$112+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Jun 15 — Jun 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Vermont with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Vermont
Cheapest
Best
Last-minute
One-way
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 May 16, 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 May 16, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 8/293:35 pm
ORD
- BTV
Nonstop2h 27m
American Airlines
Mon 8/315:20 am
BTV
- ORD
Nonstop2h 55m
American Airlines
Deal found 5/13![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 8/297:04 pm
ORD
- BTV
Nonstop2h 26m
American Airlines
Sat 9/51:09 pm
BTV
- ORD
1 stop4h 52m
American Airlines
Deal found 5/13![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 5/12. 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 6/66:36 pm
MDW
- BTV
1 stop3h 26m
Delta
Fri 6/125:25 am
BTV
- MDW
1 stop5h 44m
Delta
Deal found 5/12![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/13. 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 6/61:59 pm
MDW
- BTV
2 stops8h 45m
Delta
Mon 6/85:25 am
BTV
- MDW
1 stop7h 40m
Delta
Deal found 5/13![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 5/12. 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 6/612:30 pm
ORD
- BTV
2 stops10h 14m
Delta
Fri 6/124:52 pm
BTV
- ORD
1 stop4h 39m
Delta
Deal found 5/12![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:35 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Sun 6/76:20 pm
BTV
- ORD
1 stop7h 14m
American Airlines
Deal found 5/15![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/13. 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 8/149:24 am
MDW
- BTV
2 stops11h 19m
Delta
Sat 8/226:59 am
BTV
- MDW
2 stops12h 02m
Delta
Deal found 5/13![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 5/13. 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 9/171:35 pm
ORD
- BTV
2 stops9h 13m
Delta
Tue 9/226:30 am
BTV
- ORD
2 stops11h 15m
Delta
Deal found 5/13![Delta logo]()
$300
This United Airlines deal was found by Cheapflights users on 5/14. 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 7/227:10 am
ORD
- BTV
1 stop7h 02m
United Airlines
Wed 7/297:42 pm
BTV
- ORD
1 stop4h 49m
United Airlines
Deal found 5/14![United Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sun 6/286:10 pm
ORD
- BTV
Nonstop2h 19m
United Airlines
Fri 7/34:57 pm
BTV
- ORD
Nonstop2h 43m
United Airlines
Deal found 5/13![United Airlines logo]()
$304
This Priceline deal was found by Cheapflights users on 5/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1612:44 am
ORD
- BDL
1 stop11h 03m
Frontier
Mon 7/2012:24 pm
BDL
- ORD
1 stop11h 41m
Frontier
Deal found 5/15![Frontier logo]()
$304
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Wed 6/108:54 pm
ORD
- ALB
Nonstop2h 18m
American Airlines
Wed 6/178:00 pm
ALB
- ORD
Nonstop2h 44m
American Airlines
Deal found 5/13![American Airlines logo]()
$305
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 May 16, 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 May 16, 2026.
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:36 pm
MDW
- BTV
1 stop3h 26m
Delta
Fri 6/121:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Deal found 5/15![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 5/14. 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 7/227:10 am
ORD
- BTV
1 stop7h 02m
United Airlines
Wed 7/297:42 pm
BTV
- ORD
1 stop4h 49m
United Airlines
Deal found 5/14![United Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 5/13. 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.
Thu 8/138:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Thu 8/2010:15 am
ALB
- MDW
1 stop4h 50m
Southwest
Deal found 5/13![Southwest logo]()
$329
This KAYAK deal was found by Cheapflights users on 5/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:26 pm
ORD
- BDL
Nonstop2h 20m
American Airlines
Wed 6/1710:19 am
BDL
- ORD
1 stop7h 24m
American Airlines
Deal found 5/15![American Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 5/11. 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.
