Vermont

$79+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Oct 17 — Oct 241
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Cheap flight deals from Chicago to Vermont

Keep the following information in mind while searching for Chicago to Vermont flight deals. Data was last updated September 17, 2025.

Round-trip from

$176
(Priceline)

One-way from

$79
(United Airlines)

Popular in

April

Cheapest in

July

Average price

$349

Good round-trip deal

$308 or less

Good one-way deal

$204 or less
From Chicago (CHI) to Vermont
One-way flight from Chicago (CHI) to Vermont
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Chicago (CHI) to Vermont.
Price to beat on a one-way flight from Chicago (CHI) to Vermont.

Find flight deals from Chicago to Vermont

Cheapest flights from Chicago to Vermont
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 September 17, 2025.

This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:48 amMDW - BDL
1 stop9h 09mFrontier
Sun 9/288:37 pmBDL - MDW
1 stop11h 46mFrontier
Deal found 9/16$176
This Flightnetwork deal was found by Cheapflights users on 9/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:07 pmORD - BDL
1 stop15h 37mFrontier
Mon 10/204:20 pmBDL - ORD
1 stop8h 19mFrontier
Deal found 9/16$188
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/276:15 amMDW - BDL
1 stop7h 51mFrontier
Sun 11/210:59 amBDL - MDW
1 stop12h 04mFrontier
Deal found 9/16$188
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/610:12 amMDW - BDL
1 stop25h 29mFrontier
Sun 11/910:59 amBDL - MDW
1 stop12h 04mFrontier
Deal found 9/16$189
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:50 pmORD - BDL
2 stops15h 54mFrontier
Mon 10/274:01 pmBDL - ORD
1 stop8h 38mFrontier
Deal found 9/15$190
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2811:23 amORD - BDL
1 stop6h 12mDelta
Sun 11/25:30 amBDL - ORD
1 stop5h 13mDelta
Deal found 9/16$197
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:04 pmMDW - BDL
1 stop5h 25mDelta
Sun 11/25:30 amBDL - MDW
1 stop4h 10mDelta
Deal found 9/16$197
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/611:01 amORD - BDL
Nonstop2h 10mUnited Airlines
Sun 11/96:10 amBDL - ORD
Nonstop2h 52mUnited Airlines
Deal found 9/15$198
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/151:36 pmORD - BDL
1 stop7h 53mJetBlue
Tue 10/217:10 amBDL - ORD
1 stop6h 12mJetBlue
Deal found 9/16$199
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:20 amMDW - BDL
1 stop8h 01mFrontier
Sun 10/128:31 pmBDL - MDW
1 stop28h 15mFrontier
Deal found 9/17$200
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/83:12 pmORD - BDL
1 stop16h 57mMultiple Airlines
Fri 10/107:10 pmBDL - ORD
1 stop29h 35mMultiple Airlines
Deal found 9/15$204
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/309:43 pmMDW - BDL
2 stops35h 19mMultiple Airlines
Thu 11/610:42 amBDL - MDW
1 stop8h 57mMultiple Airlines
Deal found 9/15$204

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 September 17, 2025.
Use the filters below to find and compare flights from Chicago to Vermont that are best for you.

Fly from

Chicago

Fly to

Vermont

Route

Depart

Return

Price

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 10/28

11:23 am-6:35 pm

1 stop6h 12m

Hartford Bradley Intl

Sun 11/2

5:30 am-9:43 am

1 stop5h 13m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 10/28

5:04 pm-11:29 pm

1 stop5h 25m

Hartford Bradley Intl

Sun 11/2

5:30 am-8:40 am

1 stop4h 10m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 11/4

6:15 pm-9:25 pm

Nonstop2h 10m

Hartford Bradley Intl

Tue 11/11

3:40 pm-9:05 pm

1 stop6h 25m

$212

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 10/15

8:05 am-9:09 am

1 stop24h 04m

Hartford Bradley Intl

Fri 10/17

4:20 pm-11:46 pm

1 stop8h 26m

$221

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 11/4

6:15 pm-9:25 pm

Nonstop2h 10m

Hartford Bradley Intl

Sat 11/8

5:15 pm-6:45 pm

Nonstop2h 30m

$225

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 10/28

6:10 pm-9:15 pm

Nonstop2h 05m

Hartford Bradley Intl

Sat 11/1

3:45 pm-9:00 pm

1 stop6h 15m

$235

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 11/13

11:01 am-2:11 pm

Nonstop2h 10m

Hartford Bradley Intl

Mon 11/17

6:10 am-8:02 am

Nonstop2h 52m

$242

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 11/13

11:55 am-2:55 pm

Nonstop2h 00m

Hartford Bradley Intl

Mon 11/17

5:40 pm-7:10 pm

Nonstop2h 30m

$242

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 10/8

8:05 am-9:09 am

1 stop24h 04m

Hartford Bradley Intl

Fri 10/10

7:49 pm-10:47 pm

2 stops27h 58m

$243

ChicagoBurlington

ORD - BTV

ORDBTV

Chicago O'Hare Intl

Wed 2/4

5:50 am-4:17 pm

2 stops9h 27m

Burlington

Sun 2/8

6:00 am-12:41 pm

2 stops7h 41m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from Chicago to Vermont?

Currently, January is the cheapest month in which you can book a flight from Chicago to Vermont (average of $327). Flying from Chicago to Vermont in December is currently the most expensive (average of $441). 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 September 17, 2025.

When flying from Chicago to Vermont, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 2025.

The most flights from CHI to USVT are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip from Chicago to Vermont?

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 September 17, 2025.
See what other customers who have flown with Delta, 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.
8.0
Very good

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.
  • How long is the flight from Chicago to Vermont?

    Airlines like Delta, Southwest, and Frontier fly from Chicago to Vermont in about 2h 10m. The time it takes to get you to your destination can typically vary by up to 21h 54m. There are 773 mi between Chicago and Vermont. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to Vermont one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $79. Southwest flights start at $79 while deals on Frontier start at $88 one-way.

  • What are the most popular routes from Chicago to Vermont?

  • What are the most reliable airlines from Chicago to Vermont?

    The top 3 most reliable airlines when flying from Chicago to Vermont are Air Canada (78%), Air New Zealand (78%) and Envoy Air (78%).

  • What are the cheapest flights from Chicago to Vermont?

    Looking at all options, your cheapest flight can be booked for $115. While the most popular route (Chicago O'Hare Intl - Hartford Bradley Intl) can be booked for $157 on average, our data indicates $328 when flying from Chicago to Vermont.

  • Can I find deals for flights from Chicago to Vermont that include hotel bookings?

    Yes. In addition to deals on Chicago to Vermont flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Vermont?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Vermont.

  • Can I find deals for business class flights from Chicago to Vermont?

    Yes. Cheapflights offers flight deals from Chicago to Vermont by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Vermont?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Vermont (average of $327). Flying from Chicago to Vermont in December is currently the most expensive (average of $441). 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.

See more FAQs

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.

Top 3 airlines flying from Chicago to Vermont

Discover the top 3 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$210Average$328FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$298FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$257Average$384FlexibilityNo cancel feeOn-time69%

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