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$29 Cheap Flights to Oldsmar, FL

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Popular airlines to Oldsmar

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How much is the cheapest flight to Oldsmar?

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
JetBlue Airways
Southwest Airlines
Sun Country Airlines
Alaska Airlines

Alternative airports near Oldsmar

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to Oldsmar

Flights to Oldsmar at a glance

Traveling to Oldsmar is easy—simply choose from a range of options, including cheap flights to Oldsmar and full-service airlines. Compare travel times to find what fits your budget and schedule while planning your visit to the city's iconic attractions and charming neighborhoods.

  • Major airports near Oldsmar: Tampa International Airport (TPA), St. Petersburg-Clearwater International Airport (PIE)
  • Closest (typical) airport to Oldsmar: Tampa International Airport, TPA (around 9 miles)
  • Flights per week: 5,150+ flights arriving across Oldsmar airports
  • Number of airlines that fly to Oldsmar: around 60+ carriers

Popular airports near Oldsmar

Oldsmar is a charming city ideal for outdoor and family-friendly vacations, offering beautiful scenery and a vibrant urban atmosphere. Travelers flock to this destination for its beaches and recreational activities. Convenient flights are available through two major airports, with Tampa Airport being the nearest major airport serving the area.

  • Tampa International Airport (TPA): Situated in Hillsborough County, Florida, approximately 9 miles from Oldsmar, this airport offers a wide range of domestic and international services, linking over 250 domestic cities and 180+ global destinations. Travelers can opt for first class, business class, or premium economy seating for enhanced comfort, depending on their chosen airline or route. Key airlines operating from TPA include American Airlines, Delta, and Frontier Airlines.
  • St. Petersburg-Clearwater International Airport (PIE): Found in Pinellas County, Florida, about 9 miles from Oldsmar, this airport primarily facilitates domestic flights. Sun Country Airlines is a prominent carrier serving this location, providing convenient options for travelers heading to various U.S. destinations.

Top routes to Oldsmar

  • New York (JFK/LGA) to Oldsmar (TPA), with one-way airfare from around $45
  • Boston (BOS) to Oldsmar (TPA), with one-way airfare from around $60
  • Chicago (ORD/MDW) to Oldsmar (TPA), with one-way airfare from around $50
  • Newark (EWR) to Oldsmar (TPA), with one-way airfare from around $70
  • Philadelphia (PHL) to Oldsmar (TPA), with one-way airfare from around $50

Cheapest routes to Oldsmar

  • Atlanta (ATL) to Oldsmar (TPA), with low one-way fares from around $30
  • Fort Lauderdale (FLL) to Oldsmar (TPA), with low one-way fares from around $40
  • Islip (ISP) to Oldsmar (TPA), with low-cost one-way tickets from around $40
  • Wilmington (ILG/ILM) to Oldsmar (TPA), with low-cost one-way tickets from around $40
  • Key West (EYW) to Oldsmar (TPA), with affordable one-way prices from around $45

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Oldsmar

  • American Airlines: Providing service to Tampa International Airport (TPA), this airline represents roughly 29% of the arrivals in Oldsmar. The average one-way ticket costs around $320, with options for business class and first class available based on the route.
  • Delta: Operating flights to Tampa International Airport (TPA), Delta accounts for about 20% of the arrivals in Oldsmar. The typical one-way fare is around $340, offering premium economy, business class, and first class service depending on the specific route.
  • Southwest Airlines: Serving Tampa International Airport (TPA), Southwest Airlines contributes approximately 15% of arrivals to Oldsmar. Travelers can expect an average one-way fare of about $220.
  • United: Flying into Tampa International Airport (TPA), United makes up around 14% of the arrivals to Oldsmar. The average fare for a one-way ticket is approximately $330, with premium economy and first class options available depending on the route.
  • Frontier Airlines: Operating flights to Tampa International Airport (TPA), Frontier Airlines accounts for about 8% of arrivals in Oldsmar. The average one-way fare is approximately $160, making it an economical choice for travelers.

