HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$60+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — CHI
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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

Discover tips and strategies to find the most affordable flight options for your journey from Vermont (USVT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

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 November 21, 2024.

This Mytrip deal was found by Cheapflights users on 11/20. 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.
Mon 12/165:50 pmBDL - ORD
3 stops31h 44mMultiple Airlines
Wed 12/1812:09 pmORD - BDL
1 stop9h 33mMultiple Airlines
Deal found 11/20$229
This FlightHub deal was found by Cheapflights users on 11/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/86:00 amBDL - ORD
1 stop29h 32mSpirit Airlines
Mon 12/95:11 pmORD - BDL
1 stop27h 51mSpirit Airlines
Deal found 11/20$245
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/256:00 amBDL - ORD
Nonstop2h 49mUnited Airlines
Wed 1/16:35 pmORD - BDL
Nonstop2h 18mUnited Airlines
Deal found 11/19$257
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1210:55 amBDL - MDW
1 stop27h 59mFrontier
Sun 12/155:15 amMDW - BDL
1 stop26h 42mFrontier
Deal found 11/19$258
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/169:57 amBDL - ORD
1 stop27h 49mFrontier
Sun 12/226:30 amORD - BDL
1 stop10h 42mFrontier
Deal found 11/19$264
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/216:10 amBTV - ORD
Nonstop2h 45mUnited Airlines
Sun 1/56:35 pmORD - BTV
Nonstop2h 13mUnited Airlines
Deal found 11/19$268
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:20 amALB - ORD
1 stop6h 38mAmerican Airlines
Sun 12/156:07 amORD - ALB
1 stop6h 55mAmerican Airlines
Deal found 11/21$272
This Delta deal was found by Cheapflights users on 11/20. 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 12/145:40 amALB - MDW
1 stop4h 18mDelta
Tue 12/176:00 amMDW - ALB
1 stop4h 59mDelta
Deal found 11/20$272
This Southwest deal was found by Cheapflights users on 11/19. 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 12/257:30 amBDL - MDW
Nonstop2h 30mSouthwest
Wed 1/17:20 amMDW - BDL
1 stop5h 15mSouthwest
Deal found 11/19$277
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:00 amBDL - ORD
Nonstop2h 49mAmerican Airlines
Sun 12/157:39 pmORD - BDL
Nonstop2h 05mAmerican Airlines
Deal found 11/21$277
This Frontier deal was found by Cheapflights users on 11/20. 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.
Sat 12/2111:02 amBTV - MDW
1 stop7h 52mFrontier
Mon 12/306:00 amMDW - BTV
1 stop11h 10mFrontier
Deal found 11/20$278
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2111:02 amBTV - ORD
1 stop24h 17mFrontier
Sun 12/297:29 pmORD - BTV
1 stop13h 33mFrontier
Deal found 11/20$283

Find flights from Vermont to Chicago within your budget

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Mon 12/16

5:50 pm-12:34 am

3 stops31h 44m

Chicago O'Hare Intl

Wed 12/18

12:09 pm-10:42 pm

1 stop9h 33m

$229

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Fri 1/24

8:19 pm-11:29 pm

2 stops28h 10m

Chicago Midway

Tue 1/28

5:31 pm-3:13 pm

2 stops44h 42m

$243

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 12/8

6:00 am-10:32 am

1 stop29h 32m

Chicago O'Hare Intl

Mon 12/9

5:11 pm-10:02 pm

1 stop27h 51m

$245

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Fri 1/24

1:17 pm-11:33 pm

1 stop11h 16m

Chicago O'Hare Intl

Tue 1/28

2:59 pm-3:13 pm

2 stops47h 14m

$248

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 12/25

6:00 am-7:49 am

Nonstop2h 49m

Chicago O'Hare Intl

Wed 1/1

6:35 pm-9:53 pm

Nonstop2h 18m

$257

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 1/8

7:05 am-8:54 am

Nonstop2h 49m

Chicago O'Hare Intl

Sat 1/18

6:30 pm-9:42 pm

Nonstop2h 12m

$267

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Tue 1/7

6:00 am-7:45 am

Nonstop2h 45m

Chicago Midway

Tue 1/7

12:25 pm-3:25 pm

Nonstop2h 00m

$268

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Sat 12/21

6:10 am-7:55 am

Nonstop2h 45m

Chicago O'Hare Intl

Sun 1/5

6:35 pm-9:48 pm

Nonstop2h 13m

$268

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 1/7

10:25 am-2:00 pm

1 stop4h 35m

Chicago O'Hare Intl

Tue 1/7

4:35 pm-10:05 pm

1 stop4h 30m

$271

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Wed 1/22

5:45 am-10:53 am

1 stop6h 08m

Chicago O'Hare Intl

Thu 1/23

7:30 am-1:43 pm

1 stop5h 13m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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.

Travel insights for flights from Vermont to Chicago

Get recent, data-driven insights about flights from Vermont to Chicago including ideal travel times, pricing trends, and more.

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 $232). Flying from Vermont to Chicago in June is currently the most expensive (average of $308). 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 November 21, 2024.

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.

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 November 21, 2024.

The most flights from USVT to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 on average).

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 November 21, 2024.
Read through reviews of airlines operating flights from Vermont to Chicago, such as Spirit Airlines, United Airlines and American 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
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 Frontier. According to our data, you can fly for as low as $60. Users have also found prices from $96 and $119 on Spirit Airlines and Delta, 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 (100%), Qatar Airways (96%) or Air New Zealand (88%) 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 $164. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $170 on average our data indicates $1,028 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 $232). Flying from Vermont to Chicago in June is currently the most expensive (average of $308). 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

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.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to O'Hare Intl flights
Boston to O'Hare Intl flights
Seattle to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Newark to Midway flights
Orlando to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Atlanta to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Baltimore to O'Hare Intl flights
Atlanta to Midway flights
Dulles Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Miami to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Hobby to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Los Angeles to Midway flights
Minneapolis to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Baltimore to Midway flights
Hobby to Midway flights
Burbank to O'Hare Intl flights
LaGuardia to Midway flights
Tampa to O'Hare Intl flights
Ontario to O'Hare Intl flights
San Francisco to Midway flights
Seattle to Midway flights
Portland to O'Hare Intl flights
Minneapolis to Midway flights
San Diego to O'Hare Intl flights
Orlando to Midway flights
Santa Ana to O'Hare Intl flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
San Jose to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Austin to O'Hare Intl flights
Love Field to O'Hare Intl flights
Reagan-National to Midway flights
Nashville to O'Hare Intl flights
Oakland to O'Hare Intl flights
Boston to Midway flights
Denver 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$327FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$259Average$396FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$263Average$338FlexibilityNo cancel feeOn-time71%
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.
View all available airlines