Worth it from New York this week, from £260
New York gives you three airports: John F. Kennedy International (JFK), Newark Liberty International (EWR) and LaGuardia (LGA). For a long weekend, Boston is 190 miles away, Washington, D.C. is 204, Stowe 268, Montréal 332 and the Outer Banks 340. For longer trips, there are nonstops to Orlando from $239 and Chicago from $337. Los Angeles starts at $363 and Cancún at $406 if you don't mind a connection. Prices are all-in as we found them and can change.
24 new picks from New York this week · last one 3 hours ago · next check in 06:09 · New picks from New York land here as we find them.
Our picks from New York right now
Each with the reasons, the catch and the total before you go.
Next weekend · from New YorkWorth it, if
Chicago
16 – 18 Oct 2026 · 2 nights
- JetBlue nonstop, 2h 54m, leaving 9:30 AM Friday
- $345 per person, $18 below the typical fare on this route
- Club Quarters in The Loop, rated 8.2 from 5,335 reviews
£1,119 for two · 2 nights · flights, hotel, taxes & fees
Flights £520 + hotel £598, taxes in · a checked bag each adds about £136
JetBlue · nonstop · 2h 54m
The catch: Friday has a 75% chance of rain, and a checked bag is about $180 for two, which is not in the total.
Worth it if you want a city weekend of museums, deep-dish and blues; skip it if you need free cancellation at the value hotel.
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The weekend after · from New York35% below typicalWorth it, if
New Orleans
23 – 25 Oct 2026 · 2 nights
- Frontier fare is $372 per person, $208 below the typical fare
- Forecast highs of 84–87°F with rain chances of 8% to 19%
- Hilton Garden Inn: 8.3 from 1,366 reviews, free cancellation
£986 for two · 2 nights · flights, hotel, taxes & fees
Flights £561 + hotel £425, taxes in · a checked bag each adds about £181
Frontier · with a stop · 5h 40m
The catch: The Frontier flight has one stop and takes 5h 40m outbound, October is hurricane season, and a checked bag costs about $240 for two on top.
Worth it if you'll take a stop to save $208 per person; skip it if you need a nonstop or plan to check big bags.
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A week away · from New YorkWorth it, if
Sedona
14 – 21 Nov 2026 · 7 nights
- Fare is $380 per person, $48 below the typical fare on this route
- Cowboy Hideout apartment rated 9.6 from 19 reviews, free cancellation
- Hiking weather with highs of 55–66°F and lows near 39°F
£1,254 for two · 7 nights · flights, hotel, taxes & fees
Flights £573 + hotel £681, taxes in · a checked bag each adds about £106
Alaska · with a stop · 10h 55m
The catch: The $760 Alaska fare has one stop and takes 10h 55m, and resort fees and a checked bag aren't in the total.
Worth it if you want a week of red-rock hiking and quiet desert nights; skip it if a 10h 55m one-stop flight is a dealbreaker.
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Most loved from New York
What readers clicked, hearted and shared in the last 7 days.
A week away · from New YorkLowest in 30 days
Orlando
14 – 21 Nov 2026 · 7 nights
- $229 per person, $145 below the typical $374 fare
- Highs of 74–78°F for park days, lows near 60°F
- Best-value hotel near Universal scores 8.8 from 1,364 reviews
£943 for two · 7 nights · flights, hotel, taxes & fees
Flights £345 + hotel £598, taxes in · a checked bag each adds about £136
JetBlue · with a stop · 6h 10m
The catch: The $229 JetBlue fare has one stop and takes 6h 10m, and resort fees and a checked bag are not in the total.
Worth it if you want a week of rides, fireworks and pool time; skip it if you need a nonstop or a quiet beach week.
Next weekend · from New York17% below typical
Nashville
16 – 18 Oct 2026 · 2 nights
- Nonstop on JetBlue, 2h 36m, leaving Friday at 4:40 PM
- $472 per person, $99 below the typical fare on this route
- Highs 64–75°F, rain chance 3% or less all weekend
£1,083 for two · 2 nights · flights, hotel, taxes & fees
Flights £712 + hotel £372, taxes in · a checked bag each adds about £136
JetBlue · nonstop · 2h 36m
The catch: The $1,437 total uses an airport hotel, not a downtown one, and it doesn't cover resort fees, a checked bag or spending money.
Worth it if you want live music, hot chicken and a quick nonstop weekend; skip it if you're after a quiet, slow getaway.
Just found · from New YorkLowest in 30 daysWorth it, if
St. Pete / Clearwater
23 – 25 Oct 2026 · 2 nights
- £66 per person below the typical fare on this route
- Lowest in 30 days on this route
- Free cancellation at Echo Sails Motel
£865 for two · 2 nights · flights, hotel, taxes & fees
Flights £659 + hotel £206, taxes in · a checked bag each adds about £121
American. Operated by Republic Airways as American Eagle · with a stop · 6h 33m
The catch: Not nonstop: a stop on the way, 6h 33m in all.
Worth it if you want sun, sand and a pool; skip it if you want a city to walk.
