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Jacksonville

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Jacksonville Flights as Low as $180

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

Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $180 found 5 hours ago
JetBlue Airways
Thu, Apr 23 - Wed, Apr 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Apr 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Apr 29, priced at $182 found 3 days ago
Cape Air
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 20 hours ago
$183
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $183 found 20 hours ago
Cape Air
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$188 Roundtrip, found 20 hours ago
$188
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $188 found 20 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 5 hours ago
$190
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $190 found 5 hours ago
JetBlue Airways
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$193 Roundtrip, found 20 hours ago
$193
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $193 found 20 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$196 Roundtrip, found 5 hours ago
$196
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $196 found 5 hours ago
JetBlue Airways
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, found 20 hours ago
$199
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $199 found 20 hours ago
JetBlue Airways
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, found 20 hours ago
$199
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $199 found 20 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$200 Roundtrip, found 5 hours ago
$200
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $200 found 5 hours ago
Cape Air
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$205 Roundtrip, found 20 hours ago
$205
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $205 found 20 hours ago
JetBlue Airways
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$206 Roundtrip, found 5 hours ago
$206
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $206 found 5 hours ago
Cape Air
Fri, May 15 - Wed, May 27
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$209 Roundtrip, found 4 hours ago
$209
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Fri, May 15 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, May 27, priced at $209 found 4 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$210 Roundtrip, found 5 hours ago
$210
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $210 found 5 hours ago
JetBlue Airways
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$216 Roundtrip, found 20 hours ago
$216
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $216 found 20 hours ago
JetBlue Airways
Fri, Apr 3 - Thu, Apr 9
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$627 Roundtrip, found 3 days ago
$627
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Apr 3 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 9, priced at $627 found 3 days ago

Cheap Flights to Jacksonville

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

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

Frequently Asked Questions About flights to Jacksonville

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

What is the cheapest month to fly to Jacksonville?

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 Jacksonville are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Jacksonville?

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 Jacksonville.

What airport is best to fly into Jacksonville?

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

How much are flights to Jacksonville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Jacksonville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $180, 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 Jacksonville?

The trick to saving a stack of cash on your flight to Jacksonville? 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 $180 right now, why wait?

Jacksonville Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$180

Last Minute Hotel Deals in Jacksonville

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...

Reviewed on Mar 22, 2026

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Hotel Downstreet, an Ascend Collection Hotel
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and Heavy Metal Ski Lift are ...
8.6/10 Excellent! (77 reviews)
The bath soap container was empty. I asked a hotel staff member if she could refill the dispenser and she said she would bring it to my room in a few minutes. She never showed up as promised. I passed her on the way out 45 minutes later. She look at me and went on her business.

Reviewed on Mar 22, 2026

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Hideaway Inn Mt. Snow
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,001 reviews)
What a dump

Reviewed on Mar 23, 2026

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Colonial Motel And Spa
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and 2 hot tubs. Popular attractions Mount Snow and Tumbleweed Ski Lift are ...
8.6/10 Excellent! (266 reviews)
Room was on the small side and it's usually standard that the room have a pull our sofa bed but ours did not. Rooms had a small full kitchen which is really great. The location was amazing, right on the mountain and everything you need to ski is right there. It's also nice to be able to stroll to ...

Reviewed on Mar 19, 2026

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Grand Summit Resort, A Vail Resorts Property
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 out of 5
231 River Street North Adams MA
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (462 reviews)
It was a great stay at a place that was a cut above the usual hotel stay. Breakfast was provided but we only ate there 1 day for we wanted to experience things away from the place. There are many delicious places to eat for breakfast so try it. The location was perfect allowing for walking around ...

Reviewed on Mar 22, 2026

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The Porches Inn at Mass MoCA
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8.2/10 Very Good! (954 reviews)
Check in was easy. After first night the internet shut down. Came back on late the second night. This location is under renovations. Strong paint smell and the worker was there until 8pm at night drilling and sawing. Since our plans fell apart, we left two days early. I'm sure when the renovations ...

Reviewed on Mar 13, 2026

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Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (786 reviews)
Good value.

Reviewed on Mar 21, 2026

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Comfort Inn & Suites Brattleboro I-91
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,000 reviews)
All excellent

Reviewed on Mar 22, 2026

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Hotel Vervana, Trademark Collection by Wyndham
See all 1,336 properties in Jacksonville
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.