$44 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, Jul 5 - Sat, Jul 12
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 5 from Portsmouth Intl. to Orlando Intl., returning Sat, Jul 12, priced at $116 found 5 days ago
Sat, Jul 5 - Sat, Jul 12
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 5 from Portsmouth Intl. to Orlando Intl., returning Sat, Jul 12, priced at $116 found 5 days ago
Fri, Jul 4 - Mon, Jul 7
PVD
T.F. Green
DAB
Daytona Beach Intl.
$252 Roundtrip, found 7 hours ago
$252
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Jul 4 from T.F. Green to Daytona Beach Intl., returning Mon, Jul 7, priced at $252 found 7 hours ago
Sat, Jul 5 - Wed, Jul 9
MHT
Manchester-Boston Regional
MCO
Orlando Intl.
$323 Roundtrip, just found
$323
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Jul 5 from Manchester-Boston Regional to Orlando Intl., returning Wed, Jul 9, priced at $323 just found

Airfares from $44 One Way, $88 Round Trip from Boston to St. Augustine

Prices starting at $88 for return flights and $44 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, Jul 12 - Mon, Jul 14
BOS
Boston
MCO
Orlando
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jul 12 from Boston to Orlando, returning Mon, Jul 14, priced at $88 just found
Thu, Aug 28 - Fri, Sep 5
PVD
Providence
JAX
Jacksonville
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Providence to Jacksonville, returning Fri, Sep 5, priced at $99 found 5 days ago
Sat, Sep 27 - Sat, Oct 4
PSM
Portsmouth
MCO
Orlando
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Sep 27 from Portsmouth to Orlando, returning Sat, Oct 4, priced at $102 just found
Wed, Oct 1 - Sat, Oct 4
MHT
Manchester
MCO
Orlando
$102 Roundtrip, found 8 hours ago
$102
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Oct 1 from Manchester to Orlando, returning Sat, Oct 4, priced at $102 found 8 hours ago
Mon, Aug 25 - Fri, Aug 29
PVD
Providence
DAB
Daytona Beach
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Aug 25 from Providence to Daytona Beach, returning Fri, Aug 29, priced at $102 found 3 hours ago

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! (1,274 reviews)

Aug 11 - Aug 17

6 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Boston (BOS)

Spirit Airlines • 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! (1,002 reviews)

Aug 6 - Aug 10

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • 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! (5,060 reviews)

Aug 11 - Aug 17

6 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Pros: Clean, beautiful grounds. There are pools throughout the property, and food/store options available onsite. Beds were comfortable. Nice patios. Able to get bus to Universal for free. Cons: Check in was awful. Took close to 1 hour. There is a shuttle that can take you from your building to the front as it's a long walk. However, we mostly had to walk because the shuttle was either parked up front or MIA. The property and rooms are dated. Plugs/outlets in the room were few and we had two just not even work in our room. The waterpark was fine, but requires additional paid entry for non-members. Pools on property are just open swimming..no attendants.

Reviewed on Jun 23, 2025

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St. Augustine first class flight packages

Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts Palm Coast
3.0-star property

Legacy Vacation Resorts Palm Coast

8.8/10 Excellent! (1,445 reviews)

Aug 13 - Aug 15

2 night stay

Boston (BOS) to Daytona Beach (DAB)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
The general condition of the property shows many years of paint and wear and tear. The best feature of the unit was the spaciousness, plenty of room and a free laundry area. New granite countertops were installed. A more “coastal “ decor would greatly enhance the interior vibe. Everything functioned. Slippery floor tiles in the shower.

Reviewed on Apr 21, 2024

Max Beach Resort
3.5-star property

Max Beach Resort

9.6/10 Exceptional! (740 reviews)

Aug 13 - Aug 15

2 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Caroline at the restaurant was excellent. She was always so kind to my son. The hotel is quiet and modern. It is also very spacious which was great for teenagers.

Reviewed on Apr 10, 2025

Hammock Beach Golf Resort & Spa
4.0-star property

Hammock Beach Golf Resort & Spa

8.4/10 Very Good! (1,010 reviews)

Aug 13 - Aug 15

2 night stay

Boston (BOS) to Daytona Beach (DAB)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Nice pools for kids, and beach. Will return in the future

Reviewed on Apr 21, 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

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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.