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City guide

Worth it from Philadelphia this week, from £201

Philadelphia flies out of one airport, Philadelphia International (PHL). For a long weekend, Boston is 271 miles away, the Outer Banks 277 and Toronto 335, with Stowe and Montréal a little farther. Heads-up: Toronto and Montréal need a passport. Most of the lowest fares we found head south: $120 per person nonstop to Miami, $127 nonstop to Atlanta and $189 nonstop to Orlando. Austin is $210 but takes a stop, and Chicago is $284 nonstop. These fares are all-in, taxes and fees included, as we found them, and they change.

12 new picks from Philadelphia this week · last one 58 min ago · next check in 03:44 · New picks from Philadelphia land here as we find them.

Our picks from Philadelphia right now

Each with the reasons, the catch and the total before you go.

Next weekend · from PhiladelphiaWorth it, if

Orlando

23 – 25 Oct 2026 · 2 nights

  • The fare is $267 per person, $37 below the typical fare on this route
  • Westgate Town Center Resort is rated 8.5 from 1,757 reviews, with free cancellation
  • Highs of 81–84°F with a 13–19% chance of rain
The total, before you go

£632 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £403 + hotel £205 + resort fee £24, taxes in · a checked bag each adds about £181

Frontier · with a stop · 9h 58m

The catch: The $534 fare has one stop and takes 9h 58m, landing at 6:00 AM Saturday, and checked bags cost about $240 for two on top.

Worth it if you can sleep on a plane and want the parks for less; skip it if landing at 6:00 AM would wreck your Saturday.

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The weekend after · from Philadelphia44% below typicalWorth it, if

Bermuda

30 Oct – 1 Nov 2026 · 2 nights

  • Fare $699 per person, $558 below the typical fare on this route
  • Blue Horizons Guest House: 8.3 from 88 reviews, $501 for 2 nights
  • Typical highs 76–77°F, lows near 73°F for these dates
The total, before you go

£1,493 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £1,053 + hotel £378 + resort fee £63, taxes in · a checked bag each adds about £181

F9 + 2T · with a stop · 24h 59m

The catch: The flight out takes 24h 59m with 2 stops and lands Saturday at 2:50 PM, and checked bags are about $240 for two on top.

Worth it if you can sleep on planes and want a pink-sand island break at 44% off the fare; skip it if a long travel day would ruin your weekend.

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A week away · from PhiladelphiaLowest in 30 daysWorth it, if

Phoenix & Scottsdale

14 – 21 Nov 2026 · 7 nights

  • $314 per person on Frontier, $49 below the typical fare
  • Typical highs of 71–81°F for sunrise hikes on Camelback Mountain
  • Breakfast included at La Quinta, rated 8.3 from 1,064 reviews
The total, before you go

£1,317 for two · 7 nights · flights, hotel, taxes, fees & the resort fee

Flights £473 + hotel £752 + resort fee £92, taxes in · a checked bag each adds about £181

Frontier · with a stop · 7h 31m

The catch: The outbound fare has one stop and takes 7h 31m from a 6:00 AM departure, and a checked bag is about $240 for two.

Worth it if you can pack light and leave early for a warm, easygoing week; skip it if you need a nonstop.

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Most loved from Philadelphia

What readers clicked, hearted and shared in the last 7 days.

A week away · from PhiladelphiaLowest in 30 daysWorth it, if

Phoenix & Scottsdale

14 – 21 Nov 2026 · 7 nights

  • $314 per person on Frontier, $49 below the typical fare
  • Typical highs of 71–81°F for sunrise hikes on Camelback Mountain
  • Breakfast included at La Quinta, rated 8.3 from 1,064 reviews
The total, before you go

£1,317 for two · 7 nights · flights, hotel, taxes, fees & the resort fee

Flights £473 + hotel £752 + resort fee £92, taxes in · a checked bag each adds about £181

Frontier · with a stop · 7h 31m

The catch: The outbound fare has one stop and takes 7h 31m from a 6:00 AM departure, and a checked bag is about $240 for two.

