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$125+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Delta)

One-way from

$125
(Southwest)

Popular in

April

Cheapest in

February

Average price

$471
Provider with most accurate pricing for Chicago (CHI)-Burlington flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Burlington flights.
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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. 9% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/27. 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.
Sat 6/75:25 pmMDW - BTV
1 stop4h 50mDelta
Tue 6/107:20 amBTV - MDW
1 stop6h 09mDelta
Deal found 3/27$229
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/108:00 amMDW - BDL
1 stop10h 27mFrontier
Mon 4/143:15 pmBDL - MDW
1 stop9h 35mFrontier
Deal found 3/27$248
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1412:30 pmMDW - ALB
Nonstop1h 55mSouthwest
Thu 4/177:30 amALB - MDW
Nonstop2h 10mSouthwest
Deal found 3/27$253
This Delta deal was found by Cheapflights users on 3/26. 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.
Wed 5/76:25 pmMDW - ALB
1 stop3h 49mDelta
Wed 5/146:00 amALB - MDW
1 stop3h 40mDelta
Deal found 3/26$269
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/68:10 pmMDW - BDL
Nonstop2h 05mSouthwest
Tue 5/135:55 amBDL - MDW
Nonstop2h 25mSouthwest
Deal found 3/27$319
This Delta deal was found by Cheapflights users on 3/27. 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.
Mon 5/54:59 pmMDW - BDL
1 stop6h 00mDelta
Wed 5/145:35 amBDL - MDW
1 stop4h 05mDelta
Deal found 3/27$339

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 March 28, 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 6/7

5:25 pm-11:15 pm

1 stop4h 50m

Burlington

Tue 6/10

7:20 am-12:29 pm

1 stop6h 09m

$229

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 4/10

8:00 am-7:27 pm

1 stop10h 27m

Hartford Bradley Intl

Mon 4/14

3:15 pm-11:50 pm

1 stop9h 35m

$248

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Mon 4/14

12:30 pm-3:25 pm

Nonstop1h 55m

Albany Intl

Thu 4/17

7:30 am-8:40 am

Nonstop2h 10m

$253

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Wed 5/7

6:25 pm-11:14 pm

1 stop3h 49m

Albany Intl

Wed 5/14

6:00 am-8:40 am

1 stop3h 40m

$269

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 5/6

8:10 pm-11:15 pm

Nonstop2h 05m

Hartford Bradley Intl

Tue 5/13

5:55 am-7:20 am

Nonstop2h 25m

$319

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 5/5

12:48 pm-9:43 pm

1 stop7h 55m

Hartford Bradley Intl

Wed 5/14

5:35 am-8:40 am

1 stop4h 05m

$339

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sun 6/8

6:26 pm-6:01 pm

3 stops22h 35m

Hartford Bradley Intl

Thu 6/12

7:15 am-8:22 am

2 stops26h 07m

$704

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Tue 4/29

6:50 pm-9:45 pm

Nonstop1h 55m

$125

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 5/2

1:19 pm-11:26 am

1 stop21h 07m

$126

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Mon 5/12

6:25 pm-11:14 pm

1 stop3h 49m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 15 results
1
2

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 March 28, 2025.
Read through reviews of airlines operating flights from Chicago to Vermont, such as Southwest, Delta and Avelo Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,271 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $125 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 $126 and $135, respectively.

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

    While some choose either Chicago Midway - Albany Intl or Chicago Midway - Burlington, 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 April is currently the most expensive (average of $471). 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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