Cheap flights To New England (NYC) from $39

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Cheap Flights to New England from $39 One Way, $86 Round Trip

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

Wed, Sep 30 - Sat, Oct 3
MCO
Orlando Intl.
LGA
LaGuardia
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Sep 30 from Orlando Intl. to LaGuardia, returning Sat, Oct 3, priced at $86 just found
Sat, Sep 12 - Sat, Sep 12
MCO
Orlando Intl.
BOS
Logan Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Logan Intl., returning Sat, Sep 12, priced at $108 found 3 days ago
Tue, Aug 25 - Mon, Aug 31
MCO
Orlando Intl.
HPN
Westchester County
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando Intl. to Westchester County, returning Mon, Aug 31, priced at $118 found 5 days ago
Mon, Aug 17 - Mon, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 6 days ago
$129
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Aug 17 from Orlando Intl. to Bradley Intl., returning Mon, Aug 24, priced at $129 found 6 days ago
Thu, Aug 27 - Sun, Sep 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$131 Roundtrip, found 10 hours ago
$131
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $131 found 10 hours ago
Wed, Aug 26 - Sat, Aug 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$139 Roundtrip, just found
$139
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 29, priced at $139 just found
Wed, Sep 2 - Sat, Sep 5
MCO
Orlando Intl.
BTV
Burlington Intl.
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 2 from Orlando Intl. to Burlington Intl., returning Sat, Sep 5, priced at $162 found 4 days ago
Wed, Sep 23 - Wed, Sep 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 23 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Sep 30, priced at $167 found 2 days ago
Thu, Aug 27 - Thu, Sep 10
MCO
Orlando Intl.
PVD
T.F. Green
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to T.F. Green, returning Thu, Sep 10, priced at $178 found 1 day ago
Wed, Sep 23 - Tue, Sep 29
MCO
Orlando Intl.
ALB
Albany Intl.
$187 Roundtrip, found 22 hours ago
$187
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Orlando Intl. to Albany Intl., returning Tue, Sep 29, priced at $187 found 22 hours ago

New England Flight Information

Traveling To
New England
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, American Airlines
Flight Price
$86
Earliest Departing Flight
Latest Departing Flight

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New England economy flight packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

Aug 11 - Aug 18

7 night stay

Dallas (DAL) to Newark Liberty Intl. Airport (EWR)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,384, price is now $818 per person
$818
per person
found 1 day ago
Hilton Garden Inn New York/Manhattan-Midtown East
3.5-star property

Hilton Garden Inn New York/Manhattan-Midtown East

Aug 11 - Aug 18

7 night stay

Dallas (DAL) to Newark Liberty Intl. Airport (EWR)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,446, price is now $828 per person
$828
per person
found 1 day ago
Sofitel New York
4.5-star property

Sofitel New York

Aug 11 - Aug 18

7 night stay

Dallas (DAL) to New York (JFK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,143, price is now $1,261 per person
$1,261
per person
found 1 day ago
Don't see what you're looking for?
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New England premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
4.0-star property

Arthouse Hotel New York City

8.8/10 Excellent! (1,998 reviews)

Jul 29 - Aug 2

4 night stay

Chicago (ORD) to New York (JFK)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,038, price is now $784 per person
$784
per person
found 1 day ago
I’ve stayed here 5+ times. Great location.

Reviewed on Jun 29, 2026

INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

9.2/10 Wonderful! (2,240 reviews)

Jul 29 - Aug 2

4 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,139, price is now $839 per person
$839
per person
found 1 day ago
Very nice and helpful. Front desk , was the best service, all staff was great❤️

Reviewed on Dec 25, 2025

Hilton Garden Inn New York/Manhattan-Midtown East
3.5-star property

Hilton Garden Inn New York/Manhattan-Midtown East

7.8/10 Good! (1,737 reviews)

Jul 29 - Aug 2

4 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,192, price is now $883 per person
$883
per person
found 1 day ago
Ongoing construction had only one elevator cart took 20 minutes to get up and down. No stairs to go up

Reviewed on Feb 11, 2026

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New England business class flight packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
4.0-star property

Arthouse Hotel New York City

8.8/10 Excellent! (1,998 reviews)

Aug 12 - Aug 15

3 night stay

San Juan (SJU) to New York (JFK)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,098, price is now $848 per person
$848
per person
found 3 hours ago
I’ve stayed here 5+ times. Great location.

Reviewed on Jun 29, 2026

Allegria Hotel
4.0-star property

Allegria Hotel

8/10 Very Good! (1,345 reviews)

Aug 10 - Aug 16

6 night stay

San Juan (SJU) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $2,311, price is now $1,708 per person
$1,708
per person
found 1 day ago
Nice place. Would recommend staying.

