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$79+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap 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 12, 2026.

This Frontier deal was found by Cheapflights users on 2/10. 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 4/96:00 am
MDW
-
BDL
1 stop6h 58m
Frontier
Mon 4/1312:49 pm
BDL
-
MDW
1 stop10h 30m
Frontier
Deal found 2/10$181
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 2/266:25 am
MDW
-
BDL
1 stop6h 07m
Multiple Airlines
Mon 3/27:00 am
BDL
-
MDW
2 stops16h 29m
Multiple Airlines
Deal found 2/11$185
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
-
BDL
1 stop11h 39m
Frontier
Sun 4/129:21 pm
BDL
-
MDW
1 stop23h 48m
Frontier
Deal found 2/10$192
This Priceline deal was found by Cheapflights users on 2/10. 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.
Fri 4/106:30 am
MDW
-
BDL
1 stop11h 39m
Frontier
Sun 4/191:07 pm
BDL
-
MDW
1 stop7h 24m
Frontier
Deal found 2/10$202
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/257:00 am
MDW
-
BDL
1 stop29h 32m
Frontier
Thu 2/266:00 pm
BDL
-
MDW
1 stop21h 26m
Frontier
Deal found 2/10$205
This Frontier deal was found by Cheapflights users on 2/10. 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.
Sat 5/29:14 am
MDW
-
BDL
1 stop9h 03m
Frontier
Thu 5/71:07 pm
BDL
-
MDW
1 stop10h 12m
Frontier
Deal found 2/10$215
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/187:00 am
MDW
-
BDL
1 stop29h 32m
Multiple Airlines
Wed 3/117:20 am
BDL
-
MDW
2 stops15h 59m
Multiple Airlines
Deal found 2/10$219
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:30 am
MDW
-
BDL
1 stop5h 32m
Frontier
Fri 3/68:08 pm
BDL
-
MDW
1 stop26h 37m
Frontier
Deal found 2/11$220
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/126:05 am
MDW
-
BDL
2 stops10h 08m
Multiple Airlines
Sun 3/158:08 pm
BDL
-
MDW
1 stop19h 13m
Multiple Airlines
Deal found 2/10$221
This Priceline deal was found by Cheapflights users on 2/10. 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.
Mon 3/167:25 am
MDW
-
BDL
1 stop10h 48m
Frontier
Thu 3/191:12 pm
BDL
-
MDW
1 stop7h 35m
Frontier
Deal found 2/10$224
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:08 pm
MDW
-
BDL
1 stop25h 05m
Frontier
Mon 3/98:08 pm
BDL
-
MDW
1 stop23h 05m
Frontier
Deal found 2/11$225
This Delta deal was found by Cheapflights users on 2/9. 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 3/1112:47 pm
MDW
-
BTV
2 stops10h 18m
Delta
Sat 3/147:10 am
BTV
-
MDW
1 stop6h 19m
Delta
Deal found 2/9$234

Find 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 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Frontier)

One-way from

$79
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$389
Provider with most accurate pricing for Chicago (CHI)-Burlington flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Burlington flights.
Search Deals
From Chicago Midway to Vermont
Search Deals
One-way flight from Chicago Midway to Vermont
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 12, 2026.
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

Fri 5/15

9:14 am-7:17 pm

1 stop9h 03m

Hartford Bradley Intl

Sat 5/16

8:08 pm-8:04 am

1 stop12h 56m

$215

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 3/16

7:25 am-7:13 pm

1 stop10h 48m

Hartford Bradley Intl

Thu 3/19

1:12 pm-7:47 pm

1 stop7h 35m

$224

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 3/11

1:10 pm-11:59 pm

2 stops9h 49m

Burlington

Sat 3/14

6:02 am-12:29 pm

2 stops7h 27m

$239

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 5/20

6:36 pm-11:02 pm

1 stop3h 26m

Burlington

Mon 5/25

2:25 pm-9:09 pm

1 stop7h 44m

$239

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 3/18

1:10 pm-11:59 pm

2 stops9h 49m

Burlington

Mon 3/23

5:35 am-12:02 pm

1 stop7h 27m

$244

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 3/6

2:41 pm-5:23 pm

2 stops25h 42m

Hartford Bradley Intl

Sun 3/8

1:07 pm-10:19 pm

1 stop10h 12m

$257

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 3/17

6:00 am-6:11 pm

2 stops11h 11m

Hartford Bradley Intl

Thu 3/19

1:12 pm-10:19 pm

1 stop10h 07m

$274

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Tue 2/24

1:26 pm-11:09 pm

2 stops8h 43m

Burlington

Sat 2/28

7:10 am-12:46 pm

1 stop6h 36m

$274

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 3/14

6:34 pm-11:12 pm

1 stop3h 38m

Hartford Bradley Intl

Tue 3/17

5:04 pm-10:31 pm

1 stop6h 27m

$281

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 3/10

12:47 pm-9:22 pm

1 stop7h 35m

Hartford Bradley Intl

Sat 3/14

5:34 am-8:53 am

1 stop4h 19m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 55 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 6h 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 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.

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 LaGuardia flights
Midway to Tampa flights
O'Hare Intl to Charleston flights
O'Hare Intl to Salt Lake City flights
Midway to Atlanta flights
O'Hare Intl to Savannah flights
O'Hare Intl to Sarasota flights
Midway to Fort Myers flights
Midway to Newark flights

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