Cheap flights To Lakeland - Winter Haven (ORL) from $46

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Cheap Flights to Lakeland - Winter Haven from $46 One Way, $93 Round Trip

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

Tue, Jan 20 - Thu, Jan 22
HPN
Westchester County
MCO
Orlando Intl.
$93 Roundtrip, found 5 days ago
$93
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jan 20 from Westchester County to Orlando Intl., returning Thu, Jan 22, priced at $93 found 5 days ago
Tue, Jan 27 - Fri, Jan 30
HPN
Westchester County
MCO
Orlando Intl.
$97 Roundtrip, found 3 days ago
$97
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Jan 27 from Westchester County to Orlando Intl., returning Fri, Jan 30, priced at $97 found 3 days ago
Mon, Feb 2 - Fri, Feb 6
HPN
Westchester County
MCO
Orlando Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Feb 2 from Westchester County to Orlando Intl., returning Fri, Feb 6, priced at $98 found 4 days ago
Tue, Feb 3 - Fri, Feb 6
HPN
Westchester County
MCO
Orlando Intl.
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Tue, Feb 3 from Westchester County to Orlando Intl., returning Fri, Feb 6, priced at $100 found 2 hours ago
Mon, Feb 2 - Tue, Feb 3
HPN
Westchester County
MCO
Orlando Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Feb 2 from Westchester County to Orlando Intl., returning Tue, Feb 3, priced at $102 found 2 days ago
Sat, Jan 24 - Fri, Jan 30
PVD
T.F. Green
MCO
Orlando Intl.
$103 Roundtrip, found 1 hour ago
$103
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Jan 24 from T.F. Green to Orlando Intl., returning Fri, Jan 30, priced at $103 found 1 hour ago
Mon, Feb 2 - Thu, Feb 5
HPN
Westchester County
MCO
Orlando Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Feb 2 from Westchester County to Orlando Intl., returning Thu, Feb 5, priced at $105 found 5 days ago
Mon, Jan 26 - Fri, Jan 30
HPN
Westchester County
MCO
Orlando Intl.
$105 Roundtrip, found 3 days ago
$105
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jan 26 from Westchester County to Orlando Intl., returning Fri, Jan 30, priced at $105 found 3 days ago
Mon, Feb 2 - Fri, Feb 6
PVD
T.F. Green
TPA
Tampa Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Feb 2 from T.F. Green to Tampa Intl., returning Fri, Feb 6, priced at $107 found 4 days ago
Mon, Jan 26 - Wed, Jan 28
PVD
T.F. Green
SRQ
Sarasota-Bradenton Intl.
$112 Roundtrip, found 1 hour ago
$112
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jan 26 from T.F. Green to Sarasota-Bradenton Intl., returning Wed, Jan 28, priced at $112 found 1 hour ago

Lakeland - Winter Haven Flight Information

Traveling To
Lakeland - Winter Haven
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Breeze Airways, JetBlue Airways
Flight Price
$93
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Lakeland - Winter Haven economy flight packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
2.0-star property

Mar Bay Motel &Suites

Jan 16 - Jan 20

4 night stay

Boston (BOS) to Tampa (TPA)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $604, price is now $369 per person
$369
per person
found 24 hours ago
Saddlebrook Resort
4.0-star property

Saddlebrook Resort

Jan 27 - Jan 31

4 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $964, price is now $399 per person
$399
per person
found 1 day ago
The Beach Haven Resort
2.0-star property

The Beach Haven Resort

Feb 4 - Feb 12

8 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop • Coach

Tampa (TPA) to Boston (BOS)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,473, price is now $845 per person
$845
per person
found 1 day ago
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Lakeland - Winter Haven first class flight packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa Oldsmar
3.0-star property

Courtyard by Marriott Tampa Oldsmar

8.8/10 Excellent! (765 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

Delta • FirstClass
Price was $787, price is now $734 per person
$734
per person
found 12 hours ago
The staff was great

Reviewed on Apr 30, 2023

Saddlebrook Resort
4.0-star property

Saddlebrook Resort

No reviews

Jan 23 - Jan 25

2 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

Delta • FirstClass
Price was $986, price is now $769 per person
$769
per person
found 12 hours ago
The Beachcomber
2.5-star property

The Beachcomber

8/10 Very Good! (1,005 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

Delta • FirstClass
Price was $973, price is now $905 per person
$905
per person
found 12 hours ago
Great location, awesome entertainment, super clean! Be back really soon!

