Cheap Flights to Round Top, NY

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Tips to find the cheapest flights to Round Top

The cheapest day to fly

Get started finding a cheap flight to Round Top 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

is the cheapest month to fly to Round Top. 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 Round Top. 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 Round Top, 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 Round Top

The lowest price for round-trip flights to Round Top in 2025 starts from , while one-way tickets start from . 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 Round Top. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Round Top

are just some of the airlines that can typically offer cheap tickets to Round Top. 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 Round Top and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Round Top, 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 Round Top. 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 Round Top 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 Round Top

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 Round Top.

Stopover savings

The cheapest tickets to Round Top are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Round Top. 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 Round Top 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 Round Top. Simply download the free Expedia app to your smart device and activate Round Top 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 Round Top. 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 Round Top?
The cheapest month for flights to Round Top is typically October *. Set your travel dreams in motion without going over budget by flying when fares are at their lowest. *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 Round Top?
Chicago, Washington and Baltimore typically have cheap flights to Round Top. Remember that prices vary based on factors such as demand, time of year and number of stopovers.
Which US cities fly direct to Round Top?
You can fly to Round Top directly from 16 US destinations. To find a nonstop journey, use the "Direct flights only" filter when searching for flights to Round Top on Expedia. Then, explore your choices and find the best departure from one of these cities:

  • Chicago
  • Washington
  • Baltimore
  • Detroit
  • Orlando

How to find a cheap flight to Round Top?
To secure cheap flights to Round Top, book ahead of time and travel during the low season. Want some insider advice? Fly on a Thursday and save around 16% on average compared to those who jet off on a Sunday.* Set up price tracking on the Expedia app and we'll notify you the moment your 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 Round Top?
While booking in advance is generally the easiest way to save cash, don't worry if your Round Top getaway is last minute. You can still find cheap flights to Round Top, especially if your plans have some flexibility. Try switching up your travel dates, looking at different ticket types or flying out of another hub.
How far in advance should I book a flight to Round Top?
To pick up some of the biggest savings on domestic journeys, book your flight to Round Top 28 days ahead of your travel dates. For international flights, search for your ticket between two and four months in advance. This boosts your chances of locking in the departure dates and times you want.**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 Round Top?
You can usually find cheap flights to Round Top on Sundays. Travelers can save around 8% on average compared to booking on a Friday, which is typically the most expensive day to buy 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 Round Top?
Round Top is accessible from 12 airports worldwide through 4 carriers, with Albany Intl. Airport (ALB) as its primary entry point. Pick from these leading airlines to Round Top when organizing your journey:

  • Delta Air Lines
  • American Airlines
  • United Airlines
  • JetBlue Airways

Where do you fly into Round Top?
The main airport when you fly to Round Top is Albany Intl. Airport (ALB), but there are other nearby possibilities like Stewart Intl. Airport (SWF) and Hudson, NY (HCC-Columbia County). You can also land at Great Barrington, MA (GBR-Walter J. Koladza) and Pittsfield, MA (PSF-Pittsfield Municipal) when flying to Round Top.
How far is the airport from central Round Top?
Arriving at Albany Intl. Airport (ALB) puts you approximately 35 mi north of central Round Top.
Can I save money by booking a Round Top trip package?
Book a Round Top flight and hotel package deal on Expedia, and you can make significant savings. It's easy to bundle your hotel and flight, and you can add activities and car rentals to create your own customized Round Top trip. Plus, nothing beats the convenience of booking everything in one place.
Can I change or cancel my flight to Round Top?
You can typically cancel or change your flight to Round Top within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may receive credit for a future trip instead of a direct refund. It's important to check the airline's terms and conditions in your itinerary for exact details. Use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to Round Top with flexible change policies. To learn more, visit our Customer Service Portal.
Flights to Round Top information
Destination airport
Round Top
Destination airport IATA code
GBR

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