Cheap flights To Anna Maria (TPA) from $35

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Cheap Flights to Anna Maria from $35 One Way, $78 Round Trip

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

Sat, May 2 - Wed, May 6
ORD
O'Hare Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 4 hours ago
$78
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, May 2 from O'Hare Intl. to Tampa Intl., returning Wed, May 6, priced at $78 found 4 hours ago
Mon, Apr 20 - Thu, May 7
ORD
O'Hare Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from O'Hare Intl. to Tampa Intl., returning Thu, May 7, priced at $78 found 2 hours ago
Sat, May 2 - Tue, May 5
ORD
O'Hare Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 16 hours ago
$83
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, May 2 from O'Hare Intl. to Tampa Intl., returning Tue, May 5, priced at $83 found 16 hours ago
Sat, May 2 - Wed, May 6
ORD
O'Hare Intl.
TPA
Tampa Intl.
$87 Roundtrip, found 4 hours ago
$87
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, May 2 from O'Hare Intl. to Tampa Intl., returning Wed, May 6, priced at $87 found 4 hours ago
Tue, Apr 28 - Fri, May 1
ORD
O'Hare Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 16 hours ago
$88
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from O'Hare Intl. to Tampa Intl., returning Fri, May 1, priced at $88 found 16 hours ago
Tue, May 5 - Tue, May 12
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$118 Roundtrip, found 10 hours ago
$118
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Newark Liberty Intl. Airport to Tampa Intl., returning Tue, May 12, priced at $118 found 10 hours ago
Tue, Apr 28 - Wed, May 6
BOS
Logan Intl.
TPA
Tampa Intl.
$156 Roundtrip, found 2 hours ago
$156
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Logan Intl. to Tampa Intl., returning Wed, May 6, priced at $156 found 2 hours ago
Tue, Jun 23 - Wed, Jun 24
ORD
O'Hare Intl.
TPA
Tampa Intl.
$169 Roundtrip, found 13 hours ago
$169
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Jun 23 from O'Hare Intl. to Tampa Intl., returning Wed, Jun 24, priced at $169 found 13 hours ago
Tue, Jun 9 - Tue, Jun 23
ORD
O'Hare Intl.
TPA
Tampa Intl.
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 9 from O'Hare Intl. to Tampa Intl., returning Tue, Jun 23, priced at $169 found 3 days ago
Tue, May 26 - Tue, Jun 2
ORD
O'Hare Intl.
TPA
Tampa Intl.
$172 Roundtrip, found 13 hours ago
$172
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Tue, May 26 from O'Hare Intl. to Tampa Intl., returning Tue, Jun 2, priced at $172 found 13 hours ago

Anna Maria Flight Information

Traveling To
Anna Maria
Destination Airport IATA Code
TPA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, United, American Airlines, Southwest Airlines
Flight Price
$78
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Anna Maria 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

May 13 - May 17

4 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop • Coach

Tampa (TPA) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $685, price is now $434 per person
$434
per person
found 1 day ago
Voyager Beach Club
2.5-star property

Voyager Beach Club

May 9 - May 16

7 night stay

Boston (BOS) to Tampa (TPA)

Frontier Airlines • Non-stop • Coach

Tampa (TPA) to Boston (BOS)

JetBlue Airways • Non-stop • Coach
Price was $1,018, price is now $596 per person
$596
per person
found 18 hours ago
The Westin Sarasota
4.0-star property

The Westin Sarasota

May 17 - May 22

5 night stay

Boston (BOS) to Tampa (TPA)

Delta • Coach

Tampa (TPA) to Boston (BOS)

JetBlue Airways • Coach
Save 100% on your flight
Price was $943, price is now $622 per person
$622
per person
found 1 day ago
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See all available trips from Boston to Anna Maria
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Anna Maria premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pelican Pointe Clearwater Beach Hotel
2.5-star property

Pelican Pointe Clearwater Beach Hotel

9/10 Wonderful! (1,006 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Tampa (TPA)

JetBlue Airways • PremiumEconomy

Tampa (TPA) to Boston (BOS)

Spirit Airlines • PremiumEconomy
Price was $1,100, price is now $831 per person
$831
per person
found 21 hours ago
Every thing of the above was good

Reviewed on Nov 26, 2025

Hyatt Regency Clearwater Beach Resort and Suites
4.0-star property

Hyatt Regency Clearwater Beach Resort and Suites

9.2/10 Wonderful! (2,113 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Tampa (TPA)

JetBlue Airways • PremiumEconomy

Tampa (TPA) to Boston (BOS)

Spirit Airlines • PremiumEconomy
Price was $1,664, price is now $1,305 per person
$1,305
per person
found 21 hours ago
This was my third time staying at the Hyatt Regency, and I absolutely love this hotel. I’ll always come back! Every stay has been a great experience—the staff are consistently friendly and welcoming, and the rooms are spotless and well-equipped with everything I need. This time, I had a room with an ocean view, and it was truly a dream.

Reviewed on Jun 4, 2025

Plaza Beach Hotel Beachfront Resort
3.0-star property

Plaza Beach Hotel Beachfront Resort

9/10 Wonderful! (1,012 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Tampa (TPA)

JetBlue Airways • PremiumEconomy

Tampa (TPA) to Boston (BOS)

Spirit Airlines • PremiumEconomy
Price was $1,330, price is now $1,046 per person
$1,046
per person
found 21 hours ago
Perfect little spot directly on the beach. Loved the easy access and all of the amenities. We will absolutely stay here again.

