$105 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 9/8. 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

Fri, Jul 10 - Sun, Jul 19
United Airlines Logo
6:15 pm - 9:34 pm
ORD
-
BTV
2h 19mnonstop
United Airlines Logo
6:00 am - 7:44 am
BTV
-
ORD
2h 44mnonstop
$269United Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
8:47 pm - 12:09 am
ORD
-
BTV
2h 22mnonstop
American Airlines Logo
7:47 pm - 9:46 pm
BTV
-
ORD
2h 59mnonstop
$270American Airlines
Fri, Jul 10 - Sun, Jul 19
United Airlines Logo
6:12 pm - 11:47 pm
ORD
-
BTV
4h 35m
1 stop
United Airlines Logo
6:00 am - 7:44 am
BTV
-
ORD
2h 44mnonstop
$279United Airlines
Thu, Sep 10 - Sat, Sep 12
Delta Logo
4:30 pm - 11:48 pm
MDW
-
BTV
6h 18m
1 stop
Delta Logo
7:00 am - 12:30 pm
BTV
-
MDW
6h 30m
1 stop
$289Delta
Wed, Jul 1 - Fri, Jul 3
Delta Logo
6:00 pm - 12:14 am
ORD
-
BTV
5h 14m
1 stop
Delta Logo
2:24 pm - 9:48 pm
BTV
-
ORD
8h 24m
1 stop
$289Delta
Thu, Jul 2 - Sun, Jul 5
American Airlines Logo
8:47 pm - 12:09 am
ORD
-
BTV
2h 22mnonstop
American Airlines Logo
6:33 pm - 12:29 am
BTV
-
ORD
6h 56m
1 stop
$299American Airlines
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
7:45 am - 10:45 am
MDW
-
ALB
2h 00mnonstop
Southwest Logo
5:25 am - 2:10 pm
ALB
-
MDW
9h 45m
2 stops
$316Southwest
Tue, Jul 28 - Tue, Jul 28
Southwest Logo
8:40 am - 2:25 pm
MDW
-
ALB
4h 45m
1 stop
Southwest Logo
4:15 pm - 9:40 pm
ALB
-
MDW
6h 25m
1 stop
$318Southwest
Fri, Aug 14 - Sun, Aug 16
JetBlue Logo
5:27 pm - 11:59 pm
ORD
-
BDL
5h 32m
1 stop
JetBlue Logo
6:45 am - 8:48 am
BDL
-
ORD
27h 03m
1 stop
$333JetBlue
Tue, Aug 4 - Wed, Aug 12
JetBlue Logo
10:56 am - 6:22 pm
ORD
-
LEB
6h 26m
1 stop
JetBlue Logo
2:46 pm - 7:25 pm
LEB
-
ORD
5h 39m
1 stop
$441JetBlue
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 July.

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 5 days was to Burlington, at $269 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 5 days was $269.

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 $324 on average. Morning departures are around 11% 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 $376.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $337 on average.

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 October, when tickets cost $130 (return) on average. On the other hand, the most expensive months are April and December, when the average cost of round-trip tickets is $229 and $228 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 Sunday is the most expensive. Flying from Vermont back to Chicago, the best deals are generally found on Thursday, 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 4 weeks before departure, which saves you about 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$105
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago O'Hare Airport to Albany

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 airlines flying 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.
7.4
United AirlinesOverall score based on 9830 reviews
7.7Boarding
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

10.0 ExcellentJanice, Jun 2026
ORD - ILM
Read more United Airlines reviews

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

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.