$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 9/16. 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

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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Cheap Flights from Chicago to Vermont

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Burlington
Burlingtonnonstop$191
Burlington
Burlingtonnonstop$191

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, Sep 4 - Sun, Sep 7
American Airlines Logo
5:00 pm - 8:14 pmORD-BDL
2h 14mnonstop
American Airlines Logo
6:43 am - 8:20 amBDL-ORD
2h 37mnonstop
$136American Airlines
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Thu, Sep 4 - Sun, Sep 7
American Airlines Logo
5:00 pm - 8:14 pmORD-BDL
2h 14mnonstop
American Airlines Logo
6:43 am - 8:20 amBDL-ORD
2h 37mnonstop
$137American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Southwest Logo
6:50 pm - 9:55 pmMDW-BDL
2h 05mnonstop
Southwest Logo
5:35 am - 6:55 amBDL-MDW
2h 20mnonstop
$137Southwest
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Thu, Sep 4 - Sun, Sep 7
Southwest Logo
2:10 pm - 8:00 pmMDW-BDL
4h 50m1 stop
Southwest Logo
5:35 am - 6:55 amBDL-MDW
2h 20mnonstop
$147Southwest
Find Deal
Thu, Nov 6 - Mon, Nov 10
Spirit Airlines Logo
4:01 pm - 1:09 pmORD-BDL
20h 08m1 stop
Spirit Airlines Logo
2:04 pm - 8:31 pmBDL-ORD
7h 27m1 stop
$185Spirit Airlines
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Tue, Sep 9 - Thu, Sep 11
United Airlines Logo
8:50 am - 2:01 pmORD-BDL
4h 11m1 stop
United Airlines Logo
6:10 am - 7:53 amBDL-ORD
2h 43mnonstop
$187United Airlines
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Sat, Sep 13 - Sat, Sep 20
United Airlines Logo
11:17 am - 2:30 pmORD-BTV
2h 13mnonstop
United Airlines Logo
4:40 pm - 6:25 pmBTV-ORD
2h 45mnonstop
$191United Airlines
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Thu, Oct 30 - Fri, Oct 31
Spirit Airlines Logo
12:05 pm - 11:55 amORD-BDL
22h 50m1 stop
Spirit Airlines Logo
1:00 pm - 5:25 pmBDL-ORD
5h 25m1 stop
$192Spirit Airlines
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Tue, Aug 19 - Sun, Aug 24
Delta Logo
7:05 am - 1:36 pmORD-BDL
5h 31m1 stop
Delta Logo
5:35 am - 10:20 amBDL-ORD
5h 45m1 stop
$197Delta
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Tue, Sep 9 - Thu, Sep 11
Delta Logo
4:25 pm - 11:58 pmMDW-BDL
6h 33m1 stop
Delta Logo
5:35 am - 8:40 amBDL-MDW
4h 05m1 stop
$197Delta
Find Deal
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?

What is the cheapest Chicago to Vermont flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Vermont.

The cheapest ticket to Vermont from Chicago found in the last 72 hours was to Burlington, at $209 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 $209.

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 1 stop layover the cheapest option at $428 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 February, when tickets cost $360 (return) on average. On the other hand, the most expensive months are April and March, when the average cost of round-trip tickets is $457 and $439 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, Tuesday 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 Wednesday, 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 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.


Good to know

Low seasonFebruary
Cheapest flight$69
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago O'Hare 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.

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

    The cheapest time of day to fly to Vermont is generally at night, when round-trip flights cost $339 on average. Morning departures are around 2% 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 $392.

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.
8.0
DeltaOverall score based on 7980 reviews
8.2Boarding
8.5Crew
7.9Comfort
7.3Food
7.9Entertainment
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

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.

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