Cheap flights To Middleburg (JAX) from $71

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Cheap Flights to Middleburg from $71 One Way, $192 Round Trip

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

Wed, Feb 24 - Wed, Mar 3
DAL
Love Field
JAX
Jacksonville Intl.
$192 Roundtrip, found 12 hours ago
$192
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Feb 24 from Love Field to Jacksonville Intl., returning Wed, Mar 3, priced at $192 found 12 hours ago
Wed, Nov 4 - Mon, Nov 9
DAL
Love Field
JAX
Jacksonville Intl.
$201 Roundtrip, found 12 hours ago
$201
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Love Field to Jacksonville Intl., returning Mon, Nov 9, priced at $201 found 12 hours ago
Wed, Dec 9 - Wed, Dec 16
DEN
Denver Intl.
JAX
Jacksonville Intl.
$209 Roundtrip, found 18 hours ago
$209
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Dec 9 from Denver Intl. to Jacksonville Intl., returning Wed, Dec 16, priced at $209 found 18 hours ago
Thu, Oct 15 - Sat, Oct 17
DEN
Denver Intl.
JAX
Jacksonville Intl.
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Denver Intl. to Jacksonville Intl., returning Sat, Oct 17, priced at $210 found 2 days ago
Sat, Dec 12 - Tue, Dec 15
DAL
Love Field
JAX
Jacksonville Intl.
$211 Roundtrip, found 12 hours ago
$211
Roundtrip
found 12 hours ago
Select Delta flight, departing Sat, Dec 12 from Love Field to Jacksonville Intl., returning Tue, Dec 15, priced at $211 found 12 hours ago
Wed, Feb 24 - Wed, Mar 3
DAL
Love Field
JAX
Jacksonville Intl.
$211 Roundtrip, found 12 hours ago
$211
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Feb 24 from Love Field to Jacksonville Intl., returning Wed, Mar 3, priced at $211 found 12 hours ago
Wed, Nov 4 - Mon, Nov 9
DAL
Love Field
JAX
Jacksonville Intl.
$216 Roundtrip, found 12 hours ago
$216
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Love Field to Jacksonville Intl., returning Mon, Nov 9, priced at $216 found 12 hours ago
Wed, Nov 4 - Mon, Nov 9
DAL
Love Field
JAX
Jacksonville Intl.
$218 Roundtrip, found 12 hours ago
$218
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Love Field to Jacksonville Intl., returning Mon, Nov 9, priced at $218 found 12 hours ago
Wed, Dec 9 - Wed, Dec 16
DEN
Denver Intl.
JAX
Jacksonville Intl.
$218 Roundtrip, found 18 hours ago
$218
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Dec 9 from Denver Intl. to Jacksonville Intl., returning Wed, Dec 16, priced at $218 found 18 hours ago
Tue, Dec 8 - Tue, Dec 15
DEN
Denver Intl.
JAX
Jacksonville Intl.
$219 Roundtrip, found 18 hours ago
$219
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Tue, Dec 8 from Denver Intl. to Jacksonville Intl., returning Tue, Dec 15, priced at $219 found 18 hours ago

Middleburg Flight Information

Traveling To
Middleburg
Destination Airport IATA Code
JAX
Number of Airlines Serving
Airlines
Frontier Airlines, Southwest Airlines, United, Delta
Flight Price
$192
Earliest Departing Flight
Latest Departing Flight

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Middleburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
Island Oaks RV Resort
4.0-star property

Island Oaks RV Resort

Sep 15 - Sep 19

4 night stay

Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

United • Roundtrip • Coach
Price was $732, price is now $560 per person
$560
per person
found 1 day ago
Amelia by the Sea
4.0-star property

Amelia by the Sea

Sep 23 - Sep 26

3 night stay

Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

United • Roundtrip • Coach
Save 100% on your flight
Price was $4,404, price is now $3,162 per person
$3,162
per person
found 1 day ago
Hammock Beach Golf Resort & Spa
4.0-star property

Hammock Beach Golf Resort & Spa

Sep 20 - Sep 26

6 night stay

Boston (BOS) to Jacksonville (JAX)

JetBlue Airways • Coach

Jacksonville (JAX) to Boston (BOS)

Delta • Coach
Save 100% on your flight
Price was $1,870, price is now $1,432 per person
$1,432
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Middleburg
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Middleburg premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Villas By the Sea Resort & Conference Center
3.0-star property

Villas By the Sea Resort & Conference Center

8.4/10 Very Good! (1,155 reviews)

Oct 6 - Oct 10

4 night stay

New York (NYC) to Jacksonville (JAX)

Frontier Airlines • Non-stop • PremiumEconomy

Jacksonville (JAX) to New York (NYC)

JetBlue Airways • Non-stop • PremiumEconomy
Price was $785, price is now $738 per person
$738
per person
found 21 hours ago
Clean room,beautiful beach view, preferred to be in the ground level unit for easy access but got the second floor unit .

