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Vermont

$79+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$215
(Southwest)

One-way from

$79
(Southwest)

Popular in

April

Cheapest in

July

Average price

$342
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. 5% potential increase in price ($24 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 July 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 July 1, 2025.

This Southwest deal was found by Cheapflights users on 7/1. 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 8/27:00 pmMDW - BDL
Nonstop2h 05mSouthwest
Sun 8/105:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 7/1$215
This Delta deal was found by Cheapflights users on 7/1. 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 7/156:20 pmMDW - BDL
1 stop3h 41mDelta
Tue 7/295:35 amBDL - MDW
1 stop4h 09mDelta
Deal found 7/1$227
This Delta deal was found by Cheapflights users on 6/29. 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 11/206:00 amMDW - BTV
2 stops10h 02mDelta
Tue 11/257:20 amBTV - MDW
1 stop6h 12mDelta
Deal found 6/29$234
This Frontier deal was found by Cheapflights users on 6/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:48 amMDW - BDL
1 stop9h 14mFrontier
Sun 9/148:47 pmBDL - MDW
2 stops17h 24mFrontier
Deal found 6/29$239
This Southwest deal was found by Cheapflights users on 6/30. 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.
Fri 10/34:35 pmMDW - ALB
2 stops6h 40mSouthwest
Mon 10/62:55 pmALB - MDW
1 stop6h 40mSouthwest
Deal found 6/30$278
This Delta deal was found by Cheapflights users on 7/1. 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 8/156:17 pmMDW - ALB
1 stop4h 04mDelta
Fri 8/226:00 amALB - MDW
1 stop3h 35mDelta
Deal found 7/1$287
This Mytrip deal was found by Cheapflights users on 6/30. 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 8/1410:53 amMDW - ALB
1 stop6h 41mAllegiant Air
Thu 8/2110:12 amALB - MDW
2 stops23h 30mAllegiant Air
Deal found 6/30$291

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 July 1, 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

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 8/2

7:00 pm-10:05 pm

Nonstop2h 05m

Hartford Bradley Intl

Sun 8/10

5:35 am-6:55 am

Nonstop2h 20m

$215

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 7/15

6:20 pm-11:01 pm

1 stop3h 41m

Hartford Bradley Intl

Tue 7/29

5:35 am-8:44 am

1 stop4h 09m

$227

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Tue 7/15

6:20 pm-10:59 pm

1 stop3h 39m

Burlington

Tue 7/29

6:00 am-12:29 pm

2 stops7h 29m

$235

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/12

9:48 am-8:02 pm

1 stop9h 14m

Hartford Bradley Intl

Sun 9/14

8:47 pm-1:11 pm

2 stops17h 24m

$239

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Fri 10/3

4:35 pm-12:15 am

2 stops6h 40m

Albany Intl

Mon 10/6

2:55 pm-8:35 pm

1 stop6h 40m

$278

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Fri 8/15

6:17 pm-11:21 pm

1 stop4h 04m

Albany Intl

Fri 8/22

6:00 am-8:35 am

1 stop3h 35m

$287

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Thu 8/14

10:53 am-6:34 pm

1 stop6h 41m

Albany Intl

Thu 8/21

10:12 am-8:42 am

2 stops23h 30m

$291

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Fri 7/18

10:31 am-10:27 am

2 stops22h 56m

Burlington

Sun 7/20

1:30 pm-9:41 am

2 stops21h 11m

$583

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 8/21

2:10 pm-8:00 pm

1 stop4h 50m

$79

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 7/14

8:35 am-7:53 pm

1 stop10h 18m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 16 results
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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
No data available for this route at this time. Please check back soon.

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 July 1, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Vermont, such as Southwest, Delta, and Allegiant Air. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,275 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.2

Crew

8.6

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
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.2

Crew

8.6

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
7,974 reviews
Southwest
8.0
Very good
4,275 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.2

Crew

8.6

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
7.2
Good
710 reviews
Southwest
8.0
Very good
4,275 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.2

Crew

8.6

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
5.9
Fair
3,289 reviews
Southwest
8.0
Very good
4,275 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.2

Crew

8.6

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?

    $79 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $86 and $99, 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

See prices for flight routes from nearby airports that may be better suited for you.
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