Reviewed on Jul 21, 2024

Don't see what you're looking for?
See all available trips from Boston to Anna Maria
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Anna Maria

Snag some “suite” deals when you add cheap hotel rooms to Anna Maria flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

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Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Anna Maria flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Anna Maria. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Anna Maria?
With 20 airlines servicing Tampa Intl. Airport (TPA), the gateway to Anna Maria, you can take your pick. Land a terrific deal among these top international airlines that'll take you to this city:

  • Southwest Airlines - 24 flights to Anna Maria per month
  • Air Canada - 16 flights to Anna Maria per month
  • British Airways - 16 flights to Anna Maria per month

What is the best airport to fly to in Anna Maria?
Find yourself a cheap ticket to Sarasota-Bradenton Intl. Airport (SRQ). It's the city's main terminal and is located around 15 miles southeast of the downtown area. After you've left the arrivals area, it won't be long before you're soaking up the best sights in Anna Maria.
How much is a flight to Anna Maria?
Last week, prices fluctuated between $78 and $172 for a return trip to Anna Maria. One-way flights departing from Chicago (ORD) dropped as low as just $35 over the same period.
How to book the cheapest flight to Anna Maria?
Using Orbitz, you'll uncover some of the most amazing flight deals around from a big selection of airlines. But if you'd like to increase your chances of booking cheap flights to Anna Maria, here are a few pointers we think will help:

  • Taking off from or arriving at other airports can often be more affordable. Type in your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below the form fields to look through your options.
  • If your travel plans aren't written in stone, click on the 'Show flexible dates' link to view the flight deals for alternative departure dates. You may find a cheaper fare.
  • Hit 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you've sorted your travel dates. While it does happen from time to time, airfares rarely fall in price as your date of departure approaches.
  • Think about combining your flights, hotels and car rental into an Orbitz package deal to get more for your money.
  • Flying during peak season means expensive airfares. If possible, plan your trip outside of popular periods, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Anna Maria?
If possible, purchase your seats to Anna Maria in January. This is the best month for low airfares, closely followed by February and August. With a little planning, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Anna Maria?
If you're after cheap fares to Anna Maria, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Anna Maria?
According to Orbitz data from 2020, you'll want to start your vacation on a Monday to get cheap flights to Anna Maria. Next cheapest day? Tuesday. Saturday will cost the most. So, think about leaving early in the week if you'd like to score a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Anna Maria?
To score cheap flights to Anna Maria, you should leave in August. If saving money on your ticket is your top priority, Orbitz data shows that this is generally an excellent month to take a trip. June is when airfares are at their highest.
Which airlines allow free cancellation?
When searching for your Anna Maria flights on Orbitz, choose "Filter by flexible change policies." This filter will quickly find all the airlines offering free cancellation within 24 hours of booking and no change fees. That means you can breathe easy knowing that if things change, your flight can too.
What do I need for the flight to Anna Maria?
The key to a comfortable and successful flight is preparation. Here are some tips that'll help get you ready for departure:

  • Your travel documents are the most important things you'll need to carry on your flight. To avoid any delays when checking in, make sure that the name on your ticket matches your government-issued photo ID.
  • Take some activities to keep you entertained on your journey to Anna Maria. Books and devices like laptops and tablets will do the trick. Make sure you take a water bottle with you as well. Even on short flights, it's important to remain well-hydrated.
  • Even if you're traveling when it's sweltering outside, take a cardigan or sweater on board with you. Cabins can get a bit chilly!

How many direct flights are there to Anna Maria?
Right now, there are 80 direct flights every month to Anna Maria. When it comes to airlines that will take you there, you're spoiled for choice. Southwest Airlines, Delta Air Lines and American Airlines are some of the most popular. Allegiant Air, United Airlines and JetBlue Airways are a few other respected carriers with nonstop services.
How do I get cheap first-class/business deals to Anna Maria?
If you think a first or business-class fare is beyond your reach, think again. Here are some terrific tips to help you land a premium flight to Anna Maria for less:

  • Be more flexible with your travel dates and wait for big sales on business or first-class airfares.
  • Budget airlines offer first or business-class seating at more affordable prices. Ditch the full-service carriers and look into these cheaper options.
  • Make the most of your airline's rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

How to get into Anna Maria from the airport?
You may opt to drive the 15 miles northwest to the middle of Anna Maria. If so, there are a number of Sarasota-Bradenton Intl. Airport (SRQ) car rental branches to pick from at Sarasota-Bradenton Intl. Airport (SRQ), including Dollar, Thrifty Car Rental and Payless. Otherwise, use public transportation or take a taxi downtown, then rent some wheels from Anna Maria car rentals.
What is the best time to go to Anna Maria?
Anytime is an awesome time to experience Anna Maria, though January, March and August are the liveliest months. As with most places in the Northern Hemisphere, summer kicks off June 20. If you'd rather spend your days in a light T-shirt than a winter jacket, this time of the year would be perfect for you. Expect average daytime highs of 90 ºF and nighttime lows around 80 ºF.
Travel tips for Anna Maria

  • Downtown Anna Maria is brimming with excellent attractions. Hot spots like Bean Point Beach and Manatee Public Beach will keep your feet moving and your adventurous soul full.
  • If you're looking for a fun day trip, there are more sights to tick off a quick commute from the hustle and bustle. Find out why Salvador Dali Museum and Tampa Convention Center are on the itineraries of most Anna Maria visitors.
  • When you're ready to get out and experience more of Manatee County, book a car rental and drive in the direction of Bowling Green. Myakka City is another interesting city with a great deal to see and do.

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.