October 1, 2026

Boston Flight Deals

Madrid for $366? Yes, really. Iberia is operating a direct flight from Logan (BOS) to Madrid (MAD) for just $366 round-trip - that is 61% below the median typical price of $948, and it is one of the strongest economy deals we have tracked out of Boston in a long time. If you have been waiting for the right moment to cross the Atlantic, this is it. Beyond Madrid, we have a loaded issue this week: direct flights to Dublin, Zurich, Rome, Lisbon, Paris, London, Amsterdam, and Barcelona are all well below their normal price ranges. Read on for every deal, departure date, and booking link.

Good Deal - BOS → Madrid - $366 round-trip on Iberia. Usually around $948, now just $366 (61% below typical). Direct flight, 7h 10m. Departs Oct 13, returns Oct 20 (7-night trip). Midweek departure keeps costs low.

• Oct 13 - Oct 20 | $366 | 7 days (Tuesday)

• Oct 14 - Oct 21 | $366 | 7 days (Wednesday)

• Nov 10 - Nov 17 | $366 | 7 days (Tuesday)

Good Deal - BOS → Dublin - $481 round-trip on Aer Lingus. Usually around $1,056, now just $481 (54% below typical). Direct flight, 6h 0m. Departs Oct 29, returns Nov 1 (3-night trip). Great long-weekend escape. Also works for a quick Nov city break.

• Oct 29 - Nov 1 | $481 | 3 days (Thursday)

• Nov 5 - Nov 8 | $481 | 3 days (Thursday)

• Nov 6 - Nov 9 | $481 | 3 days (Friday - weekend departure)

Good Deal - BOS → Barcelona - $632 round-trip on Delta Air Lines. Usually around $906, now just $632 (30% below typical). Direct flight, 7h 15m. Departs Oct 19, returns Oct 22 (3-night trip). Barcelona is sitting at 18 degrees C right now - a great late-season escape. Weekend dates also available from Oct 17.

• Oct 19 - Oct 22 | $632 | 3 days (Monday)

• Oct 18 - Oct 22 | $632 | 4 days (Sunday - weekend departure)

• Oct 17 - Oct 22 | $632 | 5 days (Saturday - weekend departure)

Good Deal - BOS → Zurich - $643 round-trip on Swiss International Air Lines. Usually around $1,120, now just $643 (43% below typical). Direct flight, 7h 20m. Departs Nov 3, returns Nov 10 (7-night trip). Multiple midweek options available in November.

• Nov 3 - Nov 10 | $643 | 7 days (Tuesday)

• Nov 4 - Nov 11 | $643 | 7 days (Wednesday)

• Nov 10 - Nov 17 | $643 | 7 days (Tuesday)

Good Deal - BOS → Rome - $661 round-trip on Alitalia. Usually around $1,130, now just $661 (42% below typical). Direct flight, 7h 55m. Departs Nov 11, returns Nov 18 (7-night trip). Also valid for Dec 2 - Dec 9 dates.

• Nov 11 - Nov 18 | $661 | 7 days (Wednesday)

• Nov 18 - Nov 25 | $661 | 7 days (Wednesday)

• Dec 2 - Dec 9 | $661 | 7 days (Wednesday)

Good Deal - BOS → Lisbon - $699 round-trip on TAP Portugal. Usually around $1,246, now just $699 (44% below typical). Direct flight, 6h 35m. Departs Nov 11, returns Nov 18 (7-night trip). Lisbon sits at 19 degrees C in November - mild and far less crowded than summer.

• Nov 11 - Nov 18 | $699 | 7 days (Wednesday)

• Nov 17 - Nov 24 | $699 | 7 days (Tuesday)

• Nov 18 - Nov 25 | $699 | 7 days (Wednesday)

Good Deal - BOS → Paris - $716 round-trip on Delta Air Lines. Usually around $1,046, now just $716 (32% below typical). Direct flight, 7h 5m. Departs Nov 5, returns Nov 8 (3-night trip). A quick long-weekend in Paris - Friday and weekend departures also available.

