• Flights
  • Packages
  • Hotels
  • Cars
Round-trip
Coach

Refine your search by airline, by city or airport or direct flights


Book with Confidence: 40M+ Travelers, 20+ years of Expertise
Price Match Promise
Find great flight deals to destinations worldwide
24/7 Customer Support
Speak to our travel experts: anytime, anywhere
ClubMiles Rewards
Earn points and air miles to maximize your rewards
Easy Cancellations
Convenient options online and 24/7 Customer Support

When’s a good time to book a flight from Boston to Montego Bay?

What’s the cheapest day of the week to fly from Boston to Montego Bay?‡

Search Cheap Flights
What is the cheapest month to fly from Boston to Montego Bay?‡

Search Cheap Flights

‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from Boston to Montego Bay
  • Plan Ahead - One of the keys to securing cheap flights from Boston to Montego Bay is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Boston to Montego Bay drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If Montego Bay has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from Boston to Montego Bay?

‡

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from Boston to Montego Bay. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

What Our Customers Say About Our Service?

sitejabber-review
Excellent | 4 Stars
Based on 233,423 reviews
Great | 4.1 Stars
Based on 23,777 reviews
Submit A Review
  • Dec 10, 2025 Dipender Panwar I want to recognize the outstanding service provided by Jochim. His professionalism, attention to detail, and genuine customer care have consistently stood out. Interactions with him are always clear, patient, and solution focused. Team members like Jochim make a real difference and reflect positively on the organization.

    Read More

  • Aug 31, 2025 Ray Hobson Very reliableThis was my first time using this site and I was very please with how everything was handled. Right after I booked my flight I got a call from one of the associates letting me know i didn't pick out my seats, and choose my seat for my trip there and back from my destination. I was kept up to date in my flight information and they made sure I got my boarding pass. My trip was very stress free. I will be using them again. Thank you!

    Read More

  • Aug 28, 2025 MariaEsperanza Estilo Nicko Went Above and BeyondI had to change the return flight of two out of four passengers in our group. Because only half of the group need to travel differently, it took several calls to Iberia Airlines directly and because of the time difference, Nicko coordinated and helped me over a couple of days. Throughout the experience, he explained what he was doing and why he needs to put me on hold and why he needs to call me back the following day, He was very knowledgeable, professional and empathetic to my predicament. Nicko owned the issues and the process and was very transparent with cost and every details of the transactions. I am very grateful and because of him, I will always trust CheapOAir with my travel needs. -Maria E.E.

    Read More

See all reviews

Boston to Montego Bay Flight Route Information

Travel Distance:1,699 Miles
Airlines Flying This Route: JetBlue Airways, American Airlines
Weekly Flights:5
Avg. Flight Duration:4.29 Hours

Insights About Flying from Boston to Montego Bay

Q. Which is the high season to travel from Boston to Montego Bay?

A. The month of September is considered the high season for flying from BOS to MBJ. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.

Q. How many direct flights are available from BOS to MBJ?

A. There are a total of 23 direct flights from Boston to Montego Bay. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.

Q. Which is the low season to travel from Boston to Montego Bay?

A. April, May is considered the low season for traveling from Boston to Montego Bay, Jamaica. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.

Q. Which is the busiest day for passengers flying between Boston to Montego Bay?

A. Wednesday are the busiest days for passengers flying between Boston to Montego Bay. Knowing the peak travel day can help you plan your trip to avoid overcrowded flights or airports.

Q. At what time does the last flight depart to Montego Bay?

A. The last flight to Montego Bay typically departs between 12:00AM - 1:00AM. Travelers who prefer late-night departures will find this information valuable for planning their journey.

Q. What percentage of travelers spent an average of 3 days in Montego Bay, Jamaica?

A. Approximately 29.17% of travelers spent an average of 3 days exploring Montego Bay. This information can assist in planning the duration of your stay in Montego Bay

Q. What percentage of BOS to MBJ flyers traveled with kids under 14?

A. About 13% of passengers on flights from Boston to Montego Bay were accompanied by children under the age of 14. This information is useful if you're planning a family trip and want to know how common it is to travel with young children on this route.

Q. What percentage of Boston to Montego Bay travelers were over 60 years old?

A. A notable 21% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.

Q. What percentage of BOS to MBJ travelers were millennials?

A. Millennials make up a significant portion of travelers on this route, accounting for 29% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.

Q. What percentage of Boston to Montego Bay travelers were female?

A. Almost half of the passengers, approximately 37% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.

Q. At what time the earliest flight departs from Boston?

A. The earliest flight departs at 7:00AM - 8:00AM.

Q. On which days one can have the most flight options in Montego Bay?

A. Wednesday offer the most flight options in Montego Bay.

§ All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.

Cheap Flights from Boston to Montego Bay

Looking for flights from Boston to Montego Bay? Look no more, for you�re at the right place. Book cheap flights from Boston to Montego Bay on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab BOS to MBJ flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your bookings right away!

Airports in Boston

Boston is served by Logan International Airport. Also called General Edward Lawrence Logan International Airport, this airport is located in the East Boston neighborhood of Boston. The airport offers frequent scheduled service to destinations throughout North America (including the United States, Canada and Mexico), Latin America, the Caribbean, the North Atlantic region, the Middle East, Europe, and Asia. Passengers can avail seamless connectivity between the airport and the city through Limousines, taxis, car rentals, bus service (Logan Express), app-based rides and even bikes.

Explore Montego Bay

The capital of the parish of St. James, Montego Bay is an unincorporated city in Jamaica. It is a popular tourist destination offering duty-free shopping, many beautiful beaches, a cruise line terminal, and a plethora of resorts. The city is also excellent to visit for the enthusiasts of outdoor activities as the major outdoor activities that can be performed in Montego Bay include diving, snorkeling, golfing, fishing, zip-lining, and guided river rides on bamboo rafts.

Things to do in Montego Bay

Doctor's Cave Beach

Doctor's Cave Beach welcomes visitors with white sands and crystal-clear waters. The beach is a popular place for snorkeling. The major amenities offered at Doctor's Cave Beach include restaurants, gift shops, changing rooms, and one can also rent beach equipment here.

Rocklands Bird Sanctuary

Rocklands Bird Sanctuary offers visitors with an excellent opportunity to view, hand-feed, and photograph exotic and endemic species of birds. Here, visitors are provided a bottle of nectar on arrival. Hummingbirds quickly come to outstretched arms of tourists on seeing this nectar. Rocklands Bird Sanctuary is located at about 30 minutes of drive from Montego Bay.

Greenwood Great House

Greenwood Great House is an antique-filled home and is more than 200-years old. It is one of the best preserved great houses in the country. The house is nestled in the hills and was once owned by the family of renowned poet Elizabeth Barrett Browning. At Greenwood Great House, visitors can see the extensive collection of antique furniture and can also enjoy scenic vistas of the surrounding countryside.

Best Time to Fly to Montego Bay

Weather-wise, the best time to visit Montego Bay is November to mid-December. It is the time when the city's weather is the most pleasant and excellent for sightseeing.

Download Our App

Get CheapOair deals on the GO!

Download
Check Your Flight Status

Get there on time, every time!

Check Status

Flights from Boston

Flights to Montego Bay

Earn 2X points on CheapOair app
Earn up to 6X points on CheapOair app
Book on our apps (iOS & Android).
  • Get notified when prices drop for trips you are planning
  • Change or cancel your flights on the go!
  • Get flight alerts and updates for your trips
Switch to the app
Scan QR and installScan QR and install

Award-winning assistance, affordable travel

  • Excellent | 4 Stars
    Based on 233,423 reviews
    This rating is as of 02/10/2025
    Close[x]
  • Great | 4.1 Stars
    Based on 23,777 reviews
  •   American Business Awards
    2020 Gold Stevie – Product
    Management Team of the Year
  •   Stevie Awards for Sales & Customer Service
    2021 Bronze Stevie – Customer Service
    Department of the Year
  •  

Easy Access

Connect with Us
  • Quick Links
  • Popular Airlines
  • Popular Flight Routes
  • Top U.S. Destinations
  • Top International Destinations
Explore our cheap airfare options by carrier, with over 500 options to choose from.
Book one of our most popular flight routes with three easy clicks.
Find cheap airline tickets to popular U.S. destinations from coast to coast.
Get cheap air travel to global destinations in Europe, Asia and beyond.
partners logos

© 2006-2025 Fareportal, Inc. All rights reserved. Privacy Policy and agree to our Terms and Conditions. California: CST #2073455, Florida: ST37449, Hawaii - SOT#TAR-7560-0, Washington: WASOT #602755832 (affiliate of Travelong, Inc.)