Flights To Hillsborough County - Cheap Flights Starting at CA $242

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A city skyline with illuminated buildings, a bridge over a river, and a park with trees.

Tampa

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Tampa
A wooden boardwalk through a dense forest with tall trees and lush greenery.

Plant City

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Plant City

How Much Does it Cost To Fly To Hillsborough County?

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

Mon, Aug 24 - Mon, Aug 24
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $398 Roundtrip, found 7 hours ago
CA $398
Roundtrip
found 7 hours ago
Select Delta flight, departing Mon, Aug 24 from Pearson Intl. to Tampa Intl., returning Mon, Aug 24, priced at CA $398 found 7 hours ago
Tue, Sep 15 - Tue, Sep 29
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $400 Roundtrip, found 4 days ago
CA $400
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Sep 15 from Pearson Intl. to Tampa Intl., returning Tue, Sep 29, priced at CA $400 found 4 days ago
Fri, Dec 11 - Fri, Dec 25
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $406 Roundtrip, found 3 days ago
CA $406
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Dec 11 from Pearson Intl. to Tampa Intl., returning Fri, Dec 25, priced at CA $406 found 3 days ago
Thu, Aug 27 - Sun, Aug 30
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $406 Roundtrip, just found
CA $406
Roundtrip
just found
Select American Airlines flight, departing Thu, Aug 27 from Pearson Intl. to Tampa Intl., returning Sun, Aug 30, priced at CA $406 just found
Mon, Oct 12 - Mon, Oct 19
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $413 Roundtrip, found 1 day ago
CA $413
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Mon, Oct 12 from Pearson Intl. to Tampa Intl., returning Mon, Oct 19, priced at CA $413 found 1 day ago
Tue, Oct 6 - Sat, Oct 10
YYZ
Pearson Intl.
TPA
Tampa Intl.
CA $421 Roundtrip, found 20 hours ago
CA $421
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Oct 6 from Pearson Intl. to Tampa Intl., returning Sat, Oct 10, priced at CA $421 found 20 hours ago
Tue, Nov 3 - Thu, Nov 12
YUL
Pierre Elliott Trudeau Intl.
TPA
Tampa Intl.
CA $445 Roundtrip, found 6 days ago
CA $445
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Nov 3 from Pierre Elliott Trudeau Intl. to Tampa Intl., returning Thu, Nov 12, priced at CA $445 found 6 days ago
Wed, Aug 5 - Wed, Aug 12
YYZ
Pearson Intl.
SRQ
Sarasota-Bradenton Intl.
CA $453 Roundtrip, found 4 days ago
CA $453
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 5 from Pearson Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 12, priced at CA $453 found 4 days ago
OriginDestinationTravel datesFlights from*
BOSTampaSeptember 1 to September 8CA $258
DTWTampaSeptember 9 to September 16CA $274
BOSSarasotaAugust 21 to August 28CA $286
MSPTampaAugust 13 to August 24CA $323
JFKSarasotaAugust 13 to August 19CA $365
EWRTampaAugust 6 to August 11CA $368
YYZTampaAugust 7 to August 16CA $406
PHLTampaAugust 25 to September 1CA $449
YYZSarasotaAugust 5 to August 12CA $452
ORDSarasotaSeptember 20 to September 24CA $500
ORDSarasotaSeptember 20 to September 24CA $500
ORDTampaAugust 26 to September 2CA $507
ORDTampaAugust 26 to September 2CA $507
CLETampaAugust 8 to August 14CA $549
PHLSarasotaAugust 13 to August 21CA $645
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKTampaJuly 11 to July 14CA $409
YYZTampaJuly 10 to July 12CA $482
BOSTampaJuly 12 to July 22CA $569
YYZSarasotaJuly 12 to July 17CA $690
ORDTampaJuly 12 to July 14CA $766
ORDTampaJuly 12 to July 14CA $766
DTWTampaJuly 11 to July 17CA $803
JFKSarasotaJuly 10 to July 12CA $864
PHLTampaJuly 10 to July 21CA $888
EWRTampaJuly 11 to July 14CA $914
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Jul 24 - Jul 27

