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 $340

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

JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$340 Roundtrip, found 5 days ago
$340
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $340 found 5 days ago
JetBlue Airways
Tue, Sep 16 - Fri, Sep 19
TPA
Tampa Intl.
LEB
Lebanon Municipal
$345 Roundtrip, found 5 days ago
$345
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Fri, Sep 19, priced at $345 found 5 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$345 Roundtrip, found 5 hours ago
$345
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $345 found 5 hours ago
JetBlue Airways
Sat, Sep 6 - Wed, Sep 10
TPA
Tampa Intl.
LEB
Lebanon Municipal
$346 Roundtrip, found 3 days ago
$346
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Sep 6 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 10, priced at $346 found 3 days ago
JetBlue Airways
Sat, Sep 13 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$350 Roundtrip, found 5 days ago
$350
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $350 found 5 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$355 Roundtrip, found 5 hours ago
$355
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $355 found 5 hours ago
JetBlue Airways
Mon, Sep 8 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$356 Roundtrip, found 3 days ago
$356
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $356 found 3 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$359 Roundtrip, found 4 days ago
$359
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $359 found 4 days ago
JetBlue Airways
Tue, Sep 9 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$361 Roundtrip, found 19 hours ago
$361
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $361 found 19 hours ago
JetBlue Airways
Fri, Sep 12 - Sat, Sep 13
TPA
Tampa Intl.
LEB
Lebanon Municipal
$363 Roundtrip, found 6 days ago
$363
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 13, priced at $363 found 6 days ago
JetBlue Airways
Mon, Sep 15 - Sat, Sep 20
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, found 5 days ago
$365
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 20, priced at $365 found 5 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, found 5 hours ago
$365
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $365 found 5 hours ago
JetBlue Airways
Tue, Sep 9 - Wed, Sep 10
TPA
Tampa Intl.
LEB
Lebanon Municipal
$367 Roundtrip, found 3 days ago
$367
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 10, priced at $367 found 3 days ago
JetBlue Airways
Fri, Sep 19 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Fri, Sep 19 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $367 found 5 days ago
JetBlue Airways
Tue, Sep 16 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$370 Roundtrip, found 18 hours ago
$370
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $370 found 18 hours ago
American Airlines
Thu, Sep 4 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$376 Roundtrip, found 4 hours ago
$376
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Sep 4 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $376 found 4 hours 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 $340, 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 $340 right now, why wait?

Rutland Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$340

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! (1,020 reviews)
"Friendly staff"

Reviewed on Jul 28, 2025

Get rates
Comfort Inn Rutland - Killington
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 (1,008 reviews)
"The room was clean and staff was nice. The lighting was terrible. 3 lights in the room and with all three on, we had to use our cell phone flashlight to read, find things etc. Breakfast was ok but ended up eating at Dennys next door."

Reviewed on Jul 28, 2025

Get rates
Days Inn by Wyndham Rutland/Killington Area
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 ...
6.6/10 (583 reviews)
"The staff was always available and helpful."

Reviewed on Jul 25, 2025

Get rates
Cortina Inn
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)
"Excellent property. Rooms were like a condo and were clean and updated. Staff were friendly and very helpful during a late check in."

Reviewed on Jul 29, 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! (928 reviews)
"The staff were helpful and morning breakfast very good."

Reviewed on Jul 27, 2025

Get rates
Hampton Inn Rutland
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! (528 reviews)
"Really enjoyed our stay."

Reviewed on Jul 18, 2025

Get rates
Woodstock Inn & Resort
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,000 reviews)
"Very nice place"

Reviewed on Jul 27, 2025

Get rates
Killington Mountain Lodge, Tapestry Collection by Hilton
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! (1,001 reviews)
"Great little place. Very friendly and clean."

Reviewed on Jul 31, 2025

Get rates
North Star Lodge and Resort
See all 2,665 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 ...
6.6/10 (583 reviews)
"The staff was always available and helpful."

Reviewed on Jul 25, 2025

Get rates
Cortina Inn
See all 2,665 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.