• Nov 5 - Nov 8 | $716 | 3 days (Thursday)

• Nov 6 - Nov 9 | $716 | 3 days (Friday - weekend departure)

• Nov 13 - Nov 16 | $716 | 3 days (Friday - weekend departure)

Good Deal - BOS → London Heathrow - $775 round-trip on British Airways. Usually around $1,139, now just $775 (32% below typical). Direct flight, 6h 30m. Departs Nov 17, returns Nov 20 (3-night trip). All available options are midweek departures, which keeps prices down.

• Nov 17 - Nov 20 | $775 | 3 days (Tuesday)

• Nov 18 - Nov 21 | $775 | 3 days (Wednesday)

• Nov 19 - Nov 22 | $775 | 3 days (Thursday)

Good Deal - BOS → Amsterdam - $799 round-trip on Delta Air Lines. Usually around $1,304, now just $799 (39% below typical). Direct flight, 6h 50m. Departs Dec 2, returns Dec 9 (7-night trip). A great way to see Amsterdam's famous Christmas markets. If you prefer to earn miles on this route, Award Travel Finder tracks the best award availability on BOS - AMS regularly.

• Dec 2 - Dec 9 | $799 | 7 days (Wednesday)

• Dec 8 - Dec 15 | $799 | 7 days (Tuesday)

• Dec 9 - Dec 16 | $799 | 7 days (Wednesday)

✈️ Boston Airport Tip

Every Europe deal this week departs from Logan (BOS). Logan has outstanding transatlantic connectivity - particularly for Spain, Ireland, France, the UK, and the Netherlands. Aer Lingus, Iberia, TAP Portugal, British Airways, Swiss, Alitalia, and Delta all fly direct from BOS to Europe, often with competitive fares versus New York alternatives. If you are chasing miles on any of these routes, check what partner awards are available - loyalty programs can add serious value on long-haul trips.

Tip: Want to stretch these Europe deals even further with points? Miles & Points Daily covers the best credit card bonuses and transfer partners every day - a great way to top up your balance before booking one of these routes.

Premium subscribers - this week is loaded with Business Class deals from Logan. We have five direct Business Class routes all sitting well below their median typical prices, including a stunning 70% saving on BOS to Madrid and a near-Christmas deal to Rome for Business Class travel.

Good Deal - BOS → Madrid (Business Class) - $2,999 round-trip on Multiple Airlines. Usually around $10,092 in Business Class, now just $2,999 (70% below typical). Direct, weekend departure. Departs Oct 17 (Saturday), returns Oct 20. A rare opportunity to fly flat-bed to Madrid for under $3,000.

• Oct 17 - Oct 20 | $2,999 | 3 days (Saturday - weekend departure)

• Oct 16 - Oct 20 | $2,999 | 4 days (Friday - weekend departure)

• Oct 17 - Oct 21 | $2,999 | 4 days (Saturday - weekend departure)

Good Deal - BOS → Amsterdam (Business Class) - $3,095 round-trip on JetBlue (Mint). Usually around $9,692 in Business Class, now just $3,095 (68% below typical). Direct, 7h 10m. Departs Oct 17, returns Oct 21. JetBlue Mint is one of the most acclaimed Business products flying transatlantic from BOS - lie-flat pods, premium dining, and fast Wi-Fi. If you have been curious about points redemptions on this route, Award Travel Finder tracks JetBlue award availability regularly.

• Oct 17 - Oct 21 | $3,095 | 4 days (Saturday - weekend departure)

• Dec 25 - Dec 28 | $3,999 | 3 days (Friday - Christmas weekend)

• Nov 22 - Nov 26 | $3,999 | 4 days (Sunday - around Thanksgiving)

Good Deal - BOS → Dublin (Business Class) - $3,098 round-trip on JetBlue (Mint). Usually around $5,989 in Business Class, now just $3,098 (48% below typical). Direct, 6h 21m. Departs Oct 16, returns Oct 19 (3-night trip). A Friday departure into Dublin for a long weekend - this is the sweet spot for a premium Ireland trip.

