HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$90+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — CHI
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Vermont to Chicago with Cheapflights

1. Tell us where you want to go

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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 Vermont to Chicago

Keep the following information in mind while searching for Vermont to Chicago flight deals. Data was last updated April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$264
(Delta)

One-way from

$90
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$462

Good round-trip deal

$365 or less

Good one-way deal

$241 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 ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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

Find 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 April 30, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 5/302:25 pmBTV - MDW
2 stops8h 02mDelta
Mon 6/21:08 pmMDW - BTV
2 stops8h 42mDelta
Deal found 4/29$264
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/246:00 amBTV - ORD
Nonstop2h 37mUnited Airlines
Mon 5/2611:20 amORD - BTV
Nonstop2h 16mUnited Airlines
Deal found 4/29$264
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 8/195:59 pmALB - ORD
Nonstop2h 35mAmerican Airlines
Sun 8/248:03 amORD - ALB
Nonstop2h 05mAmerican Airlines
Deal found 4/28$267
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 6/116:00 amALB - MDW
2 stops8h 20mSouthwest
Sat 6/142:30 pmMDW - ALB
2 stops8h 00mSouthwest
Deal found 4/28$267
This Delta deal was found by Cheapflights users on 4/27. 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 5/276:55 pmALB - ORD
1 stop6h 03mDelta
Fri 5/305:58 pmORD - ALB
1 stop5h 03mDelta
Deal found 4/27$269
This Delta deal was found by Cheapflights users on 4/27. 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 5/296:00 amALB - MDW
1 stop3h 40mDelta
Sat 5/311:08 pmMDW - ALB
1 stop3h 30mDelta
Deal found 4/27$269
This Delta deal was found by Cheapflights users on 4/29. 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 7/175:11 pmBTV - ORD
1 stop4h 13mDelta
Tue 7/227:00 amORD - BTV
1 stop7h 19mDelta
Deal found 4/29$269
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/207:40 pmALB - ORD
1 stop4h 50mUnited Airlines
Tue 6/2411:05 amORD - ALB
Nonstop2h 10mUnited Airlines
Deal found 4/28$270
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/246:07 amBTV - ORD
1 stop5h 38mAmerican Airlines
Mon 5/266:00 amORD - BTV
1 stop4h 56mAmerican Airlines
Deal found 4/29$270
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 6/118:30 amALB - ORD
1 stop10h 25mSouthwest
Sat 6/144:20 pmORD - ALB
2 stops14h 25mSouthwest
Deal found 4/28$296
This Southwest deal was found by Cheapflights users on 4/28. 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 10/45:30 amBDL - MDW
2 stops7h 50mSouthwest
Tue 10/77:40 amMDW - BDL
2 stops7h 00mSouthwest
Deal found 4/28$303
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/176:00 amBDL - ORD
Nonstop2h 48mUnited Airlines
Sun 7/2011:06 amORD - BDL
Nonstop2h 18mUnited Airlines
Deal found 4/29$307

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 April 30, 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

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Fri 5/30

2:25 pm-9:27 pm

2 stops8h 02m

Chicago Midway

Mon 6/2

1:08 pm-10:50 pm

2 stops8h 42m

$264

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 5/24

6:00 am-7:37 am

Nonstop2h 37m

Chicago O'Hare Intl

Mon 5/26

11:20 am-2:36 pm

Nonstop2h 16m

$264

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 8/19

5:59 pm-7:34 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sun 8/24

8:03 am-11:08 am

Nonstop2h 05m

$267

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 6/11

6:00 am-1:20 pm

2 stops8h 20m

Chicago Midway

Sat 6/14

2:30 pm-11:30 pm

2 stops8h 00m

$267

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 5/27

6:55 pm-11:58 pm

1 stop6h 03m

Chicago O'Hare Intl

Fri 5/30

5:58 pm-12:01 am

1 stop5h 03m

$269

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 5/29

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Sat 5/31

1:08 pm-5:38 pm

1 stop3h 30m

$269

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Thu 7/17

5:11 pm-8:24 pm

1 stop4h 13m

Chicago O'Hare Intl

Tue 7/22

7:00 am-3:19 pm

1 stop7h 19m

$269

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Fri 6/20

7:40 pm-11:30 pm

1 stop4h 50m

Chicago O'Hare Intl

Tue 6/24

11:05 am-2:15 pm

Nonstop2h 10m

$270

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 5/24

6:07 am-10:45 am

1 stop5h 38m

Chicago O'Hare Intl

Mon 5/26

6:00 am-11:56 am

1 stop4h 56m

$270

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 6/11

8:30 am-5:55 pm

1 stop10h 25m

Chicago O'Hare Intl

Sat 6/14

4:20 pm-7:45 am

2 stops14h 25m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 58 results
1
2
3
...
6

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, August is the cheapest month in which you can book a flight from Vermont to Chicago (average of $245). Flying from Vermont to Chicago in March is currently the most expensive (average of $321). 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 April 30, 2025.

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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 30, 2025.
Read through reviews of airlines operating flights from Vermont to Chicago, such as Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $90. Users have also found prices from $100 and $116 on Delta and American Airlines, respectively.

  • 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 Republic Airways (91%), Air Canada (85%) or Air New Zealand (85%) 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 $125. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $208 on average our data indicates $983 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, August is the cheapest month in which you can book a flight from Vermont to Chicago (average of $245). Flying from Vermont to Chicago in March is currently the most expensive (average of $321). 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 Vermont?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Vermont to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Los Angeles to O'Hare Intl flights
Boston to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Seattle to O'Hare Intl flights
San Francisco to Midway flights
Dallas/Fort Worth to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
LaGuardia to Midway flights
Atlanta to O'Hare Intl flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Orlando to O'Hare Intl flights
San Diego to O'Hare Intl flights
Ontario to O'Hare Intl flights
Dulles Intl to Midway flights
Portland to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Austin to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Atlanta to Midway flights
Hartford to O'Hare Intl flights
Burbank to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Newark to St. Louis flights
Miami to O'Hare Intl flights
Oakland to O'Hare Intl flights
Reagan-National to Midway flights
Baltimore to Midway flights
Boston to Midway flights
Los Angeles to Midway flights
Hobby to Midway flights
Seattle to Midway flights
Minneapolis to O'Hare Intl flights
San Jose to O'Hare Intl flights
Pittsburgh to O'Hare Intl flights
John F Kennedy Intl to St. Louis flights
Tampa to Midway flights

Top 3 airlines flying from Vermont to Chicago

Discover the top 3 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$232Average$334FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$368FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.