Cheap flights To Southwest Florida (FMY) from $44

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Cheap Flights to Southwest Florida from $44 One Way, $87 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Sep 13 - Tue, Sep 16
ORD
O'Hare Intl.
TPA
Tampa Intl.
$87 Roundtrip, found 14 hours ago
$87
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 16, priced at $87 found 14 hours ago
Sat, Oct 11 - Sat, Oct 18
ORD
O'Hare Intl.
TPA
Tampa Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 18, priced at $87 found 1 day ago
Wed, Sep 10 - Sat, Sep 13
ORD
O'Hare Intl.
TPA
Tampa Intl.
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Tampa Intl., returning Sat, Sep 13, priced at $89 just found
Sun, Sep 14 - Mon, Sep 22
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$91 Roundtrip, found 16 hours ago
$91
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Sep 22, priced at $91 found 16 hours ago
Mon, Aug 25 - Tue, Sep 9
ORD
O'Hare Intl.
TPA
Tampa Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 9, priced at $94 just found
Sat, Oct 25 - Sun, Nov 2
ORD
O'Hare Intl.
TPA
Tampa Intl.
$99 Roundtrip, found 1 hour ago
$99
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to Tampa Intl., returning Sun, Nov 2, priced at $99 found 1 hour ago
Fri, Oct 24 - Mon, Oct 27
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 24 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Oct 27, priced at $100 just found
Sat, Sep 20 - Mon, Sep 29
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$156 Roundtrip, found 22 hours ago
$156
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Sep 20 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Mon, Sep 29, priced at $156 found 22 hours ago
Sat, Oct 25 - Tue, Oct 28
ORD
O'Hare Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 12 hours ago
$157
Roundtrip
found 12 hours ago
Select United flight, departing Sat, Oct 25 from O'Hare Intl. to Tampa Intl., returning Tue, Oct 28, priced at $157 found 12 hours ago
Sat, Nov 8 - Sat, Nov 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Nov 8 from O'Hare Intl. to Tampa Intl., returning Sat, Nov 15, priced at $157 found 1 day ago

Southwest Florida Flight Information

Traveling To
Southwest Florida
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, American Airlines, United, Southwest Airlines
Flight Price
$87
Earliest Departing Flight
Latest Departing Flight

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Southwest Florida economy flight packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

Oct 3 - Oct 6

3 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Sep 22 - Sep 26

4 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
per person
found 20 hours ago
Amrit Ocean Resort and Residences - Singer Island
5.0-star property

Amrit Ocean Resort and Residences - Singer Island

Sep 18 - Sep 21

3 night stay

Detroit (DTW) to Fort Lauderdale (FLL)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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See all available trips from Detroit to Southwest Florida
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Southwest Florida premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.8/10 Exceptional! (18 reviews)

Sep 18 - Sep 21

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Sep 18 - Sep 21

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,245 reviews)

Sep 18 - Sep 21

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

Don't see what you're looking for?
See all available trips from New York to Southwest Florida
View all trips

Southwest Florida first class flight packages

Price found within the past 48 hours. Click for updated prices.
Beach House Fort Lauderdale, a Hilton Resort
4.0-star property

Beach House Fort Lauderdale, a Hilton Resort

8.8/10 Excellent! (1,911 reviews)

Sep 18 - Sep 26

8 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
We had a wonderful family vacation here with our two children. Staff was friendly and the property was modern and clean. The location is excellent. We'll be back!

Reviewed on Apr 21, 2025

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Oct 2 - Oct 5

3 night stay

Philadelphia (PHL) to Miami (MIA)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
per person
found 22 hours ago
Pelican Grand Beach Resort - A Noble House Resort
4.0-star property

Pelican Grand Beach Resort - A Noble House Resort

8.8/10 Excellent! (1,156 reviews)

Sep 18 - Sep 26

8 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
Getting chairs at the pool was a mess. They valve the day pool resort pass guest over those staying over nights. Added our name to the pool chair wait list and had to wait hours for a chair around the pool.

Reviewed on May 12, 2025

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See all available trips from New York to Southwest Florida
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Southwest Florida

Orbitz makes it easy for you to find cheap prices for flights to Southwest Florida. When you search for your tickets on Orbitz, you don’t have to look any further for the best Southwest Florida flights available ever again.

Orbitz Offers Exceptional Customer Service

Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Southwest Florida flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Southwest Florida again.

Earn with Your Frequent Flyer Program and Orbitz

If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Southwest Florida with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.