• Oct 16 - Oct 19 | $3,098 | 3 days (Friday - weekend departure)

• Oct 19 - Oct 22 | $3,098 | 3 days (Monday)

• Oct 16 - Oct 20 | $3,098 | 4 days (Friday - weekend departure)

Good Deal - BOS → Lisbon (Business Class) - $3,001 round-trip on TAP Portugal. Usually around $7,091 in Business Class, now just $3,001 (58% below typical). Direct, 6h 35m. Departs Dec 10, returns Dec 13 (3-night trip). Lisbon at 19 degrees C in December with a Business Class flat-bed for just over $3,000 round-trip is exceptional value.

• Dec 10 - Dec 13 | $3,001 | 3 days (Thursday)

• Dec 3 - Dec 7 | $3,001 | 4 days (Thursday)

• Dec 10 - Dec 14 | $3,001 | 4 days (Thursday)

Good Deal - BOS → Paris (Business Class) - $3,195 round-trip on JetBlue (Mint). Usually around $4,414 in Business Class, now just $3,195 (28% below typical). Direct, 7h 5m. Departs Nov 22 (Sunday), returns Nov 26 (near Thanksgiving). If you want to spend Thanksgiving in Paris in a lie-flat bed, this is your deal.

• Nov 22 - Nov 26 | $3,195 | 4 days (Sunday - Thanksgiving week)

• Nov 23 - Nov 27 | $3,195 | 4 days (Monday)

• Nov 27 - Dec 1 | $3,195 | 4 days (Friday - post-Thanksgiving)

Good Deal - BOS → Rome (Business Class) - $3,451 round-trip on Multiple Airlines. Usually around $8,491 in Business Class, now just $3,451 (59% below typical). Direct. Departs Dec 24 (Christmas Eve), returns Dec 27. Spending Christmas in Rome in Business Class for under $3,500 round-trip is a rare find. Earlier December dates also available.

• Dec 24 - Dec 27 | $3,451 | 3 days (Thursday - Christmas Eve departure)

• Dec 23 - Dec 27 | $3,451 | 4 days (Wednesday)

• Dec 14 - Dec 19 | $3,451 | 5 days (Monday)

Logan (BOS) - Your Premium Transatlantic Hub

Logan is the undisputed best airport for Business Class transatlantic travel out of Boston. This week's deals prove it: JetBlue Mint operates direct Business Class to Amsterdam, Dublin, and Paris - all from Terminal C at Logan. JetBlue Mint is widely considered one of the best Business Class products on any transatlantic route, with fully lie-flat suites, Tuft and Needle mattress pads, premium dining, and fast gate-to-gate Wi-Fi. No connection through New York or Philadelphia required.

• BOS to Spain (Madrid): Best fares on Iberia (Economy) and Multiple Airlines (Business). Iberia departs from Terminal E at Logan.

• BOS to Ireland (Dublin): Aer Lingus (Economy) and JetBlue Mint (Business) both fly direct. Aer Lingus has US pre-clearance at Dublin - you land like a domestic arrival.

• BOS to France (Paris): Delta (Economy) and JetBlue Mint (Business) both operate direct from Logan. JetBlue Mint to Paris is a flagship route with a superb product.

• BOS to Portugal (Lisbon): TAP Portugal flies direct in both Economy and Business Class. November and December dates are wide open.

• BOS to Italy (Rome): Alitalia Economy from BOS is direct and well-priced in November. Business Class options via multiple carriers are available for Christmas travel.

• BOS to Switzerland (Zurich): Swiss International Air Lines flies direct in Economy. Business Class upgrades can sometimes be purchased at the gate for a fraction of the full fare - worth asking at check-in.

• BOS to UK (London Heathrow): British Airways flies direct from Logan to Heathrow. Terminal 5 at Heathrow is the best for BA connections if you are continuing onward.

Hidden Route Gems from Logan

Logan is often overlooked in favor of JFK for transatlantic Business Class, but JetBlue Mint has changed that calculus entirely. Boston travelers can now access direct flat-bed Business Class to London Gatwick, Amsterdam, Dublin, and Paris - all without a connecting flight. For award travelers, transferring Amex Membership Rewards or Chase Ultimate Rewards to TrueBlue via a transfer partner can unlock significant value on Mint routes. Check current award availability before booking cash fares.

Award Travel Finder hunts down the best redemptions so you don't have to.

See all deals at AwardTravelFinder.com →