$59 Cheap Flights to Monticello, NY

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How much is the cheapest flight to Monticello?

Prices were available within the past 7 days and start at $59 for one-way flights and $107 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Breeze Airways
Breeze Airways
Fly Play
World Ticket Ltd

Tips to find the cheapest flights to Monticello

The cheapest day to fly

Get started finding a cheap flight to Monticello on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Monticello. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Monticello. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Monticello, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Monticello

The lowest price for round-trip flights to Monticello in 2025 starts from from $107, while one-way tickets start from from $59. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Monticello. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Monticello

Breeze Airways, Fly Play, World Ticket Ltd are just some of the airlines that can typically offer cheap tickets to Monticello. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Monticello and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Monticello, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Monticello. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Monticello plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Monticello

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Monticello.

Stopover savings

The cheapest tickets to Monticello are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Monticello. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Monticello for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Monticello. Simply download the free Expedia app to your smart device and activate Monticello flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Monticello. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to Monticello?
August is typically the cheapest month for flights to Monticello*. Look out for affordable flights during this time as you could score a good deal. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Monticello?
Chicago, Charlotte and Newark usually offer cheap flights to Monticello. Remember that prices vary based on factors such as demand, holiday periods and number of stopovers.
Which US cities fly direct to Monticello?
You can fly to Monticello without a stopover from US cities like Chicago and Charlotte. Just click on "Direct flights only" when browsing flights to Monticello on Expedia. Then, compare your options and choose the most suitable departure for your trip.
How to find a cheap flight to Monticello?
Book your trip early for the best chance of scoring cheap flights to Monticello. Also, consider traveling during off-season months like January and October. If you jet off on a Thursday, you'll save an average of 16% compared to departing on a Sunday.* Save time searching every day and create a price alert on the Expedia app. We'll let you know when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Monticello?
Although booking in advance is usually the best way to save cash, don't worry if your Monticello vacation is last minute. You can still find cheap flights to Monticello, especially if your plans have a little wiggle room. Try switching up your travel dates, looking at different ticket types or flying out of another airport.
How far in advance should I book a flight to Monticello?
For the best deals on domestic journeys, book your flight to Monticello 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This improves your chances of securing your preferred departure dates, times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Monticello?
You can generally find cheap flights to Monticello on a Sunday. You can save about 8% on average compared to those who book on a Friday, which is often the most expensive day to purchase tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Monticello?
A couple of the most prominent airlines to Monticello are Star Air and Breeze Airways. Altogether, 2 airlines connect Monticello to 3 airports across the globe. Stewart Intl. Airport (SWF) is the primary gateway to this destination.
Where do you fly into Monticello?
The main airport when you fly to Monticello is Stewart Intl. Airport (SWF), but there are other nearby options like Monticello, NY (MSV-Sullivan County Intl.) and Montgomery, NY (MGJ-Orange County). You can also touch down at Dutchess County Airport (POU) and Caldwell, NJ (CDW-Essex County) when flying to Monticello.
How far is the airport from central Monticello?
Touching down at Stewart Intl. Airport (SWF) puts you around 35 mi east of central Monticello.
Can I save money by booking a Monticello trip package?
It's possible to save hundreds of dollars if you choose a Monticello flight and hotel package deal on Expedia. And you'll make life easier by having all your travel plans in one place. Try bundling hotels and flights with add-ons like car rentals and activities for your own customized Monticello getaway.
Can I change or cancel my flight to Monticello?
If you reserved your flight to Monticello in the last 24 hours, you can often change or cancel it without fees. After that, extra charges may apply depending on the airline's terms of service. For more information, visit our Customer Service Portal. Keep in mind that some flights are non-refundable, so you may be issued a credit toward future flights in place of a direct refund. When searching on Expedia, use the "No cancel fee" or "Changes included" boxes to find fares with flexible change policies.
Flights to Monticello information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
$106

Trending flights to Monticello

Prices were available within the past 7 days and start at $59 for one-way flights and $107 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

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*Available to One Key members.