Cheap flights To Southold (LGA) from $29

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Cheap Flights to Southold from $29 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 14 - Wed, Jan 21
MCO
Orlando Intl.
LGA
LaGuardia
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Jan 14 from Orlando Intl. to LaGuardia, returning Wed, Jan 21, priced at $58 found 2 hours ago
Fri, Feb 27 - Mon, Mar 2
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$58 Roundtrip, found 11 hours ago
$58
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, Mar 2, priced at $58 found 11 hours ago
Wed, Jan 14 - Wed, Jan 21
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Jan 14 from Orlando Intl. to John F. Kennedy Intl., returning Wed, Jan 21, priced at $58 found 1 hour ago
Wed, Jan 7 - Wed, Jan 14
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$59 Roundtrip, found 15 hours ago
$59
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Jan 7 from Raleigh - Durham Intl. to LaGuardia, returning Wed, Jan 14, priced at $59 found 15 hours ago
Wed, Jan 14 - Sat, Jan 17
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Jan 14 from Orlando Intl. to John F. Kennedy Intl., returning Sat, Jan 17, priced at $59 found 1 hour ago
Fri, Mar 6 - Mon, Mar 9
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$62 Roundtrip, found 19 hours ago
$62
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, Mar 6 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, Mar 9, priced at $62 found 19 hours ago
Wed, Jan 7 - Fri, Jan 9
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$63 Roundtrip, found 7 hours ago
$63
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Jan 7 from Raleigh - Durham Intl. to LaGuardia, returning Fri, Jan 9, priced at $63 found 7 hours ago
Sat, Jan 17 - Sat, Jan 17
MCO
Orlando Intl.
LGA
LaGuardia
$65 Roundtrip, found 1 hour ago
$65
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jan 17 from Orlando Intl. to LaGuardia, returning Sat, Jan 17, priced at $65 found 1 hour ago
Sat, Feb 28 - Wed, Mar 4
RDU
Raleigh - Durham Intl.
EWR
Newark Liberty Intl. Airport
$72 Roundtrip, found 3 days ago
$72
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Feb 28 from Raleigh - Durham Intl. to Newark Liberty Intl. Airport, returning Wed, Mar 4, priced at $72 found 3 days ago
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 30 from Orlando Intl. to Stewart Intl., returning Mon, Feb 2, priced at $76 just found

Southold Flight Information

Traveling To
Southold
Destination Airport IATA Code
LGA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Southold economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

Jan 15 - Jan 18

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $615, price is now $331 per person
$331
per person
found 1 day ago
Margaritaville Resort Times Square
4.0-star property

Margaritaville Resort Times Square

Jan 28 - Feb 1

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $684, price is now $362 per person
$362
per person
found 1 day ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 15 - Jan 18

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $744, price is now $443 per person
$443
per person
found 24 hours ago
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Southold first class flight packages

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson
3.0-star property

Windrose On Hudson

7.8/10 Good! (80 reviews)

Jan 15 - Jan 19

4 night stay

Miami (MIA) to New York (NYC)

United • Roundtrip • FirstClass
Price was $1,152, price is now $983 per person
$983
per person
found 4 hours ago
This is the former GE executive training center, now having a soft launch into a real hotel. They have been open 3 months and still working out kinks. Minimal food and drinks on site for regular traveler. Easy to get good food from nearby towns. Likely better if with a group for wedding or conference. Outdated but barely used furnishings and decorating make it a fun blast from the past. HUGE fitness center. Perfect brick walkways all over and 1.7 mile walking/ running path. Nice nooks and crannies everywhere to sit, snack and visit with people. Lovely fire pit area, and pooltables, foosball, and table tennis.