Reviewed on Dec 10, 2025

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Lakeland - Winter Haven

Save money on your flights to Lakeland - Winter Haven as well as on hotel and car packages.

 

Free Fees

Snap up cheap Lakeland - Winter Haven flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Lakeland - Winter Haven.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Lakeland - Winter Haven flights air ticket. Save more on air travel every day in every way at Orbitz.

Frequently asked questions

Which airlines fly to Lakeland - Winter Haven?
With 20 airlines ready to whisk you off to Lakeland - Winter Haven, finding the ideal flight will be a cinch. Reserve your ticket with one of these popular international carriers that operate services to Orlando Intl. Airport (MCO):

  • Spirit Airlines - 274 flights to Lakeland - Winter Haven per month
  • JetBlue - 148 flights to Lakeland - Winter Haven per month
  • Frontier Airlines - 105 flights to Lakeland - Winter Haven per month

How much is a flight to Lakeland - Winter Haven?
This past week, prices hovered between $93 and $112 for a return fare to Lakeland - Winter Haven. Fares one-way originating from White Plains (HPN) dipped to $46 during the same period.
How to book the cheapest flight to Lakeland - Winter Haven?
Picking up cheap flights to Lakeland - Winter Haven is as simple as booking your ticket with Orbitz. But if you'd like to make sure you're grabbing the best flight deals around, here are some suggestions to follow:

  • Depending on where you're coming from, click on the 'Nearby airports' function (located under the departure and arrival options). In certain cases, alternative departure points offer more value for money.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' option to scan the flight deals for a variety of departure dates. You may find a cheaper fare.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • The early bird catches the biggest savings, so purchase your seats once you've settled on your travel dates. The cheapest airfares sell fast and prices generally climb as the departure date gets closer.
  • Make serious savings on your getaway by combining your flights, hotels and car rentals into a package with Orbitz. Your credit card will thank you.
  • Flying during the busy season means costly airfares. Try to plan your trip outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Lakeland - Winter Haven?
Generally speaking, January is the ideal time to book your plane ticket. This is followed by February and August. Keep this in mind while you hunt for a cheap flight to Lakeland - Winter Haven.
What day of the week is the cheapest to book a flight to Lakeland - Winter Haven?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase tickets to Lakeland - Winter Haven. The getaway of your dreams starts with a great flight deal!
What is the cheapest day of the week to fly to Lakeland - Winter Haven?
Look into flying early in the week to get cheap flights to Lakeland - Winter Haven. Orbitz data from 2020 shows Monday is typically the cheapest day to hop on a plane, followed by Tuesday. Saturdays were shown to have the most expensive airfares. This is possibly because most passengers choose to start their escape on a weekend.
What is the cheapest month to fly to Lakeland - Winter Haven?
To pick up cheap flights to Lakeland - Winter Haven, you should leave in August. If saving on your ticket is your main priority, Orbitz data has found that this is generally the best month to take a trip. June is when fares are the most expensive.
Which airlines allow free cancellation?
Orbitz makes it easy to find carriers that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and bada bing, bada boom! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, an amazing low price.
What do I need for the flight to Lakeland - Winter Haven?
From onboard entertainment to travel essentials like a pillow, there are a number of things a frequent flyer always takes with them. To make sure you're ready for your journey, have a read through this handy list:

  • Check that you've packed your travel papers and identification. For international journeys, you'll need to take your passport. When you book your tickets, always use the same name, birth date and gender as stated on your current ID.
  • Stock your carry-on bag with snacks and activities and you'll easily pass the time on your medium-haul flight. If you get the chance, get on the airport's Wi-Fi and download your favorite podcast or playlist to your phone prior to take off.
  • Regardless what the weather is outside, aircraft cabins can feel chilly. Bring a sweater on your journey to stay nice and warm.

How do I get cheap first-class/business deals to Lakeland - Winter Haven?
There are ways of booking business or first-class fares to Lakeland - Winter Haven that won't burn through your wallet. Pick up a seat in the pointy end of the plane for less with these handy tips:

  • Being flexible doesn't just help with your yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a sale comes along.
  • Plenty of budget carriers nowadays offer top-notch business-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with points earned through loyalty programs.

What is the best time to go to Lakeland - Winter Haven?
You'll have plenty of fun whatever time of year you decide to visit Lakeland - Winter Haven, but January, February and March are the most popular months. Want to pack your itinerary with loads of warm-weather activities? Book your trip around June 20. This is when summer starts in the Northern Hemisphere. Expect the mercury to hover between 75 ºF and 90 ºF during this time of year.

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.