Worth it from Pittsburgh this week, from £293
Pittsburgh flies out of one airport, Pittsburgh International (PIT), so the question is where to go, not which airport. For a long weekend, Washington, D.C. is 190 miles away, Philadelphia 257 and New York City 316. Toronto is 224 miles away, but you'll need a passport for that one. Asheville, at 362 miles, is the longer haul. For a longer vacation, the cheapest routes we checked head south: nonstops to Orlando and Myrtle Beach, plus connecting flights to St. Pete / Clearwater and Nashville. There's also a nonstop to New York City.
13 new picks from Pittsburgh this week · last one 2 hours ago · next check in 00:33 · New picks from Pittsburgh land here as we find them.
Our picks from Pittsburgh right now
Each with the reasons, the catch and the total before you go.
Next weekend · from PittsburghLowest in 30 daysWorth it, if
New Orleans
23 – 25 Oct 2026 · 2 nights
- Breeze nonstop, 2h 47m, leaving at 12:03 PM Friday
- $405 per person, $105 below the typical fare on this route
- Highs of 81–84°F with rain chances of 24% or less
£1,101 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £611 + hotel £425 + resort fee £65, taxes in · a checked bag each adds about £121
Breeze · nonstop · 2h 47m
The catch: Late October is still hurricane season, and a checked bag costs about $160 for two, which isn't in the $1,460 total.
Worth it if you want a warm weekend of food and jazz with carry-ons only; skip it if a hurricane-season trip makes you uneasy.
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The weekend after · from PittsburghLowest in 30 daysWorth it, if
Bar Harbor & Acadia
30 Oct – 1 Nov 2026 · 2 nights
- $389 per person, $234 below the typical fare on this route
- Delta with one stop: 5h 14m, landing in Bangor at 11:19 AM
- The Primrose scores 9.7 from 191 reviews, with breakfast and free cancellation
£825 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £586 + hotel £220 + resort fee £18, taxes in · a checked bag each adds about £106
Delta. Operated by Republic Airways Delta Connection + Endeavor Air DBA Delta Connection · with a stop · 5h 14m
The catch: The season ends at the end of October, normals show rain on Friday, and a checked bag is about $140 for two, not in the total.
Worth it if you want a quiet, cool-weather park weekend at season's end; skip it if you're hoping for peak fall foliage.
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Just found · from Pittsburgh
Phoenix & Scottsdale
14 – 21 Nov 2026 · 7 nights
- American nonstop from Pittsburgh, 4h 55m, landing at 10:07 AM
- Breakfast included, free cancellation, 8.3 from 1,064 reviews
- Typical highs of 71–81°F for sunrise hikes and patio dinners
£1,502 for two · 7 nights · flights, hotel, taxes, fees & the resort fee
Flights £659 + hotel £752 + resort fee £92, taxes in · a checked bag each adds about £121
American · nonstop · 4h 55m
The catch: A checked bag is about $160 for two and isn't in the total, and most days in the weather normals run overcast rather than clear.
Worth it if you want warm desert days, hikes and spa time a nonstop away; skip it if you're after beach water or a big-city break.
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Most loved from Pittsburgh
What readers clicked, hearted and shared in the last 7 days.
Just found · from PittsburghLowest in 30 days
New York City
19 – 23 Nov 2026 · 4 nights
- Nonstop JetBlue, 1h 40m, leaving Pittsburgh at 6:00 AM
- $227 per person, $33 below the typical fare on this route
- The Mayfair scores 8.4 from 4,625 reviews, with free cancellation
£1,182 for two · 4 nights · flights, hotel, taxes, fees & the resort fee
Flights £342 + hotel £745 + resort fee £94, taxes in · a checked bag each adds about £136
JetBlue · nonstop · 1h 40m
The catch: A checked bag is about $180 for two and isn't in the total, and highs only reach 45–51°F, so pack a warm coat.
Worth it if you want shows, museums and long city walks in coat weather; skip it if you want warm days or a slow pace.
The weekend after · from PittsburghLowest in 30 daysWorth it, if
Bar Harbor & Acadia
30 Oct – 1 Nov 2026 · 2 nights
- $389 per person, $234 below the typical fare on this route
- Delta with one stop: 5h 14m, landing in Bangor at 11:19 AM
- The Primrose scores 9.7 from 191 reviews, with breakfast and free cancellation
£825 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £586 + hotel £220 + resort fee £18, taxes in · a checked bag each adds about £106
Delta. Operated by Republic Airways Delta Connection + Endeavor Air DBA Delta Connection · with a stop · 5h 14m
The catch: The season ends at the end of October, normals show rain on Friday, and a checked bag is about $140 for two, not in the total.
