Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Vermont to Chicago from $80

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vermont to Chicago departing on 4/16. 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 Vermont to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:10 am - 12:29 pm
BTV
-
MDW
6h 19m
1 stop
Delta Logo
6:34 pm - 11:03 pm
MDW
-
BTV
3h 29m
1 stop
$229Delta
Thu, Apr 2 - Mon, Apr 6
Delta Logo
6:02 am - 12:29 pm
BTV
-
MDW
7h 27m
2 stops
Delta Logo
6:34 pm - 11:03 pm
MDW
-
BTV
3h 29m
1 stop
$234Delta
Wed, Apr 8 - Sat, Apr 11
Delta Logo
7:10 am - 12:29 pm
BTV
-
MDW
6h 19m
1 stop
Delta Logo
6:34 pm - 11:03 pm
MDW
-
BTV
3h 29m
1 stop
$249Delta
Thu, Apr 2 - Sun, Apr 5
Delta Logo
7:30 am - 5:56 pm
BTV
-
MDW
11h 26m
2 stops
Delta Logo
6:36 pm - 11:02 pm
MDW
-
BTV
3h 26m
1 stop
$254Delta
Sat, May 23 - Sun, May 24
Delta Logo
7:30 am - 12:42 pm
BTV
-
MDW
6h 12m
1 stop
Delta Logo
6:36 pm - 11:02 pm
MDW
-
BTV
3h 26m
1 stop
$268Delta
Wed, May 13 - Mon, May 18
Southwest Logo
6:40 pm - 7:50 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
1:25 pm - 10:50 pm
MDW
-
ALB
8h 25m
1 stop
$294Southwest
Wed, Apr 8 - Tue, Apr 14
Southwest Logo
7:30 am - 9:00 am
BDL
-
MDW
2h 30mnonstop
Southwest Logo
7:45 am - 10:45 am
MDW
-
BDL
2h 00mnonstop
$294Southwest
Wed, Apr 1 - Sat, Apr 4
Multiple Airlines Logo
8:05 am - 6:13 pm
BDL
-
MDW
11h 08m
1 stop
Multiple Airlines Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
$296Multiple Airlines
Wed, Mar 25 - Wed, Apr 1
Frontier Logo
3:50 pm - 10:19 pm
BDL
-
MDW
7h 29m
1 stop
Frontier Logo
6:00 am - 2:49 pm
MDW
-
BDL
7h 49m
1 stop
$300Frontier
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
1:07 pm - 7:47 pm
BDL
-
MDW
7h 40m
1 stop
Multiple Airlines Logo
6:00 am - 10:45 pm
MDW
-
BDL
39h 45m
2 stops
$302Multiple Airlines
Sun, Mar 22 - Sun, Mar 29

Southwest flights from Vermont to Chicago Midway Airport

Our best Southwest deals on Vermont to Chicago Midway Airport flight tickets
Southwest
Apr 8
ALB6:40 pmAlbany Intl
2h 10m
MDW7:50 pmChicago Midway
Apr 14
MDW1:25 pmChicago Midway
8h 25m
1 stop
ALB10:50 pmAlbany Intl
$294
Southwest
Mar 24
ALB6:15 pmAlbany Intl
2h 20m
MDW7:35 pmChicago Midway
Mar 26
MDW9:40 pmChicago Midway
9h 15m
1 stop
ALB7:55 amAlbany Intl
$295
Southwest
May 2
BDL5:50 amHartford Bradley Intl
9h 50m
2 stops
MDW2:40 pmChicago Midway
May 6
MDW12:45 pmChicago Midway
8h 25m
2 stops
BDL10:10 pmHartford Bradley Intl
$297

Delta flights from Vermont to Chicago Midway Airport

Our best Delta deals on Vermont to Chicago Midway Airport flight tickets
Delta
Apr 2
BTV7:10 amBurlington
6h 19m
1 stop
MDW12:29 pmChicago Midway
Apr 6
MDW6:34 pmChicago Midway
3h 29m
1 stop
BTV11:03 pmBurlington
$229
Delta
Apr 8
BTV6:02 amBurlington
7h 27m
2 stops
MDW12:29 pmChicago Midway
Apr 11
MDW6:34 pmChicago Midway
3h 29m
1 stop
BTV11:03 pmBurlington
$234
Delta
Apr 2
BTV7:10 amBurlington
6h 19m
1 stop
MDW12:29 pmChicago Midway
Apr 4
MDW6:34 pmChicago Midway
3h 29m
1 stop
BTV11:03 pmBurlington
$249

momondo Fare Finder

 
Customize your flight search to find flights from Vermont to Chicago Midway Airport 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 February 24, 2026.
Use the filters below to find and compare flights from Vermont to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Thu 4/2

7:10 am-12:29 pm

1 stop6h 19m

Chicago Midway

Mon 4/6

6:34 pm-11:03 pm

1 stop3h 29m

$229

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Wed 4/8

6:02 am-12:29 pm

2 stops7h 27m

Chicago Midway

Sat 4/11

6:34 pm-11:03 pm

1 stop3h 29m

$234

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Thu 4/2

7:10 am-12:29 pm

1 stop6h 19m

Chicago Midway

Sun 4/5

6:34 pm-11:03 pm

1 stop3h 29m

$249

BurlingtonChicago

BTV - MDW

BTVMDW

Burlington

Sat 5/23

7:30 am-5:56 pm

2 stops11h 26m

Chicago Midway

Sun 5/24

6:36 pm-11:02 pm

1 stop3h 26m

$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

Wed 4/8

6:40 pm-7:50 pm

Nonstop2h 10m

Chicago Midway

Tue 4/14

1:25 pm-10:50 pm

1 stop8h 25m

$294

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 4/1

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Sat 4/4

7:45 am-10:45 am

Nonstop2h 00m

$294

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Wed 3/25

8:05 am-6:13 pm

1 stop11h 08m

Chicago Midway

Wed 4/1

2:56 pm-1:58 pm

1 stop22h 02m

$296

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Thu 4/23

3:50 pm-10:19 pm

1 stop7h 29m

Chicago Midway

Sun 4/26

6:00 am-2:49 pm

1 stop7h 49m

$300

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sun 3/22

1:07 pm-7:47 pm

1 stop7h 40m

Chicago Midway

Sun 3/29

6:00 am-10:45 pm

2 stops39h 45m

$302

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Chicago from

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

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

Can stopping save me money on Vermont to Chicago Midway Airport flights?

You could potentially save up to 82% on your flight if you consider stops on a Vermont to Chicago Midway Airport flight.

Cheap Vermont to Chicago Midway Airport flight deals and tips

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

Fastest flight time

2h 10m

Direct flights

Every day
The fastest flight from Vermont to Chicago Midway Airport takes 2h 10m
Direct flights go from Vermont to Chicago Midway Airport every day.
Search flight deals

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

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

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

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

    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 Vermont to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Vermont to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Vermont with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Vermont to Chicago.

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

Of course. momondo tracks the price of Vermont to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport 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
Thu 3/26
Thu 4/2
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago