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$68+ Cheap flights from Vermont to Chicago (CHI)

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — CHI
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Vermont to Chicago

Cheapest flights from Vermont to Chicago
Explore the most affordable flight options available from Vermont to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Frontier deal was found by Cheapflights users on 12/21. 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.
Tue 12/3012:05 pmBDL - ORD
1 stop11h 19mFrontier
Thu 1/111:28 amORD - BDL
1 stop6h 49mFrontier
Deal found 12/21$312
This Delta deal was found by Cheapflights users on 12/22. 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 12/316:15 amBTV - ORD
1 stop6h 37mDelta
Wed 1/72:50 pmORD - BTV
1 stop8h 05mDelta
Deal found 12/22$354
This Delta deal was found by Cheapflights users on 12/22. 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 12/316:15 amBTV - ORD
1 stop6h 37mDelta
Mon 1/51:55 pmORD - BTV
2 stops9h 00mDelta
Deal found 12/22$359
This Frontier deal was found by Cheapflights users on 12/21. 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 12/2512:05 pmBDL - ORD
1 stop7h 28mFrontier
Thu 1/111:28 amORD - BDL
1 stop6h 49mFrontier
Deal found 12/21$362
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/236:00 amBTV - ORD
Nonstop2h 53mUnited Airlines
Wed 12/316:35 pmORD - BTV
Nonstop2h 20mUnited Airlines
Deal found 12/22$379
This Frontier deal was found by Cheapflights users on 12/22. 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.
Tue 12/2312:05 pmBDL - ORD
1 stop11h 19mFrontier
Thu 1/111:28 amORD - BDL
1 stop6h 49mFrontier
Deal found 12/22$382
This Delta deal was found by Cheapflights users on 12/22. 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 12/316:15 amBTV - ORD
1 stop6h 37mDelta
Sun 1/49:41 amORD - BTV
1 stop5h 35mDelta
Deal found 12/22$389
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/314:38 pmBTV - ORD
Nonstop2h 44mUnited Airlines
Tue 1/66:09 pmORD - BTV
Nonstop2h 20mUnited Airlines
Deal found 12/22$394
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/314:38 pmBTV - ORD
Nonstop2h 44mUnited Airlines
Mon 1/52:37 pmORD - BTV
1 stop6h 40mUnited Airlines
Deal found 12/22$404
This Southwest deal was found by Cheapflights users on 12/21. 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.
Sat 12/278:30 pmALB - MDW
Nonstop2h 15mSouthwest
Thu 1/11:25 pmMDW - ALB
Nonstop1h 50mSouthwest
Deal found 12/21$420
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/314:38 pmBTV - ORD
Nonstop2h 44mUnited Airlines
Sat 1/37:10 amORD - BTV
Nonstop2h 12mUnited Airlines
Deal found 12/22$429
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/308:04 pmBDL - ORD
1 stop15h 14mMultiple Airlines
Mon 1/52:15 pmORD - BDL
2 stops27h 51mMultiple Airlines
Deal found 12/22$430

Find flight deals from Vermont to Chicago

Keep the following information in mind while searching for Vermont to Chicago flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$169
(Booking.com)

One-way from

$68
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$372

Good round-trip deal

$358 or less

Good one-way deal

$271 or less
Provider with most accurate pricing for Burlington-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Burlington-Chicago (CHI) flights.
Search Deals
From Vermont to Chicago (CHI)
Search Deals
One-way flight from Vermont to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Vermont to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Vermont to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vermont to Chicago 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 December 23, 2025.
Use the filters below to find and compare flights from Vermont to Chicago that are best for you.

Fly from

Vermont

Fly to

Chicago

Route

Depart

Return

Price

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 1/17

2:40 pm-7:35 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 1/18

6:50 am-12:07 pm

1 stop4h 17m

$177

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Mon 1/5

4:30 pm-10:39 pm

2 stops55h 09m

Chicago O'Hare Intl

Wed 1/14

5:57 pm-10:51 am

1 stop15h 54m

$194

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Thu 5/7

6:20 am-7:59 am

Nonstop2h 39m

Chicago O'Hare Intl

Mon 5/11

7:30 am-10:51 am

Nonstop2h 21m

$209

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Tue 1/27

10:12 am-12:05 pm

Nonstop2h 53m

Chicago O'Hare Intl

Mon 2/2

3:35 pm-10:40 pm

1 stop6h 05m

$219

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 1/14

9:55 am-11:46 am

Nonstop2h 51m

Chicago O'Hare Intl

Sat 1/17

11:04 am-2:22 pm

Nonstop2h 18m

$225

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 1/17

9:55 am-11:46 am

Nonstop2h 51m

Chicago O'Hare Intl

Sun 1/18

11:04 am-2:22 pm

Nonstop2h 18m

$228

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 1/17

5:18 pm-10:34 pm

1 stop6h 16m

Chicago O'Hare Intl

Sat 5/9

3:58 pm-11:35 pm

1 stop6h 37m

$229

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Tue 1/27

7:10 am-12:49 pm

1 stop6h 39m

Chicago Midway

Mon 2/2

6:35 pm-11:27 pm

1 stop3h 52m

$229

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Wed 5/6

4:48 pm-6:27 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sun 5/10

10:42 am-1:57 pm

Nonstop2h 15m

$229

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Wed 4/8

6:02 am-1:17 pm

2 stops8h 15m

Chicago O'Hare Intl

Sat 4/11

5:40 pm-11:03 pm

1 stop4h 23m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 60 results
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Best time to book a flight from Vermont to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Vermont 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 Vermont to Chicago

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

Currently, September is the cheapest month in which you can book a flight from Vermont to Chicago (average of $201). Flying from Vermont to Chicago in April is currently the most expensive (average of $329). 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 VT to CHI?

Find hourly flight availability from Vermont to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

One of the essential ways to save on airfare from Vermont to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 41% on airfare.

Weekly flight availability from Vermont to Chicago

Explore weekly flight availability from Vermont to Chicago. 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 December 23, 2025.

The most flights from USVT to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

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

Related info for your journey

Find useful and relevant information for your journey from Vermont to Chicago. 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 Vermont to Chicago?

    Departing from Vermont to Chicago will take you 2h 39m. The distance between Vermont and Chicago is about 761 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Hartford Bradley Intl - Chicago O'Hare Intl, Albany Intl - Chicago O'Hare Intl or Hartford Bradley Intl - Chicago Midway when deciding on the best route from Vermont to Chicago.

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

    No one likes to see their flight delayed. When booking a flight from Vermont to Chicago consider choosing Qatar Airways (77%), Emirates (77%) or American Airlines (72%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Vermont to Chicago?

    Looking at all options, your cheapest flight can be booked for $188. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $188 on average, our data indicates $846 when flying from Vermont to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Vermont to Chicago 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 Vermont to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Vermont to Chicago (average of $201). Flying from Vermont to Chicago in April is currently the most expensive (average of $329). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Vermont to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Vermont to Chicago

Discover the top 2 airlines that operate flights from Vermont to Chicago. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$309FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$230Average$369FlexibilityNo cancel feeOn-time69%

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