Worth it if you want a quiet, cool-weather park weekend at season's end; skip it if you're hoping for peak fall foliage.
Next weekend · from PittsburghLowest in 30 daysWorth it, if
New Orleans
23 – 25 Oct 2026 · 2 nights
- Breeze nonstop, 2h 47m, leaving at 12:03 PM Friday
- $405 per person, $105 below the typical fare on this route
- Highs of 81–84°F with rain chances of 24% or less
£1,101 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £611 + hotel £425 + resort fee £65, taxes in · a checked bag each adds about £121
Breeze · nonstop · 2h 47m
The catch: Late October is still hurricane season, and a checked bag costs about $160 for two, which isn't in the $1,460 total.
Worth it if you want a warm weekend of food and jazz with carry-ons only; skip it if a hurricane-season trip makes you uneasy.
Also priced this week from Pittsburgh
The other finalists of the last refresh, cheapest fare we found per person.
| Destination | Dates | From | Nonstop |
|---|---|---|---|
| New York City | 19 – 23 Nov 2026 | £171 | yes |
| Orlando | 30 Oct – 1 Nov 2026 | £185 | yes |
| St. Pete / Clearwater | 30 Oct – 1 Nov 2026 | £187 | no |
| Nashville | 30 Oct – 1 Nov 2026 | £201 | no |
| Myrtle Beach | 23 – 25 Oct 2026 | £253 | yes |
| Destin & the Emerald Coast | 23 – 25 Oct 2026 | £261 | yes |
| Key West | 19 – 23 Nov 2026 | £280 | no |
| Great Smoky Mountains | 23 – 25 Oct 2026 | £282 | no |
| Los Angeles | 14 – 21 Nov 2026 | £296 | yes |
| Washington, D.C. | 19 – 23 Nov 2026 | £306 | no |
| Cancún | 19 – 23 Nov 2026 | £311 | no |
| Chicago | 30 Oct – 1 Nov 2026 | £315 | yes |
Cheapest routes from Pittsburgh, last 30 days
| Destination | Lowest | Typical | Checks |
|---|---|---|---|
| New York City | £171 | £196 | 8 · nonstop seen |
| Orlando | £185 | £292 | 11 · nonstop seen |
| St. Pete / Clearwater | £187 | £288 | 7 |
| Nashville | £201 | £300 | 9 |
| Myrtle Beach | £253 | £291 | 15 · nonstop seen |
| Destin & the Emerald Coast | £261 | £366 | 6 · nonstop seen |
| Key West | £280 | £280 | 1 |
| Great Smoky Mountains | £282 | £314 | 9 |
| Phoenix & Scottsdale | £292 | £332 | 8 · nonstop seen |
| Bar Harbor & Acadia | £293 | £470 | 11 |
| Los Angeles | £296 | £317 | 6 · nonstop seen |
| New Orleans | £305 | £384 | 13 · nonstop seen |
| Washington, D.C. | £306 | £306 | 1 |
| Cancún | £311 | £318 | 8 |
| Chicago | £315 | £497 | 8 · nonstop seen |
More trips from Pittsburgh
Every other trip page from Pittsburgh still ahead of its date.
- New York City, 19 – 23 Nov 2026 from £171 Just found
- Los Cabos, 14 – 21 Nov 2026 from £365 Just found
- Chicago, 16 – 18 Oct 2026 from £315 Just found
- Honolulu & Oahu, 14 – 21 Nov 2026 from £510 Just found
- Myrtle Beach, 16 – 18 Oct 2026 from £287 Just found
- Myrtle Beach, 23 – 25 Oct 2026 from £289 Just found
- Los Angeles, 14 – 21 Nov 2026 from £296 Just found
- Destin & the Emerald Coast, 23 – 25 Oct 2026 from £262
- Orlando, 16 – 18 Oct 2026 from £329
- Kyoto & Osaka, 14 – 23 Nov 2026 from £935 Just found
Questions about flying from Pittsburgh
Which airports do the trips from Pittsburgh use?
Pittsburgh International (PIT). Fares are the cheapest return we found across them for the exact dates, per person, taxes and fees included.
How often do the Pittsburgh picks change?
Around the clock: we check live prices every few minutes across the cities and new picks from Pittsburgh 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 Pittsburgh right now?
In the last 30 days: New York City from £171, Orlando from £185, St. Pete / Clearwater from £187, Nashville from £201, Myrtle Beach from £253, 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 Pittsburgh within a few minutes.
Planning something from Pittsburgh?
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.