Worth it if you can pack light and leave early for a warm, easygoing week; skip it if you need a nonstop.

The weekend after · from Philadelphia44% below typicalWorth it, if

Bermuda

30 Oct – 1 Nov 2026 · 2 nights

  • Fare $699 per person, $558 below the typical fare on this route
  • Blue Horizons Guest House: 8.3 from 88 reviews, $501 for 2 nights
  • Typical highs 76–77°F, lows near 73°F for these dates
The total, before you go

£1,493 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £1,053 + hotel £378 + resort fee £63, taxes in · a checked bag each adds about £181

F9 + 2T · with a stop · 24h 59m

The catch: The flight out takes 24h 59m with 2 stops and lands Saturday at 2:50 PM, and checked bags are about $240 for two on top.

Worth it if you can sleep on planes and want a pink-sand island break at 44% off the fare; skip it if a long travel day would ruin your weekend.

Next weekend · from PhiladelphiaWorth it, if

Orlando

23 – 25 Oct 2026 · 2 nights

  • The fare is $267 per person, $37 below the typical fare on this route
  • Westgate Town Center Resort is rated 8.5 from 1,757 reviews, with free cancellation
  • Highs of 81–84°F with a 13–19% chance of rain
The total, before you go

£632 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £403 + hotel £205 + resort fee £24, taxes in · a checked bag each adds about £181

Frontier · with a stop · 9h 58m

The catch: The $534 fare has one stop and takes 9h 58m, landing at 6:00 AM Saturday, and checked bags cost about $240 for two on top.

Worth it if you can sleep on a plane and want the parks for less; skip it if landing at 6:00 AM would wreck your Saturday.

Also priced this week from Philadelphia

The other finalists of the last refresh, cheapest fare we found per person.

DestinationDatesFromNonstop
Miami13 – 16 Nov 2026£90yes
Atlanta13 – 16 Nov 2026£96yes
Austin13 – 16 Nov 2026£158no
Chicago23 – 25 Oct 2026£214yes
Los Angeles14 – 21 Nov 2026£216no
Great Smoky Mountains30 Oct – 1 Nov 2026£220yes
Sedona14 – 21 Nov 2026£237no
Nashville23 – 25 Oct 2026£253yes
Key West19 – 22 Nov 2026£255no
Myrtle Beach30 Oct – 1 Nov 2026£256no
Asheville30 Oct – 1 Nov 2026£269no
Cancún14 – 21 Nov 2026£304no

Cheapest routes from Philadelphia, last 30 days

DestinationLowestTypicalChecks
Miami£90£1825 · nonstop seen
Atlanta£96£1758 · nonstop seen
Orlando£142£22915 · nonstop seen
Austin£158£3376
Chicago£214£25114 · nonstop seen
Los Angeles£216£2166
Great Smoky Mountains£220£29210 · nonstop seen
Phoenix & Scottsdale£237£2746
Sedona£237£2746
Nashville£253£28514 · nonstop seen
Key West£255£2553
Myrtle Beach£256£2807
Asheville£269£3119
Cancún£304£3776
New Orleans£320£3387

More trips from Philadelphia

Every other trip page from Philadelphia still ahead of its date.

Questions about flying from Philadelphia

Which airports do the trips from Philadelphia use?

Philadelphia International (PHL). Fares are the cheapest return we found across them for the exact dates, per person, taxes and fees included.

How often do the Philadelphia picks change?

Around the clock: we check live prices every few minutes across the cities and new picks from Philadelphia 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 Philadelphia right now?

In the last 30 days: Miami from £90, Atlanta from £96, Orlando from £142, Austin from £158, Chicago from £214, 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 Philadelphia within a few minutes.

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Prices converted from US dollars at the rate of 15 Oct 2026.