$174 Cheap flights to Montserrat

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Cheap flights to Montserrat from $174 One Way, $268 Round Trip

$268 return flights and $174 one-way flights to Montserrat were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 27 - Wed, Dec 30
SXM
Saint Martin
MNI
Plymouth
$268 Roundtrip, found 22 hours ago
$268
Roundtrip
found 22 hours ago
Select Windward Island Airways International flight, departing Sun, Dec 27 from Saint Martin to Plymouth, returning Wed, Dec 30, priced at $268 found 22 hours ago
Wed, Mar 10 - Tue, Mar 30
SXM
Saint Martin
MNI
Plymouth
$275 Roundtrip, found 22 hours ago
$275
Roundtrip
found 22 hours ago
Select Windward Island Airways International flight, departing Wed, Mar 10 from Saint Martin to Plymouth, returning Tue, Mar 30, priced at $275 found 22 hours ago
Tue, Mar 9 - Tue, Mar 16
JFK
New York
MNI
Plymouth
$580 Roundtrip, found 3 days ago
$580
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Mar 9 from New York to Plymouth, returning Tue, Mar 16, priced at $580 found 3 days ago
Tue, Mar 9 - Tue, Mar 16
JFK
New York
MNI
Plymouth
$706 Roundtrip, found 3 days ago
$706
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Mar 9 from New York to Plymouth, returning Tue, Mar 16, priced at $706 found 3 days ago
Fri, Mar 12 - Sat, Mar 20
JFK
New York
MNI
Plymouth
$1,012 Roundtrip, found 23 hours ago
$1,012
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Mar 12 from New York to Plymouth, returning Sat, Mar 20, priced at $1,012 found 23 hours ago
Fri, Mar 12 - Sat, Mar 20
JFK
New York
MNI
Plymouth
$1,092 Roundtrip, found 23 hours ago
$1,092
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Mar 12 from New York to Plymouth, returning Sat, Mar 20, priced at $1,092 found 23 hours ago
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Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Montserrat Accommodation Deals

Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Old Towne Old Towne
$153 nightly
The price is $169 total per night from Oct 21 to Oct 22
$169 total
Oct 21 - Oct 22
Total with taxes and fees
Book a stay at this beach villa in Old Towne. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Lime Kiln Beach and Woodlands Beach are ...
8/10 Very Good! (36 reviews)
"Fantastic location and great property! There is a little construction going on at the roof that might could get cleaned up some but the rooms are great! I did have periodic hot water in the shower. The sinks had hot water though. Would stay again. Great beds and clean."

Reviewed on Oct 12, 2026

Opens in a new windowChez Mango Villas
Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

BRADES
Stay at this apartment in Saint Peter Parish. Enjoy laundry facilities and air conditioning. Popular attractions Little Bay and Rendezvous Beach are located ...
Get rates
Opens in a new windowCozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Woodlands Saint Peter Parish
Stay at this villa in Olveston. Enjoy free WiFi, private pools, and a garden. Popular attractions Lime Kiln Beach and Woodlands Beach are located nearby.
10/10 Exceptional! (17 reviews)
"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and ..."

Reviewed on Feb 13, 2026

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Opens in a new windowOceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
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Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Plymouth Saint Peter Parish
Stay at this villa in Cudjoe Head. Enjoy a garden, laundry facilities, and patios. Popular attractions Katy Hill and Little Bay are located nearby.
Get rates
Opens in a new windowSecluded Villa with scenic views of the Atlantic ocean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

What is the best airport to fly to in Montserrat?
There's one main entrance point for this area — Plymouth (MNI-Gerald's Field). Book your airfares for this popular gateway and experience all that Montserrat has to offer.
How much is a flight to Montserrat?
Return flights to Montserrat this last week fluctuated from $268 to $1,092. If you were flying one-way from Saint Martin (SXM), you could have bagged prices from as low as $174.
How to book the cheapest flight to Montserrat?
Landing cheap flights to Montserrat is as simple as booking your ticket with Orbitz. But if you're eager to make sure you're nabbing the best flight deals around, here are some tips to keep your wallet happy:

  • Consider alternative airports to save money. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list your options, if any.
  • If you're flexible with your travel schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days either side of your selected departure. Airfares often vary depending on what day it is.
  • You can also select the 'Show options' function to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you know your travel dates, don't drag your feet booking a flight. Fares normally increase as the departure date nears.
  • Consider bundling your flights, hotels and car rentals into a package deal with Orbitz to make your budget go even further.
  • Flying during peak season often means higher airfares. If possible, plan your trip outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Montserrat?
On average, the cheapest time to book a seat is January. This is followed by February then August. When searching for a cheap flight to Montserrat, it's worth being ready to book. Cheap deals emerge in an instant and don't stick around!
What day of the week is the cheapest to book a flight to Montserrat?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase fares to Montserrat. The getaway of your dreams starts with an incredible flight deal!
What is the cheapest day of the week to fly to Montserrat?
Consider departing early in the week for cheap flights to Montserrat. Orbitz data from 2020 indicates Monday is generally the most inexpensive day to take off, followed by Tuesday. Saturdays were shown to have the highest airfares. This is probably because most travelers choose to begin their escape when the working week is over.
What is the cheapest month to fly to Montserrat?
To score cheap flights to Montserrat, pack your suitcase and jet off in August. Orbitz data shows that generally, this is a great month to save a bundle on your fare. If you're thinking of flying to Montserrat in June, keep in mind that this is the most expensive time to travel.
Which airlines allow free cancellation?
Things change, and we think your ticket should be able to do the same. That's why Orbitz makes it a cinch to search for flights with no change fees and free cancellation. Just enter your departure and arrival destinations and then click on "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Montserrat?
Whether you're a regular flyer or it's your first time in the air, it's always good to be organized on your trip. Here are some things to take into account:

  • Make sure you've got your travel paperwork and some identification. For international journeys, you'll need to bring your passport. When you book your tickets, always use the exact details listed on your current ID.
  • A well-packed carry-on bag is the key to a great flight experience. Given this journey to Montserrat is no short hop, take some snacks and activities to keep you happy. Something to read is sure to help the hours pass.
  • Never mind what the weather is like, plane cabins can get chilly. Take an extra layer with you on your journey to stay nice and warm.

How do I get cheap first-class/business deals to Montserrat?
There are ways of booking first or business-class fares to Montserrat that won't burn through your budget. Bag a seat in the pointy end of the plane for less with these practical tips:

  • Flexibility is important. By being open to a few travel dates, you'll have a better chance of picking up a rewarding deal on your airfares.
  • Budget airlines offer first or business-class seating at a fraction of the usual price. Give the full-service carriers a miss and fly with one these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your fare through your loyalty program.

What is the best time to go to Montserrat?
Montserrat is a fun getaway destination year-round, but the most popular months to visit are August, October and November. If you're into warm weather, head there in summer. Like most destinations in the Northern Hemisphere, the summer season begins June 20. Temperatures normally hover between 80 ºF and 80 ºF during the day.

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.