$41 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, Sep 27 - Sat, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 27 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 4, priced at $144 found 2 days ago
Fri, Sep 26 - Mon, Sep 29
DAB
Daytona Beach Intl.
PVD
T.F. Green
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 26 from Daytona Beach Intl. to T.F. Green, returning Mon, Sep 29, priced at $261 found 2 days ago
Fri, Sep 26 - Mon, Nov 17
MCO
Orlando Intl.
PVD
T.F. Green
$287 Roundtrip, found 3 hours ago
$287
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Fri, Sep 26 from Orlando Intl. to T.F. Green, returning Mon, Nov 17, priced at $287 found 3 hours ago
Sat, Sep 27 - Sun, Nov 9
JAX
Jacksonville Intl.
BOS
Logan Intl.
$295 Roundtrip, found 2 hours ago
$295
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Jacksonville Intl. to Logan Intl., returning Sun, Nov 9, priced at $295 found 2 hours ago

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

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

Mon, Feb 2 - Mon, Feb 9
JAX
Jacksonville
PVD
Providence
$82 Roundtrip, found 2 hours ago
$82
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Feb 2 from Jacksonville to Providence, returning Mon, Feb 9, priced at $82 found 2 hours ago
Fri, Dec 5 - Mon, Dec 8
JAX
Jacksonville
BOS
Boston
$97 Roundtrip, just found
$97
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Dec 5 from Jacksonville to Boston, returning Mon, Dec 8, priced at $97 just found
Fri, Nov 14 - Mon, Nov 17
DAB
Daytona Beach
PVD
Providence
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Nov 14 from Daytona Beach to Providence, returning Mon, Nov 17, priced at $102 found 1 day ago
Wed, Oct 15 - Wed, Oct 29
MCO
Orlando
PSM
Portsmouth
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Oct 15 from Orlando to Portsmouth, returning Wed, Oct 29, priced at $103 just found
Fri, Oct 31 - Sun, Nov 2
MCO
Orlando
BOS
Boston
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Orlando to Boston, returning Sun, Nov 2, priced at $110 found 1 hour ago

Boston economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Beverly
3.0-star property

The Beverly

8.4/10 Very Good! (343 reviews)

Oct 28 - Oct 30

2 night stay

Orlando (MCO) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Orlando (MCO)

Delta • Coach
Save 100% on your flight
Price was $669, price is now $446 per person
$446
per person
found 21 hours ago
Expecting a modern, well-maintained hotel as depicted in their online photos. Unfortunately, it was clearly a motel, and this misleading information set unrealistic expectations for my stay. Despite being a non-smoking establishment, my room reeked of cigarette smoke and had a pervasive musty smell, making the stay very uncomfortable. The carpet was filthy, and the throw pillows were dirty and smelly, looking like they hadn’t been washed or replaced in years. The vent next to the bathroom sink was covered in a thick layer of dust, indicating a lack of proper cleaning and maintenance. The overall condition of the room was poor, with subpar cleanliness and unacceptable air quality due to the strong odors. There is no staff on-site, so you have to text them for assistance. When I texted about the awful smell, I received a response after 15 minutes: “I am so sorry to hear that. I am looking into the situation now and will get right back to you.” As we had been driving all day and were starving, I responded that we were heading out to eat and would deal with it when we returned. They never responded to that message. Upon returning from dinner, we struggled to fall asleep due to the thin walls. We could hear conversations from all neighboring rooms, including those above us, and any movement they made was very loud. Overall, was very disappointed with my stay and would not recommend this place to anyone looking for comfortable and clean accommodation.

Reviewed on Jul 28, 2024

Maverick Suites at 245 Newbury St
2.0-star property

Maverick Suites at 245 Newbury St

8.2/10 Very Good! (141 reviews)

Nov 8 - Nov 14

6 night stay

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach

Boston (BOS) to Orlando (MCO)

Delta • Coach
Save 100% on your flight
Price was $1,093, price is now $699 per person
$699
per person
found 16 hours ago
We really liked this property, it's conveniently located on Newbury Street, with everything close by. The room was clean and comfortable. Our only complaint was the 12 flights of stairs, we wish we had known about that before booking. We had a large suitcase, and carrying it up to the 4th floor was definitely not fun. Otherwise, our stay was great!

Reviewed on Jul 23, 2025

Beacon Hill Hotel
4.0-star property

Beacon Hill Hotel

9/10 Wonderful! (246 reviews)

Nov 7 - Nov 10

3 night stay

Jacksonville (JAX) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $857, price is now $577 per person
$577
per person
found 18 hours ago
Kind and friendly staff

Reviewed on Oct 16, 2024

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Boston packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore
4.0-star property

DoubleTree by Hilton Boston North Shore

8/10 Very Good! (2,073 reviews)

Nov 1 - Nov 5

4 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $806, price is now $619 per person
$619
per person
found 2 hours ago
We had a very nice stay. Very comfortable and friendly staff.

Reviewed on Dec 13, 2024

The Merchant
3.0-star property

The Merchant

9.8/10 Exceptional! (362 reviews)

Nov 1 - Nov 5

4 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,075, price is now $2,175 per person
$2,175
per person
found 2 hours ago
This was a lovely property!! Was a step back in history with wonderful decor and amenities!

Reviewed on Apr 10, 2024

The Cove At Salem
3.0-star property

The Cove At Salem

9.2/10 Wonderful! (733 reviews)

Nov 1 - Nov 5

4 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,522, price is now $1,132 per person
$1,132
per person
found 2 hours ago
We stayed in the “haunted” circus room and We loved it! The room was spacious, clean and had a positive atmosphere. All the staff were friendly. Definitely coming back.

Reviewed on Jun 14, 2025

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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.

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.