$89 Cheap flight deals from Portland (PDX) to Southold (LGA)

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This Weekend's Flight Deals from Portland to Southold

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Aug 24 - Sat, Aug 30
PDX
Portland Intl.
JFK
John F. Kennedy Intl.
$473 Roundtrip, found 8 hours ago
$473
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, Aug 24 from Portland Intl. to John F. Kennedy Intl., returning Sat, Aug 30, priced at $473 found 8 hours ago
Sat, Aug 23 - Wed, Aug 27
PDX
Portland Intl.
LGA
LaGuardia
$568 Roundtrip, found 1 day ago
$568
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Portland Intl. to LaGuardia, returning Wed, Aug 27, priced at $568 found 1 day ago
Sat, Aug 23 - Mon, Aug 25
PDX
Portland Intl.
EWR
Newark Liberty Intl. Airport
$725 Roundtrip, found 7 hours ago
$725
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Sat, Aug 23 from Portland Intl. to Newark Liberty Intl. Airport, returning Mon, Aug 25, priced at $725 found 7 hours ago

Airfares from $89 One Way, $223 Round Trip from Portland to Southold

Prices starting at $223 for return flights and $89 for one-way flights to Southold were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 14 - Mon, Nov 17
PDX
Portland
JFK
New York
$223 Roundtrip, found 4 days ago
$223
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Nov 14 from Portland to New York, returning Mon, Nov 17, priced at $223 found 4 days ago
Sat, Oct 4 - Tue, Oct 7
PDX
Portland
LGA
New York
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Oct 4 from Portland to New York, returning Tue, Oct 7, priced at $223 found 5 days ago
Tue, Sep 9 - Wed, Sep 24
PDX
Portland
EWR
New York
$240 Roundtrip, found 11 hours ago
$240
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Sep 9 from Portland to New York, returning Wed, Sep 24, priced at $240 found 11 hours ago
Sat, Sep 6 - Tue, Sep 9
PDX
Portland
LGA
New York
$255 Roundtrip, found 6 days ago
$255
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 6 from Portland to New York, returning Tue, Sep 9, priced at $255 found 6 days ago
Tue, Sep 9 - Tue, Sep 16
PDX
Portland
EWR
New York
$255 Roundtrip, found 3 hours ago
$255
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Sep 9 from Portland to New York, returning Tue, Sep 16, priced at $255 found 3 hours ago

Southold economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pestana Park Avenue
4.0-star property

Pestana Park Avenue

9.2/10 Wonderful! (688 reviews)

Oct 1 - Oct 7

6 night stay

Portland (PDX) to New York (JFK)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,138, price is now $1,278 per person
$1,278
per person
found 8 hours ago
It is a small room but it is very clean and you're not in your room much in NYC. Bunk beds were comfortable. Pastries and coffee were excellent. Customer service was terrific. Very friendly.

Reviewed on Jun 15, 2025

1 Hotel Central Park
5.0-star property

1 Hotel Central Park

9.2/10 Wonderful! (1,000 reviews)

Oct 1 - Oct 7

6 night stay

Portland (PDX) to New York (JFK)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,331, price is now $2,385 per person
$2,385
per person
found 7 hours ago
We have traditionally always stayed in the theater district area however more recently the area has changed. More homeless, dirtier and just not as enjoyable for us. We decided to stay more uptown in the central park area and the Orbitz site recommended the 1 Hotel Central Park. From the moment we checked in it was truly like a zen feeling and experience. Less hustle and bustle checking in, the staff was super friendly, attentive and helpful in every way from the check to the concierge. The room was modern (in a zen way), mini bar was stocked with wines, drinks and snacks. A coffee pod machine as well. The restaurant Jams, was excellent for breakfast and always packed! We HIGHLY recommend staying here and as a matter of fact tyhis will be our new go to staying in NYC.

Reviewed on Jul 13, 2025

The Carlyle, A Rosewood Hotel
5.0-star property

The Carlyle, A Rosewood Hotel

9.4/10 Exceptional! (822 reviews)

Oct 1 - Oct 7

6 night stay

Portland (PDX) to New York (JFK)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,193, price is now $3,046 per person
$3,046
per person
found 7 hours ago
Our room upgrade was phenomenal. Everything about the room, and amenities were wonderful. We had drinks at the bar, worked out at the gym, worked from the suite- it was lovely in every which way.

Reviewed on Mar 2, 2025

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Southold first class flight packages

Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Broadway Times Square
4.0-star property

Millennium Hotel Broadway Times Square

7.6/10 Good! (5,496 reviews)

Sep 26 - Sep 29

3 night stay

Portland (PDX) to New York (JFK)

Delta • FirstClass

New York (JFK) to Portland (PDX)

American Airlines • FirstClass
Price was $2,834, price is now $2,245 per person
$2,245
per person
found 1 day ago
There's a shabby tackiness about the place, which I actually found charming. Check-in was difficult, mostly due to the weather, but once I got into my room everything was fine. I put the Do Not Disturb sign on the door and wasn't disturbed the whole five days. I don't require a lot of maintenance. I seldom make my bed at home and didn't feel a need to have it made here. I put all my recyclables in plastic bags and left a box of baking soda in the bathroom. I use it to brush my teeth and to drink when I get heartburn. I like that it's across the street from the Lyceum Theater and there's a nice deli that sells sliced fruit, which I bought several times. All in all, I really enjoyed being there.

Reviewed on Aug 5, 2025

Empire Hotel
4.0-star property

Empire Hotel

7.6/10 Good! (5,765 reviews)

Sep 26 - Sep 29

3 night stay

Portland (PDX) to New York (JFK)

Delta • FirstClass

New York (JFK) to Portland (PDX)

American Airlines • FirstClass
Price was $2,954, price is now $2,254 per person
$2,254
per person
found 1 day ago
Very nice hotel and staff. I was pleased. Surrounding areas very nice. One thing would have made a difference would be a small diner type of restaurant for breakfast.

Reviewed on Jul 31, 2025

PUBLIC, an Ian Schrager hotel
4.0-star property

PUBLIC, an Ian Schrager hotel

8.4/10 Very Good! (2,931 reviews)

Sep 26 - Sep 29

3 night stay

Portland (PDX) to New York (JFK)

Delta • FirstClass

New York (JFK) to Portland (PDX)

American Airlines • FirstClass
Price was $3,435, price is now $2,698 per person
$2,698
per person
found 1 day ago
Nice though small, had mechanical problems w drapes. Staff are great hotel beautifully decorated. There is a club on site so definitely loud at night on the street below. Lots of marijuana smoke, and had to call about the neighbors smoking a couple times because it was super skunky and totally invaded my room.

Reviewed on Jun 15, 2025

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More About Flying To Southold from Portland

Route Information for Flights from Portland to Southold

Origin Airport IATA Code
PDX
Destination Airport IATA Code
LGA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Portland to Southold

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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.