The cheapest destinations from Boston right now are Miami from 76 EUR, Chicago from 129 EUR, New York from 129 EUR, Washington from 166 EUR, Toronto from 205 EUR round-trip. Full ranked list below — Flightmussy live data, updated 2026-06-06.
The cheapest destinations from Boston, ranked by the lowest round-trip fare Flightmussy has seen across the next ~12 months, with the cheapest month to fly each. Free, no signup. Prices last updated 2026-06-06.
| Route | From | Cheapest month | Most expensive month | Typical | Yearly swing |
|---|---|---|---|---|---|
| Boston → Miami | 76 EUR | October 2026 | May 2027 | 169 EUR | 82% |
| Boston → Chicago | 129 EUR | June 2026 | May 2027 | 177 EUR | 44% |
| Boston → New York | 129 EUR | June 2026 | May 2027 | 156 EUR | 37% |
| Boston → Washington | 166 EUR | June 2026 | May 2027 | 188 EUR | 18% |
| Boston → Toronto | 205 EUR | June 2026 | May 2027 | 311 EUR | 50% |
| Boston → Los Angeles | 212 EUR | June 2026 | May 2027 | 214 EUR | 14% |
| Boston → San Francisco | 212 EUR | June 2026 | May 2027 | 231 EUR | 25% |
| Boston → Vancouver | 259 EUR | August 2026 | May 2027 | 270 EUR | 33% |
| Boston → Barcelona | 270 EUR | September 2026 | March 2027 | 529 EUR | 54% |
| Boston → Palma | 308 EUR | September 2026 | June 2026 | 535 EUR | 56% |
| Boston → Bogota | 311 EUR | August 2026 | June 2026 | 316 EUR | 9% |
| Boston → Porto | 318 EUR | October 2026 | June 2026 | 523 EUR | 54% |
| Boston → Helsinki | 324 EUR | October 2026 | June 2026 | 341 EUR | 44% |
| Boston → Malaga | 326 EUR | October 2026 | June 2026 | 513 EUR | 53% |
| Boston → Stockholm | 326 EUR | October 2026 | June 2026 | 377 EUR | 42% |
| Boston → Milan | 330 EUR | October 2026 | June 2026 | 510 EUR | 47% |
| Boston → Lisbon | 335 EUR | September 2026 | May 2027 | 571 EUR | 56% |
| Boston → Seville | 335 EUR | October 2026 | June 2026 | 628 EUR | 55% |
| Boston → Paris | 340 EUR | October 2026 | June 2026 | 549 EUR | 48% |
| Boston → London | 341 EUR | September 2026 | June 2026 | 489 EUR | 53% |
| Boston → Oslo | 352 EUR | September 2026 | May 2027 | 375 EUR | 17% |
| Boston → Nice | 355 EUR | October 2026 | June 2026 | 554 EUR | 53% |
| Boston → Zurich | 356 EUR | September 2026 | June 2026 | 553 EUR | 53% |
| Boston → Rome | 360 EUR | September 2026 | June 2026 | 520 EUR | 48% |
| Boston → Geneva | 369 EUR | September 2026 | June 2026 | 538 EUR | 48% |
| Boston → Brussels | 373 EUR | October 2026 | June 2026 | 497 EUR | 53% |
| Boston → Prague | 376 EUR | September 2026 | June 2026 | 522 EUR | 46% |
| Boston → Tenerife | 377 EUR | October 2026 | June 2026 | 655 EUR | 54% |
| Boston → Faro | 378 EUR | October 2026 | June 2026 | 610 EUR | 54% |
| Boston → Manchester | 382 EUR | September 2026 | June 2026 | 605 EUR | 54% |
| Boston → Reykjavik | 382 EUR | June 2026 | May 2027 | 394 EUR | 14% |
| Boston → Sao Paulo | 385 EUR | November 2026 | May 2027 | 427 EUR | 51% |
| Boston → Hamburg | 400 EUR | September 2026 | June 2026 | 588 EUR | 47% |
| Boston → Dubrovnik | 401 EUR | October 2026 | June 2026 | 632 EUR | 51% |
| Boston → Amsterdam | 405 EUR | September 2026 | June 2026 | 565 EUR | 47% |
| Boston → Berlin | 407 EUR | September 2026 | June 2026 | 569 EUR | 46% |
| Boston → Athens | 420 EUR | September 2026 | May 2027 | 603 EUR | 65% |
| Boston → Vienna | 423 EUR | October 2026 | June 2026 | 538 EUR | 40% |
| Boston → Valencia | 426 EUR | September 2026 | June 2026 | 527 EUR | 39% |
| Boston → Dublin | 430 EUR | September 2026 | June 2026 | 498 EUR | 39% |