Reviewed on Aug 4, 2026

Jekyll Ocean Club
4.0-star property

Jekyll Ocean Club

9.4/10 Exceptional! (250 reviews)

Oct 6 - Oct 10

4 night stay

New York (NYC) to Jacksonville (JAX)

Frontier Airlines • Non-stop • PremiumEconomy

Jacksonville (JAX) to New York (NYC)

JetBlue Airways • Non-stop • PremiumEconomy
Price was $1,376, price is now $1,172 per person
$1,172
per person
found 21 hours ago
Great property to spend a few days

Reviewed on Jul 11, 2026

Holiday Inn Resort Jekyll Island by IHG
3.0-star property

Holiday Inn Resort Jekyll Island by IHG

7.8/10 Good! (1,003 reviews)

Oct 6 - Oct 10

4 night stay

New York (NYC) to Jacksonville (JAX)

Frontier Airlines • Non-stop • PremiumEconomy

Jacksonville (JAX) to New York (NYC)

JetBlue Airways • Non-stop • PremiumEconomy
Price was $828, price is now $807 per person
$807
per person
found 21 hours ago
It wasn't necessarily the property, the surrounding area was extremely desolate... not as I remembered from years ago. Just disappointing overall.

Reviewed on Aug 13, 2026

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See all available trips from New York to Middleburg
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Middleburg first class flight packages

Price found within the past 48 hours. Click for updated prices.
Marriott Jacksonville Downtown
4.0-star property

Marriott Jacksonville Downtown

8.4/10 Very Good! (1,008 reviews)

Oct 7 - Oct 10

3 night stay

Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

United • Roundtrip • FirstClass
Price was $906, price is now $804 per person
$804
per person
found 20 hours ago

Tricove Inn & Suites
2.5-star property

Tricove Inn & Suites

7.4/10 Good! (1,004 reviews)

Sep 17 - Sep 21

4 night stay

Providence (PVD) to Jacksonville (JAX)

Delta • Non-stop roundtrip • FirstClass
Price was $998, price is now $866 per person
$866
per person
found 17 hours ago

Hyatt Regency Jacksonville
4.0-star property

Hyatt Regency Jacksonville

9/10 Wonderful! (1,744 reviews)

Oct 7 - Oct 10

3 night stay

Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

United • Roundtrip • FirstClass
Price was $1,020, price is now $903 per person
$903
per person
found 20 hours ago
Great 4th of july experience

Reviewed on Aug 13, 2026

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See all available trips from Newark Liberty Intl. Airport to Middleburg
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Middleburg

Orbitz uses cutting edge mobile technology to help get you the best deals on Middleburg flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

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Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Middleburg can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Middleburg. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Middleburg to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Middleburg?
With 20 airlines flying into Jacksonville Intl. Airport (JAX), you'll be exploring this exciting destination before you know it. Ticket costs depend on where you're coming from and when you plan to travel. You'll no doubt snap up a cheap deal to Middleburg from one of these well-known domestic carriers:

  • American Airlines - 287 flights to Middleburg per month
  • Delta - 259 flights to Middleburg per month
  • United Airlines - 235 flights to Middleburg per month

What is the best airport to fly to in Middleburg?
Jacksonville Intl. Airport (JAX) is the city's only airport, so your only tough decision will be the aisle seat or the window seat. Central Middleburg is around 30 miles away and where many travelers start their adventure.
How much is a flight to Middleburg?
This week, prices ranged between $192 and $219 for a return trip to Middleburg. One-way tickets from Denver (DEN) dropped down to $71 during the same time period.
How to book the cheapest flight to Middleburg?
With some of the most affordable flight deals around, you can jet for less with Orbitz. The following pointers will help you snap up cheap flights to Middleburg — and leave you with extra cash in your wallet:

  • Depending on where you're departing from, select the 'Nearby airports' function (located under the departure and arrival options). At times, other departure points offer better value for money.
  • Similarly, click on the 'Show flexible dates' link to bring up the airfares on days around your chosen departure. It's possible to pick up cheaper flight deals if your travel dates are flexible.
  • Select 'Show options' to fine tune your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the biggest savings, so book as soon as you've worked out your travel dates. The cheapest fares get snapped up fast and prices rise as the departure date nears.
  • Combine your flights, hotels and car rentals into a competitive package deal. Save your dollars for things you're really excited about, like exploring every corner of Middleburg.
  • If practical, don't travel in the most popular seasons. Airfares are usually at their most expensive during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Middleburg?
The destination you're leaving from and if you have a stopover help determine your flight time. However, these three busy routes to Middleburg will offer some insight:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Jacksonville Intl. Airport (JAX) - 1 hour and 10 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Jacksonville Intl. Airport (JAX) - 2 hours and 34 minutes
  • New York, NY (LGA-LaGuardia) to Jacksonville Intl. Airport (JAX) - 2 hours and 30 minutes

What is the best time to book a flight to Middleburg?
If you can, purchase your seats to Middleburg in January. This is the best month for low airfares, closely followed by February and August. With a little organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Middleburg?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase airfares to Middleburg. The vacation of your dreams starts with a terrific flight deal!
What is the cheapest day of the week to fly to Middleburg?
Look into leaving early in the week to get cheap flights to Middleburg. Orbitz data from 2020 suggests Monday is typically the cheapest day to hop on a plane, followed by Tuesday. Saturdays were shown to have the most expensive airfares. This is probably because most passengers prefer to start their trip at the end of the week.
What is the cheapest month to fly to Middleburg?
To pick up cheap flights to Middleburg, you should pack your suitcase and jet off in August. Orbitz data shows that generally, this is the best month to save a bundle on your airfare. If you're hoping to jet to Middleburg in June, be aware that this is the least affordable time of year to travel.
Which airlines allow free cancellation?
When you search for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. Breathe easy knowing that if things change, your ticket can too.
What do I need for the flight to Middleburg?
The key to a comfortable flight is being well prepared. Listed below are some tips that'll help get you ready for your journey:

  • Whether you print it out at home or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some form of government-issued photo ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • To keep you entertained on the short hop to Middleburg, download some new tracks or stock up the audiobook library on your phone. Food can also be a tasty distraction while in the air, so pack some snacks.
  • Even if you're traveling when it's 100 degrees outside, carry a warm top or scarf on board with you. Airplane cabins can get quite chilly!

How many direct flights are there to Middleburg?
There are 200 flights that travel direct to Middleburg every month, so you won't have to worry about any long stopovers. Reserve a fare with American Airlines or Delta Air Lines and then kick back, relax and enjoy the journey. United Airlines, Southwest Airlines, JetBlue Airways and Frontier Airlines also offer nonstop flights to Middleburg.
How do I get cheap first-class/business deals to Middleburg?
Experienced travelers have mastered the art of finding first or business-class flights to Middleburg without the hefty price tag. Follow their lead with these helpful hints:

  • Flexibility is essential. By being open to various travel dates, you'll have more chances of picking up a deal on your airfares.
  • A lot of budget airlines these days have excellent business-class seating without the hefty fees.
  • Bid for an upgrade in online auctions or upgrade your fare with loyalty points.

How to get into Middleburg from the airport?
Jump in a Jacksonville Intl. Airport (JAX) car rental from JAX airport and easily make your way to downtown Middleburg. Choose a vehicle from one of the popular rental outlets on-site such as Dollar, Payless or Budget. After you've packed your baggage in the trunk, the center of the city is 30 miles to the southwest. If you'd prefer to take a taxi into town and zoom off in your own set of wheels from there instead, browse through our Middleburg car rentals.
What is the best time to go to Middleburg?
If you'd like to immerse yourself in the culture of Middleburg in the peak season, June, July and September are the top months to visit. June 20 marks the start of summertime in the Northern Hemisphere and is an awesome time to go if you're hooked on the great outdoors. During this time of year, average daily temperatures range from 75 ºF to 95 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.