How many flights depart from Chicago to Vermont on average per week?

341 flights are operational weekly from Chicago to Vermont as of November 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

Frontier, JetBlue, and United Airlines are the most popular carriers operating from Chicago to Vermont

How many flights depart from Chicago to Vermont on average per day?

As of November 2025, there are 48 flights per day flying from Chicago to Vermont. The most common time of day flights depart is 6:00PM, with 51% of flights taking off in the evening.

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

Prices for flights from Chicago to Vermont were last updated today.

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

The number of operators available for flights from Chicago to Vermont is 3 as of November 2025.

How old do you have to be to fly from Chicago 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 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.

$100 Cheap Flights from Chicago to Vermont in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Vermont

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:23 pm - 5:17 pmORD-BDL

21h 54m1 stop

11:59 am - 10:24 pmBDL-ORD

11h 25m1 stop

$166Frontier

Find Deal

Thu, Nov 20 - Fri, Dec 5

8:35 pm - 11:56 pmORD-BDL

2h 21mnonstop

5:52 am - 7:55 amBDL-ORD

3h 03mnonstop

$167American Airlines

Find Deal

Thu, Dec 4 - Sun, Dec 7

6:40 am - 12:00 pmMDW-BDL

4h 20m1 stop

5:15 am - 6:45 amBDL-MDW

2h 30mnonstop

$167Southwest

Find Deal

Thu, Dec 4 - Sun, Dec 7

6:15 pm - 9:25 pmMDW-BDL

2h 10mnonstop

2:00 pm - 8:30 pmBDL-MDW

7h 30m2 stops

$172Southwest

Find Deal

Thu, Dec 4 - Sun, Dec 7

6:45 am - 12:14 pmORD-BDL

4h 29m1 stop

3:10 pm - 9:40 pmBDL-ORD

7h 30m1 stop

$177Delta

Find Deal

Thu, Dec 4 - Sun, Dec 7

4:30 pm - 10:34 pmMDW-BDL

5h 04m1 stop

5:30 am - 8:54 amBDL-MDW

4h 24m1 stop

$177Delta

Find Deal

Sat, Jan 31 - Sun, Feb 1

6:05 pm - 7:32 pmORD-BDL

24h 27m2 stops

2:24 pm - 10:35 amBDL-ORD

21h 11m1 stop

$181Multiple Airlines

Find Deal

Wed, Nov 19 - Sun, Nov 23

4:49 pm - 12:24 pmORD-BDL

18h 35m2 stops

2:03 pm - 1:16 pmBDL-ORD

24h 13m1 stop

$186Multiple Airlines

Find Deal

Thu, Dec 4 - Sun, Dec 7

10:42 am - 1:57 pmORD-BTV

2h 15mnonstop

6:15 am - 7:58 amBTV-ORD

2h 43mnonstop

$209United Airlines

Find Deal

Thu, Mar 26 - Sat, Mar 28

6:17 pm - 11:44 pmORD-BTV

4h 27m1 stop

6:15 am - 7:58 amBTV-ORD

2h 43mnonstop

$219United Airlines

Find Deal

Fri, Mar 27 - Sat, Mar 28

JetBlue flights from Chicago to Vermont

Our best JetBlue deals on Chicago to Vermont flight tickets

JetBlue

Dec 10

ORD7:00 amChicago O'Hare Intl

14h 42m

1 stop

BDL10:42 pmHartford Bradley Intl

Dec 12

BDL7:02 amHartford Bradley Intl

15h 50m

1 stop

ORD9:52 pmChicago O'Hare Intl

$249

Find similar

JetBlue

Jan 12

ORD6:45 amChicago O'Hare Intl

11h 08m

1 stop

RUT6:53 pmRutland

Jan 15

RUT7:20 amRutland

11h 24m

1 stop

ORD5:44 pmChicago O'Hare Intl

$339

Find similar

JetBlue

Nov 11

ORD6:45 amChicago O'Hare Intl

16h 14m

1 stop

BDL11:59 pmHartford Bradley Intl

Nov 18

BDL7:10 amHartford Bradley Intl

14h 42m

1 stop

ORD8:52 pmChicago O'Hare Intl

$344

Find similar

Frontier flights from Chicago to Vermont

Our best Frontier deals on Chicago to Vermont flight tickets

Frontier

Nov 20

ORD6:23 pmChicago O'Hare Intl

21h 54m

1 stop

BDL5:17 pmHartford Bradley Intl

Dec 5

BDL11:59 amHartford Bradley Intl

11h 25m

1 stop

ORD10:24 pmChicago O'Hare Intl

$166

Find similar

Frontier

Dec 4

