Cheap Flight Deals to Lakeland - Winter Haven FL from CA $206

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Lakeland - Winter Haven?

The cheapest prices found with in the last 7 days for return flights were CA $234 and CA $206 for one-way flights to Lakeland - Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SJULakelandDecember 10 to December 13CA $234
SJUTampaFebruary 3 to February 7CA $234
SJUOrlandoFebruary 3 to February 7CA $273
SEATampaJanuary 16 to January 23CA $393
SEAOrlandoJanuary 15 to January 22CA $436
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
SJUTampaNovember 20 to November 24CA $329
SJUOrlandoNovember 22 to November 28CA $479
SJULakelandNovember 20 to November 23CA $530
SEAOrlandoNovember 21 to November 24CA $686
SEATampaNovember 20 to November 22CA $1,084
*Prices include taxes and fees

Your guide to flights to Lakeland - Winter Haven, FL

Porter Airlines, American Airlines, Flair Airlines fly to Lakeland - Winter Haven, so use Travelocity to search, find, and compare some truly tempting deals from the 3 airlines—that way you can be sure you’ve found the best deal for you. A flight to Lakeland - Winter Haven FL currently costs between CA $234 and CA $1,084. Prices vary, but for the best fares, travel in January when prices are at their lowest.  

Top tips for finding cheap flights to Lakeland - Winter Haven  

The cheapest flight for a round trip to Lakeland - Winter Haven is currently CA $234. When you search for flights to Lakeland - Winter Haven, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Lakeland - Winter Haven for nearby days.  The cheapest month to travel to Lakeland - Winter Haven is November from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Lakeland - Winter Haven 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Lakeland - Winter Haven with Travelocity 

We have top deals on plane tickets even for last minute flights to Lakeland - Winter Haven, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Lakeland - Winter Haven for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Lakeland - Winter Haven

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
The price is CA $121 per night from Nov 17 to Nov 18
CA $121
CA $136 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Best Western Premier Lakeland North

Best Western Premier Lakeland North

3.5 out of 5
3260 US Highway 98 N Lakeland FL
The price is CA $131 per night from Dec 13 to Dec 14
CA $131
CA $147 total
Dec 13 - Dec 14
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (36 reviews)
"Room was very clean, staff was super friendly and breakfast was delicious. I highly recommend it!!"

Reviewed on Nov 13, 2026

Opens in a new windowBest Western Premier Lakeland North
Budget Inn Winter Haven

Budget Inn Winter Haven

2 out of 5
401 6th Street HWY 17N Winter Haven FL
The price is CA $99 per night from Dec 15 to Dec 16
CA $99
CA $111 total
Dec 15 - Dec 16
includes taxes & fees
Stay at this motel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Winter Haven Public Library ...
Opens in a new windowBudget Inn Winter Haven
Save an average of 15% on thousands of hotels when you're signed in
Clarion Pointe Lakeland I-4

Clarion Pointe Lakeland I-4

2.5 out of 5
4321 Lakeland Park Dr Lakeland FL
The price is CA $114 per night from Nov 16 to Nov 17
CA $114
CA $132 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very good! (1,001 reviews)
"Everything’s fine but the breakfast should have more fresh options. Other than that it’s great. The entire staffing was amazing and the hotel is extremely clean, on top of that the smell is wonderful all over the place. Recommend it, and if I need to come back in this area, I will definitely book ..."

Reviewed on Nov 12, 2026

Opens in a new windowClarion Pointe Lakeland I-4
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.

Luxury Hotels in Lakeland - Winter Haven

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

3.5 out of 5
329 E Main St Lakeland FL
The price is CA $193 per night from Nov 22 to Nov 23
CA $193
CA $216 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this historic hotel in Lakeland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in ...
Opens in a new windowThe Terrace Hotel Lakeland, Tapestry Collection by Hilton
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
The price is CA $121 per night from Nov 17 to Nov 18
CA $121
CA $136 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Budget Inn

Budget Inn

2 out of 5
530 South Scenic Highway Lake Wales FL
The price is CA $100 per night from Nov 15 to Nov 16
CA $100
CA $112 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this motel in Lake Wales. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.6/10 Excellent! (749 reviews)
"Rooms were spotless and comfortable. Liked the walk in shower. Parking was free which is nice in this day and age. Small microwave and fridge but it suited my needs for the two days"

Reviewed on Nov 13, 2026

Opens in a new windowBudget Inn
Save an average of 15% on thousands of hotels when you're signed in
Baymont by Wyndham Lakeland

Baymont by Wyndham Lakeland

2.5 out of 5
4375 Lakeland Park Dr Lakeland FL
The price is CA $81 per night from Nov 29 to Nov 30
CA $81
CA $91 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Opens in a new windowBaymont by Wyndham Lakeland
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.

