Search Cheap Flights to
Middleburg

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Middleburg Flights as Low as $137

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

Delta
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $137 found 3 days ago
JetBlue Airways
Tue, Sep 9 - Mon, Sep 15
BOS
Logan Intl.
JAX
Jacksonville Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Logan Intl. to Jacksonville Intl., returning Mon, Sep 15, priced at $147 found 4 days ago
JetBlue Airways
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $157 found 3 days ago
American Airlines
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $159 found 3 days ago
JetBlue Airways
Tue, Sep 9 - Mon, Sep 15
BOS
Logan Intl.
JAX
Jacksonville Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Logan Intl. to Jacksonville Intl., returning Mon, Sep 15, priced at $167 found 6 days ago
Delta
Tue, Sep 9 - Sat, Sep 20
BOS
Logan Intl.
JAX
Jacksonville Intl.
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 9 from Logan Intl. to Jacksonville Intl., returning Sat, Sep 20, priced at $168 found 4 days ago
American Airlines
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $170 found 3 days ago
United
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $177 found 3 days ago
United
Tue, Sep 9 - Mon, Sep 15
BOS
Logan Intl.
JAX
Jacksonville Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select United flight, departing Tue, Sep 9 from Logan Intl. to Jacksonville Intl., returning Mon, Sep 15, priced at $177 found 6 days ago
Delta
Wed, Sep 10 - Wed, Sep 17
BOS
Logan Intl.
JAX
Jacksonville Intl.
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 10 from Logan Intl. to Jacksonville Intl., returning Wed, Sep 17, priced at $178 found 3 days ago
American Airlines
Tue, Sep 9 - Mon, Sep 15
BOS
Logan Intl.
JAX
Jacksonville Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Sep 9 from Logan Intl. to Jacksonville Intl., returning Mon, Sep 15, priced at $179 found 6 days ago
Delta
Thu, Jul 24 - Sun, Jul 27
BOS
Logan Intl.
JAX
Jacksonville Intl.
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jul 24 from Logan Intl. to Jacksonville Intl., returning Sun, Jul 27, priced at $180 found 5 days ago
Bargain Flight
Thu, Jul 17 - Sat, Jul 19
DCA
Ronald Reagan Washington National
JAX
Jacksonville Intl.
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Thu, Jul 17 from Ronald Reagan Washington National to Jacksonville Intl., returning Sat, Jul 19, priced at $196 found 4 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 12
BTV
Burlington Intl.
JAX
Jacksonville Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Jul 29 from Burlington Intl. to Jacksonville Intl., returning Tue, Aug 12, priced at $229 found 1 hour ago
United
Fri, Aug 1 - Sat, Aug 9
ATW
Appleton Intl.
JAX
Jacksonville Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select United flight, departing Fri, Aug 1 from Appleton Intl. to Jacksonville Intl., returning Sat, Aug 9, priced at $259 found 1 day ago
Delta
Thu, Jul 10 - Sat, Jul 19
DCA
Ronald Reagan Washington National
GNV
Gainesville Regional
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jul 10 from Ronald Reagan Washington National to Gainesville Regional, returning Sat, Jul 19, priced at $339 found 2 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 15 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 $137, 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 $137 right now, why wait?

Middleburg Flight Information
Destination airport
Jacksonville Intl.
Destination airport IATA code
JAX
Roundtrip price
$137

Last Minute Hotel Deals in Middleburg

Wyndham Garden Jacksonville
Wyndham Garden Jacksonville
3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
7.6/10 Good! (1,663 reviews)
"All copacetic"

Reviewed on Jul 3, 2025

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Wyndham Garden Jacksonville
Apm Inn and Suite
Apm Inn and Suite
2 out of 5
510 Lane Ave S, Jacksonville, FL
Stay at this hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (812 reviews)
"Would have been an excellent rating if they had a microwave to warm up my food. Otherwise, it was alright"

Reviewed on Jul 3, 2025

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Apm Inn and Suite
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 parking, and room service. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,009 reviews)
"Great stay"

Reviewed on Jul 4, 2025

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Embassy Suites by Hilton Jacksonville Baymeadows
DoubleTree by Hilton Hotel Jacksonville Riverfront
DoubleTree by Hilton Hotel Jacksonville Riverfront
4 out of 5
1201 Riverplace Boulevard, Jacksonville, FL
Stay at this 4-star hotel in Jacksonville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. ...
6.6/10 (1,296 reviews)
Great stay
"this is a great hotel with great room views, it is older but clean and the price you can't beat, the river view from the balconies was wonderful, breakfast was great. We always use the Jr Suites River Balcony view and i love it we have stayed several times and am never disappointed"

Reviewed on Jul 3, 2025

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DoubleTree by Hilton Hotel Jacksonville Riverfront
Southbank Hotel by Marriott Jacksonville Riverwalk
Southbank Hotel by Marriott Jacksonville Riverwalk
3.5 out of 5
1515 Prudential Dr, Jacksonville, FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,489 reviews)
B day trip
"The box spring on the bed was busted and the bed was too soft and not firm as i prefer a firm mattress, the bed was too liw to the floor. I paid for my room online then when i go check in i was required to pay a $100 deposit which didnt sit well with me, it said if paying online no deposit. This ..."

Reviewed on Jul 3, 2025

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Southbank Hotel by Marriott Jacksonville Riverwalk
Hyatt Regency Jacksonville
Hyatt Regency Jacksonville
4 out of 5
225 E Coastline Dr, Jacksonville, FL
Stay at this 4-star eco-certified hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,243 reviews)
"On the river"

Reviewed on Jul 3, 2025

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Hyatt Regency Jacksonville
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 Theatre Jacksonville are ...
4.8/10 (844 reviews)
"Good"

Reviewed on Jun 10, 2025

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Scottish Inn Jacksonville Downtown
Candlewood Suites Jacksonville Southpoint by IHG
Candlewood Suites Jacksonville Southpoint by IHG
2.5 out of 5
4699 Lenoir Avenue South, Jacksonville, FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions St. Johns Town ...
9/10 Wonderful! (86 reviews)
Five Star
"I enjoyed my stay. Now i did. it know they offered a welcome gift but everything was impressive. I will stay again"

Reviewed on Jul 3, 2025

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Candlewood Suites Jacksonville Southpoint by IHG
See all 1,710 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.