Best time to fly to Oldsmar

The most popular months for travelers to fly to Oldsmar are February, March, and April, when peak temperatures in Oldsmar can reach up to 72.5°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 81.5°F. For better deals, August usually offers the lowest average one-way fare around $178, roughly 8% cheaper than the yearly average. Looking for additional cheaper months to fly? May, September, and July offer average one-way fares of around $182, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January61.0°F (16.1°C)Light RainMostly SunnyAverage$190
February63.7°F (17.6°C)No Rain (Dry)Mostly SunnyHigh$195
March66.9°F (19.4°C)Light RainMostly SunnyHigh$211
April72.5°F (22.5°C)Light RainSunnyHigh$203
May77.4°F (25.2°C)Light RainSunnyAverage$180
June81.9°F (27.7°C)Light RainMostly SunnyAverage$191
July83.1°F (28.4°C)Light RainMostly SunnyAverage$185
August83.7°F (28.7°C)Light RainMostly SunnyAverage$178
September81.5°F (27.5°C)Light RainMostly SunnyLow$183
October76.5°F (24.7°C)Light RainMostly SunnyLow$186
November69.3°F (20.7°C)Light RainMostly SunnyLow$198
December64.9°F (18.3°C)Light RainMostly SunnyAverage$224

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Oldsmar

Getting some of the best deals on flights to Oldsmar is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Oldsmar hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Oldsmar flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Oldsmar

Oldsmar welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Oldsmar efficiently:

  • Public transportation: From Tampa International Airport, Tampa Seaport, a seaport, is located about 9 miles away by car, while Tampa Union Station, a train station, is slightly farther at about 9.2 miles from the airport, both easily accessible by vehicle.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Oldsmar, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Oldsmar is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Oldsmar on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Oldsmar

  • Tampa: As a vibrant metropolis, Tampa offers a wealth of experiences for travelers. Oldsmar is situated in Tampa, making it a convenient base for exploring this dynamic city. Families will enjoy attractions such as Busch Gardens Tampa Bay, where thrilling rides and animal encounters await. For a leisurely day, stroll along the Tampa Riverwalk, an esplanade perfect for scenic walks and romantic outings. Sports enthusiasts can catch a game at Raymond James Stadium, home to exciting events throughout the year. With its mix of urban life and waterfront charm, Tampa is a must-visit destination.
  • Clearwater: Located 12 miles drive away from Oldsmar, Clearwater is a delightful city renowned for its stunning beaches and outdoor activities. Visitors flock to Clearwater for family-friendly experiences, from relaxing at the picturesque St. Petersburg - Clearwater Beaches to enjoying live performances at Ruth Eckerd Hall. For a peaceful retreat, Sand Key Park offers lush green spaces and tranquil beach access. With a variety of shopping areas and resorts, Clearwater is ideal for a fun-filled getaway, especially during the sunny Florida months.
  • Clearwater Beach: Clearwater Beach is located 14 miles drive away from Oldsmar and is a beloved spot for sun-seekers and families. Known for its pristine shoreline, Clearwater Beach is perfect for a relaxing beach vacation. Visitors can bask in the sun or take a stroll along the Beach Walk esplanade, which features charming shops and eateries. Additionally, Sand Key Park provides a lush escape with opportunities for picnicking and outdoor fun. With its vibrant atmosphere and beautiful scenery, Clearwater Beach is a fantastic destination for those looking to enjoy Florida's coastal beauty.

Tips for short-haul flights to Oldsmar

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often more economical. Optimize your packing by using travel-sized toiletries, wearing your heaviest clothing, and coordinating your outfits. This strategy also helps you avoid the hassle of waiting at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights lack in-flight entertainment options. To keep yourself occupied, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Be sure to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours before your departure, taking into account potential traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay nourished and hydrated, while also saving money at the airport.

