$31 Cheap flight deals from St. Augustine (JAX) to Boston (BOS)

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

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, Nov 29 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 29 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $200 found 2 days ago
Sat, Nov 29 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 29 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $200 found 2 days ago
Fri, Nov 28 - Mon, Dec 8
MCO
Orlando Intl.
PVD
T.F. Green
$273 Roundtrip, found 2 hours ago
$273
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Nov 28 from Orlando Intl. to T.F. Green, returning Mon, Dec 8, priced at $273 found 2 hours ago
Sat, Nov 29 - Sun, Dec 7
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Nov 29 from Orlando Intl. to Manchester-Boston Regional, returning Sun, Dec 7, priced at $327 found 4 days ago

Airfares from $31 One Way, $82 Round Trip from St. Augustine to Boston

Prices starting at $82 for return flights and $31 for one-way flights to Boston 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, Jan 30 - Mon, Feb 2
JAX
Jacksonville
PVD
Providence
$82 Roundtrip, found 4 days ago
$82
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 30 from Jacksonville to Providence, returning Mon, Feb 2, priced at $82 found 4 days ago
Sat, Dec 13 - Sun, Dec 14
MCO
Orlando
PSM
Portsmouth
$95 Roundtrip, found 3 hours ago
$95
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Dec 13 from Orlando to Portsmouth, returning Sun, Dec 14, priced at $95 found 3 hours ago
Thu, Jan 15 - Fri, Jan 23
DAB
Daytona Beach
PVD
Providence
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 15 from Daytona Beach to Providence, returning Fri, Jan 23, priced at $99 found 1 day ago
Sat, Jan 24 - Sat, Jan 31
MCO
Orlando
PVD
Providence
$102 Roundtrip, found 19 hours ago
$102
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sat, Jan 24 from Orlando to Providence, returning Sat, Jan 31, priced at $102 found 19 hours ago
Sat, Dec 6 - Sat, Dec 13
MCO
Orlando
MHT
Manchester
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Dec 6 from Orlando to Manchester, returning Sat, Dec 13, priced at $108 found 3 days ago

Boston economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hawthorne Hotel
3.5-star property

Hawthorne Hotel

9.4/10 Exceptional! (1,476 reviews)

Jan 16 - Jan 19

3 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $358, price is now $229 per person
$229
per person
found 22 hours ago
Salem was a magical town all around, and the Hawthorn hotel was a great place to stay Central to everything all around. It’s not fancy, but it’s quaint, the staff was friendly and it has everything you need

Reviewed on Aug 20, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,005 reviews)

Jan 16 - Jan 19

3 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $846, price is now $519 per person
$519
per person
found 1 day ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

TownePlace Suites by Marriott Wareham Buzzards Bay
3.0-star property

TownePlace Suites by Marriott Wareham Buzzards Bay

9/10 Wonderful! (672 reviews)

Dec 26 - Dec 30

4 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $484, price is now $310 per person
$310
per person
found 1 hour ago
Great stay. The room was highly accommodating.

Reviewed on Jan 12, 2025

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Boston first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay
4.0-star property

The Colonnade Hotel Back Bay

9.2/10 Wonderful! (2,268 reviews)

Jan 5 - Jan 10

5 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,660, price is now $1,259 per person
$1,259
per person
found 15 hours ago
I loved that it was walking distances to Fenway Park. Andrew was very helpful and kind. Clean hotel. Highly recommend.

Reviewed on Aug 1, 2025

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (482 reviews)

Jan 5 - Jan 10

5 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,096, price is now $1,426 per person
$1,426
per person
found 15 hours ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,005 reviews)

Jan 5 - Jan 10

5 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,070, price is now $1,534 per person
$1,534
per person
found 15 hours ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

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View all trips

More About Flying To Boston from St. Augustine

Route Information for Flights from St. Augustine to Boston

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

St. Augustine to Boston

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Frequently asked questions

Are there non-stop flights from St. Augustine to Boston?
Get set to click "book" because there are as many as 5 airlines that advertise nonstop services between Orlando, FL (MCO-Orlando Intl.) and Logan Intl. Airport (BOS). Take to the air in comfort on board one of these sought-after carriers:

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

What is the shortest flight from St. Augustine to Boston?
The quickest flight time from St. Augustine to Boston is 3 hours and 30 minutes. Order your favorite tipple from the drink cart, start your travel journal or finish that podcast — you'll have plenty of time on this medium-haul journey.
What airlines fly from St. Augustine to Boston most frequently?
Below are the airlines that frequently fly between Orlando Intl. Airport (MCO) to BOS. No matter what you're looking for in a carrier, there's sure to be one that ticks all the boxes among these: JetBlue - (B6) with 143 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.

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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.