Cheap Flights to Winter Springs from $25

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How Much Does it Cost To Fly To Winter Springs?

The cheapest prices found with in the last 7 days for return flights were $49 and $25 for one-way flights to Winter Springs for the period specified. Prices and availability are subject to change. Additional terms apply

Wed, Dec 10 - Tue, Dec 16
LGA
LaGuardia
MCO
Orlando Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Dec 10 from LaGuardia to Orlando Intl., returning Tue, Dec 16, priced at $49 just found
OriginDestinationTravel DatesFlights From*
LGAOrlandoDecember 10 to December 16$49
EWROrlandoDecember 9 to December 10$56
PHLOrlandoDecember 16 to December 21$57
BOSOrlandoDecember 9 to December 13$60
DTWOrlandoDecember 15 to December 24$66
ORDOrlandoJanuary 22 to January 29$68
JFKOrlandoJanuary 14 to January 18$68
LAXOrlandoNovember 27 to December 3$126
MSPOrlandoDecember 3 to December 4$142
SJUOrlandoNovember 20 to November 27$146
SJUSanfordNovember 22 to December 5$466
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMOrlandoNovember 15 to November 19$103
DTWOrlandoNovember 15 to November 21$120
PHLOrlandoNovember 15 to November 19$123
LGAOrlandoNovember 15 to November 25$146
EWROrlandoNovember 14 to November 18$147
JFKOrlandoNovember 16 to November 19$154
ORDOrlandoNovember 15 to November 23$192
SJUOrlandoNovember 15 to November 22$222
MSPOrlandoNovember 15 to November 26$250
LAXOrlandoNovember 15 to November 18$253
*Prices include taxes and fees

Winter Springs Flight Information

Traveling to
Winter Springs
Lowest Price
$49
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Best Winter Springs Flight and Hotel Packages

Winter Springs flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $1,266, price is now $695 per person
$695
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $1,921, price is now $859 per person
$859
per person
Dec 25 - Jan 1
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,219, price is now $1,613 per person
$1,613
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Boston to Winter Springs
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Winter Springs flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $827, price is now $459 per person
$459
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $1,345, price is now $694 per person
$694
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Hilton Orlando

Hilton Orlando

4 out of 5
Save 100% on your flight
Price was $1,585, price is now $959 per person
$959
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Boston to Winter Springs
View all trips

Winter Springs flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Orlando Palms Hotel

Orlando Palms Hotel

2.5 out of 5
Price was $1,735, price is now $1,334 per person
$1,334
per person
Dec 27 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $2,331, price is now $1,582 per person
$1,582
per person
Dec 27 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was $1,878, price is now $1,423 per person
$1,423
per person
Dec 27 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Chicago to Winter Springs
View all trips

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Winter Springs?
Being a prominent travel hub, it's hardly surprising that Winter Springs has 20 airlines that fly there. Check out what deals are on offer with these popular carriers:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into Winter Springs?
Before locking in your flight to Winter Springs, keep in mind that it's home to a couple of airports. Orlando Intl. Airport (MCO) is 18 mi from the center of the city, while Orlando International Airport is approximately 10 mi from the sights and sounds of downtown.
Where to stay in Winter Springs
Studied up on Winter Springs, picked out your vacation outfits but haven't yet locked in your accommodations? Travelocity is here to help. Select from 215 centrally located properties and start packing your bags!The New two story townhome with plenty of outdoor space. and the NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO are our suggested accommodation options. Make a reservation and then you'll be able to get down to the good stuff — booking your amazing getaway experiences.
Places to visit in Winter Springs
If you want to keep fit on your break, why not get physical at Central Winds Park? This park will get you out of the gym and into the open air. Seeking some more options? Have a rest and read a book in Red Bug Lake Park, a green urban oasis. And that's not all. There's nowhere better to relax than Boombah-Soldiers Creek Park. Read a book, throw around a ball or simply enjoy the serenity in this idyllic urban sanctuary.
How to get through airport security fast when traveling to Winter Springs
These clever tips and hints about airport security checks will save you lots of time on your way to Winter Springs:

  • Keep your boarding pass and travel ID somewhere handy. They'll be the first things you'll be instructed to produce by security staff.
  • Keep in mind that belts with metal buckles can set off the body scanner's alarms. If you're wearing one, you may be instructed to place it in a tray before moving on.
  • Electronic goods such as tablets, laptops and phones need to be sent through the X-ray machine separately. Be sure to have them within easy reach.
  • When you get to the security checkpoint, you'll be asked to put all gels, liquids and creams in a separate bin for inspection. Make sure they're all packed in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Consider your choice of footwear. Slippers are great because they're a piece of cake to step out of when you're at the security checkpoint. Try wearing some on your next flight!
  • Multi-tools and corkscrews are not allowed on board the aircraft. Tuck them away in your checked luggage to avoid leaving them at the airport security checkpoint.

Plane Tickets To Winter Springs

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winter Springs. Browse through our inventory to explore a wide range of cheap flights to Winter Springs to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winter Springs as you anxiously await to exit the plane and explore what Winter Springs has to offer. Considering all the amazing local food and culture in Winter Springs, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winter Springs to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winter Springs without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winter Springs with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winter Springs today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.