$50 Cheap flight deals from Boston (BOS) to Cutler Bay (MIA)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Boston to Cutler Bay

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.

Sun, Apr 19 - Thu, Apr 23
BOS
Logan Intl.
MIA
Miami Intl.
$398 Roundtrip, just found
$398
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Apr 19 from Logan Intl. to Miami Intl., returning Thu, Apr 23, priced at $398 just found
Sat, Apr 18 - Wed, Apr 22
PVD
T.F. Green
MIA
Miami Intl.
$586 Roundtrip, found 9 hours ago
$586
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Sat, Apr 18 from T.F. Green to Miami Intl., returning Wed, Apr 22, priced at $586 found 9 hours ago
Sun, Apr 19 - Mon, Apr 27
ORH
Worcester Regional
MIA
Miami Intl.
$647 Roundtrip, found 15 hours ago
$647
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sun, Apr 19 from Worcester Regional to Miami Intl., returning Mon, Apr 27, priced at $647 found 15 hours ago
Sun, Apr 19 - Wed, Apr 22
MHT
Manchester-Boston Regional
EKW
Miami Central Brightline Train Station
$919 Roundtrip, found 4 days ago
$919
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Apr 19 from Manchester-Boston Regional to Miami Central Brightline Train Station, returning Wed, Apr 22, priced at $919 found 4 days ago

Airfares from $50 One Way, $128 Round Trip from Boston to Cutler Bay

Prices starting at $128 for return flights and $50 for one-way flights to Cutler Bay were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Apr 28 - Wed, May 6
BOS
Boston
MIA
Miami
$128 Roundtrip, found 5 days ago
$128
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Boston to Miami, returning Wed, May 6, priced at $128 found 5 days ago
Tue, Apr 28 - Tue, May 5
MHT
Manchester
MIA
Miami
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 28 from Manchester to Miami, returning Tue, May 5, priced at $212 found 1 day ago
Wed, May 6 - Sat, May 16
ORH
Worcester
MIA
Miami
$236 Roundtrip, found 4 days ago
$236
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 6 from Worcester to Miami, returning Sat, May 16, priced at $236 found 4 days ago
Thu, Apr 23 - Thu, Apr 30
PVD
Providence
MIA
Miami
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Apr 23 from Providence to Miami, returning Thu, Apr 30, priced at $262 found 4 days ago
Mon, May 11 - Fri, May 15
BOS
Boston
EKW
Miami
$378 Roundtrip, found 2 days ago
$378
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, May 11 from Boston to Miami, returning Fri, May 15, priced at $378 found 2 days ago

Cutler Bay economy flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

7.8/10 Good! (1,002 reviews)

May 20 - May 24

4 night stay

Boston (BOS) to Miami (MIA)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,314, price is now $674 per person
$674
per person
found 1 day ago
Leaving a review to let Travellers know that this place deserves a better rating and reviews than what some Travellers have left. We had a great stay! The property is older and could use some upgrades but it was exactly suited for our stay. Property is right on a canal where you can see Tarpon, Manatees and other fish, if you have a boat you can dock right there. Our stay was quiet and peaceful and housekeeping took care of any needs we had. Its within walking distance of a few restaurants, dive shop, bait shop, snorkel tour. I would recommend Lido73, Mar Bar and Old Tavernier restaurants all within walking distance. Just know it not the 4 seasons just and older property that will suit your needs. I would definitely come stay again.

Reviewed on Mar 22, 2026

Pelican Hotel
4.0-star property

Pelican Hotel

9.2/10 Wonderful! (443 reviews)

May 19 - May 24

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,327, price is now $715 per person
$715
per person
found 1 day ago
My recent stay at the Pelican Hotel was nothing short of delightful. The location is truly exceptional — perfectly situated to enjoy the very best of the area. From the moment I arrived, the warm and friendly atmosphere made me feel completely at ease. The service was impeccable. Both room service and management were consistently professional and courteous, with special appreciation to Oscar, whose attentiveness and genuine hospitality made a lasting impression. The dining experience was outstanding. Every meal was a pleasure, but the fried octopus deserves special mention — perfectly prepared and absolutely unforgettable. The rooms themselves were a highlight: comfortable, thoughtfully appointed, and each with its own unique design that adds charm and character to the stay. The complimentary cocktails were another memorable touch — expertly made and thoroughly enjoyable. Overall, my time at the Pelican Hotel was a wonderful experience from start to finish. I look forward to returning and will gladly book again without hesitation.

