$69 Find Cheap Flights from Chicago to Vermont

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Vermont departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Vermont

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Vermont, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Vermont, as well as popular online travel agencies
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Flight Deals

Book Cheap Chicago to Vermont Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Vermont that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Vermont

Thu, May 14 - Mon, May 18
Multiple Airlines Logo
3:05 pm - 10:02 am
ORD
-
ALB
17h 57m
1 stop
Multiple Airlines Logo
10:52 am - 9:31 am
ALB
-
ORD
23h 39m
1 stop
$239Multiple Airlines
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
3:05 pm - 10:02 am
ORD
-
ALB
17h 57m
1 stop
Multiple Airlines Logo
10:52 am - 9:36 am
ALB
-
ORD
23h 44m
1 stop
$244Multiple Airlines
Wed, Jun 24 - Tue, Jun 30
United Airlines Logo
6:25 pm - 9:45 pm
ORD
-
BTV
2h 20mnonstop
United Airlines Logo
4:57 pm - 6:41 pm
BTV
-
ORD
2h 44mnonstop
$249United Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
5:00 am - 11:47 am
ORD
-
BTV
5h 47m
1 stop
American Airlines Logo
6:15 pm - 8:09 pm
BTV
-
ORD
2h 54mnonstop
$259American Airlines
Thu, Apr 9 - Thu, Apr 16
United Airlines Logo
11:05 am - 2:21 pm
ORD
-
BTV
2h 16mnonstop
United Airlines Logo
5:00 pm - 6:42 pm
BTV
-
ORD
2h 42mnonstop
$262United Airlines
Sat, Jun 6 - Tue, Jun 9
Delta Logo
5:10 pm - 11:44 pm
MDW
-
BTV
5h 34m
1 stop
Delta Logo
12:25 pm - 6:31 pm
BTV
-
MDW
7h 06m
1 stop
$269Delta
Thu, May 7 - Sun, May 10
Delta Logo
6:00 am - 12:23 pm
ORD
-
BTV
5h 23m
1 stop
Delta Logo
7:30 am - 10:27 am
BTV
-
ORD
3h 57m
1 stop
$269Delta
Sat, May 2 - Tue, May 5
American Airlines Logo
5:45 pm - 11:29 pm
ORD
-
BTV
4h 44m
1 stop
American Airlines Logo
6:50 am - 8:48 am
BTV
-
ORD
2h 58mnonstop
$270American Airlines
Sun, Apr 26 - Thu, Apr 30
Frontier Logo
6:00 am - 2:49 pm
MDW
-
BDL
7h 49m
1 stop
Frontier Logo
3:50 pm - 10:19 pm
BDL
-
MDW
7h 29m
1 stop
$291Frontier
Sat, Apr 11 - Mon, Apr 13
Frontier Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$293Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Vermont flights

Get data-powered insights and trends into flights from Chicago to Vermont to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Vermont?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Vermont departing in June.

What is the cheapest Chicago to Vermont flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Vermont from Chicago found in the last 72 hours was to Burlington, at $154 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Burlington (BTV), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $154.

What is the cheapest time of day to fly to Vermont?

The average price for all round-trip flights from Chicago to Vermont depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Vermont is generally at night, when round-trip flights cost $327 on average. Morning departures are around 8% more expensive than evening flights, on average. The most expensive time of day to fly to Vermont is generally in the morning, which is peak travel time and where the average cost of a ticket is $369.

Can I save money by flying with a layover from Chicago to Vermont?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $324, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to Vermont?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Vermont, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Vermont is July, when tickets cost $318 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $488 and $433 respectively.

What’s the cheapest day of the week to fly from Chicago to Vermont?

The average price of all round-trip flights from Chicago to Vermont clicked on KAYAK for each day over the last 12 months.

For Chicago to Vermont, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Vermont back to Chicago, the best deals are generally found on Friday, with Sunday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Vermont, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Vermont, you should book around 5 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$70
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Chicago Midway Airport to Hartford

FAQs - booking Vermont flights

  • How does KAYAK find such low prices on flights from Chicago to Vermont?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Vermont.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Vermont?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Vermont is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Vermont?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Vermont with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Vermont?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Vermont up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Chicago to Vermont

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Vermont. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Vermont? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8293 reviews
8.5Crew
7.9Comfort
8.1Boarding
7.2Food
7.8Entertainment
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Everything you need to know for your flight from Chicago to Vermont

Cabin class types available on flights to Vermont

Cabin classes available on flights to Vermont. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.