Cheap flights To Anna Maria Island (PIE) from $68

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Cheap Flights to Anna Maria Island from $68 One Way, $165 Round Trip

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

Wed, Feb 4 - Wed, Feb 11
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Feb 4 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Wed, Feb 11, priced at $165 found 1 day ago
Sun, Feb 22 - Thu, Feb 26
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Sun, Feb 22 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Feb 26, priced at $167 found 2 days ago
Sun, Apr 19 - Thu, Apr 23
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Sun, Apr 19 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Thu, Apr 23, priced at $167 found 1 day ago
Sun, Jan 11 - Thu, Jan 15
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Sun, Jan 11 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 15, priced at $169 found 2 days ago
Mon, Feb 9 - Thu, Feb 26
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$174 Roundtrip, found 14 hours ago
$174
Roundtrip
found 14 hours ago
Select Sun Country Airlines flight, departing Mon, Feb 9 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Feb 26, priced at $174 found 14 hours ago
Fri, Jan 23 - Tue, Jan 27
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$176 Roundtrip, found 22 hours ago
$176
Roundtrip
found 22 hours ago
Select Sun Country Airlines flight, departing Fri, Jan 23 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Tue, Jan 27, priced at $176 found 22 hours ago
Mon, Apr 6 - Mon, Apr 13
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 22 hours ago
$177
Roundtrip
found 22 hours ago
Select Sun Country Airlines flight, departing Mon, Apr 6 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Mon, Apr 13, priced at $177 found 22 hours ago
Sat, Jan 10 - Wed, Jan 14
DEN
Denver Intl.
SRQ
Sarasota-Bradenton Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 10 from Denver Intl. to Sarasota-Bradenton Intl., returning Wed, Jan 14, priced at $195 found 2 days ago
Tue, Feb 24 - Tue, Mar 3
DAL
Love Field
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 24 from Love Field to Sarasota-Bradenton Intl., returning Tue, Mar 3, priced at $197 found 1 day ago
Tue, Jan 13 - Tue, Jan 20
DFW
Dallas-Fort Worth Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jan 13 from Dallas-Fort Worth Intl. to Sarasota-Bradenton Intl., returning Tue, Jan 20, priced at $197 found 4 days ago

Anna Maria Island Flight Information

Traveling To
Anna Maria Island
Destination Airport IATA Code
PIE
Number of Airlines Serving
Airlines
Southwest Airlines, Sun Country Airlines, United, Delta
Flight Price
$165
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Anna Maria Island 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

Jan 21 - Jan 25

4 night stay

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

United • Roundtrip • Coach
Save 100% on your flight
Price was $596, price is now $324 per person
$324
per person
found 1 day ago
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

Jan 13 - Jan 20

7 night stay

Boston (BOS) to Sarasota (SRQ)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $2,456, price is now $1,298 per person
$1,298
per person
found 1 day ago
Delray House With Hot tub & Game Room
3.5-star property

Delray House With Hot tub & Game Room

Jan 9 - Jan 13

4 night stay

Boston (BOS) to Sarasota (SRQ)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $799, price is now $471 per person
$471
per person
found 1 day ago
Don't see what you're looking for?
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Anna Maria Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Zoo House Down Town Tampa
2.5-star property

Zoo House Down Town Tampa

2/10 (1 review)

Jan 26 - Jan 29

3 night stay

Minneapolis (MSP) to Sarasota (SRQ)

Delta • Roundtrip • PremiumEconomy
Price was $759, price is now $590 per person
$590
per person
just found
The Beachcomber
2.5-star property

The Beachcomber

8/10 Very Good! (1,005 reviews)

Jan 26 - Jan 29

3 night stay

Minneapolis (MSP) to Tampa (TPA)

Delta • Roundtrip • PremiumEconomy
Price was $946, price is now $732 per person
$732
per person
just found
Loved the daily live music and the restaurants near by.

Reviewed on Jul 8, 2024

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4.0-star property

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

8.6/10 Excellent! (1,751 reviews)

Jan 26 - Jan 29

3 night stay

Minneapolis (MSP) to Sarasota (SRQ)

Delta • Roundtrip • PremiumEconomy
Price was $1,124, price is now $871 per person
$871
per person
just found
Fantastic only the beds feel more like full size beds than queen beds that could be better and better size pillows

Reviewed on Nov 16, 2025

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Anna Maria Island

Traveling to Anna Maria Island and need a cheap flight? Orbitz has great deals on flights to Anna Maria Island right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Anna Maria Island Quickly and Hassle-Free

There are many Internet sites that promise cheap Anna Maria Island flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Anna Maria Island, book your lodging, and look up key attractions in Anna Maria Island. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Anna Maria Island now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Anna Maria Island flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Anna Maria Island or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Anna Maria Island flights. When you need us, we’re here for you!

