$44 Cheap Flights to Old Greenwich, CT

View $44 flight on Thu, Jul 17, 2025Opens in a new window

Popular airlines to Old Greenwich

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How much is the cheapest flight to Old Greenwich?

Prices were available within the past 7 days and start at $44 for one-way flights and $87 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Jul 19 - Sun, Jul 20
FLL
Fort Lauderdale
LGA
New York
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jul 19 from Fort Lauderdale to New York, returning Sun, Jul 20, priced at $87 just found
Frontier Airlines
Tue, Jul 29 - Sat, Aug 2
MCO
Orlando
JFK
New York
$97 Roundtrip, found 2 hours ago
$97
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jul 29 from Orlando to New York, returning Sat, Aug 2, priced at $97 found 2 hours ago
Breeze Airways
Fri, Aug 1 - Fri, Aug 8
MCO
Orlando
HPN
White Plains
$108 Roundtrip, found 12 hours ago
$108
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando to White Plains, returning Fri, Aug 8, priced at $108 found 12 hours ago
Southwest Airlines
Thu, Aug 7 - Tue, Aug 12
MCO
Orlando
ISP
Islip
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Thu, Aug 7 from Orlando to Islip, returning Tue, Aug 12, priced at $127 found 3 hours ago
American Airlines
Wed, Nov 5 - Wed, Nov 12
MCO
Orlando
LGA
New York
$137 Roundtrip, just found
$137
Roundtrip
just found
Select American Airlines flight, departing Wed, Nov 5 from Orlando to New York, returning Wed, Nov 12, priced at $137 just found

Find the cheapest month to fly from Columbus (CMH) to White Plains (HPN)

April is typically the cheapest month to fly

From $180 - $406 per traveler.

Graph displaying average flight prices per month

Alternative airports near Old Greenwich

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to John F. Kennedy Intl. JFK. Average driving time to city center is 51 minutes. Flights from $199
JFK
John F. Kennedy Intl.
Average driving time to city center51 min
Flights from $199
Select flight to LaGuardia LGA. Cheapest option available. Average driving time to city center is 43 minutes. Flights from $150
LGA
LaGuardia
Cheapest
Average driving time to city center43 min
Flights from $150
Select flight to MacArthur ISP. Average driving time to city center is 1 hour 28 minutes. Flights from $274
ISP
MacArthur
Average driving time to city center1 h 28 min
Flights from $274

Frequently asked questions

What month is the cheapest to fly to Old Greenwich?
October is usually the cheapest month for flights to Old Greenwich*. Keep an eye out for affordable fares during this time as you might snag 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 Old Greenwich?
Get cheap flights to Old Greenwich from Los Angeles, San Francisco and Boston. These cities usually offer the lowest fares to this popular destination. But keep in mind that holiday periods, demand and stopovers will also influence rates, so stay flexible and book when you spot a bargain.
Which US cities fly direct to Old Greenwich?
Pick from 58 US destinations that have direct flights to Old Greenwich. When you book on Expedia, check "Direct flights only" to find nonstop routes. Fly to Old Greenwich from any of these cities:

  • Los Angeles
  • San Francisco
  • Boston
  • Miami
  • Orlando

How to find a cheap flight to Old Greenwich?
Book in advance for the best chance of scoring cheap flights to Old Greenwich. Also, consider traveling during off-peak months like January and February. If you fly on a Thursday, you can save 16% on average compared to those departing on a Sunday.* Save time searching every day and track your flight prices using the Expedia app. We'll update you when fares change.*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 Old Greenwich?
While booking in advance is generally the best way to save cash, don't panic if your Old Greenwich vacation is last minute. It's still possible to find cheap flights to Old Greenwich, especially if your plans have some flexibility. Try changing your travel dates, exploring different ticket options or jetting out of another hub.
How far in advance should I book a flight to Old Greenwich?
For some of the best deals on domestic journeys, book your flight to Old Greenwich 28 days ahead of your travel dates. For international flights, it's two to four months in advance. This increases your chances of getting your preferred departure dates 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 Old Greenwich?
You'll save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the most expensive day to book.* When it comes to scoring a cheap flight to Old Greenwich, the key is good timing.*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 Old Greenwich?
A total of 72 airlines connect 168 airports around the world to Old Greenwich. Here are some of the key airlines to Old Greenwich, where John F. Kennedy Intl. Airport (JFK) is the major entry point:

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

Where do you fly into Old Greenwich?
Old Greenwich's main gateway is Westchester County Airport (HPN). If you'd like more nearby choices when flying to Old Greenwich, consider LaGuardia Airport (LGA), John F. Kennedy Intl. Airport (JFK) or MacArthur Airport (ISP). You can also fly to Old Greenwich through Tweed - New Haven Regional Airport (HVN).
How far is the airport from central Old Greenwich?
Arriving at Westchester County Airport (HPN) puts you roughly 8 mi northwest of central Old Greenwich.
Can I save money by booking an Old Greenwich trip package?
Book an Old Greenwich flight and hotel package deal on Expedia, and you could enjoy significant savings. It's simple to bundle your hotel and flight, and you can even add car rentals and activities to create your own personalized Old Greenwich getaway. Plus, there's nothing like the convenience of booking everything in the same place.
Can I change or cancel my flight to Old Greenwich?
It's often possible to change or cancel your flight to Old Greenwich. Many airlines let you cancel your flights for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may offer you credit for a future trip rather than a direct refund. To find affordable flights to Old Greenwich with flexible change policies, select the "No cancel fee" or "Changes included" filters when you search. Want more details? Visit our Customer Service Portal.

Trending flights to Old Greenwich

Prices were available within the past 7 days and start at $44 for one-way flights and $87 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Jul 19 - Sun, Jul 20
FLL
Fort Lauderdale
LGA
New York
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jul 19 from Fort Lauderdale to New York, returning Sun, Jul 20, priced at $87 just found

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