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$57+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — MDW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap 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 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(Frontier)

One-way from

$57
(Mytrip)

Popular in

April

Cheapest in

January

Average price

$444
Provider with most accurate pricing for Burlington-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Burlington-Chicago (CHI) flights.
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From Vermont to Chicago Midway
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One-way flight from Vermont to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find 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 20, 2025.

This Southwest deal was found by Cheapflights users on 2/20. 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 4/301:25 pmBDL - MDW
2 stops8h 45mSouthwest
Fri 5/29:50 amMDW - BDL
1 stop5h 25mSouthwest
Deal found 2/20$222
This Delta deal was found by Cheapflights users on 2/20. 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 4/255:40 amBDL - MDW
1 stop4h 00mDelta
Mon 4/285:59 pmMDW - BDL
1 stop4h 11mDelta
Deal found 2/20$237
This Frontier deal was found by Cheapflights users on 2/20. 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.
Fri 4/183:13 pmBDL - MDW
1 stop9h 37mFrontier
Mon 4/217:05 amMDW - BDL
1 stop6h 20mFrontier
Deal found 2/20$240
This Southwest deal was found by Cheapflights users on 2/20. 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 3/202:30 pmALB - MDW
2 stops6h 20mSouthwest
Thu 3/277:15 amMDW - ALB
1 stop5h 25mSouthwest
Deal found 2/20$272
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 3/236:00 amALB - MDW
1 stop3h 45mDelta
Sat 3/299:25 amMDW - ALB
1 stop5h 50mDelta
Deal found 2/20$283
This FlightHub deal was found by Cheapflights users on 2/19. 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.
Fri 3/72:11 pmBTV - MDW
1 stop8h 14mFrontier
Sun 3/912:36 pmMDW - BTV
1 stop27h 21mFrontier
Deal found 2/19$297
This Delta deal was found by Cheapflights users on 2/20. 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 4/37:09 amBTV - MDW
1 stop6h 26mDelta
Sun 4/66:42 pmMDW - BTV
1 stop3h 25mDelta
Deal found 2/20$299

Find flights from Vermont to Midway within your budget

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 20, 2025.

Fly from

Vermont

Fly to

Midway

Route

Depart

Return

Price

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/30

1:25 pm-9:10 pm

2 stops8h 45m

Chicago Midway

Fri 5/2

9:50 am-4:15 pm

1 stop5h 25m

$222

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Fri 4/25

5:40 am-8:40 am

1 stop4h 00m

Chicago Midway

Mon 4/28

5:59 pm-11:10 pm

1 stop4h 11m

$237

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Fri 4/18

3:13 pm-11:50 pm

1 stop9h 37m

Chicago Midway

Mon 4/21

7:05 am-2:25 pm

1 stop6h 20m

$240

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Thu 3/20

2:30 pm-7:50 pm

2 stops6h 20m

Chicago Midway

Thu 3/27

7:15 am-1:40 pm

1 stop5h 25m

$272

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Sun 3/23

6:00 am-8:45 am

1 stop3h 45m

Chicago Midway

Sat 3/29

9:25 am-4:15 pm

1 stop5h 50m

$283

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Fri 3/7

2:11 pm-9:25 pm

1 stop8h 14m

Chicago Midway

Sun 3/9

12:36 pm-4:57 pm

1 stop27h 21m

$297

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Thu 4/3

7:09 am-12:35 pm

1 stop6h 26m

Chicago Midway

Sun 4/6

6:42 pm-11:07 pm

1 stop3h 25m

$299

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/2

7:07 pm-9:24 am

1 stop15h 17m

$57

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Fri 3/7

2:11 pm-9:25 pm

1 stop8h 14m

$85

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 4/1

5:30 am-7:00 am

Nonstop2h 30m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 15 results
1
2

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.

Travel insights for flights from Vermont to Midway

Get recent, data-driven insights about flights from Vermont to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Frontier from Vermont to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

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

    One-way options have recently been found by users for as low as $57 on Frontier. Other airlines that offer cheap prices include Southwest from $89 and Delta from $99 one-way.

  • 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.

  • What is the cheapest month to book a flight from Vermont to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Vermont to Chicago Midway Airport (average of $160). Flying from Vermont to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Vermont?

Book flights to Vermont if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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