Thu 10/222:35 pm
ORD
- BDL
1 stop8h 20m
JetBlue
Sat 10/246:25 am
BDL
- ORD
1 stop6h 22m
JetBlue
Deal found 5/11![JetBlue logo]()
$376
This Sun Country Air deal was found by Cheapflights users on 5/13. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:30 am
ORD
- BDL
1 stop25h 34m
Sun Country Air
Thu 7/3011:52 am
BDL
- ORD
1 stop6h 37m
Sun Country Air
Deal found 5/13![Sun Country Air logo]()
$435
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
ORD
- BTV
1 stop4h 59m
Delta
Sun 7/267:19 am
BTV
- ORD
1 stop6h 44m
Delta
Deal found 5/15![Delta logo]()
$289
This Expedia deal was found by Cheapflights users on 5/11. 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 5/268:50 am
ORD
- RUT
1 stop5h 17m
Multiple Airlines
Sat 5/307:15 am
RUT
- ORD
1 stop6h 46m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/2312:10 pm
ORD
- ALB
Nonstop2h 09m
United Airlines
Tue 6/306:10 am
ALB
- ORD
Nonstop2h 37m
United Airlines
Deal found 5/13![United Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 5/12. 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 6/2411:05 am
MDW
- BTV
2 stops11h 22m
Delta
Sat 6/277:20 am
BTV
- MDW
1 stop6h 26m
Delta
Deal found 5/12![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/13. 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.
Wed 6/107:50 am
MDW
- BDL
Nonstop2h 10m
Southwest
Tue 6/166:30 pm
BDL
- MDW
Nonstop2h 30m
Southwest
Deal found 5/13![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 5/14. 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 6/139:17 am
MDW
- BTV
1 stop5h 54m
Delta
Tue 6/166:00 am
BTV
- MDW
2 stops7h 46m
Delta
Deal found 5/14![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 6/266:10 pm
ORD
- BTV
Nonstop2h 19m
United Airlines
Mon 6/297:42 pm
BTV
- ORD
1 stop4h 49m
United Airlines
Deal found 5/15![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 5/13. 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.
Wed 10/141:00 pm
MDW
- BTV
2 stops9h 46m
Delta
Sat 10/176:00 am
BTV
- MDW
1 stop6h 56m
Delta
Deal found 5/13![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/13. 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.
Sun 6/287:40 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Sat 7/41:00 pm
ALB
- MDW
1 stop8h 10m
Southwest
Deal found 5/13![Southwest logo]()
$359
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Sat 7/41:55 pm
ORD
- BTV
Nonstop2h 17m
United Airlines
Wed 7/86:00 am
BTV
- ORD
Nonstop2h 44m
United Airlines
Deal found 5/15![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 5/13. 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 6/1311:15 am
ORD
- BTV
1 stop3h 56m
Delta
Tue 6/166:00 am
BTV
- ORD
2 stops8h 04m
Delta
Deal found 5/13![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/13. 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.
Tue 6/237:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Tue 6/309:15 am
ALB
- MDW
2 stops8h 50m
Southwest
Deal found 5/13![Southwest logo]()
$362
This JetBlue deal was found by Cheapflights users on 5/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:56 am
ORD
- LEB
1 stop6h 26m
JetBlue
Tue 7/282:46 pm
LEB
- ORD
1 stop5h 39m
JetBlue
Deal found 5/14![JetBlue logo]()
$473
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:30 pm
ORD
- BTV
2 stops10h 14m
Delta
Fri 6/124:52 pm
BTV
- ORD
1 stop4h 39m
Delta
Deal found 5/15![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 5/11. 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 10/217:15 am
ORD
- BDL
Nonstop2h 10m
United Airlines
Sat 10/246:15 am
BDL
- ORD
Nonstop2h 35m
United Airlines
Deal found 5/11![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 10/211:25 pm
MDW
- BDL
Nonstop2h 00m
Southwest
Sat 10/248:10 am
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 5/11![Southwest logo]()
$365
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:46 pm
ORD
- BTV
2 stops9h 28m
Delta
Mon 6/295:25 am
BTV
- ORD
1 stop8h 11m
Delta
Deal found 5/15![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/11. 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.
