$110+ Cheap flights from Chicago (CHI) to Vermont
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Nov 10 — Nov 171
Round-trip
1 adult, Economy
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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
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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
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Last-minute
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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 October 11, 2026.
Explore the most affordable flight options available from Chicago to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 11, 2026.
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:59 am -
Nonstop2h 15m
Sun 11/18:54 am -
Nonstop2h 51m
Deal found 10/6![United Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:04 am -
2 stops31h 31m
Sun 10/255:15 pm -
1 stop19h 06m
Deal found 10/6![Multiple Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:29 pm -
Nonstop2h 30m
Sun 11/16:00 am -
1 stop6h 04m
Deal found 10/8![American Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:51 am -
1 stop23h 21m
Sun 11/15:15 pm -
1 stop19h 08m
Deal found 10/6![Multiple Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:40 pm -
1 stop6h 01m
Fri 12/187:05 am -
1 stop6h 45m
Deal found 10/7![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Sat 11/212:52 pm -
1 stop24h 43m
Tue 12/15:15 pm -
2 stops39h 00m
Deal found 10/10![Multiple Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:29 am -
1 stop6h 33m
Sun 11/16:00 am -
2 stops7h 59m
Deal found 10/8![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:28 pm -
Nonstop2h 22m
Mon 11/99:45 am -
1 stop5h 53m
Deal found 10/7![United Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:08 pm -
2 stops16h 05m
Thu 12/175:15 pm -
1 stop27h 21m
Deal found 10/6![Multiple Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:35 am -
Nonstop2h 17m
Mon 10/265:05 pm -
Nonstop2h 48m
Deal found 10/8![United Airlines logo]()
$359
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 October 11, 2026.
Discover carefully curated flight deals from Chicago to Vermont that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 11, 2026.
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/216:28 pm -
Nonstop2h 23m
Sun 1/244:50 pm -
Nonstop2h 46m
Deal found 10/6![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:10 am -
1 stop6h 41m
Sun 11/16:35 am -
1 stop7h 11m
Deal found 10/8![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:05 pm -
1 stop5h 29m
Sat 12/126:20 am -
1 stop7h 30m
Deal found 10/7![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/215:00 pm -
1 stop5h 25m
Sun 1/246:00 am -
2 stops7h 37m
Deal found 10/6![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 10/10. 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 2/61:35 pm -
2 stops9h 11m
Sat 2/135:00 pm -
1 stop4h 37m
Deal found 10/10![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:29 pm -
Nonstop2h 22m
Thu 12/1712:10 pm -
Nonstop2h 49m
Deal found 10/6![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/9. 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 11/66:10 am -
1 stop6h 41m
Fri 11/131:35 pm -
2 stops11h 19m
Deal found 10/9![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:28 pm -
Nonstop2h 22m
Tue 12/16:00 am -
Nonstop2h 51m
Deal found 10/6![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop6h 42m
Sat 11/147:05 am -
2 stops11h 00m
Deal found 10/8![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:00 am -
Nonstop2h 15m
Sat 11/145:05 pm -
Nonstop2h 48m
Deal found 10/8![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/256:00 am -
1 stop6h 49m
Sun 2/287:00 am -
2 stops12h 32m
Deal found 10/9![Delta logo]()
$364
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated October 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated October 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:04 am -
2 stops31h 31m
Sun 10/255:15 pm -
1 stop19h 06m
Deal found 10/6![Multiple Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:35 am -
Nonstop2h 17m
Mon 10/265:05 pm -
Nonstop2h 48m
Deal found 10/8![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:59 am -
Nonstop2h 15m
Sun 11/18:54 am -
Nonstop2h 51m
Deal found 10/6![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:29 pm -
Nonstop2h 30m
Sun 11/16:00 am -
1 stop6h 04m
Deal found 10/8![American Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:51 am -
1 stop23h 21m
Sun 11/15:15 pm -
1 stop19h 08m
Deal found 10/6![Multiple Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 10/9. 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 10/305:27 am -
2 stops9h 35m
Sun 11/16:35 am -
1 stop7h 11m
Deal found 10/9![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 10/9. 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 10/3012:30 pm -
2 stops9h 40m
Tue 11/31:25 pm -
2 stops8h 13m
Deal found 10/9![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:28 pm -
Nonstop2h 22m
Mon 11/99:45 am -
1 stop5h 53m
Deal found 10/7![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:40 pm -
1 stop6h 01m
Fri 12/187:05 am -
1 stop6h 45m
Deal found 10/7![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Sat 11/212:52 pm -
1 stop24h 43m
Tue 12/15:15 pm -
2 stops39h 00m
Deal found 10/10![Multiple Airlines logo]()
$342
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 October 11, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated October 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:52 pm -
1 stop24h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop9h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 12/1110:37 pm -
2 stops40h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/710:37 pm -
2 stops16h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
1 stop9h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1210:18 am -
1 stop21h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:50 pm -
2 stops19h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:50 pm -
2 stops19h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:32 pm -
2 stops20h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:05 am -
2 stops32h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/118:25 am -
2 stops31h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$131
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 October 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (United Airlines) |
One-way from | $110 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $419 |
Good round-trip deal | $379 or less |
Good one-way deal | $268 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Vermont that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 11, 2026.
Use the filters below to find and compare flights from Chicago to Vermont that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Tue 11/24
3:36 pm-11:25 pm
1 stop6h 49m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$197
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Wed 11/25
6:28 pm-9:50 pm
Nonstop2h 22m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$199
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Wed 1/13
5:30 am-4:17 pm
2 stops9h 47m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Tue 11/10
7:35 pm-11:52 am
3 stops39h 17m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$222
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Sat 1/9
6:28 pm-9:51 pm
Nonstop2h 23m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$237
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Fri 12/11
6:29 pm-9:51 pm
Nonstop2h 22m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$267
Quickest round-trip
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Mon 12/7
11:10 am-2:25 pm
Nonstop2h 15m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$267
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Mon 1/11
6:28 pm-9:51 pm
Nonstop2h 23m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$267
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Mon 4/5
6:30 pm-9:45 pm
Nonstop2h 15m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Fri 1/8
6:28 pm-9:51 pm
Nonstop2h 23m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
Showing 1-10 of 22 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
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
What is the cheapest month to book a flight from Chicago to Vermont?
Currently, March is the cheapest month in which you can book a flight from Chicago to Vermont (average of $306). Flying from Chicago to Vermont in November is currently the most expensive (average of $442). 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 October 11, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 27% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to Vermont
Explore weekly flight availability from Chicago to Vermont. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 11, 2026.
The most flights from CHI to USVT are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Chicago to Vermont?
Airfare is below average for this route at the moment.
Chicago to Vermont flights typically cost between $342 and $548 in October.The cheapest round-trip price found within the last 5 days was $319 on United Airlines (Oct 30-Nov 1).
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 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Chicago to Vermont?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Vermont. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their Chicago to Vermont flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Vermont
Get insights into the airlines that provide service to Vermont. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Vermont. Reviews last updated October 11, 2026.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Vermont have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.1
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Entertainment
7.1
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Entertainment
7.1
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
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Top 2 airlines flying from Chicago to Vermont
Discover the top 2 airlines that operate flights from Chicago to Vermont. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$324 | FlexibilityNo cancel fee | On-time71% |