$41 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, Aug 2 - Sat, Aug 9
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$106 Roundtrip, found 6 days ago
$106
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Aug 2 from Portsmouth Intl. to Orlando Intl., returning Sat, Aug 9, priced at $106 found 6 days ago
Sat, Aug 2 - Sat, Aug 9
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$106 Roundtrip, found 6 days ago
$106
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Aug 2 from Portsmouth Intl. to Orlando Intl., returning Sat, Aug 9, priced at $106 found 6 days ago
Sat, Aug 2 - Sat, Aug 2
PVD
T.F. Green
JAX
Jacksonville Intl.
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Aug 2 from T.F. Green to Jacksonville Intl., returning Sat, Aug 2, priced at $168 found 1 hour ago
Fri, Aug 1 - Sun, Aug 3
BOS
Logan Intl.
JAX
Jacksonville Intl.
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Aug 1 from Logan Intl. to Jacksonville Intl., returning Sun, Aug 3, priced at $200 found 5 days ago

Airfares from $41 One Way, $82 Round Trip from Boston to St. Augustine

Prices starting at $82 for return flights and $41 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.

Fri, Sep 5 - Mon, Sep 8
PVD
Providence
JAX
Jacksonville
$82 Roundtrip, found 21 hours ago
$82
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Providence to Jacksonville, returning Mon, Sep 8, priced at $82 found 21 hours ago
Sat, Sep 27 - Wed, Oct 1
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 Wed, Oct 1, priced at $102 just found
Wed, Oct 1 - Sat, Oct 4
MHT
Manchester
MCO
Orlando
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Oct 1 from Manchester to Orlando, returning Sat, Oct 4, priced at $102 found 2 hours ago
Sat, Sep 6 - Fri, Sep 12
PVD
Providence
MCO
Orlando
$102 Roundtrip, found 14 hours ago
$102
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Providence to Orlando, returning Fri, Sep 12, priced at $102 found 14 hours ago
Fri, Sep 5 - Mon, Sep 8
PVD
Providence
DAB
Daytona Beach
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Sep 5 from Providence to Daytona Beach, returning Mon, Sep 8, priced at $103 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! (1,277 reviews)

Aug 28 - Sep 1

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

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

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Aug 28 - Sep 1

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Frontier 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

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

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,006 reviews)

Aug 28 - Sep 1

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Only thing that we complained was bed sheets were dirty and floor in one of the room full of hair.

Reviewed on Jul 3, 2025

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St. Augustine packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 23 hours 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

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

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,006 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 23 hours ago
Only thing that we complained was bed sheets were dirty and floor in one of the room full of hair.

Reviewed on Jul 3, 2025

Club Wyndham Bonnet Creek
3.5-star property

Club Wyndham Bonnet Creek

9.2/10 Wonderful! (1,001 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 23 hours ago
Check in 3 step process. Wait in line to check in. Then you get directed to a staff member who asks you for additional contact information to set you up for part 3: a sales pitch to convince you to buy into their timeshare. You can’t avoid the timeshare pitch as that person gives you the ‘security key’ to get you into the front gate. Of course, the check in person could give you this, but it’s part of the hard sell timeshare process. I won’t stay here again.

Reviewed on Oct 9, 2024

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St. Augustine first class flight packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9/10 Wonderful! (1,003 reviews)

Sep 21 - Sep 25

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 18 hours ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.

Reviewed on Oct 7, 2024

Villatel Village at Solterra Resort
4.5-star property

Villatel Village at Solterra Resort

No reviews

Sep 7 - Sep 12

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • FirstClass
per person
found 14 hours ago
Evermore Orlando Resort
4.0-star property

Evermore Orlando Resort

9.4/10 Exceptional! (354 reviews)

Sep 7 - Sep 12

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • FirstClass
per person
found 14 hours ago
I stayed in the Villa— not newly renovated but it was Nice. However needless to say everything I’ve said before is a distraction please understand this resort was absolutely hands-down amazingly spectacular beautiful surreal.. by the way the bartender Mikey was super friendly professional, down to earth, and had a lot of great information… When he spoke about this place you can hear it in his voice how passionate he is about working here. That is such a great sign. BUT wait really quick:: kind of silly but I ordered a coconut water.. and he crack the nut at the top he was pulling the top of the nut back slowly and one of his coworkers came over his arm and plop a slice of orange inside my coconut water.. It was not his mistake just something to laugh at.. (( for my Caribbean folks)) please please please visit this place while on vacation I was already searching for a 4bdr flat for December and I was on day two out of five days being here.

Reviewed on Aug 29, 2024

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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
1121 mi
Direct Flight Airlines
KLM, Qatar Airways, JAL, Azul, Icelandair, Aer Lingus, Air France, Delta Air Lines, Aeromexico, United Airlines, El Al, Frontier Airlines, Etihad Airways, JetBlue, LATAM Airlines, SAS, Hawaiian Airlines, Korean Air, TAP Air Portugal, Spirit Airlines, Virgin Atlantic, British Airways
Earliest Flight Arrival
1:22PM UTC
Latest Flight Arrival
3:59AM UTC

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.