Low Prices for Southwest Florida Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Southwest Florida. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in your flight.

Frequently asked questions

Which airlines fly to Southwest Florida?
With 20 airlines ready to whisk you away to Southwest Florida, finding a suitable flight will be a piece of cake. Lock in a ticket with one of these top international carriers that jet into Southwest Florida Intl. Airport (RSW):

  • Air Canada - 12 flights to Southwest Florida per month
  • EW Discover - 3 flights to Southwest Florida per month
  • WestJet - 3 flights to Southwest Florida per month

What is the best airport to fly to in Southwest Florida?
Southwest Florida Intl. Airport (RSW) is the major entry point for this popular region. Once you've left the terminal, the possibilities are endless when it comes to discovering Southwest Florida.
How much is a flight to Southwest Florida?
Travelers from far and wide landed round-trip bargains ranging from $87 to $157 this week. Departing from Chicago (ORD)? The most affordable one-way prices started at just $44.
How to book the cheapest flight to Southwest Florida?
Using Orbitz, you'll uncover some of the most impressive flight deals around from a wide range of airlines. But if you're eager to increase your likelihood of picking up cheap flights to Southwest Florida, here are a few tips to keep in mind:

  • Depending on your departure point, select the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, alternative departure points will have cheaper fares.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' option to browse flight deals for a range of departure dates. You may find an amazing fare.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, don't delay booking your flight. Prices generally get more expensive as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a cost-effective package deal. Save your hard-earned dollars for things that really excite you, like exploring every corner of Southwest Florida.
  • Flying during busier seasons often means higher airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Southwest Florida?
You could have time to read one or more chapters of your book, or you might plow through the whole thing! The length of a flight depends on where you're coming from, but these top routes to Southwest Florida will give you some insight:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 51 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 53 minutes

What is the best time to book a flight to Southwest Florida?
Book your seats to Southwest Florida in January. This is a fantastic month for bargain airfares, closely followed by February and August. Pick up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Southwest Florida?
When it comes to cheap flights to Southwest Florida, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Southwest Florida?
Think about going early in the week for cheap flights to Southwest Florida. Orbitz data from 2020 suggests Monday is normally the most inexpensive day to hop on a plane, followed by Tuesday. Saturdays were shown to have the highest ticket fares. Presumably, this is because most travelers prefer to kick off their vacation at the end of the week.
What is the cheapest month to fly to Southwest Florida?
We won't keep you in suspense — according to Orbitz data, August is generally the cheapest month to fly. Perfect for those who crave a weekend getaway or just a break from it all before the weather turns. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz will help you lock in a flexible fare. All you need to do is click on "Filter by flexible change policies" when searching for your flights. We'll show you all the airlines that offer free cancellation and no change fees — in addition to irresistibly low prices.
What do I need for the flight to Southwest Florida?
There is so much to sort out for any big adventure, so it's great to get a bit of help before you set out. Here are a few pointers to ensure that you're organized for your flight:

  • Ensure that you have your travel paperwork and identification. For overseas trips, you'll need to take your passport. When you book your seats, always use the same details that are listed on your government-issued ID.
  • A well-packed carry-on bag is a must for any medium-haul journey. With at least a few hours to kill, you'll probably long for something to keep you occupied while in transit. We suggest a good book (or trashy magazine), and something to snack on.
  • Plane cabins can often get quite cool. If you decide to fly during the peak of summer, make sure you take an extra warm layer with you.

How many direct flights are there to Southwest Florida?
You can book a seat on one of 188 flights that travel directly to Southwest Florida every month. Southwest Airlines, Delta Air Lines and United Airlines are just some of the airlines that will take you there in one go. JetBlue Airways, American Airlines and Frontier Airlines also fly to Southwest Florida nonstop.
How do I get cheap first-class/business deals to Southwest Florida?
There are ways of booking first or business-class tickets to Southwest Florida that won't burn through your savings. Grab a seat at the front of the plane for less with these great tips:

  • Be flexible. By being open to various travel dates, you'll have better odds of landing a great deal on first or business-class airfares.
  • Low-cost airlines offer first or business-class seating at more affordable prices. Give the full-service carriers a miss and check out these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Southwest Florida?
Southwest Florida is popular in January, February and March. If you're thinking of visiting during these months, it would be a good idea to book in advance to ensure you pick up the most rewarding deals. Wondering what the summer's like in Southwest Florida? Average daily temperatures typically float between 75 ºF and 90 ºF. Like most of the Northern Hemisphere, summer begins June 20 here.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.