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Midway

$79+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$210
(Delta)

One-way from

$79
(Southwest)

Popular in

April

Cheapest in

May

Average price

$338
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. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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 8/306:40 amBTV - MDW
2 stops11h 57mDelta
Wed 9/34:25 pmMDW - BTV
1 stop5h 17mDelta
Deal found 7/2$210
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/65:35 amBDL - MDW
1 stop4h 09mDelta
Wed 8/139:31 amMDW - BDL
1 stop5h 39mDelta
Deal found 6/30$217
This Southwest deal was found by Cheapflights users on 7/1. 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 8/75:45 amBDL - MDW
2 stops8h 45mSouthwest
Sat 8/96:55 amMDW - BDL
1 stop6h 55mSouthwest
Deal found 7/1$219
This Frontier deal was found by Cheapflights users on 7/2. 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 9/1810:30 amBDL - MDW
1 stop6h 28mFrontier
Sun 9/219:48 amMDW - BDL
1 stop9h 14mFrontier
Deal found 7/2$239
This Southwest deal was found by Cheapflights users on 7/1. 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 8/57:25 amALB - MDW
1 stop5h 20mSouthwest
Tue 8/1210:05 amMDW - ALB
Nonstop1h 55mSouthwest
Deal found 7/1$268
This Delta deal was found by Cheapflights users on 7/3. 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 7/296:10 amALB - MDW
1 stop3h 34mDelta
Sat 8/24:22 pmMDW - ALB
1 stop6h 29mDelta
Deal found 7/3$269

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 July 3, 2025.
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

Sat 8/30

6:40 am-5:37 pm

2 stops11h 57m

Chicago Midway

Wed 9/3

4:25 pm-10:42 pm

1 stop5h 17m

$210

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 8/6

5:35 am-8:44 am

1 stop4h 09m

Chicago Midway

Wed 8/13

9:31 am-4:10 pm

1 stop5h 39m

$217

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 8/7

5:45 am-1:30 pm

2 stops8h 45m

Chicago Midway

Sat 8/9

6:55 am-2:50 pm

1 stop6h 55m

$219

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 9/18

10:30 am-3:58 pm

1 stop6h 28m

Chicago Midway

Sun 9/21

9:48 am-8:02 pm

1 stop9h 14m

$239

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 8/5

7:25 am-11:45 am

1 stop5h 20m

Chicago Midway

Tue 8/12

10:05 am-1:00 pm

Nonstop1h 55m

$268

AlbanyChicago

ALB - MDW

ALBMDW

Albany Intl

Tue 7/29

6:10 am-8:44 am

1 stop3h 34m

Chicago Midway

Sat 8/2

4:22 pm-11:51 pm

1 stop6h 29m

$269

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 9/25

4:20 pm-7:50 pm

1 stop4h 30m

$79

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sun 10/12

12:59 pm-9:08 pm

1 stop9h 09m

$88

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Tue 7/29

5:35 am-8:44 am

1 stop4h 09m

$99

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Sat 9/13

12:30 pm-6:35 pm

1 stop7h 05m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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.

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.

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 July 3, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air from Vermont to Chicago Midway Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
708 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $79 on Southwest. Other airlines that offer cheap prices include Frontier from $88 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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