3 night stay

Montreal (YUL) to Orlando (MCO)

American Airlines • Non-stop roundtrip • Coach
Price was CA $1,493, price is now CA $823 per person
CA $823
per person
found 22 hours ago
Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

Jul 11 - Jul 18

7 night stay

Montreal (YUL) to Orlando (MCO)

Delta • Non-stop roundtrip • Coach
Price was CA $3,808, price is now CA $1,594 per person
CA $1,594
per person
found 18 hours ago
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Jul 11 - Jul 18

7 night stay

Montreal (YUL) to Orlando (MCO)

Delta • Non-stop roundtrip • Coach
Price was CA $1,641, price is now CA $957 per person
CA $957
per person
found 18 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Hillsborough County 🏨

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
8.6/10 Excellent! (2,678 reviews)
":) nice staff enjoyed stay"

Reviewed on Jul 6, 2026

Opens in a new windowThe Barrymore Hotel Tampa Riverwalk
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
8.6/10 Excellent! (1,415 reviews)
"The breakfast buffet and pool was great!"

Reviewed on Jul 6, 2026

Opens in a new windowThe Westin Tampa Bay
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Opens in a new windowSailport Waterfront Suites
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Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

3 out of 5
4400 W Cypress St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
8.4/10 Very good! (1,012 reviews)
"You have to pay almost $20 to park, which should be included in your stay. Staff was rude."

Reviewed on Jul 6, 2026

Opens in a new windowFour Points by Sheraton Suites Tampa Airport Westshore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Hillsborough County?
Based on prices found over the last seven days, a roundtrip flight to Hillsborough County started at as little as CA $258. If you can be flexible with your dates, it makes it easy to land a great bargain. This price was available on Travelocity for flights to Hillsborough County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Hillsborough County?
There are 15 airline companies that offer flights to Hillsborough County. If you're considering a vacation in Tampa, pick Southwest Airlines. This top carrier operates 1,720 services a month to Hillsborough County's main city.
What is the cheapest month to fly to Hillsborough County?
Make sure you leave August free in your calendar, because it's the cheapest month to jet to Hillsborough County. That's according to Travelocity's direct flight demand from January to December last year. With the cash you save, you can indulge in some retail therapy, go to a concert or whatever makes you happy.
How can I check my flight status to Hillsborough County?
"Trips" has you covered when it comes to details about your flight to Hillsborough County. Travelocity's customer portal allows you to organize everything from one place, from checking your flight status to seeing details about your hotel. Click on Trips at the top of the Travelocity homepage and then sign in. Or you can download the Travelocity app and access your itinerary while you're on the move. Whether you have the family flying with you or you're a solo adventurer, all your travel plans are in the palm of your hand.
How do I find the best deals on flights to Hillsborough County?
It's better to book in advance, and if you can, avoid traveling during vacation periods. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for surrounding days. In the last seven days, the lowest price for a return flight to Hillsborough County was CA $258. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Hillsborough County with Travelocity?
If you're hunting for cheap flights to Hillsborough County, you'll discover some excellent deals with Travelocity. From cheap family flights with budget airlines to flexible ticket options, we've got your back. Experience a stress-free vacation with our round-the-clock customer assistance, Price Match Guarantee and free cancellation policies with most hotels. Start planning your schedule and get set to explore this fascinating destination.
What are the most popular flight routes to Hillsborough County?
As a leading vacation destination, you'll find terrific connections to Hillsborough County. Here are some of the popular routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Tampa Intl. Airport (TPA) - 2,413 flights a month.
  • Newark, NJ (EWR-Liberty Intl.) to Tampa Intl. Airport (TPA) - 1,508 flights a month.
  • New York, NY (JFK-John F. Kennedy Intl.) to Tampa Intl. Airport (TPA) - 1,486 flights a month.

How much is a flight to Hillsborough County on average?
In the last seven days, roundtrip flights to Hillsborough County cost between CA $258 and CA $914. No matter what type of ticket you're after, we've got some great deals to help you stick within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.