Frequently asked questions

How much is a flight to Anna Maria Island?
This week, prices fluctuated between $165 and $197 for a return flight to Anna Maria Island. One-way tickets originating from Dallas (DAL) dropped down to $68 during the same period.
How to book the cheapest flight to Anna Maria Island?
With some of the most competitive flight deals around, you're guaranteed value for money with Orbitz. The following suggestions will help you land cheap flights to Anna Maria Island — and leave you with more cash to splash:

  • Depending on your place of departure, choose the 'Nearby airports' function (located under the departure and arrival form fields). At times, alternative departure points offer better priced fares.
  • If you're flexible with your travel itinerary, click on the 'Show flexible dates' option. You'll see the flight deals for the days around your chosen departure. Ticket prices often vary depending on what day it is.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, don't delay booking. Prices generally get more expensive as the departure date nears.
  • Consider bundling your hotels, flights and car rentals into a package with Orbitz to get more for your money.
  • Don't fly during the busy season if you can. By steering clear of summer, school vacations and other popular dates, you can save plenty on your airfare.

What is the best time to book a flight to Anna Maria Island?
Catch a bargain and secure your seats to Anna Maria Island in January. If you've missed this month, fear not. February and August often have affordable airfares as well. Just be careful you don't snooze on a sale — cheap flights appear and vanish in an instant!
What day of the week is the cheapest to book a flight to Anna Maria Island?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Anna Maria Island. If you're looking for the most competitive airfares, search across those days and you're likely to pick up a fantastic flight deal.
What is the cheapest day of the week to fly to Anna Maria Island?
Everybody enjoys saving money, so we recommend flying out early in the week for cheap flights to Anna Maria Island. Orbitz data from 2020 shows you can pick up the best prices on flights taking off on Mondays. Tuesdays are the next most affordable day, while Saturdays are likely to cost an arm and a leg. Many passengers like to start their vacation when the working week is over, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Anna Maria Island?
You can jet for less in August. This is generally an excellent month to get on a plane if you're looking for cheap flights to Anna Maria Island, according to Orbitz data. The most expensive time to fly is June, so avoid this month if you're watching your pennies.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for carriers that won't slap you with a fee for any amendments. Add your departure and arrival destinations, then choose "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Anna Maria Island?
From onboard entertainment to travel necessities like noise-canceling headphones, there are a number of things a frequent flyer won't leave home without. To make sure you're organized for your flight, have a look at this helpful list:

  • Make sure you've packed your travel documents and some identification. For international journeys, you'll need your passport. When reserving your seats, always use the exact details written on your current ID.
  • A well-stocked carry-on bag is important for any medium-haul journey. With a few hours or more to kill, you'll need something to keep you busy on your trip. We suggest a good book (or trashy magazine), and something to nibble on.
  • Together, air conditioning and high altitudes make for a chilly environment. No matter what the season is in Anna Maria Island, carry an extra layer with you to keep nice and warm during the journey.

How many direct flights are there to Anna Maria Island?
Every month, there are 80 direct flights to Anna Maria Island. Take your pick of an impressive range of airline companies, including Southwest Airlines, Delta Air Lines and American Airlines. Other carriers that fly nonstop are Allegiant Air, United Airlines and JetBlue Airways.
How do I get cheap first-class/business deals to Anna Maria Island?
If you think a business or first-class ticket is beyond your reach, you may want to think again. Here are some top tips to help you pick up a premium flight to Anna Maria Island for a whole lot less:

  • Flexibility is key. By being open to a range of travel dates, you'll have a better chance of picking up a deal on business or first-class airfares.
  • Plenty of budget airlines nowadays have outstanding business-class seating that doesn't cost a bundle.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a loyalty scheme.

What is the best time to go to Anna Maria Island?
There's loads of fun to be had no matter what time of year you visit Anna Maria Island, but January, February and March are the busiest months. Like to fill your itinerary with plenty of warm-weather experiences? Plan your getaway around June 20. This is when summer starts in the Northern Hemisphere. Expect the mercury to span between 80 ºF and 90 ºF at this time of year.

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.