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Discover the Best Cheap Flight Deals from Boston

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Recent deals from Boston:

$237 to 🇺🇸 San Diego, United States $325 to 🇹🇹 Port of Spain, Trinidad & Tobago $303 to 🇰🇾 Georgetown, Cayman Islands See more deals from Boston

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Latest cheap flight deals departing from Boston.

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$237

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May - May 2026
💰 $118
🇺🇸 Boston, United States
🇺🇸 San Diego, United States
Travel Between:

$325

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May - May 2026
💰 $162
🇺🇸 Boston, United States
🇹🇹 Port of Spain, Trinidad & Tobago
Travel Between:

$303

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May - May 2026
💰 $151
🇺🇸 Boston, United States
🇰🇾 Georgetown, Cayman Islands
Travel Between:

$884

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May - May 2026
💰 $442
🇺🇸 Boston, United States
🇳🇿 Auckland, New Zealand
Travel Between:

$348

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Apr - May 2026
💰 $174
🇺🇸 Boston, United States
🇮🇸 Reykjavik, Iceland
Travel Between:

$444

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Sep - Sep 2026
💰 $222
🇺🇸 Boston, United States
🇪🇸 Palma De Mallorca, Spain
Travel Between:

$397

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May - May 2026
💰 $198
🇺🇸 Boston, United States
🇫🇮 Helsinki, Finland
Travel Between:

$415

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Apr - Apr 2026
💰 $207
🇺🇸 Boston, United States
🇮🇸 Reykjavik, Iceland
Travel Between:

$711

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Nov - Nov 2026
💰 $355
🇺🇸 Boston, United States
🇮🇳 Mumbai, India
Travel Between:

$402

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Aug - Aug 2026
💰 $201
🇺🇸 Boston, United States
🇪🇸 Malaga, Spain
Travel Between:

$690

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Nov - Nov 2026
💰 $345
🇺🇸 Boston, United States
🇵🇭 Lapu-Lapu City, Philippines
Travel Between:

$749

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Sep - Sep 2026
💰 $374
🇺🇸 Boston, United States
🇻🇳 Hanoi, Vietnam
Travel Between:

$743

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Nov - Nov 2026
💰 $371
🇺🇸 Boston, United States
🇸🇬 Singapore, Singapore
Travel Between:

$460

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Apr - Apr 2026
💰 $230
🇺🇸 Boston, United States
🇺🇸 Honolulu, United States
Travel Between:

$745

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Sep - Sep 2026
💰 $372
🇺🇸 Boston, United States
🇲🇾 Kuala Lumpur, Malaysia
Travel Between:

$748

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Sep - Sep 2026
💰 $374
🇺🇸 Boston, United States
🇹🇭 Phuket, Thailand
Travel Between:

$622

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Sep - Sep 2026
💰 $311
🇺🇸 Boston, United States
🇵🇭 Manila, Philippines
Travel Between:

$748

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Sep - Sep 2026
💰 $374
🇺🇸 Boston, United States
🇹🇭 Bangkok, Thailand
Travel Between:

$738

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Sep - Sep 2026
💰 $369
🇺🇸 Boston, United States
🇵🇭 Manila, Philippines
Travel Between:

$267

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May - May 2026
💰 $133
🇺🇸 Boston, United States
🇸🇽 Saint Martin, Sint Maarten
Travel Between:

$266

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May - May 2026
💰 $133
🇺🇸 Boston, United States
🇦🇼 Oranjestad, Aruba
Travel Between:

$304

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Mar - Apr 2026
💰 $152
🇺🇸 Boston, United States
🇨🇴 Cartagena, Colombia
Travel Between:

$284

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Mar - Apr 2026
💰 $142
🇺🇸 Boston, United States
🇧🇧 Bridgetown, Barbados
Travel Between:

$380

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Mar - Apr 2026
💰 $190
🇺🇸 Boston, United States
🇸🇪 Stockholm, Sweden
Travel Between: