Flights To Town of Olive - Cheap Flights Starting at CA $100

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Town of Olive?

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

Thu, Sep 10 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $213 Roundtrip, found 6 days ago
CA $213
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $213 found 6 days ago
Fri, Jan 29 - Sun, Jan 31
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $213 Roundtrip, found 4 days ago
CA $213
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 29 from Orlando Intl. to Stewart Intl., returning Sun, Jan 31, priced at CA $213 found 4 days ago
Thu, Sep 10 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $221 Roundtrip, found 3 days ago
CA $221
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $221 found 3 days ago
Thu, Nov 12 - Sun, Nov 15
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $230 Roundtrip, found 4 days ago
CA $230
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 12 from Orlando Intl. to Stewart Intl., returning Sun, Nov 15, priced at CA $230 found 4 days ago
Thu, Oct 22 - Sat, Oct 24
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $241 Roundtrip, found 4 days ago
CA $241
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 22 from Orlando Intl. to Stewart Intl., returning Sat, Oct 24, priced at CA $241 found 4 days ago
Thu, Oct 15 - Sat, Oct 24
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $242 Roundtrip, found 2 days ago
CA $242
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Oct 15 from Orlando Intl. to Stewart Intl., returning Sat, Oct 24, priced at CA $242 found 2 days ago
Sun, Sep 13 - Sat, Sep 19
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $244 Roundtrip, found 1 hour ago
CA $244
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, Sep 13 from Orlando Intl. to Stewart Intl., returning Sat, Sep 19, priced at CA $244 found 1 hour ago
Wed, Sep 30 - Sun, Oct 4
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $250 Roundtrip, found 6 days ago
CA $250
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Stewart Intl., returning Sun, Oct 4, priced at CA $250 found 6 days ago
OriginDestinationTravel datesFlights from*
MCONewburghNovember 12 to November 15CA $230
TPANewburghSeptember 30 to October 3CA $232
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghSeptember 6 to September 10CA $336
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Oct 23 - Oct 30

7 night stay

Detroit (DTW) to New York (JFK)

American Airlines • Roundtrip • Coach
Price was CA $3,864, price is now CA $2,230 per person
CA $2,230
per person
found 1 day ago
Hilton Garden Inn New York/Times Square Central
3.0-star property

Hilton Garden Inn New York/Times Square Central

Sep 4 - Sep 11

7 night stay

Vancouver (YVR) to New York (JFK)

Delta • Non-stop roundtrip • Coach
Price was CA $5,061, price is now CA $2,379 per person
CA $2,379
per person
found 1 day ago
5th & 55th Residence Club
5.0-star property

5th & 55th Residence Club

Nov 11 - Nov 15

4 night stay

Calgary (YYC) to New York (JFK)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $8,971, price is now CA $5,119 per person
CA $5,119
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Detroit to Town of Olive
View all trips

Travelers ❤️ These Town of Olive 🏨

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
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. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
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
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 attractions Hunter Mountain and H Ski Lift are located nearby.
9.2/10 Wonderful! (1,001 reviews)
"The property was very clean and the staff very kind! However, the pictures are very deceiving. It felt like we were staying at a nicer motel, not a boutique hotel. They also charge you extra when you get there. It says in the fine print but I have never experienced that before when booking through ..."

Reviewed on Aug 27, 2026

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
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 the clean rooms in our reviews. Popular attractions Berean Park Beach and McCann Arena are located nearby.
Opens in a new windowSureStay Plus Hotel by Best Western Highland Poughkeepsie
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Saugerties Town Hall are located nearby.
Opens in a new windowAutoCamp Catskills
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.

Frequently asked questions

How much is the cheapest flight to Town of Olive?
Your next dream vacation doesn't have to cost a fortune. During the last seven days, the cheapest roundtrip flight to Town of Olive cost CA $213. Find a cheap seat and spend the money you save on fantastic experiences. This price was available on Travelocity for flights to Town of Olive departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Town of Olive?
Be sure to leave September free in your calendar, because it's the cheapest month to fly to Town of Olive. That's based on Travelocity's direct flight demand between January and December last year. With more money in your wallet, you can treat yourself to a hotel upgrade, go out on the town or whatever makes you happy.
How can I check my flight status to Town of Olive?
There are a couple of ways to check the status of your flight. You can find all the necessary info in our Trips portal, which is located at the top of our homepage. Sign in or open an account in seconds — you can then view and manage your bookings whenever you need. If you're already traveling, the Travelocity app can also help you check the status of your flight to Town of Olive, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Town of Olive?
Try these tricks — book in advance, avoid busy periods and be flexible with your dates. If you don't have a specific date in mind, search for your flight to Town of Olive on Travelocity and click on "Flexible dates" at the top of the page. This will show you any cheaper tickets on a nearby day. CA $213 was the lowest price paid for a roundtrip flight to Town of Olive in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Olive with Travelocity?
An exciting getaway is only a click away when you book your trip with Travelocity. With a wide range of choices and great deals on cheap family flights, hotels, rental cars and more, we make it easy to locate awesome prices to suit your needs. You can also use our 24/7 social media assistance and free cancellations on most hotels throughout your trip. Wander with us and lock in your cheap flights to Town of Olive today.
What are the most popular flight routes to Town of Olive?
To help you choose your flights to Town of Olive, browse our list of some of the preferred routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Liberty Intl. Airport (EWR) - 3,588 flights a month.
  • Orlando, FL (MCO-Orlando Intl.) to Liberty Intl. Airport (EWR) - 3,575 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Liberty Intl. Airport (EWR) - 3,037 flights a month.

How much is a flight to Town of Olive on average?
Tickets for roundtrip flights to Town of Olive cost between CA $213 and CA $336 in the last seven days. The moment you see a fabulous deal, snap it up and get ready to set off on your next wonderful adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.