Reviewed on Oct 26, 2025

Pendry Natirar
5.0-star property

Pendry Natirar

9.8/10 Exceptional! (7 reviews)

Jan 15 - Jan 19

4 night stay

Miami (MIA) to New York (NYC)

United • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,609, price is now $1,905 per person
$1,905
per person
found 4 hours ago
The Pierre, A Taj Hotel, New York
5.0-star property

The Pierre, A Taj Hotel, New York

9.2/10 Wonderful! (1,007 reviews)

Jan 15 - Jan 19

4 night stay

Miami (MIA) to New York (JFK)

United • Roundtrip • FirstClass
Price was $1,968, price is now $1,664 per person
$1,664
per person
found 4 hours ago
The staff is exceptional

Reviewed on Mar 7, 2025

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Southold

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

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You can now book flights to Southold on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Southold flights.

Discounted tickets available for flights to Southold

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Southold flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Southold flights

Discounted flights to Southold ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

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Frequently asked questions

How much is a flight to Southold?
This week, prices ranged between $58 and $76 for a round-trip flight to Southold. One-way fares originating from Orlando (MCO) dipped to $29 during the same period.
How to book the cheapest flight to Southold?
With Orbitz, you'll find some of the most affordable flight deals around from a big range of airlines. But if you'd like to boost your prospects of snapping up cheap flights to Southold, here are some suggestions to get started:

  • Depending on where you're taking off from, choose the 'Nearby airports' function (located under the departure and arrival options). In some instances, alternative departure points will have more competitive fares.
  • If you're flexible with when you take off, click on the 'Show flexible dates' link. It'll display the flight deals for the days either side of your chosen departure. Fares often vary depending on what day it is.
  • Select 'Show options' to narrow down your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Book your airfare as soon as you've worked out your travel dates. While you can get lucky once in a while, airline tickets rarely drop in price as your date of departure approaches.
  • Save big on your vacation by bundling your flights, hotels and car rental into one convenient package deal. Your wallet will thank you for it.
  • If possible, don't fly in the busy season. Airfares soar during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Southold?
Book your flights to Southold in January. This is the perfect time of the year for bargain prices, closely followed by February and August. Pick up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Southold?
When it comes to cheap flights to Southold, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Southold?
You can nab cheap flights to Southold by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive ticket prices. Whether you prefer to save money or take off on whichever day is convenient, you'll always find a fantastic deal with Orbitz.
What is the cheapest month to fly to Southold?
Based on Orbitz data, it's better to fly out in August. This is generally an excellent month to pick up cheap flights to Southold. It's worth bearing in mind that the most expensive time to depart is in the month of June.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz can help you lock in a flexible ticket. All you have to do is choose "Filter by flexible change policies" when searching for your flights. We'll show you carriers that include free cancellation and no change fees — in addition to irresistibly low prices.
What do I need for the flight to Southold?
There's so much to plan for any big trip, so it's great to get some help before you set out. Here are a few pointers to ensure you're ready for your flight:

  • Ensure that you have your travel documents and some identification. For overseas trips, you'll need your passport. When purchasing your flights, always use the exact details written on your current ID.
  • A well-packed carry-on bag is the key to a comfortable flight experience. Given your flight to Southold is no quick hop, take enough snacks and things to keep you entertained. Something to read or listen to will help you pass the time.
  • Regardless what the season is at your destination, plane cabins are known to get quite cool. Carry a sweater with you on your journey to stay warm and cozy.

How do I get cheap first-class/business deals to Southold?
Experienced travelers are pros at finding business or first-class fares to Southold without the steep price tag. Follow their lead with these helpful tips:

  • Flexibility isn't just a yoga thing. Have some room to move around your travel dates so you can pick up cheaper airfares when a big sale comes along.
  • Budget airlines offer first or business-class seating at more affordable prices. Skip the full-service carriers and consider these cheaper options.
  • Make the most of your airline's flight rewards program and use points to upgrade your seat. You can also bid for an upgrade in an online auction if available.

What is the best time to go to Southold?
Travelers come from all over the map to check out Southold in May, June and August. So if you want to explore this amazing destination in the peak season, this is the time to go. Like many places in the Northern Hemisphere, summer begins June 20 in Southold, with average daily temperatures between 70 ºF and 75 ºF.

More to Explore

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.