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Jacksonville

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Jacksonville Flights as Low as $389

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

JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $389 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $399 found 1 day ago
Delta
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $404 found 1 day ago
JetBlue Airways
Thu, Oct 9 - Sun, Oct 12
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$405 Roundtrip, found 4 days ago
$405
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Oct 9 from Orlando Intl. to Rutland Southern Vermont Regional, returning Sun, Oct 12, priced at $405 found 4 days ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$409 Roundtrip, found 1 day ago
$409
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $409 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$413 Roundtrip, found 3 days ago
$413
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $413 found 3 days ago
JetBlue Airways
Wed, Oct 8 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 8 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $414 found 1 day ago
JetBlue Airways
Mon, Oct 6 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 6 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $415 found 1 day ago
JetBlue Airways
Mon, Oct 6 - Mon, Oct 13
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$416 Roundtrip, found 1 day ago
$416
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 6 from Orlando Intl. to Rutland Southern Vermont Regional, returning Mon, Oct 13, priced at $416 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $419 found 1 day ago
United
Thu, Oct 9 - Thu, Oct 16
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 9 from Orlando Intl. to Rutland Southern Vermont Regional, returning Thu, Oct 16, priced at $419 found 1 day ago
United
Thu, Oct 9 - Thu, Oct 16
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 9 from Orlando Intl. to Rutland Southern Vermont Regional, returning Thu, Oct 16, priced at $424 found 1 day ago
Delta
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $424 found 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$425 Roundtrip, found 1 day ago
$425
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $425 found 1 day ago
Delta
Mon, Oct 6 - Mon, Oct 13
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$426 Roundtrip, found 1 day ago
$426
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 6 from Orlando Intl. to Rutland Southern Vermont Regional, returning Mon, Oct 13, priced at $426 found 1 day ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$428 Roundtrip, found 1 day ago
$428
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $428 found 1 day 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 September, 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 $389, 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 $389 right now, why wait?

Jacksonville Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$388

Last Minute Hotel Deals in Jacksonville

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,004 reviews)
"Very cute hotel. The room was huge and the staff were friendly."

Reviewed on Jun 29, 2025

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Hotel Downstreet, Ascend Hotel Collection
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star 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 ...
6.6/10 (1,005 reviews)
We love it but could use some fixing
"My kids and I come to this motel several times a year and stay usually between 2-5 nights. We love to stay on the grassy area side because in the morning the kids go outside and ride their scooters around or play on the lawn. The pool, that is free for guests to use, is an added benefit for us all. ..."

Reviewed on Jun 28, 2025

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Colonial Motel And Spa
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 WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,001 reviews)
"Great location"

Reviewed on Jun 28, 2025

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Hotel Vervana, Trademark Collection by Wyndham
The Autumn Inn
The Autumn Inn
2 out of 5
924 East Main Street, Bennington, VT
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (575 reviews)
"The price was the biggest factor. The room was ok. A dead electrical socket and a greasy bathroom door. The office had a strong smell of curry but the man at the desk was an absolute gentleman."

Reviewed on Jun 29, 2025

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The Autumn Inn
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 ...
8/10 Very Good! (840 reviews)
"Great for the price"

Reviewed on Jun 28, 2025

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Hampton Inn Brattleboro
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (748 reviews)
"Great location, amazing history and architecture."

Reviewed on Jun 29, 2025

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Latchis Hotel
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! (647 reviews)
"Buffer not always filled up Not always someone to the front desk 7: 10"

Reviewed on Jun 20, 2025

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Comfort Inn & Suites Brattleboro I-91
Williamstown Motel
Williamstown Motel
2 out of 5
295 Main Street, Route 2, Williamstown, MA
Book a stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (271 reviews)
"a perfecf place to stay as we enjoyed the weekend of fun in the berkshires! the owner was extemely friendly, the room was very clean and comfortable and the location is well located. we would definitely return!"

Reviewed on Jun 29, 2025

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Williamstown Motel
See all 1,238 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.