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Pensacola

$249+ Cheap flights from Worcester, MA to Pensacola (ORH - PNS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — PNS
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap flight deals from Worcester to Pensacola

Cheapest flights from Worcester to Pensacola
Explore the most affordable flight options available from Worcester to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/161:44 pm
ORH
-
PNS
2 stops23h 55m
American Airlines
Mon 3/231:15 pm
PNS
-
ORH
2 stops23h 04m
American Airlines
Deal found 2/17$353
This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/112:39 pm
ORH
-
PNS
1 stop6h 18m
American Airlines
Sat 4/186:11 am
PNS
-
ORH
1 stop7h 03m
American Airlines
Deal found 2/17$363
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:33 pm
ORH
-
PNS
1 stop20h 20m
Delta
Tue 4/2112:37 pm
PNS
-
ORH
1 stop27h 06m
Delta
Deal found 2/15$370
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/231:44 pm
ORH
-
PNS
2 stops22h 26m
American Airlines
Wed 3/251:15 pm
PNS
-
ORH
2 stops23h 04m
American Airlines
Deal found 2/16$372
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:33 pm
ORH
-
PNS
1 stop20h 20m
Delta
Thu 4/168:04 am
PNS
-
ORH
2 stops7h 39m
Delta
Deal found 2/13$382
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/281:30 pm
ORH
-
PNS
2 stops24h 09m
American Airlines
Wed 3/41:15 pm
PNS
-
ORH
2 stops22h 50m
American Airlines
Deal found 2/13$394
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:39 pm
ORH
-
PNS
2 stops26h 02m
American Airlines
Mon 5/46:06 am
PNS
-
ORH
1 stop7h 08m
American Airlines
Deal found 2/13$398
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:33 pm
ORH
-
PNS
2 stops16h 57m
Delta
Wed 4/228:04 am
PNS
-
ORH
2 stops7h 39m
Delta
Deal found 2/15$411

Find flight deals from Worcester to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(American Airlines)

One-way from

$249
(Delta)

Popular in

November

Cheapest in

September

Average price

$399
Provider with most accurate pricing for Worcester-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Worcester-Pensacola flights.
Search Deals
From Worcester to Pensacola
Search Deals
One-way flight from Worcester to Pensacola
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 17, 2026.
Use the filters below to find and compare flights from Worcester to Pensacola that are best for you.

Fly from

Worcester

Fly to

Pensacola

Route

Depart

Return

Price

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Mon 3/16

1:44 pm-12:39 pm

2 stops23h 55m

Pensacola

Mon 3/23

1:15 pm-1:19 pm

2 stops23h 04m

$353

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Sat 4/11

2:39 pm-7:57 pm

1 stop6h 18m

Pensacola

Sat 4/18

6:11 am-2:14 pm

1 stop7h 03m

$363

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Tue 4/7

4:33 pm-11:53 am

1 stop20h 20m

Pensacola

Wed 4/22

8:04 am-4:43 pm

2 stops7h 39m

$370

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Tue 4/7

4:33 pm-11:53 am

1 stop20h 20m

Pensacola

Tue 4/21

6:00 am-4:43 pm

2 stops9h 43m

$370

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Sat 2/28

1:30 pm-12:39 pm

2 stops24h 09m

Pensacola

Wed 3/4

1:15 pm-1:05 pm

2 stops22h 50m

$394

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Sun 4/19

2:39 pm-3:41 pm

2 stops26h 02m

Pensacola

Mon 5/4

6:06 am-2:14 pm

1 stop7h 08m

$398

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Wed 3/4

4:30 pm-11:11 pm

2 stops7h 41m

$249

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Fri 3/6

4:30 pm-11:11 pm

2 stops7h 41m

$249

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Mon 3/2

4:30 pm-11:11 pm

2 stops7h 41m

$249

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Tue 3/3

4:30 pm-11:11 pm

2 stops7h 41m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 12 results
1
2

Compare providers for flights from Worcester to Pensacola

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Worcester to Pensacola in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Worcester, Massachusetts-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Worcester, Massachusetts-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Worcester, Massachusetts-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Worcester, Massachusetts-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Worcester, Massachusetts-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Worcester to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Worcester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Worcester to Pensacola

What is the cheapest month to book a flight from Worcester, Massachusetts to Pensacola?

Currently, May is the cheapest month in which you can book a flight from Worcester, Massachusetts to Pensacola (average of $69). Flying from Worcester, Massachusetts to Pensacola in August is currently the most expensive (average of $203). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Worcester, Massachusetts to Pensacola?

    There are many flights that can get you from Worcester, Massachusetts to Pensacola in 20h 20m. Fly via American Airlines or Delta to get the fastest option. The distance between Worcester, Massachusetts and Pensacola is about 1174 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Worcester to Pensacola that include hotel bookings?

    Yes. In addition to deals on Worcester to Pensacola flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester to Pensacola?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Pensacola.

  • Can I find deals for business class flights from Worcester to Pensacola?

    Yes. Cheapflights offers flight deals from Worcester to Pensacola by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Worcester, Massachusetts to Pensacola?

    Currently, May is the cheapest month in which you can book a flight from Worcester, Massachusetts to Pensacola (average of $69). Flying from Worcester, Massachusetts to Pensacola in August is currently the most expensive (average of $203). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Navarre Beach
Perdido Key
Warrington

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