Reviewed on Aug 11, 2025

Soleado Hotel
3.0-star property

Soleado Hotel

9/10 Wonderful! (683 reviews)

May 16 - May 23

7 night stay

Boston (BOS) to Miami (MIA)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,224, price is now $699 per person
$699
per person
found 1 day ago
The location is the most attractive thing about this place. The bedroom AC unit was so noisy that we couldn’t use it at night. The coffee machine had no filters and stopped working after one day. The manager was not easy to deal with and complained when we hung some wet shirts on the railing to dry, telling me that the city prohibited this, which is ridiculous. Also note that parking is an additional $10/day. We did love the location as there were many dining options close by as well as the beach.

Reviewed on May 15, 2025

Don't see what you're looking for?
See all available trips from Boston to Cutler Bay
View all trips

Cutler Bay packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

7.8/10 Good! (1,002 reviews)

May 22 - May 25

3 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,563, price is now $1,104 per person
$1,104
per person
found 20 hours ago
Leaving a review to let Travellers know that this place deserves a better rating and reviews than what some Travellers have left. We had a great stay! The property is older and could use some upgrades but it was exactly suited for our stay. Property is right on a canal where you can see Tarpon, Manatees and other fish, if you have a boat you can dock right there. Our stay was quiet and peaceful and housekeeping took care of any needs we had. Its within walking distance of a few restaurants, dive shop, bait shop, snorkel tour. I would recommend Lido73, Mar Bar and Old Tavernier restaurants all within walking distance. Just know it not the 4 seasons just and older property that will suit your needs. I would definitely come stay again.

Reviewed on Mar 22, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,471 reviews)

May 17 - May 20

3 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,246, price is now $1,557 per person
$1,557
per person
found 23 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Cheeca Lodge & Spa
5.0-star property

Cheeca Lodge & Spa

9.2/10 Wonderful! (1,304 reviews)

May 22 - May 25

3 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,714, price is now $1,912 per person
$1,912
per person
found 20 hours ago
Fantastic resort, will definitely be heading back!

Reviewed on Jan 4, 2026

Don't see what you're looking for?
See all available trips from Boston to Cutler Bay
View all trips

Cutler Bay first class flight packages

Price found within the past 48 hours. Click for updated prices.
Ocean Villas of Deerfield
2.5-star property

Ocean Villas of Deerfield

9.4/10 Exceptional! (1,285 reviews)

May 15 - May 22

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Frontier Airlines • FirstClass
Price was $1,491, price is now $1,197 per person
$1,197
per person
found 1 day ago
Can’t wait to come back.

Reviewed on Jan 7, 2026

Pool, Hot Tub & Putting Green Near Deerfield Beach Oasis on Fourth by Avantstay
3.0-star property

Pool, Hot Tub & Putting Green Near Deerfield Beach Oasis on Fourth by Avantstay

10/10 Exceptional! (1 review)

May 15 - May 22

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Frontier Airlines • FirstClass
Price was $2,742, price is now $2,133 per person
$2,133
per person
found 1 day ago
Crowne Plaza Hotel Fort Lauderdale Airport/Cruiseport by IHG
3.5-star property

Crowne Plaza Hotel Fort Lauderdale Airport/Cruiseport by IHG

8.6/10 Excellent! (3,558 reviews)

May 15 - May 22

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Frontier Airlines • FirstClass
Price was $1,596, price is now $1,285 per person
$1,285
per person
found 1 day ago
We arrived too late foe the shuttle. The stop at 11pm

Reviewed on Mar 19, 2026

Don't see what you're looking for?
See all available trips from Boston to Cutler Bay
View all trips

More About Flying To Cutler Bay from Boston

Route Information for Flights from Boston to Cutler Bay

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

Boston to Cutler Bay

Finding cheap flights from Boston to Cutler Bay need never be a problem again when you put your faith in Orbitz, the online leader in discounted travel arrangements. You’ll get guaranteed low prices every time you book and be able to choose from a great selection of hotels, flight, cruises, and more.

Orbitz deals in bargains

You can have total confidence in Orbitz to help you find spectacular deals on Boston to Cutler Bay flights at bargain prices. We also display quality accommodations at unbelievable rates, leaving you with spare cash for a little extra indulgence in Cutler Bay.

Mix flights for a perfect schedule

Orbitz helps you find that low fare time and again whether you are looking at domestic or international tickets for leisure or business. Our extensive search capabilities let you select alternative airlines for your departure and return on your flights from Boston to Cutler Bay to give you the best deals that suit your schedule.

Cutting-edge mobile apps

Finding budget flights from Boston to Cutler Bay is easier with cutting-edge mobile tools as our app that allows you to check flight availabilities on the move using your smartphone or tablet. We can even send you free alerts to your email and mobile phone to inform you of any delays to your Boston to Cutler Bay flights.

Orbitz adds value to your search for bargain Boston to Cutler Bay flights

If value is what you are after, let Orbitz take care of you. Your low cost Boston to Cutler Bay flights along with our great bargains on hotels and car rentals will make your trip all the more memorable.

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.