Reviewed on Jun 23, 2026

Hotel St. James
3.0-star property

Hotel St. James

8.8/10 Excellent! (7,502 reviews)

Aug 12 - Aug 15

3 night stay

San Juan (SJU) to New York (JFK)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,145, price is now $877 per person
$877
per person
found 3 hours ago
Great location. Friendly service

Reviewed on Jun 21, 2026

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New England first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/Manhattan-Midtown East
3.5-star property

Hilton Garden Inn New York/Manhattan-Midtown East

7.8/10 Good! (1,737 reviews)

Aug 4 - Aug 6

2 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • FirstClass
Price was $893, price is now $726 per person
$726
per person
found 1 day ago
Ongoing construction had only one elevator cart took 20 minutes to get up and down. No stairs to go up

Reviewed on Feb 11, 2026

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,632 reviews)

Aug 4 - Aug 6

2 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • FirstClass
Price was $1,003, price is now $797 per person
$797
per person
found 1 day ago
Beds are comfortable

Reviewed on May 12, 2026

Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

9/10 Wonderful! (3,099 reviews)

Jul 31 - Aug 2

2 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • FirstClass
Price was $1,204, price is now $971 per person
$971
per person
found 16 hours ago
Excellent and friendly staff from the front dest tuo the breakfast restaurant.Laurie at the desk was extremely helpful. The girls are hostess area offered me coffee even i wasn’t ready for my breakfast .The room wes clean and the whole property as well . I will definitely stay there again.

Reviewed on Jun 15, 2026

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Frequently asked questions

Which airlines fly to New England?
Take a look at the deals from the 20 airlines that provide services to New England. Whether you want to live it up in the pointy end of the plane or save cash in economy, they'll have a seat for you. Touch down at O'Hare Intl. Airport (ORD) with one of these major carriers:

  • United Airlines - 612 flights to New England per month
  • American Airlines - 339 flights to New England per month
  • Air Canada - 190 flights to New England per month

How much is a flight to New England?
Plenty of huge deals were up for the taking this week, with return flights to New England fluctuating from $86 to $187. But it was jet-setters starting their trip from Orlando (MCO) who bagged the best bargains. One-way flights to New England fell to just $39.
How to book the cheapest flight to New England?
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 increase your likelihood of nabbing cheap flights to New England, here are a few tips to consider:

  • Departing from or landing at other airports can often be cheaper. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below to compare your options.
  • Also, click on the 'Show flexible dates' link to compare the airfares on days around your selected departure. It's possible to score cheaper flight deals if you're flexible with your schedule.
  • To optimize your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, don't delay booking your flight. Airfares generally get dearer as the departure date gets closer.
  • Think about combining your flights, hotels and car rental into one convenient package deal to save money.
  • Where possible, don't fly in high seasons. Airfares usually surge during summer, school breaks and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to New England?
Reserve your seats to New England in January. This is a fantastic month for low prices, followed by February and August. Catch cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to New England?
If you're after inexpensive fares to New England, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to New England?
If you're looking for cheap flights to New England, leave at the start of the week. Orbitz data from 2020 shows Monday is the cheapest day to set off, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to New England?
We won't keep you guessing — based on Orbitz data, August is generally the most affordable month to fly. Perfect for those who need a weekend getaway or just a break from it all before the weather changes. The least affordable time to fly is in the middle of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
Orbitz makes it easy to find airlines that offer flexibility. Simply select "Filter by flexible change policies" when searching for your flights and boom! You'll see options that include free cancellation, no change fees and of course, an irresistible low price.
What do I need for the flight to New England?
Whether you're familiar with flying or it's your first time on a plane, it's always great to be organized on your journey. Here are some key things to keep in mind:

  • You'll need to take all relevant travel documents and your identification. How much depends on where you're departing from. When you book, you're encouraged to use the same name, gender and birth date listed on your current ID.
  • A properly packed carry-on bag is just the ticket for a great flight experience. Given this journey to New England is no short hop, take some snacks and things to keep you happy. Something to read or listen to will help the hours pass.
  • Regardless what the season is at your destination, aircraft cabins can feel chilly. Take an extra layer on the flight with you to stay nice and toasty.

How do I get cheap first-class/business deals to New England?
If you think a first or business-class fare is out of your reach, you may want to think again. Here are some terrific tips to help you pick up a premium flight to New England for less:

  • Flexibility isn't confined to yoga. Avoid locking in your travel dates so you can snap up more affordable airfares when they crop up.
  • Many budget airlines nowadays offer excellent business-class seating for a wallet-friendly price.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a flight rewards program.

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.