Cheap Flights to Lakeland - Winter Haven from $20

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How Much Does it Cost To Fly To Lakeland - Winter Haven?

The cheapest prices found with in the last 7 days for return flights were $83 and $20 for one-way flights to Lakeland - Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply

Sun, Jan 31 - Thu, Feb 4
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sun, Jan 31 from Mercer to St. Petersburg-Clearwater Intl., returning Thu, Feb 4, priced at $83 found 2 days ago
OriginDestinationTravel DatesFlights From*
SJUOrlandoOctober 20 to October 23$152
SJULakelandOctober 24 to October 31$157
SJUTampaOctober 20 to October 24$198
SEAOrlandoOctober 27 to October 31$303
MQTOrlandoNovember 6 to November 9$353
SEASarasotaDecember 12 to December 16$357
SEATampaNovember 15 to December 2$384
ECPTampaDecember 8 to December 9$385
ECPOrlandoOctober 31 to October 31$431
MQTTampaDecember 12 to December 22$434
SEAMelbourneNovember 18 to November 22$513
SJUSarasotaOctober 10 to October 11$526
IMTOrlandoDecember 31 to January 9$685
SEAVero BeachOctober 22 to October 24$821
ADDOrlandoDecember 9 to February 2$1,087
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJULakelandOctober 3 to October 7$269
SJUOrlandoOctober 3 to October 4$270
SJUTampaOctober 4 to October 5$278
SEAOrlandoOctober 3 to October 4$423
SEATampaOctober 3 to October 4$519
SJUMelbourneOctober 4 to October 12$652
ECPTampaOctober 2 to October 4$861
SEASarasotaOctober 4 to October 6$1,070
*Prices include taxes and fees

Lakeland - Winter Haven Flight Information

Traveling to
Lakeland - Winter Haven
Lowest Price
$83
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Lakeland - Winter Haven Accommodation Deals

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
$77 nightly
The price is $86 total per night from Oct 2 to Oct 3
$86 total
Oct 2 - Oct 3
Total with taxes and 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 out of 5
3260 US Highway 98 N Lakeland FL
$72 nightly
The price is $81 total per night from Oct 7 to Oct 8
$81 total
Oct 7 - Oct 8
Total with taxes and 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 ...
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
$70 nightly
The price is $78 total per night from Oct 1 to Oct 2
$78 total
Oct 1 - Oct 2
Total with taxes and 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
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Clarion Pointe Lakeland I-4

Clarion Pointe Lakeland I-4

2.5 out of 5
4321 Lakeland Park Dr Lakeland FL
$74 nightly
The price is $83 total per night from Oct 4 to Oct 5
$83 total
Oct 4 - Oct 5
Total with taxes and 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! (1,000 reviews)
"Would stay again. But the GM or owners rules are a little weird. You cant take food breakfast to your room"

Reviewed on Sep 25, 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
$126 nightly
The price is $141 total per night from Oct 18 to Oct 19
$141 total
Oct 18 - Oct 19
Total with taxes and 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
$77 nightly
The price is $86 total per night from Oct 2 to Oct 3
$86 total
Oct 2 - Oct 3
Total with taxes and 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
$75 nightly
The price is $84 total per night from Oct 2 to Oct 3
$84 total
Oct 2 - Oct 3
Total with taxes and 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 ...
Opens in a new windowBudget Inn
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Baymont by Wyndham Lakeland

Baymont by Wyndham Lakeland

2.5 out of 5
4375 Lakeland Park Dr Lakeland FL
$55 nightly
The price is $62 total per night from Oct 7 to Oct 8
$62 total
Oct 7 - Oct 8
Total with taxes and 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
$70 nightly
The price is $78 total per night from Oct 1 to Oct 2
$78 total
Oct 1 - Oct 2
Total with taxes and 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)
"Primero el sofá cama estaba completamente roto, no tenían sábanas extra. Ofrecen desayuno hasta las 10am. Fuimos a desayunar con los niños a las 9:20am aproximadamente. Y nos dijeron que no nos podían dar ya nada por que solo dan una cierta cantidad de comida al día y ya habían cumplido con la cantidad. ..."

Reviewed on Sep 29, 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
$77 nightly
The price is $86 total per night from Oct 2 to Oct 3
$86 total
Oct 2 - Oct 3
Total with taxes and 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
$126 nightly
The price is $141 total per night from Oct 18 to Oct 19
$141 total
Oct 18 - Oct 19
Total with taxes and 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
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Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales

2.5 out of 5
22900 Hwy 27 Lake Wales FL
$152 nightly
The price is $170 total per night from Oct 13 to Oct 14
$170 total
Oct 13 - Oct 14
Total with taxes and fees
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)
"The room needs some attention. Mold on the walls and in the bathroom"

Reviewed on Sep 17, 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.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $681, price is now $428 per person
$428
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,533, price is now $994 per person
$994
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,304, price is now $860 per person
$860
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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See all available trips from Boston to Lakeland - Winter Haven
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Lakeland - Winter Haven flight + hotel packages - first class flights

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

SkyBeach Resort

4 out of 5
Price was $1,700, price is now $1,320 per person
$1,320
per person
Nov 10 - Nov 14
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,099, price is now $1,546 per person
$1,546
per person
Nov 10 - Nov 14
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was $1,832, price is now $1,396 per person
$1,396
per person
Nov 10 - Nov 14
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Chicago to Lakeland - Winter Haven
View all trips

Need a Car For After Your Flight?

Standard

  • 5 people
  • Unlimited mileage
Tampa, USA

$5

$10 total
found 4 days ago
Standard undefined

Midsize

  • 5 people
  • Unlimited mileage
Tampa, USA

$6

$11 total
found 4 days ago
Midsize undefined

Compact SUV

  • 5 people
  • Unlimited mileage
Tampa, USA

$7

$13 total
found 4 days ago
Compact SUV undefined

Economy

  • 5 people
  • Unlimited mileage
TAMPA, USA

$7

$14 total
found 4 days ago
Economy undefined
Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.

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 $83 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 January 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 $83. 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 $83 and $1,087 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.
How long is the average flight to Lakeland - Winter Haven?
The length of your direct flight to Lakeland - Winter Haven is dependent on your place of origin. For some idea of what to expect, here are the average journey times for several top routes to Lakeland - Winter Haven:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 54 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 37 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 34 minutes

What can I expect on a flight to Lakeland - Winter Haven?
The time your flight takes and whether you opt for a low-cost or full-service carrier will determine what to expect on board. If you're searching for long-haul flights to Lakeland - Winter Haven, drinks, food and entertainment will often be included. Chasing cheap flights for family vacations? Look up the fares from low-cost carriers. Generally, these airlines don't come with as many inclusions, or they'll be available as add-ons.

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.