Cheap Flights To Clearwater (PIE)

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Cheap Flights to Clearwater from $35 One Way, $64 Round Trip

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

Sun, Jan 18 - Thu, Jan 29
ORD
O'Hare Intl.
TPA
Tampa Intl.
$64 Roundtrip, just found
$64
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Tampa Intl., returning Thu, Jan 29, priced at $64 just found
Thu, Nov 27 - Thu, Dec 4
ORD
O'Hare Intl.
TPA
Tampa Intl.
$71 Roundtrip, found 1 hour ago
$71
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Nov 27 from O'Hare Intl. to Tampa Intl., returning Thu, Dec 4, priced at $71 found 1 hour ago
Sun, Nov 23 - Thu, Nov 27
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$77 Roundtrip, just found
$77
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Nov 23 from John F. Kennedy Intl. to Tampa Intl., returning Thu, Nov 27, priced at $77 just found
Sun, Jan 11 - Thu, Jan 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 6 hours ago
$78
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Jan 11 from O'Hare Intl. to Tampa Intl., returning Thu, Jan 15, priced at $78 found 6 hours ago
Wed, Dec 31 - Sun, Jan 11
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$79 Roundtrip, found 5 hours ago
$79
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Dec 31 from John F. Kennedy Intl. to Tampa Intl., returning Sun, Jan 11, priced at $79 found 5 hours ago
Thu, Dec 11 - Fri, Dec 12
ORD
O'Hare Intl.
TPA
Tampa Intl.
$80 Roundtrip, found 4 hours ago
$80
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from O'Hare Intl. to Tampa Intl., returning Fri, Dec 12, priced at $80 found 4 hours ago
Wed, Dec 3 - Tue, Dec 23
ORD
O'Hare Intl.
TPA
Tampa Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 3 from O'Hare Intl. to Tampa Intl., returning Tue, Dec 23, priced at $86 found 1 day ago
Tue, Dec 16 - Mon, Dec 22
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 5 days ago
$88
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Tampa Intl., returning Mon, Dec 22, priced at $88 found 5 days ago
Sun, Feb 22 - Fri, Feb 27
ORD
O'Hare Intl.
TPA
Tampa Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 22 from O'Hare Intl. to Tampa Intl., returning Fri, Feb 27, priced at $89 found 1 day ago
Fri, Jan 9 - Mon, Jan 12
BOS
Logan Intl.
TPA
Tampa Intl.
$94 Roundtrip, found 2 hours ago
$94
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Logan Intl. to Tampa Intl., returning Mon, Jan 12, priced at $94 found 2 hours ago

Clearwater Flight Information

Traveling To
Clearwater
Destination Airport IATA Code
TPA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines
Flight Price
$64
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Clearwater economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
2.5-star property

Hibiscus Suites - Gateway to Siesta Key

Dec 4 - Dec 7

3 night stay

Boston (BOS) to Tampa (TPA)

American Airlines • Non-stop roundtrip • Coach
Price was $495, price is now $343 per person
$343
per person
found 1 day ago
Ocean Club Treasure Island Hotel
4.0-star property

Ocean Club Treasure Island Hotel

Dec 5 - Dec 9

4 night stay

Boston (BOS) to Tampa (TPA)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $928, price is now $640 per person
$640
per person
found 1 day ago
The Avalon Club
4.0-star property

The Avalon Club

Dec 5 - Dec 7

2 night stay

Boston (BOS) to Tampa (TPA)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $773, price is now $545 per person
$545
per person
found 1 day ago
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See all available trips from Boston to Clearwater
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Clearwater first class flight packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Clearwater Beach
3.0-star property

Residence Inn by Marriott Clearwater Beach

8.8/10 Excellent! (1,011 reviews)

Dec 6 - Dec 13

7 night stay

Boston (BOS) to Tampa (TPA)

Delta • Roundtrip • FirstClass
Price was $1,409, price is now $1,212 per person
$1,212
per person
found 1 day ago
Clean rooms. Nice staff

Reviewed on Sep 28, 2025

The Westin Sarasota
4.0-star property

The Westin Sarasota

9/10 Wonderful! (1,108 reviews)

Dec 6 - Dec 13

7 night stay

Boston (BOS) to Tampa (TPA)

Delta • Roundtrip • FirstClass
Price was $1,766, price is now $1,274 per person
$1,274
per person
found 1 day ago
$50 per valet without other option is too high

Reviewed on Sep 8, 2025

AC Hotel Clearwater Beach
3.5-star property

AC Hotel Clearwater Beach

9/10 Wonderful! (888 reviews)

Dec 6 - Dec 13

7 night stay

Boston (BOS) to Tampa (TPA)

Delta • Roundtrip • FirstClass
Price was $1,485, price is now $1,283 per person
$1,283
per person
found 1 day ago
Great location - 1 minute from the beach. Clean brand new rooms.