ORD11:44 amChicago O'Hare Intl

22h 24m

1 stop

BDL11:08 amHartford Bradley Intl

Dec 7

BDL2:03 pmHartford Bradley Intl

24h 13m

1 stop

ORD1:16 pmChicago O'Hare Intl

$174

Find similar

Frontier

Dec 4

MDW7:23 pmChicago Midway

14h 45m

1 stop

BDL11:08 amHartford Bradley Intl

Dec 8

BDL2:07 pmHartford Bradley Intl

19h 39m

2 stops

MDW8:46 amChicago Midway

$191

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 11/20

6:23 pm-5:17 pm

1 stop21h 54m

Hartford Bradley Intl

Fri 12/5

11:59 am-10:24 pm

1 stop11h 25m

$166

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 12/4

8:35 pm-11:56 pm

Nonstop2h 21m

Hartford Bradley Intl

Sun 12/7

5:52 am-7:55 am

Nonstop3h 03m

$167

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/4

6:40 am-12:00 pm

1 stop4h 20m

Hartford Bradley Intl

Sun 12/7

5:15 am-6:45 am

Nonstop2h 30m

$167

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/4

6:15 pm-9:25 pm

Nonstop2h 10m

Hartford Bradley Intl

Sun 12/7

2:00 pm-8:30 pm

2 stops7h 30m

$172

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 12/4

6:45 am-12:14 pm

1 stop4h 29m

Hartford Bradley Intl

Sun 12/7

3:10 pm-9:40 pm

1 stop7h 30m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/31

4:30 pm-10:34 pm

1 stop5h 04m

Hartford Bradley Intl

Sun 2/1

5:30 am-8:54 am

1 stop4h 24m

$177

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 11/19

6:05 pm-7:32 pm

2 stops24h 27m

Hartford Bradley Intl

Sun 11/23

2:24 pm-10:35 am

1 stop21h 11m

$181

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 12/4

4:49 pm-12:24 pm

2 stops18h 35m

Hartford Bradley Intl

Sun 12/7

2:03 pm-1:16 pm

1 stop24h 13m

$186

ChicagoBurlington

ORD - BTV

ORDBTV

Chicago O'Hare Intl

Thu 3/26

10:42 am-1:57 pm

Nonstop2h 15m

Burlington

Sat 3/28

6:15 am-7:58 am

Nonstop2h 43m

$209

ChicagoBurlington

ORD - BTV

ORDBTV

Chicago O'Hare Intl

Fri 3/27

6:17 pm-11:44 pm

1 stop4h 27m

Burlington

Sat 3/28

6:15 am-7:58 am

Nonstop2h 43m

$219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago 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

Prices

Airlines

Other information

What is the cheapest month to fly to Vermont?

In general, July is the cheapest month to fly from Chicago to Vermont. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $335. The month of September is another great option to travel to Vermont, with average flight prices from Chicago averaging around $349.

What is the cheapest day to depart on your flight to Vermont?

The cheapest day to depart on your flight to Vermont is on a Wednesday when prices can be found for as low as $350. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Vermont is Monday, with ticket prices averaging around $433.

What is the cheapest time of day to depart on your flight to Vermont?

In the evening is the cheapest time of day to fly from Chicago to Vermont when you can find flight prices for as low as $339. Flying to Vermont in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $390. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Vermont flight route?

Fly from Chicago O'Hare Intl to Burlington for the best Chicago - Vermont flight prices

How far in advance should I book a flight to Vermont?

You are more likely to see cheaper flights to Vermont from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Vermont for around $379 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Vermont from Chicago for as low as $291 on momondo.

What cabin class options are available on Chicago to Vermont flights?

