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$112+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(Southwest)

One-way from

$112
(Kiwi.com)

Popular in

April

Cheapest in

July

Average price

$395
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. 5% potential increase in price ($23 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 October 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 October 30, 2025.

This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:50 amMDW - BDL
1 stop5h 05mSouthwest
Sun 12/75:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 10/29$167
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/111:10 pmMDW - BDL
1 stop8h 00mSouthwest
Sun 12/143:35 pmBDL - MDW
1 stop8h 35mSouthwest
Deal found 10/29$177
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:52 pmMDW - BDL
1 stop21h 57mMultiple Airlines
Sun 12/712:48 pmBDL - MDW
1 stop22h 04mMultiple Airlines
Deal found 10/29$206
This Southwest deal was found by Cheapflights users on 10/30. 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.
Wed 12/36:00 pmMDW - ALB
Nonstop1h 50mSouthwest
Thu 12/115:10 amALB - MDW
Nonstop2h 20mSouthwest
Deal found 10/30$231
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:37 pmMDW - BDL
1 stop19h 40mFrontier
Mon 11/177:36 pmBDL - MDW
2 stops42h 05mFrontier
Deal found 10/30$238
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:35 amMDW - ALB
2 stops8h 55mSouthwest
Tue 12/95:10 amALB - MDW
Nonstop2h 20mSouthwest
Deal found 10/29$246
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:15 amMDW - BDL
2 stops40h 42mMultiple Airlines
Sun 12/1412:48 pmBDL - MDW
1 stop6h 24mMultiple Airlines
Deal found 10/29$250
This Delta deal was found by Cheapflights users on 10/28. 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 12/156:40 pmMDW - ALB
1 stop3h 56mDelta
Tue 12/305:40 amALB - MDW
1 stop4h 09mDelta
Deal found 10/28$258
This Delta deal was found by Cheapflights users on 10/28. 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 12/136:46 pmMDW - ALB
1 stop3h 50mDelta
Tue 12/305:40 amALB - MDW
1 stop4h 09mDelta
Deal found 10/28$265
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:55 amMDW - BDL
Nonstop2h 00mSouthwest
Sun 12/145:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 10/29$271
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:37 pmMDW - BDL
1 stop19h 40mMultiple Airlines
Tue 11/189:05 amBDL - MDW
2 stops28h 36mMultiple Airlines
Deal found 10/29$273
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/149:34 amMDW - BTV
2 stops12h 06mDelta
Tue 11/187:05 amBTV - MDW
1 stop6h 29mDelta
Deal found 10/29$274

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 October 30, 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

Wed 1/21

1:25 pm-4:20 pm

Nonstop1h 55m

Hartford Bradley Intl

Sun 1/25

1:40 pm-5:35 pm

1 stop4h 55m

$167

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 1/22

6:00 am-1:42 pm

1 stop6h 42m

Hartford Bradley Intl

Sun 1/25

5:30 am-8:54 am

1 stop4h 24m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/11

1:10 pm-10:10 pm

1 stop8h 00m

Hartford Bradley Intl

Sun 12/14

3:35 pm-11:10 pm

1 stop8h 35m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 1/22

6:00 am-2:50 pm

1 stop7h 50m

Hartford Bradley Intl

Sun 1/25

1:40 pm-7:45 pm

2 stops7h 05m

$182

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Thu 12/4

1:25 pm-4:15 pm

Nonstop1h 50m

Albany Intl

Mon 12/8

5:10 am-6:30 am

Nonstop2h 20m

$231

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Wed 12/3

6:00 pm-8:50 pm

Nonstop1h 50m

Albany Intl

Tue 12/9

5:10 am-6:30 am

Nonstop2h 20m

$231

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Wed 12/3

12:55 pm-7:15 pm

1 stop5h 20m

Albany Intl

Thu 12/11

5:10 am-6:30 am

Nonstop2h 20m

$241

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Mon 1/12

5:31 pm-11:57 pm

1 stop5h 26m

Albany Intl

Wed 1/21

5:45 pm-10:26 pm

1 stop5h 41m

$251

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/4

8:50 am-4:15 pm

2 stops6h 25m

Hartford Bradley Intl

Sun 12/7

2:00 pm-8:30 pm

2 stops7h 30m

$257

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 1/16

9:55 am-1:00 pm

Nonstop2h 05m

Hartford Bradley Intl

Mon 1/19

5:15 am-6:50 am

Nonstop2h 35m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 52 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 55m. Fly via Southwest or Delta to get the fastest option. The distance from Chicago Midway Airport to Vermont is about 773 mi. This flight may include one or multiple stops.

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

    $116 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 $133 and $134, 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.

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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