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$73+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
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 agosto 18, 2025.

Round-trip from

$162
(Frontier)

One-way from

$73
(Priceline)

Popular in

April

Cheapest in

July

Average price

$374
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. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 18, 2025.

This Frontier deal was found by Cheapflights users on 8/17. 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.
vie. 9/59:48 amMDW - BDL
1 stop9h 09mFrontier
dom. 9/712:18 pmBDL - MDW
1 stop12h 02mFrontier
Deal found 8/17$162
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:15 amMDW - BDL
1 stop28h 18mFrontier
dom. 9/148:37 pmBDL - MDW
1 stop11h 46mFrontier
Deal found 8/17$169
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/246:20 amMDW - BDL
1 stop8h 01mFrontier
lun. 10/274:20 pmBDL - MDW
1 stop8h 05mFrontier
Deal found 8/17$175
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/239:30 amMDW - BDL
Nonstop2h 05mSouthwest
dom. 10/268:20 pmBDL - MDW
Nonstop2h 30mSouthwest
Deal found 8/17$182
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/2310:49 amMDW - BDL
1 stop22h 40mFrontier
dom. 10/2610:04 amBDL - MDW
1 stop23h 27mFrontier
Deal found 8/17$188
This FlightHub deal was found by Cheapflights users on 8/15. 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.
mié. 8/278:00 amMDW - BDL
1 stop26h 36mFrontier
dom. 9/1412:18 pmBDL - MDW
1 stop12h 02mFrontier
Deal found 8/15$193
This Delta deal was found by Cheapflights users on 8/16. 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.
mar. 9/910:31 amMDW - BDL
1 stop6h 28mDelta
dom. 9/146:00 amBDL - MDW
1 stop8h 03mDelta
Deal found 8/16$197
This Southwest deal was found by Cheapflights users on 8/15. 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.
sáb. 9/1312:55 pmMDW - BDL
Nonstop2h 05mSouthwest
dom. 9/145:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 8/15$205
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/249:00 amMDW - BDL
1 stop23h 35mFrontier
vie. 9/268:52 pmBDL - MDW
1 stop13h 59mFrontier
Deal found 8/17$209
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/179:00 amMDW - BDL
1 stop23h 35mFrontier
vie. 9/198:52 pmBDL - MDW
1 stop13h 59mFrontier
Deal found 8/17$210
This Delta deal was found by Cheapflights users on 8/17. 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.
mar. 9/166:15 pmMDW - BTV
1 stop3h 45mDelta
mar. 9/237:20 amBTV - MDW
1 stop6h 08mDelta
Deal found 8/17$229
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/115:45 pmMDW - ALB
Nonstop1h 55mSouthwest
mar. 10/145:30 amALB - MDW
Nonstop2h 10mSouthwest
Deal found 8/17$229

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 agosto 18, 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

vie. 9/5

9:48 am-7:57 pm

1 stop9h 09m

Hartford Bradley Intl

dom. 9/7

12:18 pm-11:20 pm

1 stop12h 02m

$162

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

dom. 9/14

10:13 am-7:52 pm

1 stop8h 39m

Hartford Bradley Intl

dom. 9/21

12:18 pm-11:20 pm

1 stop12h 02m

$162

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 9/13

6:15 am-11:33 am

1 stop28h 18m

Hartford Bradley Intl

dom. 9/14

8:37 pm-7:23 am

1 stop11h 46m

$169

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

vie. 10/24

6:20 am-3:21 pm

1 stop8h 01m

Hartford Bradley Intl

lun. 10/27

4:20 pm-11:25 pm

1 stop8h 05m

$175

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

jue. 10/23

9:30 am-12:35 pm

Nonstop2h 05m

Hartford Bradley Intl

dom. 10/26

8:20 pm-9:50 pm

Nonstop2h 30m

$182

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

jue. 10/23

10:49 am-10:29 am

1 stop22h 40m

Hartford Bradley Intl

dom. 10/26

10:04 am-8:31 am

1 stop23h 27m

$188

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

mié. 8/27

8:00 am-11:36 am

1 stop26h 36m

Hartford Bradley Intl

dom. 9/14

12:18 pm-11:20 pm

1 stop12h 02m

$193

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

mar. 9/23

9:35 am-4:13 pm

1 stop5h 38m

Hartford Bradley Intl

dom. 9/28

5:35 am-8:40 am

1 stop4h 05m

$197

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

mar. 9/16

6:15 pm-11:00 pm

1 stop3h 45m

Burlington

mar. 9/23

7:20 am-12:28 pm

1 stop6h 08m

$229

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

mié. 12/10

1:25 pm-4:15 pm

Nonstop1h 50m

Albany Intl

sáb. 12/13

5:50 am-7:15 am

Nonstop2h 25m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 45 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.

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.

  • How long is the flight from Chicago Midway Airport to Vermont?

    There are many flights that can get you from Chicago Midway Airport to Vermont in 1h 50m. Fly via Frontier, Delta, or Southwest to get the fastest option. The distance from Chicago Midway Airport to Vermont is about 715 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Vermont one-way?

    $73 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 Delta, with prices starting from $79 and $126, 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 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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