Search Cheap Flights to
Chittenden

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chittenden Flights as Low as $521

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Mon, Sep 14 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$521 Roundtrip, found 6 days ago
$521
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $521 found 6 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$534 Roundtrip, found 3 days ago
$534
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $534 found 3 days ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$541 Roundtrip, found 3 days ago
$541
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $541 found 3 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$544 Roundtrip, found 1 day ago
$544
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $544 found 1 day ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$547 Roundtrip, found 3 days ago
$547
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $547 found 3 days ago
American Airlines
Mon, Sep 14 - Mon, Sep 28
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$551 Roundtrip, found 3 days ago
$551
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $551 found 3 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$554 Roundtrip, found 1 day ago
$554
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $554 found 1 day ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$557 Roundtrip, found 13 hours ago
$557
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $557 found 13 hours ago
American Airlines
Mon, Sep 14 - Thu, Oct 1
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$561 Roundtrip, found 3 days ago
$561
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Thu, Oct 1, priced at $561 found 3 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $564 found 1 day ago
JetBlue Airways
Wed, Sep 23 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$564 Roundtrip, found 6 days ago
$564
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Sep 23 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $564 found 6 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$567 Roundtrip, found 13 hours ago
$567
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $567 found 13 hours ago
Alaska Airlines
Sun, Sep 13 - Fri, Oct 2
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$570 Roundtrip, found 3 days ago
$570
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sun, Sep 13 from San Diego Intl. to Rutland Southern Vermont Regional, returning Fri, Oct 2, priced at $570 found 3 days ago
American Airlines
Tue, Sep 15 - Mon, Sep 28
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$572 Roundtrip, found 3 days ago
$572
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 15 from San Diego Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $572 found 3 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$577 Roundtrip, found 13 hours ago
$577
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $577 found 13 hours ago
United
Sat, Sep 26 - Tue, Sep 29
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$606 Roundtrip, found 2 days ago
$606
Roundtrip
found 2 days ago
Select United flight, departing Sat, Sep 26 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $606 found 2 days ago

Cheap Flights to Chittenden

Fall in love at first flight with your vacation to Chittenden by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chittenden on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chittenden, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chittenden

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chittenden with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the VSF airport.

What is the cheapest month to fly to Chittenden?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chittenden are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chittenden?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chittenden.

What airport is best to fly into Chittenden?

When you’re planning your trip to Chittenden, convenience is the name of the game. Luckily, Chittenden Rutland Southern Vermont Regional Airport is nearby so you can deplane and get going on checking off everything on your Chittenden must-do list.

How much are flights to Chittenden?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chittenden on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $521, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chittenden?

The trick to saving a stack of cash on your flight to Chittenden? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $521 right now, why wait?

Chittenden Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$521

Last Minute Hotel Deals in Chittenden

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford ...
9/10 Wonderful! (122 reviews)
"Beautiful relaxed setting. Gorgeous views. Perfect combination of activities vs. simply relaxing. My only complaint was that the restaurant menu was somewhat limiting. It would have been nice to have more varied options and more vegetarian options for lunch vs. dinner"

Reviewed on Aug 26, 2026

Get rates
The Mountain Top Inn & Resort
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (599 reviews)
"Amazing! Will visit again."

Reviewed on Aug 7, 2026

Get rates
Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Get rates
The Mountain Inn at Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Get rates
Middlebury Inn
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,002 reviews)
"We enjoyed our stay at the Killington Resort. Parking was not free as it should be, there were not alot of guests and parking is self park but you are charged $14 a day"

Reviewed on Aug 27, 2026

Get rates
Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,000 reviews)
"we have been coming here every year for 6 years now. the room had a musty smell, we brought plug in air fresheners. The guest laundry room was not working; we were told by a manager to go up the road to the laundry mat... the ice machines on the 2nd and 3rd floor were not working; you had to go to ..."

Reviewed on Aug 26, 2026

Get rates
Comfort Inn Rutland - Killington
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stephen A Douglas Birthplace and ...
9/10 Wonderful! (123 reviews)
"The Cabins are very nice clean and cozy , love how well they were thought out to fit everything so perfectly in a small space . Full bathroom , full kitchen and nice size refrigerator and microwave . Perfect for a romantic getaway . Plus the outdoor accommodations were great . And can’t wait for ..."

Reviewed on Aug 26, 2026

Get rates
Emrose Luxury Cabins
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture ...
Get rates
My Place Hotel-Randolph VT
See all 1,938 properties in Chittenden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.