Search Cheap Flights toWindermere
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Windermere Flights as Low as $70
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, May 6 - Tue, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$70 Roundtrip, found 11 hours ago
$70
Roundtrip
found 11 hours ago
Wed, May 14 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Wed, May 7 - Tue, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$81 Roundtrip, found 2 days ago
$81
Roundtrip
found 2 days ago
Tue, May 13 - Tue, May 20
LGA
LaGuardia
MCO
Orlando Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Thu, May 29 - Tue, Jun 3
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Wed, May 7 - Tue, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Tue, May 6 - Tue, May 13
LGA
LaGuardia
MCO
Orlando Intl.
$94 Roundtrip, found 6 days ago
$94
Roundtrip
found 6 days ago
Sat, May 10 - Tue, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Tue, May 27 - Wed, Jun 11
CMH
John Glenn Columbus Intl.
MCO
Orlando Intl.
$101 Roundtrip, found 7 hours ago
$101
Roundtrip
found 7 hours ago
Thu, May 29 - Tue, Jun 3
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Tue, May 13 - Wed, May 21
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$141 Roundtrip, found 9 hours ago
$141
Roundtrip
found 9 hours ago
Mon, Jul 28 - Thu, Jul 31
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$149 Roundtrip, found 13 hours ago
$149
Roundtrip
found 13 hours ago
Wed, Aug 13 - Tue, Aug 19
LGA
LaGuardia
MCO
Orlando Intl.
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Mon, Jun 30 - Fri, Jul 4
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$150 Roundtrip, found 11 hours ago
$150
Roundtrip
found 11 hours ago
Tue, Jun 24 - Sun, Jun 29
LGA
LaGuardia
MCO
Orlando Intl.
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Thu, Aug 28 - Wed, Sep 3
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$323 Roundtrip, found 8 hours ago
$323
Roundtrip
found 8 hours ago
Cheap Flights to Windermere
Fall in love at first flight with your vacation to Windermere 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 Windermere on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Windermere, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Windermere
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windermere 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 ORL airport.
What is the cheapest month to fly to Windermere?
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 Windermere are in May, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Windermere?
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 Windermere.
What airport is best to fly into Windermere?
When you’re planning your trip to Windermere, convenience is the name of the game. Luckily, Windermere Orlando Intl. Airport is nearby so you can deplane and get going on checking off everything on your Windermere must-do list.
How much are flights to Windermere?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windermere on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $70, 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 Windermere?
The trick to saving a stack of cash on your flight to Windermere? 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 $70 right now, why wait?
Destination airport | Orlando Intl. |
Destination airport IATA code | MCO |
Roundtrip price | $69 |
Last Minute Hotel Deals in Windermere
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
The price is $104 per night from May 6 to May 7
$104
includes taxes & fees
May 6 - May 7
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,254 reviews)
"The property was very close to Universal Studios with a covered walkway to cross the Main Street and onto Universal's property. The staff was great, very friendly and knowledgeable."
Reviewed on Apr 27, 2025
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $213 per night from May 12 to May 13
$213
includes taxes & fees
May 12 - May 13
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.2/10 Wonderful! (3,226 reviews)
"Beautiful views"
Reviewed on Apr 27, 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
The price is $120 per night from May 26 to May 27
$120
includes taxes & fees
May 26 - May 27
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (5,909 reviews)
"Absolutely love it"
Reviewed on Apr 29, 2025
Holiday Inn Resort Orlando Suites - Waterpark by IHG
14500 Continental Gateway, Orlando, FL
The price is $138 per night from May 5 to May 6
$138
includes taxes & fees
May 5 - May 6
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7.2/10 Good! (2,781 reviews)
Great family stay!
"Fabulous spring break! The waterpark was super cool and I enjoyed the food in the Marketplace! We journeyed off the resort as well and we were in a great location. We plan to return. 5d/4n 2 adults, 2 teens and 1 child"
Reviewed on Apr 26, 2025
Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
The price is $91 per night from May 5 to May 6
$91
includes taxes & fees
May 5 - May 6
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (4,210 reviews)
"Very close to a lot of attractions."
Reviewed on Apr 27, 2025
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
The price is $231 per night from May 14 to May 15
$231
includes taxes & fees
May 14 - May 15
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,196 reviews)
"I really enjoyed my stay!"
Reviewed on Apr 27, 2025
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd, Orlando, FL
The price is $137 per night from May 1 to May 2
$137
includes taxes & fees
May 1 - May 2
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (4,773 reviews)
"We stayed in a two bedroom condo it was very spacious and the kitchen was pretty well stocked for plates, cups etc. the property is quite large but they do have shuttle carts going by every few minutes. My only complaint is there is only one option for food on the property - the food at it was great, ..."
Reviewed on Apr 29, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
The price is $269 per night from May 7 to May 8
$269
includes taxes & fees
May 7 - May 8
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
7.8/10 Good! (7,543 reviews)
"We loved our stay. Clean and safe. Very accessible. We will surely comeback."
Reviewed on Apr 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 Windermere Hotels
- DoubleTree by Hilton at the Entrance to Universal Orlando
- Hyatt Regency Orlando International Airport
- DoubleTree by Hilton Hotel Orlando at SeaWorld
- Holiday Inn Resort Orlando Suites - Waterpark by IHG
- Rosen Inn at Pointe Orlando
- Universal's Cabana Bay Beach Resort
- Westgate Lakes Resort & Spa Universal Studios Area
- The Grove Resort & Water Park Orlando
- Caribe Royale Orlando
- Hilton Vacation Club Grande Villas Orlando
- Hyatt Regency Orlando
- Sheraton Orlando Lake Buena Vista Resort