Cheap flights To Lakeland - Winter Haven (ORL) from $39

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Lakeland - Winter Haven from $39 One Way, $80 Round Trip

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

Thu, Aug 20 - Thu, Aug 27
USA
Concord Regional
LAL
Lakeland Intl. Airport
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Avelo Airlines flight, departing Thu, Aug 20 from Concord Regional to Lakeland Intl. Airport, returning Thu, Aug 27, priced at $80 just found
Thu, Aug 6 - Mon, Aug 10
USA
Concord Regional
LAL
Lakeland Intl. Airport
$88 Roundtrip, found 22 hours ago
$88
Roundtrip
found 22 hours ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Concord Regional to Lakeland Intl. Airport, returning Mon, Aug 10, priced at $88 found 22 hours ago
Fri, Aug 7 - Mon, Aug 10
USA
Concord Regional
LAL
Lakeland Intl. Airport
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Aug 7 from Concord Regional to Lakeland Intl. Airport, returning Mon, Aug 10, priced at $90 found 2 days ago
Sun, Sep 20 - Sun, Sep 27
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Sun, Sep 20 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Sep 27, priced at $98 found 2 hours ago
Thu, Jul 30 - Mon, Aug 3
USA
Concord Regional
LAL
Lakeland Intl. Airport
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Concord Regional to Lakeland Intl. Airport, returning Mon, Aug 3, priced at $101 found 1 day ago
Sat, Aug 29 - Wed, Sep 2
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 29 from Tweed - New Haven Regional to Orlando Intl., returning Wed, Sep 2, priced at $102 found 1 day ago
Thu, Sep 10 - Thu, Sep 17
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Sep 10 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Thu, Sep 17, priced at $109 found 1 day ago
Sun, Aug 2 - Sun, Aug 9
USA
Concord Regional
LAL
Lakeland Intl. Airport
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Sun, Aug 2 from Concord Regional to Lakeland Intl. Airport, returning Sun, Aug 9, priced at $111 found 4 days ago
Sat, Aug 29 - Tue, Sep 1
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 29 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Sep 1, priced at $112 found 1 day ago
Sat, Sep 5 - Thu, Sep 10
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Sep 10, priced at $117 found 3 days ago

Lakeland - Winter Haven Flight Information

Traveling To
Lakeland - Winter Haven
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Avelo Airlines, Breeze Airways
Flight Price
$80
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

Aug 17 - Aug 22

5 night stay

New York (LGA) to Tampa (TPA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $733, price is now $428 per person
$428
per person
found 1 day ago
CW Hotel
4.0-star property

CW Hotel

Jul 30 - Aug 2

3 night stay

Atlanta (ATL) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $893, price is now $526 per person
$526
per person
found 1 day ago
The Don CeSar
4.0-star property

The Don CeSar

Aug 14 - Aug 18

4 night stay

Atlanta (ATL) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,017, price is now $652 per person
$652
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from New York to Lakeland - Winter Haven
View all trips

Lakeland - Winter Haven premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach
4.0-star property

Wyndham Grand Clearwater Beach

9.4/10 Exceptional! (3,408 reviews)

Aug 8 - Aug 12

4 night stay

Chicago (ORD) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,143, price is now $871 per person
$871
per person
found 1 day ago
Great place to stay but just be aware they charge $40 to park a car on premise.

Reviewed on Jun 8, 2026

CW Hotel
4.0-star property

CW Hotel

No reviews

Aug 8 - Aug 12

4 night stay

Chicago (ORD) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,302, price is now $875 per person
$875
per person
found 1 day ago
The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (557 reviews)

Aug 8 - Aug 12

4 night stay

Chicago (ORD) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,535, price is now $1,109 per person
$1,109
per person
found 1 day ago
A lot of attention to detail, high quality space with quality things like bedsheets, mattress and pillows. Above all.. incredible staff! Very friendly and thoughtful.

Reviewed on Mar 28, 2026

Don't see what you're looking for?
See all available trips from Chicago to Lakeland - Winter Haven
View all trips

Lakeland - Winter Haven first class flight packages

Price found within the past 48 hours. Click for updated prices.
CW Hotel
4.0-star property

CW Hotel

No reviews

Jul 30 - Aug 3

4 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

American Airlines • FirstClass
Price was $1,838, price is now $1,422 per person
$1,422
per person
found 1 hour ago
The Marker
2.0-star property

The Marker

6/10 (3 reviews)

Jul 30 - Aug 3

4 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

American Airlines • FirstClass
Price was $2,129, price is now $1,672 per person
$1,672
per person
found 1 hour ago
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (532 reviews)

Aug 5 - Aug 10

5 night stay

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Newark Liberty Intl. Airport (EWR)

Delta • Non-stop • FirstClass
Price was $2,206, price is now $1,737 per person
$1,737
per person
found 1 day ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!

Reviewed on Aug 10, 2025

Don't see what you're looking for?
See all available trips from Chicago to Lakeland - Winter Haven
View all trips

Lakeland - Winter Haven

Reach your destination without breaking your budget by booking your flights to Lakeland - Winter Haven using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Lakeland - Winter Haven Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Lakeland - Winter Haven flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Lakeland - Winter Haven. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Lakeland - Winter Haven, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Lakeland - Winter Haven flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

.

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 $80 and $117 for a return fare to Lakeland - Winter Haven. Fares one-way originating from Concord (USA) dipped to $39 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.