$146+ 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
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Vermont with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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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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 November 9, 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 November 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/310:29 am -
1 stop5h 06m
Sun 12/65:15 pm -
1 stop23h 49m
Deal found 11/9![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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
Tue 12/15:15 pm -
2 stops21h 45m
Deal found 11/5![Multiple Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Wed 12/27:00 am -
Nonstop2h 17m
Mon 12/76:00 am -
Nonstop2h 51m
Deal found 11/7![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/217:30 am -
Nonstop2h 20m
Wed 12/237:30 pm -
1 stop5h 31m
Deal found 11/6![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/38:22 am -
1 stop6h 03m
Sun 12/65:35 am -
1 stop6h 30m
Deal found 11/5![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 11/8. 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.
Mon 12/216:24 pm -
Nonstop2h 23m
Sat 12/266:00 am -
Nonstop2h 59m
Deal found 11/8![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/36:00 am -
1 stop6h 33m
Sun 12/65:45 am -
2 stops11h 58m
Deal found 11/5![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/255:58 pm -
1 stop4h 49m
Tue 12/16:06 am -
1 stop7h 18m
Deal found 11/5![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/255:05 pm -
1 stop5h 15m
Tue 12/16:20 am -
2 stops11h 23m
Deal found 11/5![Delta logo]()
$394
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 November 9, 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 November 9, 2026.
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Wed 12/27:00 am -
Nonstop2h 17m
Mon 12/76:00 am -
Nonstop2h 51m
Deal found 11/7![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 1/151:45 pm -
2 stops9h 08m
Mon 1/186:00 am -
1 stop6h 17m
Deal found 11/5![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 11/8. 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.
Sat 12/126:29 pm -
Nonstop2h 22m
Fri 1/16:00 am -
Nonstop2h 59m
Deal found 11/8![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:20 am -
2 stops9h 10m
Mon 12/146:20 am -
1 stop7h 30m
Deal found 11/9![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/212:34 pm -
2 stops10h 46m
Mon 12/76:00 am -
1 stop8h 09m
Deal found 11/7![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Sun 11/226:28 pm -
Nonstop2h 22m
Thu 11/269:45 am -
1 stop5h 54m
Deal found 11/7![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 11/6. 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 2/41:54 pm -
2 stops9h 33m
Sun 2/76:00 am -
2 stops8h 04m
Deal found 11/6![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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.
Mon 12/216:24 pm -
Nonstop2h 23m
Thu 12/242:25 pm -
1 stop6h 36m
Deal found 11/5![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/255:05 pm -
1 stop5h 15m
Tue 12/16:20 am -
2 stops11h 23m
Deal found 11/5![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/2412:38 pm -
2 stops10h 42m
Fri 11/275:45 am -
1 stop7h 35m
Deal found 11/5![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Wed 11/256:28 pm -
Nonstop2h 22m
Tue 12/16:00 am -
Nonstop2h 51m
Deal found 11/7![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:24 pm -
Nonstop2h 23m
Sun 12/276:00 am -
Nonstop2h 59m
Deal found 11/9![United Airlines logo]()
$482
Last-minute flights from Chicago to VermontDiscover last-minute flight deals from Chicago to Vermont. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Vermont. Data last updated November 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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
Tue 12/15:15 pm -
2 stops21h 45m
Deal found 11/5![Multiple Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/255:58 pm -
1 stop4h 49m
Tue 12/16:06 am -
1 stop7h 18m
Deal found 11/5![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/255:05 pm -
1 stop5h 15m
Tue 12/16:20 am -
2 stops11h 23m
Deal found 11/5![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 11/7. 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.
Wed 12/27:00 am -
Nonstop2h 17m
Mon 12/76:00 am -
Nonstop2h 51m
Deal found 11/7![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/310:29 am -
1 stop5h 06m
Sun 12/65:15 pm -
1 stop23h 49m
Deal found 11/9![Multiple Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/38:22 am -
1 stop6h 03m
Sun 12/65:35 am -
1 stop6h 30m
Deal found 11/5![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/36:00 am -
1 stop6h 33m
Sun 12/65:45 am -
2 stops11h 58m
Deal found 11/5![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/217:30 am -
Nonstop2h 20m
Wed 12/237:30 pm -
1 stop5h 31m
Deal found 11/6![United Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 11/8. 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.
Mon 12/216:24 pm -
Nonstop2h 23m
Sat 12/266:00 am -
Nonstop2h 59m
Deal found 11/8![United Airlines logo]()
$372
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 November 9, 2026.
Search for one-way flight options from Chicago to Vermont. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/4![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 1/181:33 pm -
2 stops26h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Tue 1/121:33 pm -
2 stops19h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Tue 12/84:00 pm -
2 stops16h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Tue 2/166:00 am -
2 stops26h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/710:29 pm -
2 stops17h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 11/7. 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.
Wed 12/231:10 pm -
1 stop26h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Fri 12/47:08 pm -
2 stops44h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/254:56 pm -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$185
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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $218 (Kiwi.com) |
One-way from | $146 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $489 |
Good round-trip deal | $398 or less |
Good one-way deal | $319 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 November 9, 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
Mon 12/7
10:29 pm-4:35 pm
2 stops17h 06m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Wed 12/23
7:30 am-10:50 am
Nonstop2h 20m
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
Sun 2/14
9:55 am-4:12 pm
1 stop5h 17m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$224
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Sun 2/14
7:20 am-10:44 am
Nonstop2h 24m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$232
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Thu 1/14
6:00 pm-12:27 am
1 stop5h 27m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$242
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Sun 2/21
6:05 pm-11:59 pm
1 stop4h 54m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$242
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Mon 12/7
6:29 pm-9:51 pm
Nonstop2h 22m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Sun 12/20
7:30 am-10:50 am
Nonstop2h 20m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
Quickest round-trip
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Tue 12/8
11:10 am-2:25 pm
Nonstop2h 15m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
ChicagoBurlington
ORD Chicago O'Hare Intl - BTV Burlington
ORDBTV
Chicago O'Hare Intl
Mon 11/16
6:00 am-12:17 pm
1 stop5h 17m
Burlington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$298
Showing 1-10 of 23 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 $297). Flying from Chicago to Vermont in November is currently the most expensive (average of $489). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to VT?
Find hourly flight availability from Chicago to Vermont. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 9, 2026.
It’s typically best to fly out from Chicago to Vermont in the evening. Doing so could potentially save you 23% 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 November 9, 2026.
The most flights from CHI to USVT are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 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 $319 and $546 in December.The cheapest round-trip price found within the last 5 days was $218 on Multiple Airlines (Dec 3-Dec 6).
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 56 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 November 7, 2026.
Travelers seeking maximum savings on their Chicago to Vermont flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday at noon 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 November 9, 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.
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.3
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.3
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.3
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Vermont. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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 November 9, 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 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$324 | FlexibilityNo cancel fee | On-time71% |