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Discover the Best Cheap Flight Deals from Boston

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Recent deals from Boston:

$243 to 🇨🇷 San Jose, Costa Rica $234 to 🇹🇹 Port of Spain, Trinidad & Tobago $225 to 🇸🇽 Saint Martin, Sint Maarten See more deals from Boston

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Latest cheap flight deals departing from Boston.

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$243

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Jan - Jan 2026
💰 $121
🇺🇸 Boston, United States
🇨🇷 San Jose, Costa Rica
Travel Between:

$234

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Jan - Jan 2026
💰 $117
🇺🇸 Boston, United States
🇹🇹 Port of Spain, Trinidad & Tobago
Travel Between:

$225

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Dec - Dec 2025
💰 $112
🇺🇸 Boston, United States
🇸🇽 Saint Martin, Sint Maarten
Travel Between:

$259

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Jan - Jan 2026
💰 $129
🇺🇸 Boston, United States
🇧🇧 Bridgetown, Barbados
Travel Between:

$755

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💰 $377
🇺🇸 Boston, United States
🇹🇭 Bangkok, Thailand
Travel Between:

$234

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Jan - Jan 2026
💰 $117
🇺🇸 Boston, United States
🇻🇮 Charlotte Amalie, U.S. Virgin Islands
Travel Between:

$903

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Feb - Feb 2026
💰 $451
🇺🇸 Boston, United States
🇲🇻 Male, Maldives
Travel Between:

$371

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Feb - Feb 2026
💰 $185
🇺🇸 Boston, United States
🇮🇹 Venezia, Italy
Travel Between:

$371

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Mar - Mar 2026
💰 $185
🇺🇸 Boston, United States
🇪🇸 Malaga, Spain
Travel Between:

$659

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Feb - Feb 2026
💰 $329
🇺🇸 Boston, United States
🇮🇳 New Delhi, India
Travel Between:

$781

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💰 $390
🇺🇸 Boston, United States
🇸🇬 Singapore, Singapore
Travel Between:

$207

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Jan - Jan 2026
💰 $103
🇺🇸 Boston, United States
🇺🇸 Las Vegas, United States
Travel Between:

$378

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Mar - Mar 2026
💰 $189
🇺🇸 Boston, United States
🇮🇹 Napoli, Italy
Travel Between:

$785

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Mar - Mar 2026
💰 $392
🇺🇸 Boston, United States
🇹🇭 Chiang Mai, Thailand
Travel Between:

$748

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Nov - Nov 2025
💰 $374
🇺🇸 Boston, United States
🇵🇭 Lapu-Lapu City, Philippines
Travel Between:

$742

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Jan - Jan 2026
💰 $371
🇺🇸 Boston, United States
🇻🇳 Ho Chi Minh City, Vietnam
Travel Between:

$666

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Nov - Nov 2025
💰 $333
🇺🇸 Boston, United States
🇦🇪 Dubai, United Arab Emirates
Travel Between:

$489

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Jan - Jan 2026
💰 $244
🇺🇸 Boston, United States
🇺🇸 Kahului, United States
Travel Between:

$298

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Jan - Jan 2026
💰 $149
🇺🇸 Boston, United States
🇮🇸 Reykjavik, Iceland
Travel Between:

$431

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Nov - Nov 2025
💰 $215
🇺🇸 Boston, United States
🇮🇹 Rome, Italy
Travel Between:

$782

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Jan - Jan 2026
💰 $391
🇺🇸 Boston, United States
🇲🇾 Kuala Lumpur, Malaysia
Travel Between:

$785

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Jan - Jan 2026
💰 $392
🇺🇸 Boston, United States
🇹🇭 Phuket, Thailand
Travel Between:

$117

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Dec - Dec 2025
💰 $58
🇺🇸 Boston, United States
🇺🇸 Tampa, United States
Travel Between:

$177

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Nov - Nov 2025
💰 $88
🇺🇸 Boston, United States
🇺🇸 Las Vegas, United States
Travel Between: