$76+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
May 15 — May 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Vermont with Cheapflights
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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 April 15, 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 April 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
Thu 4/305:05 am
ORD
- ALB
1 stop27h 57m
Multiple Airlines
Mon 5/410:52 am
ALB
- ORD
1 stop25h 27m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/143:44 pm
ORD
- ALB
1 stop17h 18m
Multiple Airlines
Mon 5/1810:52 am
ALB
- ORD
2 stops33h 59m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/610:49 am
ORD
- ALB
2 stops23h 41m
Multiple Airlines
Fri 5/810:52 am
ALB
- ORD
1 stop14h 07m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:15 pm
ORD
- ALB
1 stop13h 47m
Multiple Airlines
Sun 5/312:01 pm
ALB
- ORD
1 stop11h 38m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Fri 7/37:52 am
ORD
- ALB
1 stop10h 11m
Multiple Airlines
Mon 7/67:53 pm
ALB
- ORD
1 stop20h 34m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 6/63:30 pm
ORD
- BTV
Nonstop2h 26m
American Airlines
Tue 6/96:33 am
BTV
- ORD
Nonstop2h 53m
American Airlines
Deal found 4/14![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 4/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:53 pm
ORD
- BTV
Nonstop2h 26m
American Airlines
Sun 5/106:50 am
BTV
- ORD
Nonstop2h 58m
American Airlines
Deal found 4/13![American Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/25:25 pm
MDW
- ALB
1 stop4h 45m
Southwest
Tue 5/56:40 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 4/10![Southwest logo]()
$271
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 6/243:47 pm
ORD
- BTV
Nonstop2h 26m
American Airlines
Sat 6/277:19 pm
BTV
- ORD
1 stop5h 39m
American Airlines
Deal found 4/14![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/212:15 pm
ORD
- ALB
1 stop9h 00m
Southwest
Tue 5/58:45 am
ALB
- ORD
1 stop8h 20m
Southwest
Deal found 4/10![Southwest logo]()
$281
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 5/306:40 am
ORD
- BTV
1 stop4h 34m
American Airlines
Sat 6/66:00 am
BTV
- ORD
Nonstop2h 53m
American Airlines
Deal found 4/14![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 5/208:15 am
ORD
- ALB
Nonstop2h 12m
American Airlines
Tue 5/266:00 am
ALB
- ORD
Nonstop2h 45m
American Airlines
Deal found 4/14![American Airlines logo]()
$285
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 April 15, 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 April 15, 2026.
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:02 pm
ORD
- ALB
Nonstop2h 10m
United Airlines
Wed 5/209:20 am
ALB
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/15![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 4/14. 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.
Wed 5/2712:45 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Tue 6/26:40 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 4/14![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 4/14. 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 6/195:11 pm
MDW
- BTV
1 stop5h 43m
Delta
Mon 6/297:19 am
BTV
- MDW
1 stop6h 17m
Delta
Deal found 4/14![Delta logo]()
$289
This KAYAK deal was found by Cheapflights users on 4/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:49 am
ORD
- LEB
1 stop4h 40m
JetBlue
Tue 5/192:09 pm
LEB
- ORD
1 stop7h 44m
JetBlue
Deal found 4/13![JetBlue logo]()
$439
This Priceline deal was found by Cheapflights users on 4/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:41 am
ORD
- LEB
1 stop4h 48m
Multiple Airlines
Sun 5/34:00 pm
LEB
- ORD
1 stop6h 36m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$505
This United Airlines deal was found by Cheapflights users on 4/11. 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.
Tue 4/288:05 am
ORD
- BTV
Nonstop2h 17m
United Airlines
Sat 5/26:00 am
BTV
- ORD
Nonstop2h 38m
United Airlines
Deal found 4/11![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 4/12. 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 6/61:59 pm
MDW
- BTV
2 stops8h 45m
Delta
Mon 6/81:02 pm
BTV
- MDW
1 stop6h 29m
Delta
Deal found 4/12![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 4/11. 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 5/96:00 am
ORD
- ALB
1 stop8h 35m
Southwest
Tue 5/128:45 am
ALB
- ORD
1 stop8h 20m
Southwest
Deal found 4/11![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 4/11. 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 6/61:59 pm
MDW
- BTV
2 stops8h 45m
Delta
Tue 6/95:19 am
BTV
- MDW
1 stop7h 41m
Delta
Deal found 4/11![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:02 pm
ORD
- ALB
Nonstop2h 10m
United Airlines
Wed 5/136:00 am
ALB
- ORD
1 stop4h 37m
United Airlines
Deal found 4/14![United Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 4/11. 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 5/96:10 am
MDW
- ALB
1 stop4h 50m
Southwest
Tue 5/124:20 pm
ALB
- MDW
1 stop4h 10m
Southwest
Deal found 4/11![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 4/11. 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 5/51:36 pm
ORD
- BTV
2 stops9h 23m
Delta
Sat 5/910:45 am
BTV
- ORD
1 stop7h 00m
Delta
Deal found 4/11![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 4/14. 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.
Wed 5/65:55 am
MDW
- ALB
1 stop9h 05m
Southwest
Wed 5/1312:20 pm
ALB
- MDW
2 stops8h 25m
Southwest
Deal found 4/14![Southwest logo]()
$310
This Delta deal was found by Cheapflights users on 4/14. 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.
Sat 6/69:25 am
ORD
- BTV
2 stops10h 17m
Delta
Tue 6/91:02 pm
BTV
- ORD
1 stop6h 27m
Delta
Deal found 4/14![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 4/11. 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.
Wed 5/66:02 pm
ORD
- ALB
Nonstop2h 10m
United Airlines
Fri 5/86:00 am
ALB
- ORD
1 stop4h 37m
United Airlines
Deal found 4/11![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:40 am
MDW
- ALB
2 stops7h 20m
Southwest
Wed 5/206:10 am
ALB
- MDW
2 stops8h 55m
Southwest
Deal found 4/15![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 4/13. 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 8/2511:30 am
ORD
- BTV
2 stops11h 18m
Delta
Sat 8/296:00 am
BTV
- ORD
1 stop7h 08m
Delta
Deal found 4/13![Delta logo]()
$294
This JetBlue deal was found by Cheapflights users on 4/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:49 am
ORD
- LEB
1 stop4h 40m
JetBlue
Mon 5/44:00 pm
LEB
- ORD
1 stop6h 36m
JetBlue
Deal found 4/10![JetBlue logo]()
$459
This United Airlines deal was found by Cheapflights users on 4/12. 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 5/74:25 pm
ORD
- BDL
1 stop6h 19m
United Airlines
Tue 5/125:05 pm
BDL
- ORD
Nonstop2h 51m
United Airlines
Deal found 4/12![United Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/309:05 am
MDW
- ALB
1 stop4h 45m
Southwest
Thu 6/47:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Deal found 4/10![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 4/12. 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.
Tue 5/1212:53 pm
MDW
- BTV
2 stops10h 16m
Delta
Tue 5/196:00 am
BTV
- MDW
2 stops11h 12m
Delta
Deal found 4/12![Delta logo]()
$300
This KAYAK deal was found by Cheapflights users on 4/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:50 am
ORD
- LEB
1 stop5h 33m
JetBlue
Mon 6/82:12 pm
LEB
- ORD
1 stop6h 22m
JetBlue
Deal found 4/13![JetBlue logo]()
$477
This Expedia deal was found by Cheapflights users on 4/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:41 am
ORD
- RUT
1 stop7h 50m
Multiple Airlines
Sun 5/311:19 am
RUT
- ORD
1 stop11h 17m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 4/13. 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.
Thu 5/2812:30 pm
ORD
- BTV
2 stops10h 14m
Delta
Mon 6/85:19 am
BTV
- ORD
2 stops8h 45m
Delta
Deal found 4/13![Delta logo]()
$300
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Tue 5/52:40 pm
ORD
- ALB
Nonstop2h 11m
United Airlines
Wed 5/69:20 am
ALB
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/13![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 4/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Mon 5/257:25 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 4/12![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 4/12. 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 6/106:00 am
ORD
- BTV
1 stop5h 03m
Delta
Sun 6/145:19 am
BTV
- ORD
1 stop5h 54m
Delta
Deal found 4/12![Delta logo]()
$309
This JetBlue deal was found by Cheapflights users on 4/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
ORD
- RUT
1 stop8h 07m
JetBlue
Sat 5/23:31 pm
RUT
- ORD
1 stop7h 05m
JetBlue
Deal found 4/12![JetBlue logo]()
$511
This Southwest deal was found by Cheapflights users on 4/11. 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.
Sun 5/107:55 am
MDW
- ALB
2 stops5h 25m
Southwest
Tue 5/122:45 pm
ALB
- MDW
1 stop5h 45m
Southwest
Deal found 4/11![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/154:25 pm
ORD
- BDL
1 stop6h 19m
United Airlines
Mon 5/186:32 pm
BDL
- ORD
Nonstop3h 03m
United Airlines
Deal found 4/14![United Airlines logo]()
$404
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated April 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated April 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
Thu 4/305:05 am
ORD
- ALB
1 stop27h 57m
Multiple Airlines
Mon 5/410:52 am
ALB
- ORD
1 stop25h 27m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:15 pm
ORD
- ALB
1 stop13h 47m
Multiple Airlines
Sun 5/312:01 pm
ALB
- ORD
1 stop11h 38m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/25:25 pm
MDW
- ALB
1 stop4h 45m
Southwest
Tue 5/56:40 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 4/10![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/212:15 pm
ORD
- ALB
1 stop9h 00m
Southwest
Tue 5/58:45 am
ALB
- ORD
1 stop8h 20m
Southwest
Deal found 4/10![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 4/10. 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.
Sat 5/26:38 pm
MDW
- BTV
1 stop3h 39m
Delta
Tue 5/57:10 am
BTV
- MDW
1 stop6h 33m
Delta
Deal found 4/10![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/610:49 am
ORD
- ALB
2 stops23h 41m
Multiple Airlines
Fri 5/810:52 am
ALB
- ORD
1 stop14h 07m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Thu 5/78:53 pm
ORD
- BTV
Nonstop2h 26m
American Airlines
Sun 5/106:12 pm
BTV
- ORD
Nonstop2h 53m
American Airlines
Deal found 4/14![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 4/11. 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.
Sat 5/92:15 pm
ORD
- ALB
Nonstop2h 21m
United Airlines
Wed 5/139:20 am
ALB
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/11![United Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/143:44 pm
ORD
- ALB
1 stop17h 18m
Multiple Airlines
Mon 5/1810:52 am
ALB
- ORD
2 stops33h 59m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 5/208:15 am
ORD
- ALB
Nonstop2h 12m
American Airlines
Tue 5/266:00 am
ALB
- ORD
Nonstop2h 45m
American Airlines
Deal found 4/14![American Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 4/14. 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.
Wed 5/2712:45 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Tue 6/26:40 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 4/14![Southwest logo]()
$285
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 5/306:40 am
ORD
- BTV
1 stop4h 34m
American Airlines
Sat 6/66:00 am
BTV
- ORD
Nonstop2h 53m
American Airlines
Deal found 4/14![American Airlines logo]()
$281
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 April 15, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated April 15, 2026.
This Frontier deal was found by Cheapflights users on 4/10. 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 5/15:50 am
ORD
- BDL
1 stop9h 31m
Frontier
Deal found 4/10![Frontier logo]()
$76
This Super.com deal was found by Cheapflights users on 4/10. 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.
Thu 4/305:50 am
ORD
- BDL
1 stop7h 59m
Frontier
Deal found 4/10![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 4/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
MDW
- BDL
1 stop7h 49m
Frontier
Deal found 4/14![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Wed 4/222:15 pm
MDW
- BDL
1 stop23h 34m
Frontier
Deal found 4/13![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 4/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
MDW
- BDL
1 stop9h 21m
Frontier
Deal found 4/14![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:50 am
ORD
- BDL
1 stop7h 59m
Frontier
Deal found 4/12![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:44 pm
ORD
- ALB
1 stop17h 18m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$100
This CheapOair deal was found by Cheapflights users on 4/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
ORD
- BDL
1 stop24h 28m
Frontier
Deal found 4/11![Frontier logo]()
$102
This CheapOair deal was found by Cheapflights users on 4/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:52 pm
MDW
- BDL
1 stop25h 06m
Frontier
Deal found 4/11![Frontier logo]()
$102
This Frontier deal was found by Cheapflights users on 4/10. 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.
Thu 4/236:00 am
MDW
- BDL
1 stop7h 49m
Frontier
Deal found 4/10![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:05 am
ORD
- ALB
1 stop9h 58m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
Thu 5/77:33 pm
ORD
- ALB
1 stop13h 29m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$114
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 April 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $212 (Kiwi.com) |
One-way from | $76 (Frontier) |
Popular in | December |
Cheapest in | October |
Average price | $433 |
Good round-trip deal | $309 or less |
Good one-way deal | $198 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 April 15, 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 - ALB
ORDALB
Chicago O'Hare Intl
Wed 5/13
6:02 pm-9:12 pm
Nonstop2h 10m
Albany Intl
Wed 5/20
9:20 am-10:54 am
Nonstop2h 34m
$285
Quickest round-trip
ChicagoAlbany
MDW - ALB
MDWALB
Chicago Midway
Wed 5/27
12:45 pm-3:40 pm
Nonstop1h 55m
Albany Intl
Tue 6/2
6:40 pm-7:50 pm
Nonstop2h 10m
$285
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Fri 6/19
5:11 pm-11:54 pm
1 stop5h 43m
Burlington
Mon 6/29
7:19 am-12:36 pm
1 stop6h 17m
$289
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Tue 4/28
8:05 am-11:22 am
Nonstop2h 17m
Burlington
Sat 5/2
6:00 am-7:38 am
Nonstop2h 38m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Sat 6/6
1:59 pm-11:44 pm
2 stops8h 45m
Burlington
Mon 6/8
1:02 pm-6:31 pm
1 stop6h 29m
$294
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Sat 6/6
1:59 pm-11:44 pm
2 stops8h 45m
Burlington
Tue 6/9
5:19 am-12:00 pm
1 stop7h 41m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Tue 5/5
1:36 pm-11:59 pm
2 stops9h 23m
Burlington
Sat 5/9
10:45 am-4:45 pm
1 stop7h 00m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Sat 6/6
9:25 am-8:42 pm
2 stops10h 17m
Burlington
Tue 6/9
1:02 pm-6:29 pm
1 stop6h 27m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Tue 8/25
11:30 am-11:48 pm
2 stops11h 18m
Burlington
Sat 8/29
6:00 am-12:08 pm
1 stop7h 08m
$294
ChicagoAlbany
ORD - ALB
ORDALB
Chicago O'Hare Intl
Wed 5/6
6:02 pm-9:12 pm
Nonstop2h 10m
Albany Intl
Wed 5/13
6:00 am-9:37 am
1 stop4h 37m
$295
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
MDW-BTV
ORD-LEB
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
ORD-ALB
MDW-ALB
MDW-BTV
ORD-LEB
What is the cheapest month to book a flight from Chicago to Vermont?
Currently, January is the cheapest month in which you can book a flight from Chicago to Vermont (average of $209). Flying from Chicago to Vermont in December is currently the most expensive (average of $280). 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 April 15, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 10% 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 April 15, 2026.
The most flights from CHI to USVT are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, 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?
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 April 15, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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
7.9
Overall
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Browse thousands of different options on Cheapflights for your next trip
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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 April 15, 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 April 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$357 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$210 | Average$311 | FlexibilityNo cancel fee | On-time71% |