Cheap Flight Deals to Lakeland - Winter Haven FL from CA $40

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 $109 and CA $40 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*
SJUOrlandoMarch 1 to March 8CA $263
SEATampaMarch 11 to March 18CA $359
SEAOrlandoApril 21 to April 29CA $402
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
SEAOrlandoFebruary 20 to March 5CA $707
SEATampaFebruary 20 to March 4CA $810
*Prices include taxes and fees

Your guide to flights to Lakeland - Winter Haven, FL

Spirit Airlines, Avelo Airlines, Flair Airlines fly to Lakeland - Winter Haven, so use Travelocity to search, find, and compare some truly tempting deals from the 4 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 $109 and CA $810. Prices vary, but for the best fares, travel in March 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 $109. 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 February 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 $139 per night from Feb 16 to Feb 17
CA $139
CA $156 total
Feb 16 - Feb 17
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. ...
7/10 Good! (1,016 reviews)
Decent price for pet friendly room.

Reviewed on Feb 9, 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Lakeland Hotel

Lakeland Hotel

2.5 out of 5
3260 US Highway 98 N Lakeland FL
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean ...
6/10 (1,000 reviews)
Was fine

Reviewed on Jan 12, 2026

Opens in a new windowLakeland Hotel
Budget Inn Winter Haven

Budget Inn Winter Haven

2 out of 5
401 6th Street HWY 17N Winter Haven FL
The price is CA $113 per night from Feb 15 to Feb 16
CA $113
CA $127 total
Feb 15 - Feb 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 ...
6.6/10 (275 reviews)
Good

Reviewed on Dec 21, 2025

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 $161 per night from Mar 17 to Mar 18
CA $161
CA $184 total
Mar 17 - Mar 18
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 ...
8/10 Very Good! (1,001 reviews)
Large clean room, but needed more seating area. Staff very friendly and breakfast enjoyable.

Reviewed on Feb 3, 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 $251 per night from Mar 15 to Mar 16
CA $251
CA $281 total
Mar 15 - Mar 16
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 ...
9.2/10 Wonderful! (378 reviews)
This was my second stay here. Overall very enjoyable stay with clean rooms and comfortable beds. Amazingly friendly staff, special thanks to Owen for helping me extend my stay. Perfect location, walkable to everything- bars, restaurants, walk around the lake, and really nice Farmers Market on Saturdays. ...

Reviewed on Jan 26, 2026

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 $139 per night from Feb 16 to Feb 17
CA $139
CA $156 total
Feb 16 - Feb 17
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. ...
7/10 Good! (1,016 reviews)
Decent price for pet friendly room.

Reviewed on Feb 9, 2026

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 $109 per night from Feb 15 to Feb 16
CA $109
CA $122 total
Feb 15 - Feb 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 ...
8.4/10 Very Good! (698 reviews)
The room was clean and updated.

Reviewed on Feb 1, 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 $108 per night from Feb 22 to Feb 23
CA $108
CA $121 total
Feb 22 - Feb 23
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. ...
4.6/10 (1,001 reviews)
Good

Reviewed on Feb 1, 2026

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 $157 per night from Feb 22 to Feb 23
CA $157
CA $175 total
Feb 22 - Feb 23
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 ...
7.8/10 Good! (1,000 reviews)
Great place to stay clean pet friendly place clean pool

Reviewed on Feb 10, 2026

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 $139 per night from Feb 16 to Feb 17
CA $139
CA $156 total
Feb 16 - Feb 17
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. ...
7/10 Good! (1,016 reviews)
Decent price for pet friendly room.

Reviewed on Feb 9, 2026

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 $251 per night from Mar 15 to Mar 16
CA $251
CA $281 total
Mar 15 - Mar 16
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 ...
9.2/10 Wonderful! (378 reviews)
This was my second stay here. Overall very enjoyable stay with clean rooms and comfortable beds. Amazingly friendly staff, special thanks to Owen for helping me extend my stay. Perfect location, walkable to everything- bars, restaurants, walk around the lake, and really nice Farmers Market on Saturdays. ...

Reviewed on Jan 26, 2026

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)
Staff was nice. Check in went smooth. Room was clean and the bathroom was pretty big too. Breakfast was good as well with a good selection. The bed itself was comfortable if a little squeaky. I would recommend bringing your own pillows though as the ones at the hotel weren’t that firm. But overall ...

Reviewed on Jan 25, 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.
FUSION Resort Waterfront Suites
The Avalon Club
The Don CeSar
Don't see what you're looking for?
See all available trips from St. John's to Lakeland - Winter Haven
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Lakeland - Winter Haven flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
RumFish Beach at TradeWinds
The Avalon Club
Island Grand at TradeWinds
Don't see what you're looking for?
See all available trips from Toronto to Lakeland - Winter Haven
View all trips

Lakeland - Winter Haven flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Sailport Waterfront Suites
The Avalon Club
ChartHouse Clearwater Beach Marina Hotel
Don't see what you're looking for?
See all available trips from Toronto to Lakeland - Winter Haven
View all trips

Need a car after flight to Lakeland - Winter Haven?

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 $109 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 February 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 $109. 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 $109 and CA $810 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!

*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.