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$92+ 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(Southwest)

One-way from

$92
(Kiwi.com)

Popular in

February

Cheapest in

July

Average price

$399
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. 14% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 13, 2025.

This Southwest deal was found by Cheapflights users on 11/11. 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 12/96:15 pmMDW - BDL
Nonstop2h 10mSouthwest
Thu 12/115:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 11/11$167
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/206:12 amMDW - BDL
1 stop27h 58mFrontier
Sat 1/1012:38 pmBDL - MDW
2 stops27h 40mFrontier
Deal found 11/12$175
This Delta deal was found by Cheapflights users on 11/11. 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 12/246:08 pmMDW - BDL
1 stop4h 06mDelta
Thu 1/15:30 amBDL - MDW
1 stop4h 19mDelta
Deal found 11/11$177
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Wed 12/246:12 amMDW - BDL
2 stops15h 47mMultiple Airlines
Tue 12/3012:05 pmBDL - MDW
1 stop26h 16mMultiple Airlines
Deal found 11/12$186
This Southwest deal was found by Cheapflights users on 11/12. 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 12/118:50 amMDW - BDL
1 stop5h 05mSouthwest
Sun 12/145:40 pmBDL - MDW
1 stop6h 20mSouthwest
Deal found 11/12$187
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Thu 12/47:23 pmMDW - BDL
1 stop14h 45mFrontier
Sun 12/712:48 pmBDL - MDW
1 stop22h 04mFrontier
Deal found 11/11$188
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Thu 12/186:33 pmMDW - BDL
2 stops19h 56mFrontier
Sun 1/1811:46 amBDL - MDW
1 stop11h 33mFrontier
Deal found 11/11$195
This Southwest deal was found by Cheapflights users on 11/11. 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 12/412:55 pmMDW - BDL
1 stop6h 10mSouthwest
Sun 12/75:40 pmBDL - MDW
1 stop6h 20mSouthwest
Deal found 11/11$197
This Mytrip deal was found by Cheapflights users on 11/12. 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 12/113:10 pmMDW - BDL
1 stop20h 14mFrontier
Thu 12/1812:05 pmBDL - MDW
1 stop6h 33mFrontier
Deal found 11/12$203
This Delta deal was found by Cheapflights users on 11/12. 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 12/56:40 pmMDW - BTV
1 stop3h 52mDelta
Mon 12/86:00 amBTV - MDW
1 stop6h 55mDelta
Deal found 11/12$229
This Southwest deal was found by Cheapflights users on 11/11. 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 12/21:25 pmMDW - ALB
Nonstop1h 50mSouthwest
Tue 12/26:15 pmALB - MDW
Nonstop2h 15mSouthwest
Deal found 11/11$269
This Delta deal was found by Cheapflights users on 11/13. 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 12/46:40 pmMDW - BTV
1 stop3h 52mDelta
Thu 12/117:05 amBTV - MDW
1 stop6h 29mDelta
Deal found 11/13$284

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 November 13, 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

Thu 1/22

10:53 am-5:45 pm

1 stop5h 52m

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

12:55 pm-8:05 pm

1 stop6h 10m

Hartford Bradley Intl

Sun 12/14

5:15 am-6:45 am

Nonstop2h 30m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/31

11:45 am-8:11 pm

1 stop7h 26m

Hartford Bradley Intl

Sun 2/1

5:00 pm-10:26 pm

1 stop6h 26m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/11

5:13 pm-11:47 pm

1 stop5h 34m

Hartford Bradley Intl

Thu 1/1

5:30 am-8:49 am

1 stop4h 19m

$187

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 12/9

6:15 pm-9:25 pm

Nonstop2h 10m

Hartford Bradley Intl

Thu 12/11

6:00 am-1:00 pm

2 stops8h 00m

$192

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 12/9

9:34 am-4:25 pm

1 stop5h 51m

Hartford Bradley Intl

Thu 12/11

9:43 am-12:34 pm

1 stop3h 51m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sun 12/14

7:25 pm-10:25 pm

Nonstop2h 00m

Hartford Bradley Intl

Wed 12/17

5:15 am-6:45 am

Nonstop2h 30m

$225

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 12/13

5:45 pm-8:45 pm

Nonstop2h 00m

Hartford Bradley Intl

Sun 12/14

5:15 am-6:45 am

Nonstop2h 30m

$225

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Mon 12/8

6:40 pm-11:32 pm

1 stop3h 52m

Burlington

Mon 12/15

7:05 am-12:34 pm

1 stop6h 29m

$229

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 12/22

6:15 am-3:29 pm

1 stop8h 14m

Hartford Bradley Intl

Thu 12/25

12:05 pm-5:38 pm

1 stop6h 33m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 50 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 5h 52m. Fly via Delta or Southwest 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 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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Midway to Fort Lauderdale flights

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