found 7/13![Delta logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/12. 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 8/268:00 am
ORD
- BDL
1 stop4h 28m
American Airlines
Wed 9/25:41 pm
BDL
- ORD
Nonstop3h 09m
American Airlines
Deal found 7/12![American Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 7/13. 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 8/151:25 pm
MDW
- ALB
2 stops9h 32m
Delta
Tue 8/186:00 am
ALB
- MDW
2 stops11h 15m
Delta
Deal found 7/13![Delta logo]()
$288
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 July 14, 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 July 14, 2026.
This United Airlines deal was found by Cheapflights users on 7/9. 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 9/1911:30 am
ORD
- BTV
Nonstop2h 22m
United Airlines
Mon 9/216:00 am
BTV
- ORD
Nonstop2h 37m
United Airlines
Deal found 7/9![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 7/9. 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.
Fri 8/79:24 am
MDW
- BTV
1 stop5h 38m
Delta
Tue 8/111:15 pm
BTV
- MDW
1 stop6h 18m
Delta
Deal found 7/9![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/9. 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 10/92:45 pm
MDW
- BDL
2 stops8h 05m
Southwest
Mon 10/128:55 am
BDL
- MDW
2 stops5h 30m
Southwest
Deal found 7/9![Southwest logo]()
$290
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Sun 8/232:35 pm
ORD
- BDL
1 stop8h 23m
JetBlue
Mon 8/245:07 pm
BDL
- ORD
1 stop7h 37m
JetBlue
Deal found 7/13![JetBlue logo]()
$309
This SmartFares deal was found by Cheapflights users on 7/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:01 am
ORD
- LEB
1 stop6h 21m
Multiple Airlines
Mon 8/312:49 pm
LEB
- ORD
1 stop5h 37m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/13. 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 8/88:43 am
ORD
- BDL
1 stop4h 23m
United Airlines
Mon 8/106:09 am
BDL
- ORD
Nonstop2h 45m
United Airlines
Deal found 7/13![United Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 7/9. 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.
Sun 9/65:45 pm
MDW
- BTV
1 stop4h 36m
Delta
Sun 9/137:00 am
BTV
- MDW
1 stop6h 39m
Delta
Deal found 7/9![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:50 am
MDW
- BDL
Nonstop2h 15m
Southwest
Mon 8/246:20 am
BDL
- MDW
2 stops9h 10m
Southwest
Deal found 7/14![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 7/12. 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 8/266:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Wed 9/25:14 am
BTV
- MDW
1 stop5h 45m
Delta
Deal found 7/12![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/13. 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 8/155:55 am
MDW
- BDL
1 stop5h 25m
Southwest
Mon 8/175:00 pm
BDL
- MDW
1 stop6h 20m
Southwest
Deal found 7/13![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 7/10. 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 8/712:08 pm
ORD
- ALB
Nonstop2h 09m
United Airlines
Sun 8/96:10 am
ALB
- ORD
Nonstop2h 37m
United Airlines
Deal found 7/10![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 7/11. 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 11/66:45 pm
MDW
- BTV
1 stop3h 50m
Delta
Sun 11/85:30 am
BTV
- MDW
1 stop5h 22m
Delta
Deal found 7/11![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/9. 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 9/27:40 am
MDW
- BDL
1 stop5h 40m
Southwest
Fri 9/46:20 am
BDL
- MDW
2 stops9h 10m
Southwest
Deal found 7/9![Southwest logo]()
$304
This JetBlue deal was found by Cheapflights users on 7/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:35 pm
ORD
- BDL
1 stop8h 20m
JetBlue
Sun 10/116:25 am
BDL
- ORD
1 stop6h 22m
JetBlue
Deal found 7/11![JetBlue logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/13. 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 10/35:50 pm
ORD
- BTV
Nonstop2h 23m
United Airlines
Sat 10/106:10 am
BTV
- ORD
Nonstop2h 39m
United Airlines
Deal found 7/13![United Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 7/9. 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 9/56:05 am
MDW
- BTV
1 stop6h 30m
Delta
Sun 9/137:00 am
BTV
- MDW
1 stop6h 39m
Delta
Deal found 7/9![Delta logo]()
$289
This Expedia deal was found by Cheapflights users on 7/13. 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.