There are 4 cabin classes available to choose from on Chicago to Vermont flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Vermont flights?

You could potentially save up to 12% on your flight if you consider stops on a Chicago to Vermont flight.

Cheap Chicago to Vermont flight deals and tips

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

Best Price Found	$132
Fastest flight time	1h 50m
Direct flights	Every day
Airports in Vermont	2 airports

The best one-way flight to Vermont from Chicago in the past 72 hours is $132. The best round-trip flight deal from Chicago to Vermont found on momondo in the last 72 hours is $279.

The fastest flight from Chicago to Vermont takes 1h 50m

Direct flights go from Chicago to Vermont every day.

There are 2 airports near Vermont: Albany Intl (ALB), Hartford Bradley Intl (BDL)

Search flight deals

When did momondo last update prices for flights from Chicago to Vermont?
Prices for flights from Chicago to Vermont were last updated today.
How many operators does momondo search for flights from Chicago to Vermont?
The number of operators available for flights from Chicago to Vermont is 3 as of November 2025.
How old do you have to be to fly from Chicago 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 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.
What is the most popular plane model from Chicago to Vermont?
Based on momondo bookings for flights between Chicago and Vermont, the leading plane model is Boeing 737-800, making up 30.84% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 16.53%, Embraer 175 (Enhanced Winglets) with 16.38%, and Boeing 737 MAX 9 with 13.20%.

Best airlines flying from Chicago to Vermont

Compare and see reviews for airlines that fly from Chicago to Vermont with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $210	Free Cancellation	Rating 7.2 11,042 reviews		Search American Airlines flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 9,002 reviews		Search United Airlines flights

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?

Yes. momondo allows you to filter the results for Chicago to Vermont flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Vermont from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Chicago to Vermont flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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

Fri 12/5

Fri 12/12

Email me momondo's favorite deals

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

Flights to New Yorkfrom $44

Flights to Los Angelesfrom $49

Flights to Miamifrom $49

Flights to Chicagofrom $54

Flights to Orlandofrom $49

Flights to Las Vegasfrom $42

Flights to San Franciscofrom $57

Flights to Washington, D.C.from $49

Flights to Bostonfrom $49

Flights to Atlantafrom $40

Flights to Dallasfrom $59

Flights to Seattlefrom $58

Cheap flights from Chicago to Vermont from $100

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 to Vermont departing on 1/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Vermont

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Chicago to Vermont

Our best JetBlue deals on Chicago to Vermont flight tickets

Frontier flights from Chicago to Vermont

Our best Frontier deals on Chicago to Vermont flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Vermont that are best for you.

See travel insights to Vermont from

How to get the cheapest flight ticket from Chicago 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 month to fly to Vermont?

What is the cheapest day to depart on your flight to Vermont?

The cheapest day to depart on your flight to Vermont is on a Wednesday when prices can be found for as low as $350. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Vermont is Monday, with ticket prices averaging around $433.

What is the cheapest time of day to depart on your flight to Vermont?

What is the cheapest Chicago to Vermont flight route?

Fly from Chicago O'Hare Intl to Burlington for the best Chicago - Vermont flight prices

How far in advance should I book a flight to Vermont?

What cabin class options are available on Chicago to Vermont flights?

There are 4 cabin classes available to choose from on Chicago to Vermont flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Vermont flights?

You could potentially save up to 12% on your flight if you consider stops on a Chicago to Vermont flight.

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

Frontier, JetBlue, and United Airlines are the most popular carriers operating from Chicago to Vermont

How many flights depart from Chicago to Vermont on average per day?

As of November 2025, there are 48 flights per day flying from Chicago to Vermont. The most common time of day flights depart is 6:00PM, with 51% of flights taking off in the evening.

How many flights depart from Chicago to Vermont on average per week?

341 flights are operational weekly from Chicago to Vermont as of November 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

Cheap Chicago to Vermont flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Vermont

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

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

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

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

What is the most popular plane model from Chicago to Vermont?

Best airlines flying from Chicago to Vermont

Compare and see reviews for airlines that fly from Chicago to Vermont with momondo

Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Vermont

Popular cities in Vermont

Popular flights according to clicks in the last 7 days on momondo