Cheap flights To Southwest Florida (FMY) from $29

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Cheap Flights to Southwest Florida from $29 One Way, $59 Round Trip

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

Sun, Feb 1 - Thu, Feb 5
ORD
O'Hare Intl.
TPA
Tampa Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Feb 1 from O'Hare Intl. to Tampa Intl., returning Thu, Feb 5, priced at $59 found 1 hour ago
Sat, Jan 31 - Thu, Feb 5
ORD
O'Hare Intl.
TPA
Tampa Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 31 from O'Hare Intl. to Tampa Intl., returning Thu, Feb 5, priced at $60 just found
Wed, Feb 18 - Sat, Feb 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Feb 18 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Feb 21, priced at $60 just found
Sat, Jan 24 - Mon, Jan 26
ORD
O'Hare Intl.
TPA
Tampa Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 24 from O'Hare Intl. to Tampa Intl., returning Mon, Jan 26, priced at $60 just found
Tue, Jan 13 - Wed, Jan 21
ORD
O'Hare Intl.
TPA
Tampa Intl.
$63 Roundtrip, found 5 days ago
$63
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jan 13 from O'Hare Intl. to Tampa Intl., returning Wed, Jan 21, priced at $63 found 5 days ago
Tue, Feb 17 - Wed, Feb 18
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$93 Roundtrip, found 3 days ago
$93
Roundtrip
found 3 days ago
Select United flight, departing Tue, Feb 17 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Feb 18, priced at $93 found 3 days ago
Tue, Jan 20 - Thu, Jan 29
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Jan 20 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Jan 29, priced at $126 found 4 days ago
Mon, Feb 9 - Sun, Mar 1
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$138 Roundtrip, found 6 hours ago
$138
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Feb 9 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Sun, Mar 1, priced at $138 found 6 hours ago
Tue, Jan 27 - Tue, Feb 3
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Tue, Feb 3, priced at $148 found 5 days ago
Wed, Jan 28 - Sat, Jan 31
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Jan 31, priced at $149 found 5 days ago

Southwest Florida Flight Information

Traveling To
Southwest Florida
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, United, Southwest Airlines
Flight Price
$59
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Southwest Florida economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hollywood by the Sea Hotel
3.0-star property

Hollywood by the Sea Hotel

Jan 12 - Jan 16

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,084, price is now $317 per person
$317
per person
found 1 day ago
Hawks Cay Resort
4.0-star property

Hawks Cay Resort

Jan 17 - Jan 22

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,971, price is now $808 per person
$808
per person
found 1 day ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

Jan 31 - Feb 7

7 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,802, price is now $806 per person
$806
per person
found 1 day ago
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Southwest Florida premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Park Central South Beach
4.0-star property

Park Central South Beach

8.6/10 Excellent! (385 reviews)

Jan 28 - Jan 31

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $919, price is now $670 per person
$670
per person
just found
It was very clean and the staff is exceptionally nice. The only real issue I have is the room rate is not consistent on Orbitz, on other sites and at the reception.

Reviewed on Dec 1, 2025

EAST Miami Residences
5.0-star property

EAST Miami Residences

9/10 Wonderful! (84 reviews)

Jan 9 - Jan 14

5 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,503, price is now $1,711 per person
$1,711
per person
found 22 hours ago
Sorry. Nothing stood out. 1) We had issues with our lights. Turning on and off on their own. 2) Housekeeping never came. We had to call and request even though we had the request call button on. The location of the hotel was phenomenal. Connected to the mall, close to a Publix, and many restaurants.

Reviewed on Nov 29, 2025

Kimpton EPIC Hotel by IHG
5.0-star property

Kimpton EPIC Hotel by IHG

9/10 Wonderful! (2,183 reviews)

Jan 9 - Jan 14

5 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,400, price is now $971 per person
$971
per person
found 22 hours ago
Yes view was amazing!

Reviewed on Oct 1, 2025

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Southwest Florida first class 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

9.4/10 Exceptional! (56 reviews)

Jan 25 - Jan 28

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,289, price is now $1,450 per person
$1,450
per person
found 8 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Jan 13 - Jan 17

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,397, price is now $2,071 per person
$2,071
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

Nobu Hotel Miami Beach
5.0-star property

Nobu Hotel Miami Beach

8.6/10 Excellent! (1,266 reviews)

Jan 13 - Jan 17

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,690, price is now $1,871 per person
$1,871
per person
found 1 day ago
Location is great. Room is starting to look tired with some fraying in the carpet and a damaged bed frame that they used a screw to reatach. Mirror in bathroom was delaminating and the faucet was scratched and chipped. They say overnight valet is $60 but they charged me $80 because I had an SUV. They include a 22% service charge in everything you order even though the pool side service was mediocre at best. Waiter acted offended when we asked him to clear the dirty plates.

Reviewed on Jul 17, 2025

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Southwest Florida

When you plan to buy tickets for flights to Southwest Florida, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Southwest Florida flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Southwest Florida Flights

Orbitz offers deeply discounted flights to Southwest Florida, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Southwest Florida? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Southwest Florida flights.

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 $59 to $149 this week. Departing from Chicago (ORD)? The most affordable one-way prices started at just $29.
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.

More to Explore

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.