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$61+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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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 December 18, 2024.

Round-trip from

$264
(Frontier)

One-way from

$61
(Mytrip)
From Vermont to Chicago (CHI)
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One-way flight from Vermont to Chicago (CHI)
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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 December 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. 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 12/3110:52 amBDL - MDW
1 stop8h 02mFrontier
Wed 1/18:25 amMDW - BDL
1 stop5h 45mFrontier
Deal found 12/17$288
This Mytrip deal was found by Cheapflights users on 12/18. 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.
Tue 12/246:00 amBDL - ORD
1 stop14h 51mSpirit Airlines
Tue 1/75:00 amORD - BDL
1 stop16h 42mSpirit Airlines
Deal found 12/18$293
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/247:05 amALB - ORD
Nonstop2h 41mAmerican Airlines
Wed 12/256:00 amORD - ALB
1 stop7h 05mAmerican Airlines
Deal found 12/17$304
This Frontier deal was found by Cheapflights users on 12/18. 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.
Wed 12/184:00 pmBDL - ORD
1 stop6h 45mFrontier
Sun 1/267:00 amORD - BDL
1 stop10h 40mFrontier
Deal found 12/18$308
This Delta deal was found by Cheapflights users on 12/17. 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 12/245:45 amALB - ORD
1 stop4h 36mDelta
Wed 12/257:00 amORD - ALB
1 stop4h 03mDelta
Deal found 12/17$328
This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:00 amALB - ORD
Nonstop2h 41mUnited Airlines
Wed 12/256:35 pmORD - ALB
Nonstop2h 09mUnited Airlines
Deal found 12/17$329
This Southwest deal was found by Cheapflights users on 12/18. 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 12/246:15 pmBDL - MDW
Nonstop2h 35mSouthwest
Tue 1/712:25 pmMDW - BDL
Nonstop2h 00mSouthwest
Deal found 12/18$331
This Southwest deal was found by Cheapflights users on 12/18. 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 12/241:30 pmBDL - ORD
2 stops9h 30mSouthwest
Tue 1/74:35 pmORD - BDL
1 stop4h 30mSouthwest
Deal found 12/18$339
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Tue 12/246:00 amBDL - ORD
1 stop14h 51mMultiple Airlines
Thu 1/26:30 amORD - BDL
1 stop10h 42mMultiple Airlines
Deal found 12/17$341
This Booking.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/2311:02 amBTV - ORD
1 stop24h 26mFrontier
Tue 12/3111:24 amORD - BTV
1 stop21h 38mFrontier
Deal found 12/17$348
This Delta deal was found by Cheapflights users on 12/16. 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 12/2411:49 amBDL - ORD
1 stop8h 25mDelta
Wed 12/257:00 amORD - BDL
1 stop3h 58mDelta
Deal found 12/16$352
This Delta deal was found by Cheapflights users on 12/17. 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 12/2412:50 pmALB - MDW
1 stop4h 20mDelta
Wed 12/253:32 pmMDW - ALB
1 stop5h 07mDelta
Deal found 12/17$378

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 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Fri 1/3

6:05 pm-11:14 pm

1 stop6h 09m

Chicago Midway

Sun 1/12

8:45 am-6:47 pm

1 stop9h 02m

$264

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 2/8

7:56 pm-2:34 pm

1 stop19h 38m

Chicago O'Hare Intl

Sun 2/9

6:25 pm-9:43 pm

Nonstop2h 18m

$264

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 1/5

7:12 pm-10:50 pm

1 stop28h 38m

Chicago O'Hare Intl

Thu 1/9

10:35 am-8:26 am

1 stop20h 51m

$270

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Mon 1/6

6:00 am-11:04 am

1 stop30h 04m

Chicago O'Hare Intl

Sun 1/12

7:00 am-6:47 pm

1 stop10h 47m

$271

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Tue 1/7

1:00 pm-6:14 pm

1 stop6h 14m

Chicago Midway

Tue 1/14

6:00 am-1:19 pm

1 stop6h 19m

$276

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 1/8

5:55 pm-7:44 pm

Nonstop2h 49m

Chicago O'Hare Intl

Sat 1/18

8:15 am-11:29 am

Nonstop2h 14m

$277

BurlingtonChicago

BTV - ORD

BTVORD

Burlington

Thu 1/23

4:32 pm-6:20 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sun 1/26

6:30 pm-9:44 pm

Nonstop2h 14m

$279

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Tue 1/7

6:00 am-7:45 am

Nonstop2h 45m

Chicago Midway

Tue 1/14

12:25 pm-3:25 pm

Nonstop2h 00m

$293

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Sat 1/18

6:56 am-8:41 am

Nonstop2h 45m

Chicago O'Hare Intl

Sun 1/19

5:10 am-10:54 am

1 stop4h 44m

$294

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 1/7

7:05 am-12:55 pm

1 stop6h 50m

Chicago O'Hare Intl

Thu 1/9

10:30 am-4:09 pm

1 stop4h 39m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 57 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.

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 December 18, 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.

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 December 18, 2024.
Read through reviews of airlines operating flights from Vermont to Chicago, such as American Airlines, Frontier 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
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,848 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $61. Users have also found prices from $109 and $128 on American Airlines and Allegiant Air, respectively.

  • 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 Burlington - 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 Emirates (83%) 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 $150. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $164 on average our data indicates $1,021 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.

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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 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$327FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$259Average$393FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$263Average$338FlexibilityNo cancel feeOn-time71%
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