Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Vermont from $85

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Vermont departing on 2/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Vermont

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:45 am - 1:33 pm
MDW
-
BDL
5h 48m1 stop
Delta Logo
5:35 pm - 10:07 pm
BDL
-
MDW
5h 32m1 stop
$177Delta
Sat, Jan 17 - Sun, Jan 18
Frontier Logo
11:27 am - 5:11 pm
MDW
-
BDL
28h 44m1 stop
Frontier Logo
12:11 pm - 10:19 pm
BDL
-
MDW
11h 08m1 stop
$226Frontier
Thu, Jan 15 - Thu, Jan 22
Delta Logo
6:35 pm - 11:19 pm
MDW
-
BTV
3h 44m1 stop
Delta Logo
7:10 am - 12:46 pm
BTV
-
MDW
6h 36m1 stop
$229Delta
Wed, Jan 21 - Tue, Feb 3
Delta Logo
6:14 pm - 11:19 pm
MDW
-
BTV
4h 05m1 stop
Delta Logo
7:10 am - 6:32 pm
BTV
-
MDW
12h 22m2 stops
$234Delta
Thu, Jan 8 - Mon, Jan 12
Delta Logo
1:28 pm - 11:10 pm
MDW
-
BTV
8h 42m2 stops
Delta Logo
6:00 am - 4:29 pm
BTV
-
MDW
11h 29m2 stops
$239Delta
Thu, Jan 8 - Mon, Jan 12
Delta Logo
6:45 am - 1:24 pm
MDW
-
ALB
5h 39m1 stop
Delta Logo
2:30 pm - 10:07 pm
ALB
-
MDW
8h 37m1 stop
$243Delta
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
1:25 pm - 4:15 pm
MDW
-
ALB
1h 50mnonstop
Southwest Logo
5:30 am - 6:55 am
ALB
-
MDW
2h 25mnonstop
$258Southwest
Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
4:31 pm - 11:43 am
MDW
-
BDL
18h 12m1 stop
Multiple Airlines Logo
2:04 pm - 10:59 pm
BDL
-
MDW
9h 55m2 stops
$266Multiple Airlines
Fri, Jan 9 - Sun, Jan 11
Southwest Logo
1:25 pm - 7:15 pm
MDW
-
ALB
4h 50m1 stop
Southwest Logo
5:30 am - 6:55 am
ALB
-
MDW
2h 25mnonstop
$268Southwest
Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
6:15 am - 3:29 pm
MDW
-
BDL
8h 14m1 stop
Multiple Airlines Logo
1:56 pm - 11:09 pm
BDL
-
MDW
10h 13m2 stops
$274Multiple Airlines
Mon, Jan 5 - Fri, Jan 9

Delta flights from Chicago Midway Airport to Vermont

Our best Delta deals on Chicago Midway Airport to Vermont flight tickets
Delta
Jan 17
MDW6:45 amChicago Midway
5h 48m
1 stop
BDL1:33 pmHartford Bradley Intl
Jan 18
BDL5:35 pmHartford Bradley Intl
5h 32m
1 stop
MDW10:07 pmChicago Midway
$177
Find similar
Delta
Jan 21
MDW6:35 pmChicago Midway
3h 44m
1 stop
BTV11:19 pmBurlington
Feb 6
BTV7:10 amBurlington
6h 36m
1 stop
MDW12:46 pmChicago Midway
$229
Find similar
Delta
Jan 8
MDW6:14 pmChicago Midway
4h 05m
1 stop
BTV11:19 pmBurlington
Jan 12
BTV7:10 amBurlington
12h 22m
2 stops
MDW6:32 pmChicago Midway
$234
Find similar

