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Midway

$70+ Cheap flights from Vermont to Midway (MDW)

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — MDW
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Vermont to Midway

Cheapest flights from Vermont to Midway
Explore the most affordable flight options available from Vermont to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:30 am
BTV
-
MDW
1 stop6h 12m
Delta
Tue 5/266:36 pm
MDW
-
BTV
1 stop3h 26m
Delta
Deal found 2/10$239
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
BTV
-
MDW
2 stops11h 17m
Delta
Sun 5/106:36 pm
MDW
-
BTV
1 stop3h 26m
Delta
Deal found 2/11$244
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:10 am
BTV
-
MDW
1 stop6h 33m
Delta
Wed 4/155:21 pm
MDW
-
BTV
1 stop5h 38m
Delta
Deal found 2/11$251
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 7/87:00 am
BTV
-
MDW
1 stop6h 30m
Delta
Tue 7/141:05 pm
MDW
-
BTV
2 stops9h 59m
Delta
Deal found 2/9$254
This Delta deal was found by Cheapflights users on 2/8. 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 5/137:30 am
BTV
-
MDW
1 stop6h 12m
Delta
Mon 5/186:36 pm
MDW
-
BTV
1 stop3h 26m
Delta
Deal found 2/8$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:10 am
BTV
-
MDW
1 stop6h 19m
Delta
Sun 4/59:35 am
MDW
-
BTV
1 stop5h 17m
Delta
Deal found 2/10$278
This Southwest deal was found by Cheapflights users on 2/8. 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.
Mon 3/25:15 am
ALB
-
MDW
Nonstop2h 30m
Southwest
Wed 3/41:25 pm
MDW
-
ALB
Nonstop1h 50m
Southwest
Deal found 2/8$279
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:04 pm
ALB
-
MDW
1 stop5h 27m
Delta
Wed 4/156:00 am
MDW
-
ALB
1 stop5h 13m
Delta
Deal found 2/11$289
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 4/238:08 pm
BDL
-
MDW
1 stop12h 56m
Frontier
Sun 4/266:00 am
MDW
-
BDL
2 stops21h 05m
Frontier
Deal found 2/11$292
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:30 am
BDL
-
MDW
Nonstop2h 30m
Southwest
Wed 3/187:40 am
MDW
-
BDL
Nonstop2h 00m
Southwest
Deal found 2/9$293
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:25 pm
ALB
-
MDW
Nonstop2h 10m
Southwest
Wed 4/152:35 pm
MDW
-
ALB
2 stops6h 30m
Southwest
Deal found 2/9$294
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:15 pm
ALB
-
MDW
Nonstop2h 20m
Southwest
Thu 3/199:40 pm
MDW
-
ALB
1 stop9h 15m
Southwest
Deal found 2/9$295

Find flight deals from Vermont to Midway

Keep the following information in mind while searching for Vermont to Midway flight deals. Data was last updated February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Delta)

One-way from

$70
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$347
Provider with most accurate pricing for Burlington-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Burlington-Chicago (CHI) flights.
Search Deals
From Vermont to Chicago Midway
Search Deals
One-way flight from Vermont to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 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 Vermont to Midway 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 Vermont to Chicago Midway Airport that are best for you.

Fly from

Vermont

Fly to

Midway

Route

Depart

Return

Price

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Wed 5/20

7:30 am-12:42 pm

1 stop6h 12m

Chicago Midway

Tue 5/26

6:36 pm-11:02 pm

1 stop3h 26m

$239

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Wed 7/8

7:00 am-12:30 pm

1 stop6h 30m

Chicago Midway

Tue 7/14

1:05 pm-12:04 am

2 stops9h 59m

$254

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Wed 5/13

7:30 am-12:42 pm

1 stop6h 12m

Chicago Midway

Mon 5/18

6:36 pm-11:02 pm

1 stop3h 26m

$268

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Mon 3/2

12:45 pm-6:10 pm

1 stop6h 25m

Chicago Midway

Wed 3/4

1:25 pm-4:15 pm

Nonstop1h 50m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Wed 5/6

12:20 pm-4:15 pm

1 stop4h 55m

Chicago Midway

Sat 5/9

9:05 am-2:50 pm

1 stop4h 45m

$289

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/9

7:25 pm-8:35 pm

Nonstop2h 10m

Chicago Midway

Wed 4/15

5:00 pm-10:05 pm

1 stop4h 05m

$289

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 4/23

8:08 pm-8:04 am

1 stop12h 56m

Chicago Midway

Sun 4/26

6:00 am-4:05 am

2 stops21h 05m

$292

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/8

7:50 am-9:15 am

Nonstop2h 25m

Chicago Midway

Wed 4/8

6:00 pm-9:05 pm

Nonstop2h 05m

$293

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Thu 5/7

6:30 am-4:17 pm

2 stops10h 47m

Chicago Midway

Sun 5/10

6:36 pm-11:02 pm

1 stop3h 26m

$293

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 4/23

6:00 pm-10:28 pm

1 stop5h 28m

Chicago Midway

Sat 4/25

6:38 pm-11:20 pm

1 stop3h 42m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 46 results
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Best time to book a flight from Vermont to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vermont 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 Vermont to Chicago Midway Airport
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 Vermont to Midway. 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 Vermont to Chicago Midway Airport?

    Airlines like Delta, Southwest, and Frontier fly from Vermont to Chicago Midway Airport in about 6h 12m. The time it takes to get you to your destination can typically vary by up to 6h 44m. There are 757 mi between Vermont and Chicago Midway Airport. This flight may include one or multiple stops.

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

    While some choose either Albany Intl - Chicago Midway or Burlington - Chicago Midway, Hartford Bradley Intl - Chicago Midway is the most popular route from Vermont to Chicago Midway Airport.

  • Can I find deals for flights from Vermont to Midway that include hotel bookings?

    Yes. In addition to deals on Vermont to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vermont to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vermont to Midway.

  • Can I find deals for business class flights from Vermont to Midway?

    Yes. Cheapflights offers flight deals from Vermont to Midway 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Vermont to Midway

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