Mon 6/17:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Tue 6/26:20 pm
BDL
- MDW
Nonstop2h 30m
Southwest
Deal found 5/11![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 6/56:25 pm
ORD
- ALB
Nonstop2h 18m
United Airlines
Sun 6/76:10 am
ALB
- ORD
Nonstop2h 36m
United Airlines
Deal found 5/15![United Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 5/12. 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.
Wed 6/247:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Tue 6/306:55 pm
ALB
- MDW
Nonstop2h 20m
Southwest
Deal found 5/12![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 5/14. 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.
Tue 6/304:25 pm
MDW
- BTV
1 stop6h 34m
Delta
Sun 7/57:19 am
BTV
- MDW
1 stop6h 27m
Delta
Deal found 5/14![Delta logo]()
$309
This JetBlue deal was found by Cheapflights users on 5/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1010:56 am
ORD
- RUT
1 stop8h 44m
JetBlue
Tue 7/142:13 pm
RUT
- ORD
1 stop6h 12m
JetBlue
Deal found 5/14![JetBlue logo]()
$560
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Thu 5/286:25 pm
ORD
- BDL
Nonstop2h 23m
United Airlines
Fri 5/2912:12 pm
BDL
- ORD
Nonstop2h 45m
United Airlines
Deal found 5/15![United Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 5/14. 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 7/227:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Mon 8/37:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Deal found 5/14![Southwest logo]()
$369
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated May 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:30 pm
ORD
- BTV
2 stops9h 53m
Delta
Fri 5/291:10 pm
BTV
- ORD
2 stops9h 43m
Delta
Deal found 5/15![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:22 pm
MDW
- BTV
2 stops9h 22m
Delta
Fri 5/296:00 am
BTV
- MDW
2 stops11h 12m
Delta
Deal found 5/15![Delta logo]()
$300
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:27 pm
ORD
- BDL
1 stop7h 28m
JetBlue
Sun 5/317:15 am
BDL
- ORD
1 stop8h 15m
JetBlue
Deal found 5/15![JetBlue logo]()
$308
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:35 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Mon 6/87:19 pm
BTV
- ORD
1 stop5h 39m
American Airlines
Deal found 5/15![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/14. 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 6/55:08 pm
MDW
- BTV
1 stop5h 36m
Delta
Sun 6/75:25 am
BTV
- MDW
1 stop7h 40m
Delta
Deal found 5/14![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 5/12. 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 6/66:36 pm
MDW
- BTV
1 stop3h 26m
Delta
Fri 6/125:25 am
BTV
- MDW
1 stop5h 44m
Delta
Deal found 5/12![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 6/62:57 pm
ORD
- BTV
1 stop6h 34m
American Airlines
Mon 6/87:19 pm
BTV
- ORD
1 stop5h 39m
American Airlines
Deal found 5/13![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 5/13. 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 6/61:59 pm
MDW
- BTV
2 stops8h 45m
Delta
Mon 6/85:25 am
BTV
- MDW
1 stop7h 40m
Delta
Deal found 5/13![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 5/13. 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 6/612:30 pm
ORD
- BTV
2 stops10h 14m
Delta
Mon 6/87:19 am
BTV
- ORD
1 stop6h 45m
Delta
Deal found 5/13![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Wed 6/108:54 pm
ORD
- ALB
Nonstop2h 18m
American Airlines
Wed 6/178:00 pm
ALB
- ORD
Nonstop2h 44m
American Airlines
Deal found 5/13![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Wed 6/248:35 pm
ORD
- BTV
Nonstop2h 23m
American Airlines
Mon 6/297:47 pm
BTV
- ORD
Nonstop2h 53m
American Airlines
Deal found 5/13![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sun 6/286:10 pm
ORD
- BTV
Nonstop2h 19m
United Airlines
Fri 7/34:57 pm
BTV
- ORD
Nonstop2h 43m
United Airlines
Deal found 5/13![United Airlines logo]()
$304
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 May 16, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 8/108:05 am
ORD
- ALB