Wed 8/126:00 am
ORD
- LEB
2 stops11h 22m
Multiple Airlines
Tue 8/1811:00 am
LEB
- ORD
2 stops11h 58m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 8/97:00 am
ORD
- BDL
Nonstop2h 21m
United Airlines
Thu 8/1311:39 am
BDL
- ORD
Nonstop2h 44m
United Airlines
Deal found 7/10![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 7/10. 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 8/178:45 am
MDW
- BDL
Nonstop2h 15m
Southwest
Tue 8/187:45 am
BDL
- MDW
Nonstop2h 20m
Southwest
Deal found 7/10![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 7/12. 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 8/265:20 pm
ORD
- BTV
1 stop5h 01m
Delta
Wed 9/27:15 am
BTV
- ORD
1 stop6h 53m
Delta
Deal found 7/12![Delta logo]()
$289
This Expedia deal was found by Cheapflights users on 7/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:01 am
ORD
- RUT
1 stop8h 39m
Multiple Airlines
Wed 8/269:05 am
RUT
- ORD
1 stop11h 22m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 7/13. 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 8/85:55 am
MDW
- BDL
1 stop5h 25m
Southwest
Sat 8/1510:05 am
BDL
- MDW
2 stops8h 10m
Southwest
Deal found 7/13![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 7/12. 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 9/191:19 pm
MDW
- BTV
2 stops10h 14m
Delta
Tue 9/227:00 am
BTV
- MDW
1 stop6h 39m
Delta
Deal found 7/12![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 7/10. 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 10/102:30 pm
ORD
- BDL
Nonstop2h 23m
United Airlines
Sun 10/116:00 am
BDL
- ORD
1 stop4h 38m
United Airlines
Deal found 7/10![United Airlines logo]()
$326
This SmartFares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:01 am
ORD
- LEB
1 stop6h 21m
Multiple Airlines
Fri 9/42:49 pm
LEB
- ORD
2 stops8h 09m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:05 pm
MDW
- ALB
2 stops8h 10m
Southwest
Tue 9/86:20 pm
ALB
- MDW
Nonstop2h 05m
Southwest
Deal found 7/13![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:00 pm
MDW
- BTV
2 stops9h 05m
Delta
Wed 9/2312:55 pm
BTV
- MDW
1 stop6h 38m
Delta
Deal found 7/14![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Fri 8/217:09 am
ORD
- BDL
Nonstop2h 23m
United Airlines
Sun 8/234:50 pm
BDL
- ORD
Nonstop2h 45m
United Airlines
Deal found 7/9![United Airlines logo]()
$349
This Expedia deal was found by Cheapflights users on 7/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:40 am
ORD
- LEB
2 stops23h 22m
Multiple Airlines
Tue 9/12:49 pm
LEB
- ORD
1 stop5h 37m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 7/9. 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 9/195:10 pm
ORD
- BTV
1 stop5h 23m
Delta
Wed 9/235:30 am
BTV
- ORD
2 stops11h 44m
Delta
Deal found 7/9![Delta logo]()
$294
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated July 14, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/13. 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 8/76:15 pm
ORD
- BTV
Nonstop2h 19m
United Airlines
Mon 8/106:00 am
BTV
- ORD
Nonstop2h 44m
United Airlines
Deal found 7/13![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 7/13. 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 8/76:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Tue 8/111:15 pm
BTV
- MDW
1 stop6h 18m
Delta
Deal found 7/13![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/75:55 pm
ORD
- BTV
1 stop5h 04m
American Airlines
Tue 8/116:00 am
BTV
- ORD
1 stop5h 30m
American Airlines
Deal found 7/9![American Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:45 am
MDW
- BDL
Nonstop2h 15m
Southwest
Wed 8/124:45 pm
BDL
- MDW
1 stop6h 35m
Southwest
Deal found 7/14![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 7/13. 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 8/151:25 pm
MDW
- ALB
2 stops9h 32m
Delta
Tue 8/186:00 am
ALB
- MDW
2 stops11h 15m
Delta
Deal found 7/13![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 7/13. 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 8/181:59 pm
ORD
- ALB
2 stops8h 58m
Delta
Tue 8/255:45 am
ALB
- ORD
2 stops9h 24m
Delta
Deal found 7/13![Delta logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/197:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Tue 8/257:24 pm
BDL
- ORD
1 stop5h 20m
American Airlines
Deal found 7/11![American Airlines logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/9. 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.
