Cheap Flight Deals to Middletown NY from CA $404

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

Change your flight without a fee on select flights

How to find cheap flights to Middletown?

The cheapest prices found with in the last 7 days for return flights were CA $378 and CA $404 for one-way flights to Middletown for the period specified. Prices and availability are subject to change. Additional terms apply

Your guide to flights to Middletown, NY

Fly Play fly to Middletown, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Middletown NY currently costs between CA $378 and CA $404. Prices vary, but for the best fares, travel in September when prices are at their lowest.  

Top tips for finding cheap flights to Middletown  

The cheapest flight for a round trip to Middletown is currently CA $378. When you search for flights to Middletown, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Middletown for nearby days.  The cheapest month to travel to Middletown is March from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Middletown 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Middletown with Travelocity 

We have top deals on plane tickets even for last minute flights to Middletown, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Middletown for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
The price is CA $111 per night from Jan. 5 to Jan. 6
CA $111
CA $131 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.2/10 (1,001 reviews)
"Only had a jail juice a tiny muffin and a small bag of goldfish in a btrown paper bag as breakfast"

Reviewed on 6 Dec. 2024

Super 8 by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

2 out of 5
19 Crystal Run Crossing, Middletown, NY
The price is CA $121 per night from Dec. 25 to Dec. 26
CA $121
CA $143 total
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (999 reviews)
"Great stay"

Reviewed on 25 Oct. 2024

Microtel Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
551 Route 211 E, Middletown, NY
The price is CA $139 per night from Jan. 22 to Jan. 23
CA $139
CA $164 total
includes taxes & fees
22 Jan - 23 Jan 2025
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (588 reviews)
"Me encanto el lugar"

Reviewed on 16 Dec. 2024

La Quinta Inn & Suites by Wyndham Middletown
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.

Luxury Hotels in Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
The price is CA $111 per night from Jan. 5 to Jan. 6
CA $111
CA $131 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.2/10 (1,001 reviews)
"Only had a jail juice a tiny muffin and a small bag of goldfish in a btrown paper bag as breakfast"

Reviewed on 6 Dec. 2024

Super 8 by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
551 Route 211 E, Middletown, NY
The price is CA $139 per night from Jan. 22 to Jan. 23
CA $139
CA $164 total
includes taxes & fees
22 Jan - 23 Jan 2025
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (588 reviews)
"Me encanto el lugar"

Reviewed on 16 Dec. 2024

La Quinta Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

2 out of 5
19 Crystal Run Crossing, Middletown, NY
The price is CA $121 per night from Dec. 25 to Dec. 26
CA $121
CA $143 total
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (999 reviews)
"Great stay"

Reviewed on 25 Oct. 2024

Microtel Inn & Suites by Wyndham Middletown
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.

Family Friendly Hotels in Middletown

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
The price is CA $129 per night from Dec. 26 to Dec. 27
CA $129
CA $153 total
includes taxes & fees
26 Dec - 27 Dec
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (805 reviews)
"Right off the highway, easy to find. Restaurants near by. Friendly front desk staff working on our arrival."

Reviewed on 15 Dec. 2024

Courtyard by Marriott Middletown Goshen
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
The price is CA $121 per night from Dec. 28 to Dec. 29
CA $121
CA $143 total
includes taxes & fees
28 Dec - 29 Dec
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (993 reviews)
"Convenient location in Middletown. Clean hotel and hot breakfast for a good window of time in the morning. Friendly staff as well."

Reviewed on 20 Dec. 2024

Hampton Inn by Hilton Middletown
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

2 out of 5
19 Crystal Run Crossing, Middletown, NY
The price is CA $121 per night from Dec. 25 to Dec. 26
CA $121
CA $143 total
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (999 reviews)
"Great stay"

Reviewed on 25 Oct. 2024

Microtel Inn & Suites by Wyndham Middletown
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
551 Route 211 E, Middletown, NY
The price is CA $139 per night from Jan. 22 to Jan. 23
CA $139
CA $164 total
includes taxes & fees
22 Jan - 23 Jan 2025
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (588 reviews)
"Me encanto el lugar"

Reviewed on 16 Dec. 2024

La Quinta Inn & Suites by Wyndham Middletown
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.

Best Middletown Flight and Hotel Packages

Middletown flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
La Quinta Inn & Suites by Wyndham Middletown
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Don't see what you're looking for?
See all available trips from Buffalo to Middletown
View all trips

Need a car after flight to Middletown?

Frequently asked questions

Which airlines fly to Middletown?
20 airlines offer flights to the city of Middletown, making it one of the world’s busiest airline hubs. Many savvy travelers recommend these top carriers:

  • United Airlines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into Middletown?
You’ll find two airports servicing Middletown. If you disembark at Liberty Intl. Airport (EWR), you’ll be 88 kilometers from the center of town. A second option is Stewart Intl. Airport, roughly 29 kilometers from the sights and sounds of the downtown area.
Where to stay in Middletown
Start making your dreams about Middletown come true by locking in your accommodations through Travelocity. With at least 32 options at your fingertips, you’re sure to find the ideal place to hit the hay.The Country Getaway 2 mins to Main St, Shops, Restaurants Trails & More:) and the Hudson Lodge - Port Jervis, Hudson River are some of Travelocity’s suggested accommodation options in Middletown.
Places to visit in Middletown
0 Seeking more ideas? 0
How to get through airport security fast when traveling to Middletown
Your trip to Middletown starts as soon as you’ve finished the security checks. Here is a list of useful tips to make sure you get through quickly:

  • Make sure your boarding pass and travel ID are easy to reach. You will be asked to produce them straightaway.
  • Take off your shoes, belt and jewellery before approaching the security checkpoint. Items such as these are not permitted to pass through the body scanner.
  • Laptops and other electronic devices must be placed in separate bins to be X-rayed.
  • Traveling with a new perfume or cologne? As long as it’s no larger than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-lock bag, you can keep it with you in your hand luggage.
  • Airport security personnel will likely ask you to remove your shoes before entering the body scanner. Wear a pair that you can slip off easily. There’s nothing more irritating than having to do your laces up again and again.
  • Some destinations have stringent biosecurity laws. Think about where you’re going to and whether or not you can travel with unpackaged foods.

Plane Tickets To Middletown

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Middletown. Browse through our inventory to explore a wide range of cheap flights to Middletown to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Middletown as you anxiously await to exit the plane and explore what Middletown has to offer. Considering all the amazing local food and culture in Middletown, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Middletown to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Middletown without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Middletown with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Middletown today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.