Cheap flights To Anna Maria Island (PIE) from $84

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Cheap Flights to Anna Maria Island from $84 One Way, $167 Round Trip

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

Sun, Apr 5 - Thu, Apr 9
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select Sun Country Airlines flight, departing Sun, Apr 5 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Apr 9, priced at $167 found 12 hours ago
Mon, Jan 12 - Thu, Jan 15
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 9 hours ago
$167
Roundtrip
found 9 hours ago
Select Sun Country Airlines flight, departing Mon, Jan 12 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 15, priced at $167 found 9 hours ago
Sun, Jan 11 - Wed, Jan 14
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Sun, Jan 11 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Wed, Jan 14, priced at $169 found 1 day ago
Mon, Feb 16 - Thu, Mar 5
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 16 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Mar 5, priced at $174 found 14 hours ago
Tue, Mar 31 - Thu, Apr 9
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Tue, Mar 31 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Apr 9, priced at $175 found 5 days ago
Mon, Feb 9 - Fri, Feb 13
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$176 Roundtrip, found 15 hours ago
$176
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Mon, Feb 9 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Fri, Feb 13, priced at $176 found 15 hours ago
Mon, Jan 12 - Fri, Jan 23
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Mon, Jan 12 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Fri, Jan 23, priced at $177 found 6 days ago
Thu, Feb 19 - Sat, Feb 21
DEN
Denver Intl.
SRQ
Sarasota-Bradenton Intl.
$192 Roundtrip, found 3 days ago
$192
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Denver Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 21, priced at $192 found 3 days ago
Wed, Feb 11 - Sat, Feb 14
PHX
Sky Harbor Intl.
SRQ
Sarasota-Bradenton Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 11 from Sky Harbor Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 14, priced at $195 found 1 day ago
Mon, Jan 12 - Fri, Jan 23
MSP
Minneapolis - St. Paul Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Jan 12 from Minneapolis - St. Paul Intl. to Sarasota-Bradenton Intl., returning Fri, Jan 23, priced at $199 found 6 days ago

Anna Maria Island Flight Information

Traveling To
Anna Maria Island
Destination Airport IATA Code
PIE
Number of Airlines Serving
Airlines
Sun Country Airlines, Frontier Airlines, Southwest Airlines, Delta
Flight Price
$167
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.
Saddlebrook Resort
4.0-star property

Saddlebrook Resort

Jan 27 - Jan 31

4 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $964, price is now $399 per person
$399
per person
found 1 day ago
The Beach Haven Resort
2.0-star property

The Beach Haven Resort

Feb 4 - Feb 12

8 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop • Coach

Tampa (TPA) to Boston (BOS)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,473, price is now $845 per person
$845
per person
found 1 day ago
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

Jan 15 - Jan 19

4 night stay

Boston (BOS) to Sarasota (SRQ)

Southwest Airlines • Non-stop • Coach

Sarasota (SRQ) to Boston (BOS)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,094, price is now $1,221 per person
$1,221
per person
found 1 day ago
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Anna Maria Island first class flight packages

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

Saddlebrook Resort

No reviews

Jan 23 - Jan 25

2 night stay

Chicago (ORD) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Chicago (ORD)

Delta • FirstClass
Price was $986, price is now $769 per person
$769
per person
found 12 hours ago
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 23 - Jan 25

2 night stay

Chicago (ORD) to Sarasota (SRQ)

United • FirstClass

Sarasota (SRQ) to Chicago (ORD)

Delta • FirstClass
Price was $1,007, price is now $888 per person
$888
per person
found 12 hours ago
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

Hampton Inn Tampa Downtown Channel District
3.0-star property

Hampton Inn Tampa Downtown Channel District

9.4/10 Exceptional! (2,021 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (ORD) to Sarasota (SRQ)

United • FirstClass

Sarasota (SRQ) to Chicago (ORD)

Delta • FirstClass
Price was $1,054, price is now $954 per person
$954
per person
found 12 hours ago
This is a very nice hotel with a great location. We were able to walk to some good restaurants and the Channelside area. Breakfast was decent and the pool was very serene when we were there.

Reviewed on Dec 5, 2025

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Anna Maria Island

If you are looking for discount prices on flights to Anna Maria Island then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Anna Maria Island flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Anna Maria Island is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Anna Maria Island flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Anna Maria Island has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Anna Maria Island flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Anna Maria Island, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Anna Maria Island flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

How much is a flight to Anna Maria Island?
This week, prices fluctuated between $167 and $199 for a return flight to Anna Maria Island. One-way tickets originating from Minneapolis (MSP) dropped down to $84 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.