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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BTV
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$207
(American Airlines)

One-way from

$79
(American Airlines)

Popular in

April

Cheapest in

July

Average price

$342

Good round-trip deal

$309 or less

Good one-way deal

$223 or less
From Chicago (CHI) to Vermont
One-way flight from Chicago (CHI) to Vermont
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/3. 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 7/318:41 pmORD - BDL
Nonstop2h 28mAmerican Airlines
Thu 8/77:31 pmBDL - ORD
1 stop4h 54mAmerican Airlines
Deal found 7/3$207
This Priceline deal was found by Cheapflights users on 7/2. 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 9/129:48 amMDW - BDL
1 stop9h 14mFrontier
Sun 9/148:47 pmBDL - MDW
1 stop11h 46mFrontier
Deal found 7/2$207
This Booking.com deal was found by Cheapflights users on 7/2. 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 8/297:46 pmORD - BDL
1 stop14h 03mFrontier
Sun 8/3111:05 amBDL - ORD
1 stop8h 36mFrontier
Deal found 7/2$211
This Southwest deal was found by Cheapflights users on 7/2. 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 8/146:30 amMDW - BDL
2 stops9h 05mSouthwest
Sun 8/175:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 7/2$212
This Southwest deal was found by Cheapflights users on 7/2. 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 7/226:00 amORD - BDL
1 stop6h 35mSouthwest
Thu 7/248:40 amBDL - ORD
1 stop5h 25mSouthwest
Deal found 7/2$217
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:44 pmORD - BDL
3 stops26h 45mSpirit Airlines
Fri 9/267:05 pmBDL - ORD
2 stops16h 35mSpirit Airlines
Deal found 7/1$220
This Delta deal was found by Cheapflights users on 7/3. 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 8/2012:43 pmMDW - BTV
2 stops9h 32mDelta
Sat 8/237:20 amBTV - MDW
2 stops9h 08mDelta
Deal found 7/3$221
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/157:34 pmORD - BTV
Nonstop2h 20mAmerican Airlines
Fri 8/224:57 pmBTV - ORD
Nonstop2h 36mAmerican Airlines
Deal found 6/30$221
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/2910:50 amORD - BTV
1 stop7h 04mUnited Airlines
Tue 8/57:35 pmBTV - ORD
1 stop4h 55mUnited Airlines
Deal found 6/30$223
This Delta deal was found by Cheapflights users on 7/3. 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 8/235:00 pmORD - BDL
1 stop4h 55mDelta
Sun 8/247:04 pmBDL - ORD
1 stop5h 52mDelta
Deal found 7/3$224
This Delta deal was found by Cheapflights users on 7/2. 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 8/187:00 amORD - BTV
1 stop7h 04mDelta
Sat 8/237:20 amBTV - ORD
2 stops7h 59mDelta
Deal found 7/2$225
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/128:48 amORD - BDL
Nonstop2h 32mUnited Airlines
Sun 9/146:10 amBDL - ORD
Nonstop2h 43mUnited Airlines
Deal found 7/1$225

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 July 3, 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

Thu 7/31

8:41 pm-12:09 am

Nonstop2h 28m

Hartford Bradley Intl

Thu 8/7

7:31 pm-11:25 pm

1 stop4h 54m

$207

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/12

9:48 am-8:02 pm

1 stop9h 14m

Hartford Bradley Intl

Sun 9/14

8:47 pm-7:33 am

1 stop11h 46m

$207

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 8/29

7:46 pm-10:49 am

1 stop14h 03m

Hartford Bradley Intl

Sun 8/31

11:05 am-6:41 pm

1 stop8h 36m

$211

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 8/14

6:30 am-4:35 pm

2 stops9h 05m

Hartford Bradley Intl

Sun 8/17

5:35 am-6:55 am

Nonstop2h 20m

$212

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 7/22

6:00 am-1:35 pm

1 stop6h 35m

Hartford Bradley Intl

Thu 7/24

8:40 am-1:05 pm

1 stop5h 25m

$217

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 9/24

6:44 pm-10:29 pm

3 stops26h 45m

Hartford Bradley Intl

Fri 9/26

7:05 pm-10:40 am

2 stops16h 35m

$220

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 8/20

12:43 pm-11:15 pm

2 stops9h 32m

Burlington

Sat 8/23

7:20 am-3:28 pm

2 stops9h 08m

$221

ChicagoBurlington

ORD - BTV

ORDBTV

Chicago O'Hare Intl

Fri 8/15

7:34 pm-10:54 pm

Nonstop2h 20m

Burlington

Fri 8/22

4:57 pm-6:33 pm

Nonstop2h 36m

$221

ChicagoBurlington

ORD - BTV

ORDBTV

Chicago O'Hare Intl

Tue 7/29

10:50 am-6:54 pm

1 stop7h 04m

Burlington

Tue 8/5

7:35 pm-11:30 pm

1 stop4h 55m

$223

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 8/23

5:00 pm-10:55 pm

1 stop4h 55m

Hartford Bradley Intl

Sun 8/24

7:04 pm-11:56 pm

1 stop5h 52m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 51 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 July 3, 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 July 3, 2025.

The most flights from CHI to USVT are scheduled on a Thursday (10 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (2 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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United 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

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $79. Southwest flights start at $79 while deals on Frontier start at $82 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 Republic Airways (94%), Air Canada (86%) and Air New Zealand (86%).

  • What are the cheapest flights from Chicago to Vermont?

    Looking at all options, your cheapest flight can be booked for $130. While the most popular route (Chicago O'Hare Intl - Hartford Bradley Intl) can be booked for $172 on average our data indicates $319 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 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$219Average$347FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$384FlexibilityNo cancel feeOn-time69%

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