$63 Cheap flight deals from Orlando (ORL) to Poughkeepsie (POU)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Orlando to Poughkeepsie

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 6 - Fri, Jun 12
MCO
Orlando Intl.
HPN
Westchester County
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Westchester County, returning Fri, Jun 12, priced at $208 found 4 days ago
Sun, Jun 7 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 4 hours ago
$209
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Jun 7 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at $209 found 4 hours ago

Airfares from $63 One Way, $127 Round Trip from Orlando to Poughkeepsie

Prices starting at $127 for return flights and $63 for one-way flights to Poughkeepsie were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
SWF
Newburgh
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to Newburgh, returning Sun, Sep 6, priced at $127 found 6 days ago
Thu, Sep 17 - Sat, Sep 26
MCO
Orlando
SWF
Newburgh
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to Newburgh, returning Sat, Sep 26, priced at $132 found 4 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
SWF
Newburgh
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to Newburgh, returning Sun, Sep 6, priced at $137 found 6 hours ago
Thu, Sep 17 - Sat, Sep 26
MCO
Orlando
SWF
Newburgh
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to Newburgh, returning Sat, Sep 26, priced at $137 found 4 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
SWF
Newburgh
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to Newburgh, returning Sun, Sep 6, priced at $142 found 4 days ago

Poughkeepsie economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Armon Stamford Hotel & Conference
2.5-star property

The Armon Stamford Hotel & Conference

7.8/10 Good! (789 reviews)

Jul 17 - Jul 19

2 night stay

Orlando (MCO) to White Plains (HPN)

American Airlines • Roundtrip • Coach
Price was $531, price is now $445 per person
$445
per person
found 1 day ago
The room was ok but the walk to get there from the only set of elevators was quite a long one, especially carrying bags. It also doesn't help when the fire alarm goes off at 12:30am! There were no instructions or updates from hotel staff about what was going on or what to do. Didn't get much sleep that night.

Reviewed on Feb 24, 2026

Hyatt Regency Greenwich
4.0-star property

Hyatt Regency Greenwich

8.6/10 Excellent! (1,014 reviews)

Jul 17 - Jul 19

2 night stay

Orlando (MCO) to White Plains (HPN)

American Airlines • Roundtrip • Coach
Price was $581, price is now $482 per person
$482
per person
found 1 day ago
This is our 8th or 9th stay with you as we have family in Old Greenwich. The renovations are welcomed and it's nice to have dining once again at the hotel. There is not enough staff at the restaurant/bar area though. We had to add our drinks at the reception desk because no one came to bring us our check on the evening of 6/27/25. Also the back entrance from the parking area needs to be kept swept and clean.

Reviewed on Jul 1, 2025

Royal Regency Hotel
3.5-star property

Royal Regency Hotel

8.4/10 Very Good! (2,654 reviews)

Jul 24 - Jul 27

3 night stay

Orlando (MCO) to White Plains (HPN)

American Airlines • Roundtrip • Coach
Price was $522, price is now $450 per person
$450
per person
found 1 day ago
Clean not quiet kids running in hallways all night

Reviewed on Mar 22, 2026

Don't see what you're looking for?
See all available trips from Orlando to Poughkeepsie
View all trips

More About Flying To Poughkeepsie from Orlando

Route Information for Flights from Orlando to Poughkeepsie

Origin Airport IATA Code
ORL
Destination Airport IATA Code
POU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Orlando to Poughkeepsie

If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Orlando to Poughkeepsie. Now you can book guaranteed low fares for Orlando to Poughkeepsie flights and plan your trip with confidence.

Great deals on flights from Orlando to Poughkeepsie

Cheap airfares on Orlando to Poughkeepsie flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Orlando to Poughkeepsie.

Cutting-edge mobile tools make travel easy

Now you can access your flight details on-the-go using your Android and iPhone phones and tablets. Book flights from Orlando to Poughkeepsie directly from your mobile phone or easily check your flight status and baggage claim details or book exclusive mobile hotel deals.

Orlando to Poughkeepsie flights at discounted rates

Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Orlando to Poughkeepsie flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.

Frequently asked questions

Are there non-stop flights from Orlando to Poughkeepsie?
JetBlue flies direct from MCO to White Plains Airport, so you won't have to worry about swapping planes or missing your connection on this route.
What is the shortest flight from Orlando to Poughkeepsie?
Flying from Orlando Intl. Airport to White Plains, NY (HPN-Westchester County) will take a minimum of 3 hours and 22 minutes. Savor a wine and get stuck into that book — it's a golden opportunity to chill out.
What airlines fly from Orlando to Poughkeepsie most frequently?
JetBlue has the most flights along this route. This top-rated carrier operates 60 flights from Orlando, FL (MCO-Orlando Intl.) to White Plains Airport every month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

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.