Also priced this week from New York
The other finalists of the last refresh, cheapest fare we found per person.
| Destination | Dates | From | Nonstop |
|---|---|---|---|
| Orlando | 30 Oct – 1 Nov 2026 | £173 | yes |
| Bar Harbor & Acadia | 30 Oct – 1 Nov 2026 | £263 | yes |
| Myrtle Beach | 30 Oct – 1 Nov 2026 | £265 | yes |
| Los Angeles | 14 – 21 Nov 2026 | £274 | yes |
| Aruba | 14 – 21 Nov 2026 | £280 | yes |
| Phoenix & Scottsdale | 14 – 21 Nov 2026 | £286 | no |
| Washington, D.C. | 23 – 25 Oct 2026 | £288 | yes |
| Atlanta | 30 Oct – 1 Nov 2026 | £289 | yes |
| Cancún | 14 – 21 Nov 2026 | £306 | no |
| San Francisco | 14 – 21 Nov 2026 | £322 | no |
| St. Pete / Clearwater | 23 – 25 Oct 2026 | £329 | yes |
| Boston | 23 – 25 Oct 2026 | £338 | yes |
Cheapest routes from New York, last 30 days
| Destination | Lowest | Typical | Checks |
|---|---|---|---|
| Orlando | £173 | £292 | 38 · nonstop seen |
| Chicago | £243 | £274 | 23 · nonstop seen |
| New Orleans | £244 | £437 | 31 |
| Bar Harbor & Acadia | £263 | £582 | 20 · nonstop seen |
| Myrtle Beach | £265 | £525 | 19 · nonstop seen |
| Los Angeles | £274 | £357 | 14 · nonstop seen |
| Sedona | £277 | £323 | 19 · nonstop seen |
| Aruba | £280 | £358 | 18 · nonstop seen |
| Phoenix & Scottsdale | £286 | £305 | 8 |
| Washington, D.C. | £288 | £317 | 18 · nonstop seen |
| Atlanta | £289 | £352 | 8 · nonstop seen |
| Cancún | £306 | £313 | 12 |
| San Francisco | £322 | £338 | 2 |
| St. Pete / Clearwater | £329 | £395 | 19 · nonstop seen |
| Boston | £338 | £338 | 1 · nonstop seen |
Trips New York readers asked for
A reader asked for this · from New YorkLowest in 30 daysWorth it, if
New Orleans
31 Oct – 2 Nov 2026 · 2 nights
- Fare is $324 per person, $290 below the typical fare
- Hilton Garden Inn scores 8.3 from 1,365 reviews near the Quarter
- Typical highs of 70–72°F and lows near 59°F for walking
£793 for two · 2 nights · flights, hotel, taxes & fees
Flights £488 + hotel £305, taxes in · a checked bag each adds about £181
Frontier · with a stop · 14h 4m
The catch: It's one stop on Frontier with 14h 4m of listed travel time, you land home at 12:03 AM, and checked bags run about $240 for two.
Worth it if you want a food-and-jazz weekend for two at a low fare; skip it if you need a nonstop or free cancellation.
More trips from New York
Every other trip page from New York still ahead of its date.
- Bar Harbor & Acadia, 30 Oct – 1 Nov 2026 from £263 Just found
- Destin & the Emerald Coast, 23 – 25 Oct 2026 from £398 Just found
- Aruba, 13 – 18 Nov 2026 from £280 Just found
- Austin, 23 – 25 Oct 2026 from £459 Just found
- San Francisco, 14 – 21 Nov 2026 from £322
- Washington, D.C., 23 – 25 Oct 2026 from £288
- Bermuda, 16 – 18 Oct 2026 from £390
- Aruba, 19 – 24 Nov 2026 from £372 Just found
- Grand Canyon, 14 – 21 Nov 2026 from £407 Just found
- Orlando, 14 – 21 Nov 2026 from £173
- Nashville, 16 – 18 Oct 2026 from £356
- St. Pete / Clearwater, 23 – 25 Oct 2026 from £329 Just found
- Los Cabos, 14 – 21 Nov 2026 from £377
- Bar Harbor & Acadia, 16 – 18 Oct 2026 from £347
- Kyoto & Osaka, 14 – 23 Nov 2026 from £988 Just found
- Phoenix & Scottsdale, 14 – 21 Nov 2026 from £291
- Great Smoky Mountains, 23 – 25 Oct 2026 from £338
- Myrtle Beach, 16 – 18 Oct 2026 from £265
- Big Island (Kona & Hilo), 14 – 21 Nov 2026 from £422
- Orlando, 23 – 25 Oct 2026 from £268
Questions about flying from New York
Which airports do the trips from New York use?
John F. Kennedy International (JFK), Newark Liberty International (EWR), LaGuardia (LGA). Fares are the cheapest return we found across them for the exact dates, per person, taxes and fees included.
How often do the New York picks change?
Around the clock: we check live prices every few minutes across the cities and new picks from New York land on this page as they are published. A pick stays until its departure date, then moves to the archive with the price it had.
What are the cheapest places to fly from New York right now?
In the last 30 days: Orlando from £173, Chicago from £243, New Orleans from £244, Bar Harbor & Acadia from £263, Myrtle Beach from £265, per person return.
Can I ask for a specific trip?
Yes. Use the Ask box: say the destination or the kind of trip and the dates, and a page with live prices appears under New York within a few minutes.
Planning something from New York?
Tell us what the trip is for and we pick the one that’s worth it.
Prices converted from US dollars at the rate of 15 Oct 2026.