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City guide

Worth it from Jacksonville this week, from £277

Jacksonville flies out of one airport, Jacksonville International (JAX), which keeps things simple. For a weekend, the closest spots on our list are St. Pete / Clearwater at 177 miles, Charleston at 197 miles and Sarasota at 219 miles, then Myrtle Beach at 283 and Atlanta at 285. Longer trips start at $280 to New Orleans with a connection. Phoenix & Scottsdale and Sedona run $367 nonstop, Los Angeles $371 and the Great Smoky Mountains $398, both with a stop. Prices are all-in as we found them and can change.

11 new picks from Jacksonville this week · last one 6 hours ago · next check in 05:40 · New picks from Jacksonville land here as we find them.

Our picks from Jacksonville right now

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

Next weekend · from JacksonvilleNot worth it this week

Mexico City

16 – 18 Oct 2026 · 2 nights

  • Hotel Metropol: 8.7 from 5,528 reviews, free cancellation, $94 a night
  • Evening flight leaves 6:16 PM, lands 10:20 PM, 6h 4m total
  • Highs 65–69°F for walking Roma Norte, Condesa and Centro Histórico
The total, before you go

£1,353 for two · 2 nights · flights, hotel, taxes & fees

Flights £1,212 + hotel £141, taxes in · a checked bag each adds about £121

American. Operated by Envoy Air as American Eagle · with a stop · 6h 4m

The catch: The fare is $804 per person against a typical $647, rain chances run 47–50% every day, and you'll need a passport.

Worth it if you have passports ready and this is your only free weekend; skip it if you can wait for a fare nearer $647.

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The weekend after · from JacksonvilleWorth it, if

Chicago

23 – 25 Oct 2026 · 2 nights

  • Hilton Chicago in The Loop, 7.9 from 981 reviews, $522 for two nights
  • Fare of $471 per person, $8 below the $479 median
  • Highs of 55–71°F, with rain chances of 29% or less
The total, before you go

£1,104 for two · 2 nights · flights, hotel, taxes & fees

Flights £710 + hotel £393, taxes in · a checked bag each adds about £181

Frontier · with a stop · 12h 7m

The catch: The Frontier fare has one stop and takes 12h 7m to get there, and a checked bag is about $240 for two on top.

Worth it if you'll trade a long Friday of travel for the lower fare; skip it if layovers on a 2-night trip wear you out.

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A week away · from JacksonvilleWorth it, if

Sedona

14 – 21 Nov 2026 · 7 nights

  • Nonstop on American, 4h 55m, leaving JAX at 7:20 AM
  • Typical highs of 55–66°F, mild weather for red-rock hiking
  • Hilton Vacation Club Ridge on Sedona: 8.8 from 867 reviews, free cancellation
The total, before you go

£1,442 for two · 7 nights · flights, hotel, taxes & fees

Flights £553 + hotel £889, taxes in · a checked bag each adds about £121

£54 per person below the highest fare we saw for these dates

American · nonstop · 4h 55m

The catch: Flights land in Phoenix, two hours from Sedona, and a checked bag is about $160 for two, which isn't in the total.

Worth it if you want a week of hiking and cool desert air; skip it if you'd rather not drive two hours from Phoenix.

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We check live fares and places to stay for about two minutes, then give you the verdict.

Most loved from Jacksonville

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

Just found · from JacksonvilleWorth it, if

New York City

23 – 25 Oct 2026 · 2 nights

  • The Cloud One New York-Downtown, part of the Motel One Group, rated 8.8 by 7,961 guests
  • Highs 59–69°F, little rain expected
  • No passport needed
The total, before you go

£1,459 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £630 + hotel £730 + resort fee £99, taxes in · a checked bag each adds about £136

JetBlue · with a stop · 6h 4m

The catch: Not nonstop: a stop on the way, 6h 4m in all.

Worth it if you want to walk, eat and see things; skip it if you want to switch off.

Just found · from Jacksonville23% below typical

New York City

5 – 9 Nov 2026 · 4 nights

  • $321 per person, $98 below the typical fare on this route
  • Club Quarters at $346 a night scores 8.5 from 3,232 reviews
  • Highs of 57–64°F, good weather for walking the High Line
The total, before you go

£1,526 for two · 4 nights · flights, hotel, taxes & fees

Flights £483 + hotel £1,043, taxes in · a checked bag each adds about £136

JetBlue · with a stop · 11h 4m

The catch: The $321 fare has one stop, and the return runs 9:29 AM to 6:11 PM; resort fees and a checked bag aren't in the total.

Worth it if you want four walkable fall days of museums, Broadway and skyline views; skip it if you need a beach or a refundable hotel.

Just found · from JacksonvilleWorth it, if

Bar Harbor & Acadia

23 – 25 Oct 2026 · 2 nights

  • £45 per person below the typical fare on this route
  • Atlantic Eyrie Lodge, rated 8.5 by 1,325 guests
  • Free cancellation at Atlantic Eyrie Lodge
The total, before you go

£1,355 for two · 2 nights · flights, hotel, taxes & fees

Flights £977 + hotel £378, taxes in · a checked bag each adds about £181

F9 + MX · with a stop · 43h 47m

The catch: Not nonstop: 2 stops on the way, 43h 47m in all.

Worth it if you want to be outside all day; skip it if you want to lie by a pool.

Also priced this week from Jacksonville

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

DestinationDatesFromNonstop
Miami5 – 9 Nov 2026£105no
New Orleans5 – 9 Nov 2026£110no
Washington, D.C.23 – 25 Oct 2026£188no
Key West5 – 9 Nov 2026£201no
New York City23 – 25 Oct 2026£220yes
Great Smoky Mountains23 – 25 Oct 2026£240no
Phoenix & Scottsdale14 – 21 Nov 2026£277yes
Los Angeles14 – 21 Nov 2026£280no
Asheville23 – 25 Oct 2026£285no
Destin & the Emerald Coast23 – 25 Oct 2026£309no
Nashville23 – 25 Oct 2026£356no
Cancún5 – 9 Nov 2026£390no

Cheapest routes from Jacksonville, last 30 days

DestinationLowestTypicalChecks
Miami£105£1202
New Orleans£110£26813
Washington, D.C.£188£3424
Key West£201£2072
New York City£220£3279 · nonstop seen
Great Smoky Mountains£240£2916
Phoenix & Scottsdale£277£2865 · nonstop seen
Sedona£277£2854 · nonstop seen
Los Angeles£280£3355
Asheville£285£3206
Chicago£308£3616
Destin & the Emerald Coast£309£4134
Nashville£356£3635
Mexico City£376£4889
Cancún£390£3905

More trips from Jacksonville

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

Questions about flying from Jacksonville

Which airports do the trips from Jacksonville use?

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

How often do the Jacksonville picks change?

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

In the last 30 days: Miami from £105, New Orleans from £110, Washington, D.C. from £188, Key West from £201, New York City from £220, 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 Jacksonville within a few minutes.

Planning something from Jacksonville?

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