Reviewed on Sep 21, 2025

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See all available trips from Boston to Clearwater
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Clearwater

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Clearwater or any other low fare domestic or international air travel.

Innovative Orbitz Tools for the Trip Planner on the Move

Now it is even faster to find exclusive deals and book cheap Clearwater flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Clearwater's most popular attractions, best restaurants, and entertainment venues or check on your flights to Clearwater and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Clearwater Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Clearwater. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Clearwater flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Clearwater to your mobile phone or email.

Frequently asked questions

What is the best airport to fly to in Clearwater?
Clearwater Air Park Airport (CLW), around 3 miles northwest of central Clearwater, is one choice. Tampa Intl. Airport (TPA) is another way to get to this city. Compare the airfares between the airports, as well as which terminal is closer to your hotel.
How much is a flight to Clearwater?
Travelers from near and far snapped up round-trip flight deals ranging from $64 to $94 this week to Clearwater. Arriving from Chicago (ORD)? The cheapest one-way prices were just $35.
How to book the cheapest flight to Clearwater?
With some of the most impressive flight deals around, you can jet for less with Orbitz. The following handy hints will help you score cheap flights to Clearwater — and leave you with more money to play with:

  • Departing from or arriving at other airports may help you save on airfares. Type in your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to compare your options.
  • Also, click on the 'Show flexible dates' link and you'll see the airfares on days either side of your selected departure. It's possible to find cheaper flight deals if your dates are flexible.
  • You can also hit the 'Show options' function to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • Book your fare as soon as you've sorted your travel dates. While you can get lucky now and then, tickets rarely fall in price as your date of departure nears.
  • Bundle your flights, hotels and car rentals into a money-saving package deal. Save your cash for things that really excite you, like exploring Clearwater.
  • Flying during the busy season means pricey airfares. Try to plan your trip outside of popular periods, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Clearwater?
If you can, purchase your seats to Clearwater in January. This is the best month to score low airfares, followed by February and August. With a little organizing, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Clearwater?
If you're after inexpensive fares to Clearwater, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Clearwater?
Based on Orbitz data from 2020, Monday is normally the best day to get cheap flights to Clearwater. Tuesday also has budget-friendly airfares, whereas Saturday has the highest ticket prices. Even though leaving at the weekend is often more convenient, you'll have more cash to play with if you take off earlier in the week.
What is the cheapest month to fly to Clearwater?
We won't keep you guessing — based on Orbitz data, August is generally the most affordable month to fly. Perfect for those who want to sneak in a weekend getaway or simply escape from it all before the weather changes. The costliest time to fly is in the middle of summer, with airfares peaking in June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things change, your flight can too.
What do I need for the flight to Clearwater?
Flying can be fun with a little pre-planning! Make your journey a smooth one with these useful tips:

  • Before you step on board the plane, you'll need to show some sort of government-issued ID, like a passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • To keep you busy on your short trip to Clearwater, download some new music or stock up the podcast library on your tablet. Food can also be a delicious distraction while in the air, so maybe even bring some light snacks.
  • It can get chilly on the plane. If you don't like the thought of shivering your way through the flight, wear an extra layer of clothes.

How do I get cheap first-class/business deals to Clearwater?
Savvy travelers have mastered the art of finding first or business-class airfares to Clearwater without the astronomical price tag. Take a leaf out of their book with these handy hints:

  • Be flexible with your travel dates and wait for exclusive offers or sales on first or business-class airfares.
  • Look for a low-cost airline that has seats in business class. They often come with extra legroom and a glass of bubbly — and a more affordable price.
  • Bid for an upgrade in online auctions or upgrade through your frequent flyer program.

How to get into Clearwater from the airport?
Arrange a Tampa Intl. Airport (TPA) car rental at Tampa Intl. Airport (TPA) with one of the providers on-site, Thrifty Car Rental or Dollar. Central Clearwater is roughly 11 miles away to the west of TPA. After touching down, pick up your ride and cruise there in comfort. Public transportation and taxis are another two ways to travel into the city center. Spend a couple of days wandering around Clearwater, then venture out to see more of the region with one of our Clearwater car rentals conveniently located in the downtown area.
What is the best time to go to Clearwater?
Anytime is a great time to vacation in Clearwater, though January, February and March are the busiest months. Like most of the Northern Hemisphere, summer begins June 20. If you'd like to spend your days in a light T-shirt than a winter coat, this time of year would be ideal for you. Expect average daytime highs of 90 ºF and nightly lows around 80 ºF.

More to Explore

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.