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Middleburg

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Middleburg Flights as Low as $197

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

American Airlines
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $197 found 3 days ago
Delta
Sat, Sep 12 - Sat, Sep 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 12 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 19, priced at $197 found 1 day ago
United
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select United flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $197 found 3 days ago
Delta
Wed, Jul 15 - Sat, Jul 25
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$202 Roundtrip, found 2 days ago
$202
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 15 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Jul 25, priced at $202 found 2 days ago
United
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select United flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $203 found 3 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $207 found 3 days ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $209 found 3 days ago
Delta
Wed, Jul 15 - Mon, Jul 20
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 15 from John F. Kennedy Intl. to Jacksonville Intl., returning Mon, Jul 20, priced at $212 found 2 days ago
JetBlue Airways
Wed, Aug 26 - Sat, Sep 5
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 5, priced at $212 found 1 day ago
JetBlue Airways
Wed, Aug 26 - Sat, Sep 5
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 5, priced at $212 found 1 day ago
American Airlines
Sat, Sep 12 - Sat, Sep 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 19, priced at $217 found 1 day ago
JetBlue Airways
Fri, Jul 17 - Sun, Jul 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Jul 17 from John F. Kennedy Intl. to Jacksonville Intl., returning Sun, Jul 19, priced at $217 found 2 days ago
Frontier Airlines
Wed, Aug 26 - Sat, Sep 5
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 5, priced at $219 found 1 day ago
Frontier Airlines
Tue, Jul 21 - Tue, Aug 4
IAH
George Bush Intercontinental
JAX
Jacksonville Intl.
$220 Roundtrip, found 19 hours ago
$220
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Tue, Jul 21 from George Bush Intercontinental to Jacksonville Intl., returning Tue, Aug 4, priced at $220 found 19 hours ago
JetBlue Airways
Fri, Aug 14 - Sat, Aug 29
DCA
Ronald Reagan Washington National
JAX
Jacksonville Intl.
$224 Roundtrip, found 19 hours ago
$224
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Fri, Aug 14 from Ronald Reagan Washington National to Jacksonville Intl., returning Sat, Aug 29, priced at $224 found 19 hours ago
Delta
Wed, Sep 16 - Sat, Sep 26
JFK
John F. Kennedy Intl.
GNV
Gainesville Regional
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Sep 16 from John F. Kennedy Intl. to Gainesville Regional, returning Sat, Sep 26, priced at $315 found 4 days ago

Cheap Flights to Middleburg

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

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

Frequently Asked Questions About flights to Middleburg

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

What is the cheapest month to fly to Middleburg?

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

How many airlines fly to Middleburg?

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 Middleburg.

What airport is best to fly into Middleburg?

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

How much are flights to Middleburg?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middleburg on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $197, 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 Middleburg?

The trick to saving a stack of cash on your flight to Middleburg? 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 $197 right now, why wait?

Middleburg Flight Information
Destination airport
Jacksonville Intl.
Destination airport IATA code
JAX
Roundtrip price
$197

Last Minute Hotel Deals in Middleburg

TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg

2.5 out of 5
1625 JEREMIAH ST Middleburg FL
Book a stay at this business-friendly hotel in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Eagle Landing Tennis Center ...
9.8/10 Exceptional! (119 reviews)
"En general la estadía fue perfecta. Limpieza, desayuno, buen servicio."

Reviewed on Jun 21, 2026

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TownePlace Suites by Marriott Middleburg
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (1,665 reviews)
"The hotel itself was very nice, but the rooms were very outdated. There was only one lamp, making the room feel dark and uninviting. The biggest disappointment was the beds—the springs poked through the mattress, and you sank so deeply into it that it was extremely uncomfortable. The bedding was ..."

Reviewed on Jun 26, 2026

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Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,919 reviews)
"It was very shady and someone had their vehicle broken into. Rooms felt dirty and place looked run down. Have never had this kind of issue with Wyndham before. Very disappointed"

Reviewed on Jun 27, 2026

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Wyndham Garden Jacksonville
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
4742 Town Center Parkway Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9.2/10 Wonderful! (1,070 reviews)
"Great hotel in a very nice part of town. Great breakfast as well. Traveled with kids and all slept well and ate well. Highly recommend."

Reviewed on Jun 27, 2026

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Hyatt Place Jacksonville / St. Johns Town Center
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,437 reviews)
"The room was dark, low ceilings, smelly carpet, pretty dirty room, chairs and beds are pretty old.This hotel definitely needs a total renovation."

Reviewed on Jun 26, 2026

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Embassy Suites by Hilton Jacksonville Baymeadows
Hyatt Studios Jacksonville/St Johns Town Center

Hyatt Studios Jacksonville/St Johns Town Center

2.5 out of 5
11565 Village crossing Drive, Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St. Johns Town Center and ...
9.6/10 Exceptional! (106 reviews)
"The property was clean and staff was helpful"

Reviewed on Jun 26, 2026

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Hyatt Studios Jacksonville/St Johns Town Center
Scottish Inn Jacksonville Downtown

Scottish Inn Jacksonville Downtown

2.5 out of 5
2300 Phillips Hwy Jacksonville FL
Stay at this motel in Jacksonville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions EverBank Stadium and VyStar Veterans Memorial ...
5.6/10 (1,000 reviews)
"It's the most rundown horrid dumpster I ever stayed at. The lobby was locked, they made people stand in a long line outside at 4 pm in scorching heat to check in. The rep forgot to give me a parking tag, without it my car would have been towed. The room reeked of smoke. I booked a non-smoking room ..."

Reviewed on Jun 26, 2026

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Scottish Inn Jacksonville Downtown
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular ...
6.8/10 (1,683 reviews)
"Very outdated rooms,"

Reviewed on Jun 25, 2026

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DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 1,877 properties in Middleburg
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.