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Cheap Flights from Florida to Massachusetts - Compare Flight Deals & Schedules

With plenty of flights available from Florida to Massachusetts, travelers have a wide range of choices to plan their journey more conveniently. Browse one-way fares from $88.98, round-trip fares from $174.72, and other affordable flight options that fit different budgets and preferences. Explore available schedules, compare airline services and choose the most suitable flights from Florida to Massachusetts for your travel plans.

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Cheap Flights from Florida to Massachusetts from from $88.99

Find cheap flights from Florida to Massachusetts and compare the latest fares across popular routes such as Florida to Massachusetts. Book affordable flight deals with CheapOair and save on your next trip. Call us for phone only deals at 
One Way Round Trip
ORL Orlando Sat, Aug 29
BOS Boston
from $89
Book Now
TPA Tampa Sat, Aug 8
BOS Boston
from $111
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FMY Fort Myers Wed, Aug 19
BOS Boston
from $114
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JAX Jacksonville Tue, Aug 4
BOS Boston
from $121
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VPS Ft Walton Beach Thu, Aug 13
BOS Boston
from $124
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DAB Daytona Beach Sun, Aug 2
BOS Boston
from $126
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SRQ Sarasota Mon, Aug 3
BOS Boston
from $131
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PBI West Palm Beach Tue, Aug 4
BOS Boston
from $136
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FLL Fort Lauderdale Sun, Sep 13
ORH Worcester
from $146
Book Now
ORL Orlando Thu, Sep 17
ORH Worcester
from $146
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PNS Pensacola Mon, Sep 21
BOS Boston
from $235
Book Now
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202607~Ref:n-Ws7z8PX06zcHHxgu54DA

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Better deals are one call away Call us Say and save Expires July 31, 2026. Where applicable discount applies to service fees for qualified airline tickets. Amount of service fee discount varies: maximum savings of $10 per person applied to bookings from one (1) traveler up to five (5) travelers; the maximum discount applied is $50. Promo Code and Instant Savings offers can be combined up to the amount of our service fees but cannot be used or combined with any other coupons, promotions or special offers. May be withdrawn at any time without notice. Promo code only applicable for bookings created over the phone through our call center.