Frontier flights from Chicago Midway Airport to Vermont

Our best Frontier deals on Chicago Midway Airport to Vermont flight tickets
Frontier
Jan 15
MDW11:27 amChicago Midway
28h 44m
1 stop
BDL5:11 pmHartford Bradley Intl
Jan 22
BDL12:11 pmHartford Bradley Intl
11h 08m
1 stop
MDW10:19 pmChicago Midway
$226
Find similar
Frontier
Apr 2
MDW3:10 pmChicago Midway
26h 40m
1 stop
BDL6:50 pmHartford Bradley Intl
Apr 5
BDL7:50 pmHartford Bradley Intl
27h 08m
1 stop
MDW9:58 pmChicago Midway
$332
Find similar
Frontier
Apr 2
MDW12:33 pmChicago Midway
5h 49m
1 stop
BDL7:22 pmHartford Bradley Intl
Apr 6
BDL9:50 amHartford Bradley Intl
13h 08m
1 stop
MDW9:58 pmChicago Midway
$392
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Vermont that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/17

6:45 am-1:33 pm

1 stop5h 48m

Hartford Bradley Intl

Sun 1/18

5:35 pm-10:07 pm

1 stop5h 32m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 1/15

11:27 am-5:11 pm

1 stop28h 44m

Hartford Bradley Intl

Thu 1/22

12:11 pm-10:19 pm

1 stop11h 08m

$226

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Wed 1/21

6:35 pm-11:19 pm

1 stop3h 44m

Burlington

Tue 2/3

7:10 am-12:46 pm

1 stop6h 36m

$229

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Thu 1/8

6:14 pm-11:19 pm

1 stop4h 05m

Burlington

Mon 1/12

7:10 am-6:32 pm

2 stops12h 22m

$234

ChicagoBurlington

MDW - BTV

MDWBTV

Chicago Midway

Thu 1/8

1:28 pm-11:10 pm

2 stops8h 42m

Burlington

Mon 1/12

6:00 am-4:29 pm

2 stops11h 29m

$239

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Sat 1/17

6:45 am-1:24 pm

1 stop5h 39m

Albany Intl

Sun 1/18

2:30 pm-10:07 pm

1 stop8h 37m

$243

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Thu 1/15

1:25 pm-4:15 pm

Nonstop1h 50m

Albany Intl

Tue 1/20

5:30 am-6:55 am

Nonstop2h 25m

$258

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 1/9

4:31 pm-11:43 am

1 stop18h 12m

Hartford Bradley Intl

Sun 1/11

2:04 pm-10:59 pm

2 stops9h 55m

$266

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Thu 1/15

1:25 pm-7:15 pm

1 stop4h 50m

Albany Intl

Tue 1/20

5:30 am-6:55 am

Nonstop2h 25m

$268

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 1/5

6:15 am-3:29 pm

1 stop8h 14m

Hartford Bradley Intl

Fri 1/9

1:56 pm-11:09 pm

2 stops10h 13m

$274

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Vermont from

How to get the cheapest flight ticket from Chicago Midway Airport to Vermont

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Vermont?

Delta, Southwest, and Frontier are the most popular carriers operating from Chicago Midway to Vermont

Cheap Chicago Midway Airport to Vermont flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Vermont

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Vermont

43 airports
The fastest flight from Chicago Midway Airport to Vermont takes 1h 50m
Direct flights go from Chicago Midway Airport to Vermont every day.
There are 43 airports in Vermont. From Chicago Midway Airport there are direct flights to Albany Intl (ALB), Hartford Bradley Intl (BDL).
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Vermont?

    Prices for flights from Chicago Midway Airport to Vermont are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Vermont?

  • How old do you have to be to fly from Chicago Midway Airport to Vermont?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Vermont.

  • What documentation or ID do you need to fly to Vermont?

    The travel and health documents required for your trip to Vermont can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Vermont. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Vermont?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Vermont. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Vermont with flexible booking policies on momondo?

momondo does allow users to show only those flights to Vermont from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Vermont?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Vermont from Chicago.

I’m not ready to book a flight from Chicago to Vermont right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Vermont now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Vermont and let you know when they change.

An easier way to manage your Vermont trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/17
Sat 1/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Vermont

Popular cities in Vermont

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $45
Flights to Los Angelesfrom $48
Flights to Miamifrom $49
Flights to Chicagofrom $58
Flights to Orlandofrom $49
Flights to San Franciscofrom $58
Flights to Las Vegasfrom $39
Flights to Washington, D.C.from $58
Flights to Bostonfrom $49
Flights to Atlantafrom $46
Flights to Dallasfrom $51
Flights to Seattlefrom $58