Worth it from Fort Myers this week, from £372
Fort Myers, FL flies out of Southwest Florida International (RSW). This week's picks start at £372 per person, return, taxes and fees included. Over the last 30 days the cheapest routes we priced from Fort Myers were New York City (from £150), New Orleans (from £237), Washington, D.C. (from £258).
11 new picks from Fort Myers this week · last one 7 hours ago · next check in 06:37 · New picks from Fort Myers land here as we find them.
Our picks from Fort Myers right now
Each with the reasons, the catch and the total before you go.
Next weekend · from Fort MyersLowest in 30 daysWorth it, if
Chicago
16 – 18 Oct 2026 · 2 nights
- $494 per person, $98 below the typical fare on this route
- Saturday and Sunday forecast: 1% rain chance, highs 52°F and 62°F
- River Hotel in The Loop scores 8.3 from 7,928 reviews
£1,122 for two · 2 nights · flights, hotel, taxes & fees
Flights £745 + hotel £378, taxes in · a checked bag each adds about £181
Frontier · with a stop · 10h 54m
The catch: The Frontier fare has 1 stop and takes 10h 54m, landing at 10:39 PM, while the American nonstop costs $545 per person.
Worth it if a long Friday travel day is fine for $98 per person saved; skip it if Friday evening in the city matters to you.
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The weekend after · from Fort MyersNot worth it this week
Mexico City
23 – 25 Oct 2026 · 2 nights
- Fare is $728 per person, $35 below the typical fare on this route
- Hotel More By Kavia: 9.1 from 284 reviews, free cancellation
- Highs of 68–70°F, mild for walking Roma Norte and Condesa
£1,265 for two · 2 nights · flights, hotel, taxes & fees
Flights £1,097 + hotel £167, taxes in · a checked bag each adds about £121
MX + Y4 · with a stop · 49h 45m
The catch: Two stops and 49h 45m of listed travel time leave you only Saturday morning to Sunday at 1:00 PM on the ground, with drizzle forecast.
Worth it if you can stretch it into a longer stay with better flights; skip it if you want a full weekend in the city.
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Nine nights away · from Fort MyersWorth it, if
Kyoto & Osaka
14 – 23 Nov 2026 · 9 nights
- Autumn leaves peak mid-to-late November at Tofuku-ji, Eikan-do and Arashiyama
- $272 per person below the highest fare we saw for these dates
- APA Hotel Kyoto Ekimae: 7.9 from 3,277 reviews, free cancellation
£3,298 for two · 9 nights · flights, hotel, taxes & fees
Flights £2,026 + hotel £1,272, taxes in · a checked bag each adds about £121
MX + OZ · with a stop · 60h 5m
The catch: The flights have 3 stops and 60h 5m of travel time round trip, and you land Monday, Nov 16 at 6:30 PM.
Worth it if fall color, temples and street food are worth a long trip there; skip it if more than one connection wears you out.
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Most loved from Fort Myers
What readers clicked, hearted and shared in the last 7 days.
Just found · from Fort MyersWorth it, if
Aruba
3 – 6 Dec 2026 · 3 nights
- Fare is $45 below the typical fare on this route, 6% less
- Adults-only TRYP on Eagle Beach, rated 8.7 from 279 reviews
- Free cancellation at the hotel and highs of 84–86°F
£2,095 for two · 3 nights · flights, hotel, taxes, fees & the resort fee
Flights £1,108 + hotel £895 + resort fee £93, taxes in · a checked bag each adds about £121
American · with a stop · 18h 50m
The catch: The flight down has two stops and takes 18h 50m, so you land Friday at 3:09 PM, and a checked bag is about $160 for two.
Worth it if a short beach break is worth one long travel day to you; skip it if you want a nonstop or more time on the sand.
Just found · from Fort MyersWorth it, if
Nashville
23 – 25 Oct 2026 · 2 nights
- Fare $562 per person, $2 under the $564 typical
- Highs 72–83°F with rain chances of 9% to 20%
- Breakfast included at an 8.1-rated hotel, 1,349 reviews
£1,152 for two · 2 nights · flights, hotel, taxes & fees
Flights £846 + hotel £305, taxes in · a checked bag each adds about £121
MX + B6 · with a stop · 37h 29m
The catch: It has 2 stops and 37h 29m of round-trip travel, you land Saturday at 1:29 PM, and a checked bag is about $160 for two.
Worth it if you can sleep on planes and want one full Nashville Saturday; skip it if you'd rather pay $1,602 for two for the Southwest nonstop.
Just found · from Fort Myers37% below typicalWorth it, if
New Orleans
11 – 14 Dec 2026 · 3 nights
- £142 per person below the typical fare on this route
- Comfort Suites New Orleans East, rated 8.3 by 475 guests
- Free cancellation at Comfort Suites New Orleans East
£962 for two · 3 nights · flights, hotel, taxes & fees
Flights £474 + hotel £488, taxes in · a checked bag each adds about £121
Breeze · with a stop · 26h 52m
The catch: Not nonstop: a stop on the way, 26h 52m in all.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Also priced this week from Fort Myers
The other finalists of the last refresh, cheapest fare we found per person.
| Destination | Dates | From | Nonstop |
|---|---|---|---|
| New York City | 3 – 6 Dec 2026 | £150 | yes |
| New Orleans | 3 – 6 Dec 2026 | £237 | no |
| Washington, D.C. | 23 – 25 Oct 2026 | £258 | no |
| Los Angeles | 14 – 21 Nov 2026 | £261 | no |
| Sedona | 14 – 21 Nov 2026 | £292 | yes |
| Phoenix & Scottsdale | 14 – 21 Nov 2026 | £329 | no |
| San Francisco | 14 – 21 Nov 2026 | £381 | no |
| Nashville | 23 – 25 Oct 2026 | £402 | no |
| Destin & the Emerald Coast | 23 – 25 Oct 2026 | £425 | no |
| Great Smoky Mountains | 23 – 25 Oct 2026 | £433 | no |
| Asheville | 23 – 25 Oct 2026 | £434 | no |
| Cancún | 3 – 6 Dec 2026 | £454 | no |
Cheapest routes from Fort Myers, last 30 days
| Destination | Lowest | Typical | Checks |
|---|---|---|---|
| New York City | £150 | £259 | 10 · nonstop seen |
| New Orleans | £237 | £380 | 14 |
| Washington, D.C. | £258 | £341 | 2 |
| Los Angeles | £261 | £355 | 3 |
| Sedona | £292 | £343 | 4 · nonstop seen |
| Phoenix & Scottsdale | £329 | £343 | 2 |
| Chicago | £372 | £446 | 6 |
| San Francisco | £381 | £401 | 2 |
| Nashville | £402 | £425 | 8 |
| Destin & the Emerald Coast | £425 | £439 | 3 |
| Great Smoky Mountains | £433 | £454 | 4 |
| Asheville | £434 | £453 | 4 |
| Mexico City | £452 | £575 | 8 |
| Cancún | £454 | £501 | 7 |
| Nassau and Paradise Island | £455 | £485 | 5 |
More trips from Fort Myers
Every other trip page from Fort Myers still ahead of its date.
- Aruba, 3 – 6 Dec 2026 from £554 Just found
- Nashville, 23 – 25 Oct 2026 from £424 Just found
- New Orleans, 11 – 14 Dec 2026 from £237 Just found
- Bar Harbor & Acadia, 23 – 25 Oct 2026 from £535 Just found
- New Orleans, 5 – 9 Nov 2026 from £359 Just found
- San Francisco, 14 – 21 Nov 2026 from £420 Just found
- New York City, 13 – 17 Nov 2026 from £150 Just found
- New York City, 19 – 23 Nov 2026 from £323 Just found
Questions about flying from Fort Myers
Which airports do the trips from Fort Myers use?
Southwest Florida International (RSW). Fares are the cheapest return we found across them for the exact dates, per person, taxes and fees included.
How often do the Fort Myers picks change?
Around the clock: we check live prices every few minutes across the cities and new picks from Fort Myers 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 Fort Myers right now?
In the last 30 days: New York City from £150, New Orleans from £237, Washington, D.C. from £258, Los Angeles from £261, Sedona from £292, 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 Fort Myers within a few minutes.
Planning something from Fort Myers?
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.