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Vermont

$89+ Cheap flights from Midway (MDW) to Vermont

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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Midway to Vermont

Keep the following information in mind while searching for Midway to Vermont flight deals. Data was last updated June 12, 2025.

Round-trip from

$239
(Delta)

One-way from

$89
(Southwest)

Popular in

April

Cheapest in

July

Average price

$369
From Chicago Midway to Vermont
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One-way flight from Chicago Midway to Vermont
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Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Midway to Vermont

Cheapest flights from Midway to Vermont
Explore the most affordable flight options available from Midway to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 6/286:20 pmMDW - BTV
1 stop3h 39mDelta
Sat 7/127:20 amBTV - MDW
1 stop6h 09mDelta
Deal found 6/12$239
This Southwest deal was found by Cheapflights users on 6/10. 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.
Thu 8/79:45 amMDW - BDL
Nonstop2h 05mSouthwest
Wed 8/132:15 pmBDL - MDW
1 stop7h 10mSouthwest
Deal found 6/10$242
This Delta deal was found by Cheapflights users on 6/10. 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 7/11:09 pmMDW - BDL
1 stop3h 33mDelta
Sat 7/55:35 amBDL - MDW
1 stop4h 06mDelta
Deal found 6/10$245
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Thu 6/199:12 pmMDW - BDL
1 stop21h 36mFrontier
Sun 6/2212:38 pmBDL - MDW
1 stop11h 40mFrontier
Deal found 6/10$270
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 8/116:17 pmMDW - ALB
1 stop4h 04mDelta
Wed 8/136:00 amALB - MDW
1 stop3h 35mDelta
Deal found 6/10$271
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 8/116:20 pmMDW - ALB
Nonstop2h 00mSouthwest
Wed 8/1312:50 pmALB - MDW
1 stop4h 35mSouthwest
Deal found 6/10$274
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Thu 7/2411:37 amMDW - BDL
2 stops34h 01mMultiple Airlines
Sun 7/276:20 amBDL - MDW
3 stops32h 44mMultiple Airlines
Deal found 6/11$473
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Fri 6/2710:34 amMDW - ALB
2 stops31h 55mAllegiant Air
Sun 6/299:40 amALB - MDW
2 stops25h 04mAllegiant Air
Deal found 6/11$505
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/410:31 amMDW - BTV
2 stops22h 56mMultiple Airlines
Sun 7/61:36 pmBTV - MDW
2 stops21h 05mMultiple Airlines
Deal found 6/10$642

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Vermont 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 June 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Vermont that are best for you.

Fly from

Midway

Fly to

Vermont

Route

Depart

Return

Price

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Sat 6/28

6:20 pm-10:59 pm

1 stop3h 39m

Burlington

Sat 7/12

7:20 am-12:29 pm

1 stop6h 09m

$239

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 8/7

9:45 am-12:50 pm

Nonstop2h 05m

Hartford Bradley Intl

Wed 8/13

2:15 pm-8:25 pm

1 stop7h 10m

$242

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 7/1

1:09 pm-5:42 pm

1 stop3h 33m

Hartford Bradley Intl

Sat 7/5

5:35 am-8:41 am

1 stop4h 06m

$245

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 6/26

9:12 pm-7:48 pm

1 stop21h 36m

Hartford Bradley Intl

Sun 6/29

12:38 pm-11:18 pm

1 stop11h 40m

$270

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Mon 8/11

6:17 pm-11:21 pm

1 stop4h 04m

Albany Intl

Wed 8/13

6:00 am-8:35 am

1 stop3h 35m

$271

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Mon 8/11

6:20 pm-9:20 pm

Nonstop2h 00m

Albany Intl

Wed 8/13

12:50 pm-4:25 pm

1 stop4h 35m

$274

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 7/24

11:37 am-10:38 pm

2 stops34h 01m

Hartford Bradley Intl

Sun 7/27

6:20 am-2:04 pm

3 stops32h 44m

$473

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Fri 6/27

10:34 am-7:29 pm

2 stops31h 55m

Albany Intl

Sun 6/29

9:40 am-9:44 am

2 stops25h 04m

$505

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Fri 7/4

10:31 am-10:27 am

2 stops22h 56m

Burlington

Sun 7/6

1:36 pm-9:41 am

2 stops21h 05m

$642

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 8/4

10:50 am-5:05 pm

1 stop5h 15m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 17 results
1
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Best time to book a flight from Midway to Vermont

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

Rainfall in Vermont by month

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

In terms of precipitation, rainfall in Vermont ranges from 1.7 - 3.9 inches per month. July is typically the wettest month, when rainfall can reach 3.9 in. February is typically the driest time to visit Vermont when rainfall is around 1.7 in.

Temperature in Vermont by month

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

If weather is an important factor for your trip to Vermont, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 17.6 F).

Reviews of airlines servicing Vermont

Get insights into the airlines that provide service to Vermont. 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 Vermont. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Chicago to Vermont, such as Southwest, Delta and Allegiant Air. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
6.0
Okay
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Midway to Vermont. 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 Chicago Midway Airport to Vermont one-way?

    $89 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and Frontier, with prices starting from $99 and $141, respectively.

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

    While some choose either Chicago Midway - Burlington or Chicago Midway - Albany Intl, Chicago Midway - Hartford Bradley Intl is the most popular route from Chicago Midway Airport to Vermont.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Vermont (average of $327). Flying from Chicago Midway Airport to Vermont in December is currently the most expensive (average of $441). 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

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Alternative routes for Midway to Vermont

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