Tips for long-haul flights to Oldsmar

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is generally 24–48 hours prior to your flight. Some airlines may provide the option to select seats even earlier.
  • Arrive at the airport in plenty of time—make sure to get to the airport at least 3 hours before departure for international flights, allowing enough time for check-in, security, and immigration processes.
  • Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Oldsmar?
The cheapest month to fly to Oldsmar is September when demand is low. Off-peak months are often when you'll find cheap fares. To keep costs down, steer clear of flying during public holidays and school breaks.
Which US cities have the cheapest flights to Oldsmar?
Generally, Atlanta, Chicago and New York have cheap flights to Oldsmar. However, being flexible is key to scoring the best fares. Book during low season or midweek to keep costs to a minimum.
Which US cities fly direct to Oldsmar?
Take your pick of 66 US destinations offering direct flights to Oldsmar. When reserving on Expedia, click on the "Direct flights only" filter to compare nonstop routes. Fly to Oldsmar from any of these cities:
  • Atlanta
  • Chicago
  • New York
  • Dallas
  • Charlotte
How to find a cheap flight to Oldsmar?
To secure cheap flights to Oldsmar, book in advance or travel during the off-season months of September and October. After another tip? Leave on a Thursday and save 16% on average compared to those who travel on a Sunday.* Set a price alert on the Expedia app and we'll notify you as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oldsmar?
Although booking in advance is generally the easiest way to save cash, don't panic if your Oldsmar vacation is last minute. It's still possible to find cheap flights to Oldsmar, especially if your plans have some flexibility. Try switching up your trip dates, looking at different ticket types or jetting out of another airport.
How far in advance should I book a flight to Oldsmar?
For some of the biggest savings on domestic journeys, book your flight to Oldsmar 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This increases your chances of locking in the departure dates and times you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oldsmar?
You can usually find cheap flights to Oldsmar on Sundays. You can save about 8% on average compared to booking on a Friday, which is often the most expensive day to book.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oldsmar?
Oldsmar is accessible from 76 airports worldwide through 20 airlines, with Tampa Intl. Airport (TPA) as its primary entry point. Pick from these well-known airlines to Oldsmar when organizing your trip:
  • Delta Air Lines
  • American Airlines
  • United Airlines
  • JetBlue Airways
Where do you fly into Oldsmar?
Oldsmar's main point of arrival is Tampa Intl. Airport (TPA). If you want some nearby alternatives when flying to Oldsmar, check out St. Petersburg-Clearwater Intl. Airport (PIE), Sarasota-Bradenton Intl. Airport (SRQ) or Clearwater Air Park Airport (CLW). You can also fly to Oldsmar through Peter O. Knight Airport (TPF).
How far is the airport from central Oldsmar?
If you're landing at Tampa Intl. Airport (TPA), you'll be around 9 mi southeast of the center of Oldsmar.
Can I save money by booking an Oldsmar trip package?
You could possibly save hundreds of dollars if you secure an Oldsmar flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel arrangements in one place. Try bundling flights and hotels with add-ons like car rentals and activities for your own personalized Oldsmar escape.
Can I change or cancel my flight to Oldsmar?
You can usually change or cancel your flight to Oldsmar within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may receive credit for future travel instead of a direct refund. It's important to check the airline's terms and conditions in your itinerary for specific details. You can use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Oldsmar with flexible change policies. For additional information, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

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Tips to find the cheapest flights to Oldsmar

The cheapest day to fly

Get started finding a cheap flight to Oldsmar on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Oldsmar. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Oldsmar. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Oldsmar, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Oldsmar

The lowest price for round-trip flights to Oldsmar in 2026 starts from from $58, while one-way tickets start from from $29. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Oldsmar. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Oldsmar

Frontier Airlines, Southwest Airlines, United, JetBlue Airways, American Airlines, Sun Country Airlines, Alaska Airlines are just some of the airlines that can typically offer cheap tickets to Oldsmar. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Oldsmar and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Oldsmar, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Oldsmar. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Oldsmar plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Oldsmar

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Oldsmar.

Stopover savings

The cheapest tickets to Oldsmar are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Oldsmar. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Oldsmar for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Oldsmar. Simply download the free Expedia app to your smart device and activate Oldsmar flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Oldsmar. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Oldsmar

Travel information

Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Destination city name
Tampa
Roundtrip price
$58

Trending flights to Oldsmar

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

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