1 stop10h 07m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Fri 7/108:05 am
ORD
- ALB
1 stop9h 58m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Fri 7/178:05 am
ORD
- ALB
1 stop9h 58m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 6/161:29 pm
ORD
- BDL
2 stops33h 30m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 8/412:11 pm
MDW
- BDL
2 stops34h 48m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Fri 8/78:05 am
ORD
- ALB
1 stop10h 07m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$132
This CheapOair deal was found by Cheapflights users on 5/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:11 pm
ORD
- BDL
1 stop7h 44m
JetBlue
Deal found 5/13![JetBlue logo]()
$133
This Priceline deal was found by Cheapflights users on 5/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:26 am
ORD
- BDL
1 stop9h 35m
Frontier
Deal found 5/12![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 5/285:11 pm
ORD
- BDL
2 stops28h 38m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MDW
- BDL
2 stops40h 59m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/62:49 pm
MDW
- ALB
2 stops43h 58m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/116:55 am
ORD
- ALB
2 stops35h 08m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$140
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 May 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (American Airlines) |
One-way from | $112 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $344 |
Good round-trip deal | $269 or less |
Good one-way deal | $195 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 May 16, 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
MDW - BTV
MDWBTV
Chicago Midway
Sat 6/6
6:36 pm-11:02 pm
1 stop3h 26m
Burlington
Fri 6/12
1:20 pm-6:31 pm
1 stop6h 11m
$289
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Wed 7/22
6:00 am-11:59 am
1 stop4h 59m
Burlington
Sun 7/26
7:19 am-1:03 pm
1 stop6h 44m
$289
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Wed 6/24
11:05 am-11:27 pm
2 stops11h 22m
Burlington
Sat 6/27
7:20 am-12:46 pm
1 stop6h 26m
$294
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Sat 6/13
9:17 am-4:11 pm
1 stop5h 54m
Burlington
Tue 6/16
6:00 am-12:46 pm
2 stops7h 46m
$294
ChicagoBurlington
MDW - BTV
MDWBTV
Chicago Midway
Wed 10/14
1:00 pm-11:46 pm
2 stops9h 46m
Burlington
Sat 10/17
6:00 am-11:56 am
1 stop6h 56m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Sat 6/13
11:15 am-4:11 pm
1 stop3h 56m
Burlington
Tue 6/16
6:00 am-1:04 pm
2 stops8h 04m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Sat 6/6
12:30 pm-11:44 pm
2 stops10h 14m
Burlington
Fri 6/12
4:52 pm-8:31 pm
1 stop4h 39m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Fri 6/26
1:46 pm-12:14 am
2 stops9h 28m
Burlington
Mon 6/29
5:25 am-12:36 pm
1 stop8h 11m
$294
ChicagoBurlington
ORD - BTV
ORDBTV
Chicago O'Hare Intl
Wed 7/22
7:10 am-3:12 pm
1 stop7h 02m
Burlington
Wed 7/29
7:42 pm-11:31 pm
1 stop4h 49m
$302
ChicagoAlbany
ORD - ALB
ORDALB
Chicago O'Hare Intl
Tue 6/23
12:10 pm-3:19 pm
Nonstop2h 09m
Albany Intl
Tue 6/30
6:10 am-7:47 am
Nonstop2h 37m
$305
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
MDW-BTV
ORD-ALB
ORD-BDL
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-BTV
MDW-BTV
ORD-ALB
ORD-BDL
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.
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 May 16, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 12% 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 May 16, 2026.
The most flights from CHI to USVT are scheduled on a Tuesday (11 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 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 May 16, 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.
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 May 16, 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 May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$352 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$210 | Average$314 | FlexibilityNo cancel fee | On-time71% |