| Boston → Split | 436 EUR | September 2026 | June 2026 | 617 EUR | 48% |
| Boston → Gothenburg | 444 EUR | August 2026 | June 2026 | 447 EUR | 21% |
| Boston → Munich | 446 EUR | October 2026 | June 2026 | 597 EUR | 42% |
| Boston → Gdansk | 454 EUR | October 2026 | June 2026 | 522 EUR | 36% |
| Boston → Edinburgh | 456 EUR | September 2026 | June 2026 | 631 EUR | 42% |
| Boston → Madrid | 467 EUR | October 2026 | June 2026 | 520 EUR | 33% |
| Boston → Mexico City | 485 EUR | July 2026 | May 2027 | 597 EUR | 23% |
| Boston → Copenhagen | 488 EUR | October 2026 | June 2026 | 511 EUR | 23% |
| Boston → Krakow | 488 EUR | February 2027 | June 2026 | 515 EUR | 31% |
| Boston → Warsaw | 495 EUR | April 2027 | June 2026 | 522 EUR | 31% |
| Boston → Frankfurt | 501 EUR | September 2026 | June 2026 | 615 EUR | 27% |
| Boston → Budapest | 510 EUR | September 2026 | June 2026 | 536 EUR | 27% |
| Boston → Cairo | 519 EUR | September 2026 | February 2027 | 674 EUR | 24% |
| Boston → Marrakech | 545 EUR | September 2026 | June 2026 | 654 EUR | 35% |
| Boston → Casablanca | 546 EUR | November 2026 | June 2026 | 593 EUR | 27% |
| Boston → Rio De Janeiro | 583 EUR | September 2026 | May 2027 | 590 EUR | 29% |
| Boston → Istanbul | 597 EUR | September 2026 | June 2026 | 642 EUR | 29% |
| Boston → Cologne | 625 EUR | November 2026 | June 2026 | 666 EUR | 39% |
| Boston → Mumbai | 642 EUR | September 2026 | June 2026 | 673 EUR | 26% |
| Boston → Dubai | 646 EUR | November 2026 | June 2026 | 654 EUR | 16% |
| Boston → Tel Aviv | 656 EUR | August 2026 | June 2026 | 735 EUR | 46% |
| Boston → Delhi | 657 EUR | September 2026 | July 2026 | 719 EUR | 23% |
| Boston → Beijing | 724 EUR | November 2026 | June 2026 | 821 EUR | 39% |
| Boston → Buenos Aires | 750 EUR | September 2026 | May 2027 | 835 EUR | 25% |
| Boston → Taipei | 754 EUR | November 2026 | May 2027 | 959 EUR | 51% |
| Boston → Abu Dhabi | 763 EUR | September 2026 | May 2027 | 781 EUR | 12% |
| Boston → Bangkok | 786 EUR | October 2026 | July 2026 | 854 EUR | 28% |
| Boston → Shanghai | 788 EUR | September 2026 | June 2026 | 844 EUR | 29% |
| Boston → Singapore | 807 EUR | September 2026 | June 2026 | 889 EUR | 29% |
| Boston → Kuala Lumpur | 832 EUR | September 2026 | June 2026 | 900 EUR | 29% |
| Boston → Doha | 836 EUR | September 2026 | June 2026 | 876 EUR | 29% |
| Boston → Seoul | 839 EUR | October 2026 | June 2026 | 1024 EUR | 38% |
| Boston → Hong Kong | 866 EUR | November 2026 | May 2027 | 973 EUR | 22% |
| Boston → Phuket | 889 EUR | September 2026 | May 2027 | 962 EUR | 13% |
| Boston → Johannesburg | 890 EUR | October 2026 | May 2027 | 954 EUR | 31% |
| Boston → Nairobi | 911 EUR | July 2026 | June 2026 | 928 EUR | 8% |
| Boston → Melbourne | 935 EUR | November 2026 | May 2027 | 935 EUR | 33% |
| Boston → Jakarta | 939 EUR | September 2026 | June 2026 | 939 EUR | 18% |
| Boston → Bali | 966 EUR | September 2026 | July 2026 | 1027 EUR | 13% |
| Boston → Cape Town | 973 EUR | October 2026 | May 2027 | 1083 EUR | 43% |
| Boston → Tokyo | 1025 EUR | September 2026 | June 2026 | 1031 EUR | 35% |
| Boston → Osaka | 1028 EUR | September 2026 | May 2027 | 1094 EUR | 45% |
| Boston → Sydney | 1046 EUR | August 2026 | May 2027 | 1120 EUR | 35% |
| Boston → Auckland | 1047 EUR | November 2026 | May 2027 | 1289 EUR | 59% |
Fares are round-trip, in EUR, from live searches. They change constantly — click any route to search current prices.
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