Search Cheap Flights to
Rutland

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Rutland Flights as Low as $361

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

American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$361 Roundtrip, found 1 hour ago
$361
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $361 found 1 hour ago
JetBlue Airways
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $365 found 1 day ago
American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$368 Roundtrip, found 1 hour ago
$368
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $368 found 1 hour ago
American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$371 Roundtrip, found 1 hour ago
$371
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $371 found 1 hour ago
JetBlue Airways
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $372 found 1 day ago
Delta
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$373 Roundtrip, found 1 hour ago
$373
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $373 found 1 hour ago
Delta
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$374 Roundtrip, just found
$374
Roundtrip
just found
Select Delta flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $374 just found
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$375 Roundtrip, just found
$375
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $375 just found
United
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$377 Roundtrip, found 1 hour ago
$377
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $377 found 1 hour ago
JetBlue Airways
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$379 Roundtrip, just found
$379
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $379 just found
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$379 Roundtrip, found 1 hour ago
$379
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $379 found 1 hour ago
American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$381 Roundtrip, found 1 hour ago
$381
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $381 found 1 hour ago
JetBlue Airways
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$382 Roundtrip, found 1 day ago
$382
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $382 found 1 day ago
United
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$384 Roundtrip, just found
$384
Roundtrip
just found
Select United flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $384 just found
JetBlue Airways
Wed, Sep 10 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $384 found 1 day ago
Lufthansa
Tue, Oct 21 - Mon, Oct 27
LHR
Heathrow
LEB
Lebanon Municipal
$1,372 Roundtrip, found 6 days ago
$1,372
Roundtrip
found 6 days ago
Select Lufthansa flight, departing Tue, Oct 21 from Heathrow to Lebanon Municipal, returning Mon, Oct 27, priced at $1,372 found 6 days ago

Cheap Flights to Rutland

Fall in love at first flight with your vacation to Rutland 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 Rutland on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Rutland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Rutland 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 Rutland?

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 Rutland are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Rutland?

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 Rutland.

What airport is best to fly into Rutland?

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

How much are flights to Rutland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rutland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $361, 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 Rutland?

The trick to saving a stack of cash on your flight to Rutland? 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 $361 right now, why wait?

Rutland Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$375

Last Minute Hotel Deals in Rutland

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! (1,001 reviews)
"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."

Reviewed on Jun 26, 2025

Get rates
Comfort Inn Rutland - Killington
Cortina Inn
Cortina Inn
3 out of 5
476 Holiday Drive, Rutland, VT
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.8/10 (565 reviews)
"Staff were extremely helpful all during my stay."

Reviewed on Jun 16, 2025

Get rates
Cortina Inn
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (1,000 reviews)
"Room was clean & comfortable, small free breakfast was a nice option. Entrances seemed secure. Good spot for a quick stay when in town. Pool was not so inviting, very stuffy room & and no clean towels. Very friendly & polite staff - I would stay again."

Reviewed on Jul 4, 2025

Get rates
Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington
2.5 out of 5
5 Best Western Place, Rutland, VT
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (998 reviews)
"I made a great decision when traveling around the Killington area."

Reviewed on Jul 5, 2025

Get rates
Best Western Inn & Suites Rutland-Killington
Hampton Inn Rutland
Hampton Inn Rutland
2.5 out of 5
47 Farrell Rd, 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 ...
9/10 Wonderful! (924 reviews)
"Clean and comfortable stay"

Reviewed on Jun 8, 2025

Get rates
Hampton Inn Rutland
The Vermont Inn
The Vermont Inn
3 out of 5
78 Cream Hill Road, Rutland, VT
Stay at this 3-star family-friendly B&B in Rutland. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Killington Resort and Golden Express ...
9.2/10 Wonderful! (403 reviews)
"Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!"

Reviewed on May 25, 2025

Get rates
The Vermont Inn
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (521 reviews)
"Relaxing"

Reviewed on Jun 25, 2025

Get rates
Woodstock Inn & Resort
North Star Lodge and Resort
North Star Lodge and Resort
2 out of 5
78 Weathervane Dr, Killington, VT
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
"Good value hotel in an excellent location."

Reviewed on Jun 29, 2025

Get rates
North Star Lodge and Resort
See all 2,690 properties in Rutland
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.

Top Hotels With Free Airport Shuttle

Cortina Inn
Cortina Inn
3 out of 5
476 Holiday Drive, Rutland, VT
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.8/10 (565 reviews)
"Staff were extremely helpful all during my stay."

Reviewed on Jun 16, 2025

Get rates
Cortina Inn
See all 2,690 properties in Rutland
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.