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$81+ 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Southwest)

One-way from

$81
(Frontier)

Popular in

April

Cheapest in

August

Average price

$374
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 ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Southwest deal was found by Cheapflights users on 2/19. 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.
Fri 5/162:40 pmMDW - ALB
1 stop6h 25mSouthwest
Mon 5/197:30 amALB - MDW
Nonstop2h 10mSouthwest
Deal found 2/19$207
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/188:00 pmMDW - BDL
Nonstop2h 00mSouthwest
Thu 3/206:45 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 2/20$247
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/189:25 amMDW - BDL
1 stop6h 07mDelta
Thu 3/205:40 amBDL - MDW
1 stop4h 05mDelta
Deal found 2/20$248
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/263:14 pmMDW - BTV
1 stop24h 57mFrontier
Sun 3/306:01 pmBTV - MDW
1 stop28h 03mFrontier
Deal found 2/19$250
This Frontier deal was found by Cheapflights users on 2/20. 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.
Thu 6/129:12 pmMDW - BDL
1 stop12h 41mFrontier
Sun 6/1511:53 amBDL - MDW
1 stop9h 06mFrontier
Deal found 2/20$274
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:59 pmMDW - BTV
1 stop4h 00mDelta
Tue 6/106:00 amBTV - MDW
1 stop3h 40mDelta
Deal found 2/19$299
This Delta deal was found by Cheapflights users on 2/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/29:25 amMDW - ALB
1 stop5h 50mDelta
Wed 4/96:00 amALB - MDW
1 stop3h 43mDelta
Deal found 2/18$327

Find flights from Midway to Vermont within your budget

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 February 20, 2025.

Fly from

Midway

Fly to

Vermont

Route

Depart

Return

Price

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Fri 5/16

2:40 pm-10:05 pm

1 stop6h 25m

Albany Intl

Mon 5/19

7:30 am-8:40 am

Nonstop2h 10m

$207

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 3/18

8:00 pm-11:00 pm

Nonstop2h 00m

Hartford Bradley Intl

Thu 3/20

6:45 am-8:15 am

Nonstop2h 30m

$247

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 3/18

9:25 am-4:32 pm

1 stop6h 07m

Hartford Bradley Intl

Thu 3/20

5:40 am-8:45 am

1 stop4h 05m

$248

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 3/26

3:14 pm-5:11 pm

1 stop24h 57m

Burlington

Sun 3/30

6:01 pm-9:04 pm

1 stop28h 03m

$250

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 3/1

7:10 pm-10:40 am

1 stop14h 30m

Hartford Bradley Intl

Sun 3/9

11:52 am-7:29 pm

1 stop8h 37m

$277

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Sun 4/6

6:42 pm-11:07 pm

1 stop3h 25m

Burlington

Wed 4/9

6:30 am-12:35 pm

2 stops7h 05m

$304

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Wed 4/2

9:25 am-4:15 pm

1 stop5h 50m

Albany Intl

Wed 4/9

6:00 am-8:43 am

1 stop3h 43m

$327

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Thu 3/27

5:01 am-5:11 pm

1 stop11h 10m

$81

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Tue 3/25

12:50 pm-3:40 pm

Nonstop1h 50m

$89

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Sun 4/13

11:08 am-10:03 am

1 stop21h 55m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 16 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.

Travel insights for flights from Midway to Vermont

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

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 February 20, 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
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $81 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Allegiant Air, with prices starting from $89 and $122, respectively.

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

    While some choose either Chicago Midway - Hartford Bradley Intl or Chicago Midway - Burlington, Chicago Midway - Albany 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 $478). 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 Midway to Vermont

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