$43 Cheap flights to Town of Olive

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Cheap flights to Town of Olive from $43 One Way, $76 Round Trip

$76 return flights and $43 one-way flights to Town of Olive were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 13 - Mon, Nov 16
SFB
Orlando
SWF
Newburgh
$76 Roundtrip, found 20 hours ago
$76
Roundtrip
found 20 hours ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando to Newburgh, returning Mon, Nov 16, priced at $76 found 20 hours ago
Mon, Oct 19 - Mon, Oct 26
SFB
Orlando
SWF
Newburgh
$82 Roundtrip, found 18 hours ago
$82
Roundtrip
found 18 hours ago
Select Allegiant Air flight, departing Mon, Oct 19 from Orlando to Newburgh, returning Mon, Oct 26, priced at $82 found 18 hours ago
Fri, Sep 25 - Mon, Sep 28
PGD
Punta Gorda
SWF
Newburgh
$86 Roundtrip, found 2 days ago
$86
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Sep 25 from Punta Gorda to Newburgh, returning Mon, Sep 28, priced at $86 found 2 days ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale
SWF
Newburgh
$86 Roundtrip, found 12 hours ago
$86
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Newburgh, returning Sun, Dec 6, priced at $86 found 12 hours ago
Fri, Oct 23 - Mon, Oct 26
SFB
Orlando
SWF
Newburgh
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Oct 23 from Orlando to Newburgh, returning Mon, Oct 26, priced at $88 found 4 days ago
Sat, Sep 12 - Sat, Sep 19
RDU
Raleigh
SWF
Newburgh
$102 Roundtrip, found 18 hours ago
$102
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Raleigh to Newburgh, returning Sat, Sep 19, priced at $102 found 18 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
FLLNewburghAugust 16 to August 30$193
MCONewburghAugust 16 to August 26$203
PIENewburghAugust 16 to August 20$342
RSWNewburghAugust 15 to August 17$552
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Town of Olive Accommodation Deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Aug 11 to Aug 12
$146 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (962 reviews)
"The toilet seat in the bathroom was the height of a toddler seat. Extremely uncomfortable and difficult to use. It is not a normal toilet for adults and should be changed. otherwise, the room was dowdy, but comfortable enough."

Reviewed on Aug 9, 2026

Opens in a new windowBeekman Arms and Delamater Inn
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $149 total per night from Sep 1 to Sep 2
$149 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowHunter Lodge, a Bluebird by Lark
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Aug 16 to Aug 17
$100 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
8/10 Very Good! (1,013 reviews)
"The staff were very warm and welcoming."

Reviewed on Aug 10, 2026

Opens in a new windowSureStay Plus Hotel by Best Western Highland Poughkeepsie
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Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln New Paltz NY
$117 nightly
The price is $131 total per night from Aug 23 to Aug 24
$131 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowAmericas Best Value Inn New Paltz
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Town of Olive

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Orbitz makes it stress-free to book Town of Olive flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Town of Olive, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Town of Olive flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

How much is a flight to Town of Olive?
Last week, prices ranged between $76 and $552 for a round-trip flight to Town of Olive. One-way fares departing from Fort Lauderdale (FLL) dropped to a low $43.
How to book the cheapest flight to Town of Olive?
With some of the most competitive flight deals around, you can jet for less with Orbitz. The following tips and hints will help you score cheap flights to Town of Olive — and leave you with cash to spare:

  • Depending on where you're taking off from, select the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, other departure points offer more value for money.
  • If your travel plans aren't set in stone, click on the 'Show flexible dates' option to browse flight deals for alternative departure dates. You may find an even better fare.
  • You can also select the 'Show options' link to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you want to fly.
  • If you know your travel dates, get booking. Ticket prices usually climb as the departure date nears.
  • Consider bundling your hotels, flights and car rental into a package with Orbitz to save cash.
  • If possible, don't travel in the busy season. Airfares often hit their highest during school breaks, summer and other vacation periods like Thanksgiving and Christmas.

What is the best time to book a flight to Town of Olive?
Purchase your flights to Town of Olive in January. This is the best month for bargain fares, followed by February and August. Snap up cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Town of Olive?
When it comes to cheap fares to Town of Olive, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Town of Olive?
If you're after cheap flights to Town of Olive, leave at the start of the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Town of Olive?
To pick up cheap flights to Town of Olive, you should pack your suitcase and take off in August. Orbitz data has found that this is generally a great month to save a bundle on your airfare. If you're hoping to jet to Town of Olive during June, it's worth remembering that this is the least affordable time of year to travel.
Which airlines allow free cancellation?
Life changes, and we believe your ticket should be able to do the same. That's why Orbitz makes it a cinch to search for fares with free cancellation and no change fees. Just enter your travel details and then choose "Filter by flexible change policies." How's that for easy?
What do I need for the flight to Town of Olive?
From onboard activities to travel basics like a pillow, there are some things a frequent flyer won't leave home without. To ensure you're all set for your adventure, have a read through this handy list:

  • Ensure that you have your travel paperwork and some identification. For international journeys, you'll require your passport. When you book your tickets, always use the same name, birth date and gender as written on your government-issued ID.
  • A properly packed carry-on bag is just the ticket for a great flight experience. Given your flight to Town of Olive is no short hop, take a few snacks and activities to keep you happy. A book, magazine or e-reader will help the hours pass.
  • Plane cabins often get chilly. Even if you're traveling during the height of summer, make sure you take a sweater on board just in case.

How do I get cheap first-class/business deals to Town of Olive?
If you think a first or business-class ticket is out of your price range, think again. Here are just a few tips to help you find a premium flight to Town of Olive for a whole lot less:

  • Be more flexible with your travel dates and hold out for deals on business or first-class airfares.
  • Look for a low-cost airline that offers seats in business class. They often come with more legroom and a glass of bubbly — but without the high price.
  • Bid for an upgrade in online auctions or upgrade your seat with points earned through loyalty programs.

What is the best time to go to Town of Olive?
Town of Olive is a fantastic getaway destination year-round, but the most popular months are April, August and November. If you're into warmer weather, consider heading there during the summer. Like most destinations in the Northern Hemisphere, the summer season commences June 20. Temperatures usually range between 55 ºF and 80 ºF during the day.

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.