Family Friendly Hotels in Lakeland - Winter Haven

Extended Stay America Premier Suites Lakeland I4

Extended Stay America Premier Suites Lakeland I4

2.5 out of 5
4360 Lakeland Park Drive Lakeland FL
The price is CA $115 per night from Nov 29 to Nov 30
CA $115
CA $129 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowExtended Stay America Premier Suites Lakeland I4
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
The price is CA $121 per night from Nov 17 to Nov 18
CA $121
CA $136 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

3.5 out of 5
329 E Main St Lakeland FL
The price is CA $193 per night from Nov 22 to Nov 23
CA $193
CA $216 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this historic hotel in Lakeland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in ...
Opens in a new windowThe Terrace Hotel Lakeland, Tapestry Collection by Hilton
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales

2.5 out of 5
22900 Hwy 27 Lake Wales FL
Book a stay at this business-friendly hotel in Lake Wales. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Eagle ...
8.8/10 Excellent! (1,000 reviews)
"For the price, we expected a better hotel. The rooms were old and smelled slightly, there was black mold in the shower that could have and should have been cleaned. One towel rack had fallen off the wall and looked hastily replaced. If you stay in a room on the front side of the hotel you get to ..."

Reviewed on Nov 8, 2026

Opens in a new windowHampton Inn & Suites Lake Wales
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.

Best Lakeland - Winter Haven Flight and Hotel Packages

Lakeland - Winter Haven flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Sailport Waterfront Suites
The Knickerbocker by Delphius
Hyatt Regency Clearwater Beach Resort and Suites
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Frequently asked questions

How much is the cheapest flight to Lakeland - Winter Haven?
Some thrifty travelers snapped up a roundtrip flight to Lakeland - Winter Haven for as little as CA $234 within the last seven days. If you spot a great bargain, get in quick. Cheap deals don't last for long! This price was available on Travelocity for flights to Lakeland - Winter Haven departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Lakeland - Winter Haven?
Be sure to leave November free in your calendar, because it's the cheapest month to head to Lakeland - Winter Haven. That's according to Travelocity's direct flight demand between January and December last year. With the cash you save, you can splurge on a hotel upgrade, go to a show or whatever makes you happy.
How can I check my flight status to Lakeland - Winter Haven?
Whether you'd like to view the status of your flight to Lakeland - Winter Haven or make changes to your itinerary, you'll find all the necessary details on our customer portal, Trips. Click on "Trips" at the top of our homepage, then log in or create an account. Another handy way to manage all your bookings is with the Travelocity app. Get real-time notifications about your flight and easily share updates with any family flying with you.
How do I find the best deals on flights to Lakeland - Winter Haven?
Being flexible with your travel dates is a good way to pick up a sensational deal. Travelocity makes it a cinch to find your ideal fare through the "Flexible dates" function. First, search for your Lakeland - Winter Haven flight, then compare the cheapest prices for surrounding days by hitting the "Flexible dates" box above. Booking earlier and avoiding peak periods are other ways to save on fares. In the last seven days, the best price for a return flight to Lakeland - Winter Haven was CA $234. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Lakeland - Winter Haven with Travelocity?
An amazing vacation is only a click away when you book with Travelocity. With a wide range of choices and competitive deals on cheap family flights, places to stay, rental cars and more, we make it easy to discover the best prices to suit your needs. You can also try out our 24/7 online chat support and free cancellation policies on most hotels throughout every stage of the process. Wander wisely with us and score your cheap flights to Lakeland - Winter Haven today.
What are the most popular flight routes to Lakeland - Winter Haven?
Check out these main flight routes to Lakeland - Winter Haven and start organizing your next great escape:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 3,839 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 3,536 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2,769 flights a month.

How much is a flight to Lakeland - Winter Haven on average?
Airfares for roundtrip flights to Lakeland - Winter Haven were priced between CA $234 and CA $1,084 in the last seven days. The minute you find an incredible deal, lock it in and get ready for your next epic adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Plane Tickets To Lakeland - Winter Haven

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 Lakeland - Winter Haven. Browse through our inventory to explore a wide range of cheap flights to Lakeland - Winter Haven 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 Lakeland - Winter Haven as you anxiously await to exit the plane and explore what Lakeland - Winter Haven has to offer. Considering all the amazing local food and culture in Lakeland - Winter Haven, 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 Lakeland - Winter Haven 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 Lakeland - Winter Haven 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 Lakeland - Winter Haven 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 Lakeland - Winter Haven 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.