$51 Cheap flight deals from Boston (BOS) to St. Augustine (JAX)

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This Weekend's Flight Deals from Boston to St. Augustine

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 21 - Wed, Jun 25
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jun 21 from Portsmouth Intl. to Orlando Intl., returning Wed, Jun 25, priced at $133 found 2 days ago
Sat, Jun 21 - Wed, Jun 25
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jun 21 from Portsmouth Intl. to Orlando Intl., returning Wed, Jun 25, priced at $133 found 2 days ago
Fri, Jun 20 - Mon, Jun 23
PVD
T.F. Green
JAX
Jacksonville Intl.
$230 Roundtrip, found 4 hours ago
$230
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Jun 20 from T.F. Green to Jacksonville Intl., returning Mon, Jun 23, priced at $230 found 4 hours ago
Fri, Jun 20 - Tue, Jun 24
ORH
Worcester Regional
MCO
Orlando Intl.
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jun 20 from Worcester Regional to Orlando Intl., returning Tue, Jun 24, priced at $238 found 3 days ago

Airfares from $51 One Way, $102 Round Trip from Boston to St. Augustine

Prices starting at $102 for return flights and $51 for one-way flights to St. Augustine were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 27 - Sat, Oct 4
PSM
Portsmouth
MCO
Orlando
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Sep 27 from Portsmouth to Orlando, returning Sat, Oct 4, priced at $102 found 3 hours ago
Wed, Oct 1 - Sat, Oct 4
MHT
Manchester
MCO
Orlando
$102 Roundtrip, found 13 hours ago
$102
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Oct 1 from Manchester to Orlando, returning Sat, Oct 4, priced at $102 found 13 hours ago
Fri, Aug 29 - Mon, Sep 1
PVD
Providence
DAB
Daytona Beach
$102 Roundtrip, found 5 hours ago
$102
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Aug 29 from Providence to Daytona Beach, returning Mon, Sep 1, priced at $102 found 5 hours ago
Sat, Aug 23 - Fri, Aug 29
PVD
Providence
JAX
Jacksonville
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Aug 23 from Providence to Jacksonville, returning Fri, Aug 29, priced at $102 found 4 hours ago
Wed, Oct 1 - Tue, Oct 7
BOS
Boston
MCO
Orlando
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Oct 1 from Boston to Orlando, returning Tue, Oct 7, priced at $130 just found

St. Augustine economy flight packages

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

Westgate Town Center Resort

8/10 Very Good! (1,261 reviews)

Jul 20 - Jul 26

6 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach
Save 100% on your flight
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed. He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides. He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter. Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it. The water park is an extra fee FYI There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.

Reviewed on Apr 6, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,000 reviews)

Jul 20 - Jul 26

6 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach
per person
found 1 day ago
I am gonna stay again in December when I go back to Orlando this is the most best place I ever stayed when I visit Florida

Reviewed on Apr 24, 2025

Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,031 reviews)

Jul 20 - Jul 26

6 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach
per person
found 1 day ago
It felt high quality like a Disney resort

Reviewed on May 13, 2025

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More About Flying To St. Augustine from Boston

Route Information for Flights from Boston to St. Augustine

Origin Airport IATA Code
BOS
Destination Airport IATA Code
JAX
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to St. Augustine

Orbitz gives you great deals on your flights from Boston to St. Augustine. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.

We Offer Great Travel Deals and Discounts

When you book flights from Boston to St. Augustine with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Boston to St. Augustine flights for your trip—whether you are traveling for business or for fun with your family.

Enjoy Savings on Last-Minute Flights

If you are looking for a discount price on last-minute flights from Boston to St. Augustine, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Boston to St. Augustine flights that fit your budget and your itinerary for the perfect trip.

Full-Service Mobile Apps

Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Boston to St. Augustine flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Boston to St. Augustine and review gate and baggage claim details too.

Frequently asked questions

Are there non-stop flights from Boston to St. Augustine?
Get ready to hit that “book” button because there are 5 airlines that advertise nonstop services between Logan Intl. Airport and Orlando Intl. Airport. Cruise in comfort aboard one of these quality carriers:

  • JetBlue
  • Delta
  • Spirit Airlines
  • Frontier Airlines
  • Southwest Airlines

What is the shortest flight from Boston to St. Augustine?
With the journey from Manchester-Boston Regional Airport (MHT) to Orlando Intl. Airport taking a minimum of 3 hours and 52 minutes, there’s plenty of time to sit back and enjoy the experience. Indulge in an in-flight wine and get comfy in your seat with an engrossing book or movie.
What airlines fly from Boston to St. Augustine most frequently?
With a good selection of airlines offering flights between Boston, MA (BOS-Logan Intl.) and MCO, you’ll have your pick of terrific deals. The carriers servicing this route the most frequently are: JetBlue - (B6) with 147 flights every month Delta - (DL) with 82 flights every month Spirit Airlines - (NK) with 60 flights every month Frontier Airlines - (F9) with 30 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.