Sun 8/232:35 pm
ORD
- BDL
1 stop8h 23m
JetBlue
Sun 8/305:07 pm
BDL
- ORD
1 stop7h 37m
JetBlue
Deal found 7/9![JetBlue logo]()
$291
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/243:40 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Mon 8/317:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/10![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 7/12. 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 8/263:40 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Wed 9/27:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/12![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 7/12. 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 8/268:00 am
ORD
- BDL
1 stop4h 28m
American Airlines
Wed 9/25:41 pm
BDL
- ORD
Nonstop3h 09m
American Airlines
Deal found 7/12![American Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:04 pm
ORD
- BTV
Nonstop2h 24m
American Airlines
Fri 9/47:45 pm
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 7/14![American Airlines logo]()
$272
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 July 14, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 9/94:49 pm
ORD
- BDL
2 stops29h 47m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$98
This Super.com deal was found by Cheapflights users on 7/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 pm
ORD
- BDL
1 stop4h 50m
JetBlue
Deal found 7/11![JetBlue logo]()
$99
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Wed 8/126:30 pm
ORD
- BDL
1 stop4h 50m
JetBlue
Deal found 7/13![JetBlue logo]()
$101
This JetBlue deal was found by Cheapflights users on 7/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:27 pm
ORD
- BDL
1 stop5h 32m
JetBlue
Deal found 7/11![JetBlue logo]()
$102
This Super.com deal was found by Cheapflights users on 7/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:35 pm
ORD
- BDL
1 stop8h 23m
JetBlue
Deal found 7/12![JetBlue logo]()
$110
This CheapOair deal was found by Cheapflights users on 7/9. 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.
Mon 8/312:35 pm
ORD
- BDL
1 stop8h 23m
JetBlue
Deal found 7/9![JetBlue logo]()
$112
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/247:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Deal found 7/10![American Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 7/9. 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 8/188:45 am
MDW
- BDL
Nonstop2h 15m
Southwest
Deal found 7/9![Southwest logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/109:26 am
ORD
- BDL
2 stops13h 10m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$118
This Super.com deal was found by Cheapflights users on 7/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:44 am
ORD
- BDL
1 stop11h 03m
Frontier
Deal found 7/10![Frontier logo]()
$119
This Priceline deal was found by Cheapflights users on 7/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:44 am
ORD
- BDL
1 stop11h 03m
Frontier
Deal found 7/9![Frontier logo]()
$121
This Delta deal was found by Cheapflights users on 7/9. 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.
Mon 8/105:20 pm
ORD
- BDL
1 stop5h 31m
Delta
Deal found 7/9![Delta logo]()
$124
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (United Airlines) |
One-way from | $98 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $339 |
Good round-trip deal | $319 or less |
Good one-way deal | $253 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 July 14, 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 - BTV
ORDBTV
Chicago O'Hare Intl
Sat 9/19
11:30 am-2:52 pm
Nonstop2h 22m
Burlington
Mon 9/21
6:00 am-7:37 am
Nonstop2h 37m
$269
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Sat 8/8
8:43 am-2:06 pm
1 stop4h 23m
Hartford Bradley Intl
Mon 8/10
6:09 am-7:54 am
Nonstop2h 45m
$287
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Fri 8/7
9:24 am-4:02 pm
1 stop5h 38m
Burlington
Tue 8/11
1:15 pm-6:33 pm
1 stop6h 18m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Sun 9/6
5:45 pm-11:21 pm
1 stop4h 36m
Burlington
Sun 9/13
7:00 am-12:39 pm
1 stop6h 39m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Wed 8/26
6:42 pm-11:21 pm
1 stop3h 39m
Burlington
Wed 9/2
5:14 am-9:59 am
1 stop5h 45m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Fri 11/6
6:45 pm-11:35 pm
1 stop3h 50m
Burlington
Sun 11/8
5:30 am-9:52 am
1 stop5h 22m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Sat 9/5
6:05 am-1:35 pm
1 stop6h 30m
Burlington
Sun 9/13
7:00 am-12:39 pm
1 stop6h 39m
$289
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Wed 8/26
5:20 pm-11:21 pm
1 stop5h 01m
Burlington
Wed 9/2
7:15 am-1:08 pm
1 stop6h 53m
$289
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Fri 10/9
2:45 pm-11:50 pm
2 stops8h 05m
Hartford Bradley Intl
Mon 10/12
8:55 am-1:25 pm
2 stops5h 30m
$290
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 8/22
7:50 am-11:05 am
Nonstop2h 15m
Hartford Bradley Intl
Mon 8/24
6:20 am-2:30 pm
2 stops9h 10m
$292
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-BTV
ORD-BDL
MDW-BDL
ORD-ALB
MDW-ALB
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-BTV
ORD-BDL
MDW-BDL
ORD-ALB
What is the cheapest month to book a flight from Chicago to Vermont?
Currently, October is the cheapest month in which you can book a flight from Chicago to Vermont (average of $130). Flying from Chicago to Vermont in April is currently the most expensive (average of $229). 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 July 14, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 14% 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 July 14, 2026.
The most flights from CHI to USVT are scheduled on a Monday (10 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Chicago to Vermont?
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 1 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 July 14, 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.
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
Crew
8.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
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 July 14, 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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$373 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$220 | Average$323 | FlexibilityNo cancel fee | On-time71% |