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$70+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — CHI
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
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 February 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 4/2710:52 am
ALB
-
ORD
1 stop25h 35m
Multiple Airlines
Thu 4/301:27 pm
ORD
-
ALB
1 stop19h 35m
Multiple Airlines
Deal found 2/6$205
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 3/911:22 am
ALB
-
ORD
1 stop25h 00m
Multiple Airlines
Thu 3/129:15 am
ORD
-
ALB
1 stop23h 47m
Multiple Airlines
Deal found 2/6$206
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Thu 7/24:42 pm
BTV
-
ORD
Nonstop2h 42m
United Airlines
Sun 7/510:53 am
ORD
-
BTV
Nonstop2h 17m
United Airlines
Deal found 2/5$209
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Sat 3/216:00 am
BTV
-
ORD
Nonstop2h 43m
United Airlines
Tue 3/245:45 pm
ORD
-
BTV
1 stop4h 59m
United Airlines
Deal found 2/6$219
This Delta deal was found by Cheapflights users on 2/6. 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.
Sat 3/217:10 am
BTV
-
MDW
1 stop6h 19m
Delta
Tue 3/246:34 pm
MDW
-
BTV
1 stop3h 29m
Delta
Deal found 2/6$229
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 4/87:10 am
BTV
-
ORD
1 stop7h 07m
Delta
Sat 4/1110:38 am
ORD
-
BTV
1 stop4h 44m
Delta
Deal found 2/6$229
This United Airlines deal was found by Cheapflights users on 2/6. 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 3/136:00 am
BTV
-
ORD
Nonstop2h 43m
United Airlines
Tue 3/175:45 pm
ORD
-
BTV
1 stop4h 59m
United Airlines
Deal found 2/6$233
This Delta deal was found by Cheapflights users on 2/7. 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 3/284:39 pm
BTV
-
ORD
1 stop4h 38m
Delta
Mon 4/61:57 pm
ORD
-
BTV
2 stops8h 08m
Delta
Deal found 2/7$234
This Delta deal was found by Cheapflights users on 2/7. 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 8/196:30 am
BTV
-
MDW
2 stops10h 57m
Delta
Sat 8/221:00 pm
MDW
-
BTV
2 stops9h 48m
Delta
Deal found 2/7$239
This American Airlines deal was found by Cheapflights users on 2/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:15 pm
BTV
-
ORD
Nonstop2h 54m
American Airlines
Mon 5/185:00 am
ORD
-
BTV
1 stop5h 27m
American Airlines
Deal found 2/7$239
This American Airlines deal was found by Cheapflights users on 2/8. 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.
Sat 3/146:24 pm
ALB
-
ORD
Nonstop2h 52m
American Airlines
Tue 3/178:43 pm
ORD
-
ALB
Nonstop2h 13m
American Airlines
Deal found 2/8$245
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Mon 3/2310:52 am
ALB
-
ORD
1 stop24h 44m
Multiple Airlines
Wed 3/2512:45 pm
ORD
-
ALB
2 stops21h 36m
Multiple Airlines
Deal found 2/5$248

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Kiwi.com)

One-way from

$70
(Mytrip)

Popular in

January

Cheapest in

September

Average price

$369

Good round-trip deal

$354 or less

Good one-way deal

$327 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. 11% potential increase in price ($46 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 February 2026
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 February 8, 2026.
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

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Wed 4/29

7:33 pm-11:43 pm

1 stop5h 10m

Chicago O'Hare Intl

Sun 5/3

6:10 pm-9:26 pm

Nonstop2h 16m

$219

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sun 5/3

5:30 am-9:37 am

1 stop5h 07m

Chicago O'Hare Intl

Sat 5/9

11:05 am-2:22 pm

Nonstop2h 17m

$219

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 3/28

4:39 pm-8:17 pm

1 stop4h 38m

Chicago O'Hare Intl

Mon 4/6

5:50 pm-11:05 pm

1 stop4h 15m

$229

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 3/28

4:39 pm-8:17 pm

1 stop4h 38m

Chicago O'Hare Intl

Wed 4/1

5:50 pm-11:05 pm

1 stop4h 15m

$229

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Fri 3/13

7:30 pm-11:44 pm

1 stop5h 14m

Chicago O'Hare Intl

Tue 3/17

5:45 pm-11:44 pm

1 stop4h 59m

$229

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 3/21

7:10 am-1:24 pm

1 stop7h 14m

Chicago O'Hare Intl

Mon 3/23

5:50 pm-11:05 pm

1 stop4h 15m

$229

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Thu 5/7

6:00 am-4:17 pm

2 stops11h 17m

Chicago Midway

Sun 5/10

6:36 pm-11:02 pm

1 stop3h 26m

$234

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Sat 3/21

7:10 am-12:29 pm

1 stop6h 19m

Chicago Midway

Tue 3/24

1:10 pm-11:05 pm

2 stops8h 55m

$234

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Mon 4/13

2:05 pm-11:59 pm

2 stops10h 54m

Chicago O'Hare Intl

Sat 4/18

5:04 pm-11:17 pm

1 stop5h 13m

$234

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Wed 5/13

7:30 am-12:42 pm

1 stop6h 12m

Chicago Midway

Mon 5/18

6:36 pm-11:02 pm

1 stop3h 26m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

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 $316). 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 February 8, 2026.

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

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 15m. The distance between Vermont and Chicago is about 715 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, Hartford Bradley Intl - Chicago Midway or Albany Intl - Chicago O'Hare Intl 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 United Airlines (72%), SkyWest Airlines (70%) or Air Canada (67%) 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 $178. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $164 on average, our data indicates $794 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 $316). 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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$308FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$221Average$372FlexibilityNo cancel feeOn-time69%

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