Cheap Flights to Lakeland - Winter Haven from $50

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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 $107 and $50 for one-way flights to Lakeland - Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Sep 29 - Fri, Oct 2
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$107 Roundtrip, found 2 hours ago
$107
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, Oct 2, priced at $107 found 2 hours ago
Sat, Aug 29 - Sat, Sep 5
BOS
Logan Intl.
MCO
Orlando Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 29 from Logan Intl. to Orlando Intl., returning Sat, Sep 5, priced at $108 just found
OriginDestinationTravel DatesFlights From*
SJUTampaAugust 14 to August 21$118
SJULakelandAugust 24 to August 31$197
SEASarasotaSeptember 9 to September 10$316
MQTOrlandoAugust 28 to August 31$318
ECPMelbourneSeptember 5 to September 13$367
ECPOrlandoAugust 21 to August 28$367
SJUVero BeachAugust 8 to August 11$447
SJUSarasotaJuly 15 to July 29$460
ECPTampaJuly 8 to July 10$484
SEAMelbourneSeptember 10 to September 14$497
IMTOrlandoAugust 6 to August 9$524
SEAVero BeachAugust 3 to August 12$575
IMTTampaJuly 9 to July 13$609
MQTMelbourneAugust 6 to August 14$932
ADDOrlandoJuly 15 to August 16$1,218
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUOrlandoJune 27 to June 30$242
SJUTampaJune 28 to July 3$267
SJULakelandJune 27 to July 11$321
SEATampaJune 27 to July 8$409
SEAOrlandoJune 27 to July 1$529
ECPOrlandoJune 26 to June 27$757
SEASarasotaJune 27 to July 1$1,021
*Prices include taxes and fees

Lakeland - Winter Haven Flight Information

Traveling to
Lakeland - Winter Haven
Lowest Price
$107
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Breeze Airways
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
$85 nightly
The price is $95 total per night from Jun 23 to Jun 24
$95 total
Jun 23 - Jun 24
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. ...
7.4/10 Good! (1,000 reviews)
"Like that the check in is quick and efficient. Also the rooms are nice and quiet."

Reviewed on Jun 18, 2026

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
$94 nightly
The price is $105 total per night from Jul 3 to Jul 4
$105 total
Jul 3 - Jul 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
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
$83 nightly
The price is $93 total per night from Jun 22 to Jun 23
$93 total
Jun 22 - Jun 23
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 ...
6.8/10 (292 reviews)
"I enjoyed my stay, would stay again"

Reviewed on Jun 1, 2026

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
$84 nightly
The price is $94 total per night from Jun 23 to Jun 24
$94 total
Jun 23 - Jun 24
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! (1,001 reviews)
"Hotel very clean, location very convenient with many restaurants around the area. Staff was friendly and helpful"

Reviewed on Jun 16, 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
$127 nightly
The price is $142 total per night from Jul 12 to Jul 13
$142 total
Jul 12 - Jul 13
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 ...
9.2/10 Wonderful! (428 reviews)
"All good . Great happy hour at bar."

Reviewed on Jun 13, 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
$85 nightly
The price is $95 total per night from Jun 23 to Jun 24
$95 total
Jun 23 - Jun 24
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. ...
7.4/10 Good! (1,000 reviews)
"Like that the check in is quick and efficient. Also the rooms are nice and quiet."

Reviewed on Jun 18, 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
$75 nightly
The price is $84 total per night from Jun 28 to Jun 29
$84 total
Jun 28 - Jun 29
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 ...
8.6/10 Excellent! (733 reviews)
"The room is spacious and clean; it would be perfect if there were an extra sofa."

Reviewed on May 24, 2026

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
$52 nightly
The price is $58 total per night from Jul 20 to Jul 21
$58 total
Jul 20 - Jul 21
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. ...
4.8/10 (1,002 reviews)
"We got a room for one night and it was a late check in. Our room had a musty smell and was very small for 2 queen beds. I checked the beds and didn’t see any bugs but the linen felt damp & the frame of the bed was dirty. The bathroom vanity had hair on it from I assume a previous customer. The bathroom ..."

Reviewed on Jun 14, 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
$75 nightly
The price is $84 total per night from Jun 22 to Jun 23
$84 total
Jun 22 - Jun 23
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! (1,003 reviews)
"Old furniture. Very plain."

Reviewed on Jun 20, 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
$85 nightly
The price is $95 total per night from Jun 23 to Jun 24
$95 total
Jun 23 - Jun 24
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. ...
7.4/10 Good! (1,000 reviews)
"Like that the check in is quick and efficient. Also the rooms are nice and quiet."

Reviewed on Jun 18, 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
$127 nightly
The price is $142 total per night from Jul 12 to Jul 13
$142 total
Jul 12 - Jul 13
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 ...
9.2/10 Wonderful! (428 reviews)
"All good . Great happy hour at bar."

Reviewed on Jun 13, 2026

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
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 staff was very friendly. This Hampton Inn is in a very nice area with convenient shopping and dining."

Reviewed on Jun 15, 2026

Get rates
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.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,027, price is now $638 per person
$638
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,508, price is now $916 per person
$916
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Waterfront Resort Condo Gulf Sun Set

Waterfront Resort Condo Gulf Sun Set

3 out of 5
Save 100% on your flight
Price was $1,812, price is now $1,123 per person
$1,123
per person
Jul 24 - Jul 31
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Cleveland to Lakeland - Winter Haven
View all trips

Lakeland - Winter Haven flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes

2.5 out of 5
Price was $767, price is now $674 per person
$674
per person
Jul 31 - Aug 3
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Price was $984, price is now $800 per person
$800
per person
Jul 31 - Aug 3
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The BC Resort on the Water

The BC Resort on the Water

4 out of 5
Price was $798, price is now $695 per person
$695
per person
Jul 31 - Aug 3
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Philadelphia 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 1 day ago
Standard undefined

Economy

  • 5 people
  • Unlimited mileage
Tampa, USA

$6

$11 total
found 1 day ago
Economy undefined

Compact SUV

  • 5 people
  • Unlimited mileage
Tampa, Florida, USA

$7

$14 total
found 1 day ago
Compact SUV undefined

Midsize

  • 5 people
  • Unlimited mileage
TAMPA, USA

$7

$14 total
found 1 day ago
Midsize undefined

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 $107 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 September 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 $107. 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 $107 and $1,218 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.