Search Cheap Flights toSouthwest Florida
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Southwest Florida Flights as Low as $80
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Sep 4 - Sun, Sep 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 14 hours ago
$80
Roundtrip
found 14 hours ago
Tue, Aug 5 - Thu, Aug 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Tue, Aug 26 - Fri, Aug 29
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
Thu, Jul 31 - Thu, Aug 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 11 hours ago
$102
Roundtrip
found 11 hours ago
Sun, Sep 14 - Thu, Sep 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$108 Roundtrip, found 4 hours ago
$108
Roundtrip
found 4 hours ago
Mon, Aug 11 - Thu, Aug 21
ORD
O'Hare Intl.
TPA
Tampa Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Thu, Jul 31 - Mon, Aug 11
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 11 hours ago
$112
Roundtrip
found 11 hours ago
Wed, Sep 3 - Sat, Sep 6
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$139 Roundtrip, found 12 hours ago
$139
Roundtrip
found 12 hours ago
Sat, Aug 30 - Sat, Sep 6
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$139 Roundtrip, found 21 hours ago
$139
Roundtrip
found 21 hours ago
Wed, Sep 17 - Wed, Sep 24
ORD
O'Hare Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Thu, Sep 18 - Thu, Sep 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Sat, Aug 16 - Sat, Aug 23
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Sun, Aug 31 - Sun, Sep 7
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$177 Roundtrip, found 14 hours ago
$177
Roundtrip
found 14 hours ago
Sun, Sep 7 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$211 Roundtrip, found 4 hours ago
$211
Roundtrip
found 4 hours ago
Fri, Aug 8 - Tue, Aug 12
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$365 Roundtrip, found 5 days ago
$365
Roundtrip
found 5 days ago
Sun, Sep 7 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$11,654 Roundtrip, found 4 hours ago
$11,654
Roundtrip
found 4 hours ago
Cheap Flights to Southwest Florida
Fall in love at first flight with your vacation to Southwest Florida by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Southwest Florida on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Southwest Florida, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Southwest Florida
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southwest Florida with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the FMY airport.
What is the cheapest month to fly to Southwest Florida?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Southwest Florida are in September, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Southwest Florida?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Southwest Florida.
What airport is best to fly into Southwest Florida?
When you’re planning your trip to Southwest Florida, convenience is the name of the game. Luckily, Southwest Florida Southwest Florida Intl. Airport is nearby so you can deplane and get going on checking off everything on your Southwest Florida must-do list.
How much are flights to Southwest Florida?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southwest Florida on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $80, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Southwest Florida?
The trick to saving a stack of cash on your flight to Southwest Florida? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $80 right now, why wait?
Destination airport | Southwest Florida Intl. |
Destination airport IATA code | RSW |
Roundtrip price | $80 |
Last Minute Hotel Deals in Southwest Florida
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square ...
8.4/10 Very Good! (1,026 reviews)
"We loved our stay at Lani Kai. We had a super week and the staff helped with that. We would stay again."
Reviewed on Jun 30, 2025
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,528 reviews)
"Loved everything about this hotel!"
Reviewed on Jun 29, 2025
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,728 reviews)
"We had a wonderful stay at Tropical Beach Resorts! This is a nice, family-like resort that truly makes you feel at home from the moment you arrive. The location is great—just a 2-minute walk to the beach, and only 5 minutes walking distance to local restaurants, shops, and cafes. The staff was amazing ..."
Reviewed on Jun 24, 2025
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,548 reviews)
"I would definitely stay there and recommend a hotel to anybody very comfortable beds. Great staff very friendly transportation to and from the beach. Awesome beach area awesome."
Reviewed on Jun 28, 2025
Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,281 reviews)
"Love the atmosphere"
Reviewed on Jun 30, 2025
Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (1,183 reviews)
"👍"
Reviewed on Jun 29, 2025
Great Wolf Lodge Naples
3900 City Gate Blvd N., Naples, FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
9.2/10 Wonderful! (267 reviews)
"Have been here twice and it has been amazing,,, the kids spent the days at the water park and it felt extremely saved, lifeguards were great, alert and vigilant. Great family atmosphere."
Reviewed on Jun 29, 2025
Sunseeker Resort Charlotte Harbor
5500 Sunseeker Way, 785, Punta Gorda, FL
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,131 reviews)
"Is a beautiful place ,rooms are always clean.Earlier check in and the staff are friendly"
Reviewed on Jun 29, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Hotels With Free Airport Shuttle
Hilton Garden Inn Fort Myers Airport/FGCU
16410 Corporate Commerce Way, Fort Myers, FL
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.8/10 Excellent! (1,001 reviews)
Old furniture
"Lobby was amazing, pool was great. Furniture in room was pretty beaten up, room was clean, but the battered Furniture didn't provide the best atmosphere."
Reviewed on Jun 26, 2025
Comfort Inn & Suites Airport
Fort Myers
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,047 reviews)
"Rooms very clean, but I went to wash my son‘s uniform at the laundry met and there was a sign on the top dryer saying broken and I thought it was the dryer only that was broken i put my son’s uniform in the watcher it had black, nasty, dirty smelly water and it stunk the whole place. The front desk ..."
Reviewed on Jun 28, 2025
Red Roof PLUS+ Fort Myers
8955 Daniels Pkwy, Fort Myers, FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the clean rooms in ...
6.8/10 (259 reviews)
"Enjoyed my time. Overall good experience. Rooms were a bit musty smelling, and TVs very difficult to figure out...appeared as if the TV was never setup."
Reviewed on Jun 25, 2025
Hampton Inn Fort Myers-Airport & I-75
9241 Marketplace Rd, Fort Myers, FL
Stay at this 3.5-star hotel in Fort Myers. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (999 reviews)
"Ok"
Reviewed on Jun 19, 2025
Baymont by Wyndham Fort Myers Airport
9401 Marketplace Road, Fort Myers, FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,001 reviews)
"Breakfast lady not so friendly"
Reviewed on Jun 1, 2025
Embassy Suites by Hilton Fort Myers Estero
10450 Corkscrew Commons Dr, Estero, FL
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,010 reviews)
"Everything was excellent"
Reviewed on Jun 29, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Nearby Cities
Popular Flight Routes
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Top Southwest Florida Hotels
- Lani Kai Beachfront Resort
- Naples Grande Beach Resort
- Hyatt House Naples/5th Avenue
- Sanibel Island Beach Resort
- La Quinta Inn & Suites by Wyndham Naples Downtown
- Hilton Marco Island Beach Resort and Spa
- The Lighthouse Resort Inn & Suites
- Holiday Inn Express Cape Coral-Fort Myers Area by IHG
- Hilton Naples
- JW Marriott Marco Island Beach Resort