13 Cheapest International Flights from Boston in 2025-2026

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As a Boston local who travels 3 to 6 months per year, I’m constantly scanning flight deals out of Logan. And let me tell you, some of the cheapest international flights from Boston in 2025 and 2026 will blow your mind. We’re talking under-$300 roundtrips to Europe, Caribbean escapes for less than a weekend in Cape Cod, and the kind of off-season Asia fares that make you book first, ask questions later.

Over the years (and 70 countries later), I’ve figured out which destinations consistently pop up with great deals, and when to jump. This list is based on real fares I’ve tracked, booked, or watched drop again and again. Whether you’re dreaming of tapas in Madrid, pyramids in Mexico, or a spa day in Iceland’s Blue Lagoon, these 13 cheap international flights from Boston are the ones you’ll actually want to snag.

• My Pro Tip: I recommend signing up for Going’s premium membership, which has a 14-day free trial. This will give you flight deal alerts from Boston and points/miles deals that honestly save me over $7k per year on flights. I’ve been using it for 5 years and it’s a game-changer…we’re talking roundtrip flights to Europe for under $300 and Caribbean islands for less than $150. If you like it and after the free trial, I recommend using my promo code JON25 to save 25%!

Toronto, Canada – from $122

Toronto is a quick hop from Boston and flights often start around $122 one way. I love this city for its diversity. More than half of the residents were born outside Canada and some 30% speak languages other than French or English. Wander through neighborhoods like Chinatown and Little Italy for global cuisine, then ride the fast elevators up the CN Tower – the tallest free-standing structure in the Western Hemisphere – to see Lake Ontario from 342 metres above. Brave the outdoor SkyPod or treat yourself to dinner in the revolving restaurant. With museums, street art and a buzzing nightlife, Toronto offers big-city energy without the long haul.

Montreal, Canada – from $156

Flights from Boston to Montreal often dip to about $156 one way. Start with a climb up Mount Royal, the Olmsted-designed hill that gave the city its name and provides sweeping skyline views. Back in town, explore the 17th-century architecture and cobblestone lanes of Old Montreal…highlights include the Notre-Dame Basilica and Place Jacques-Cartier. Don’t leave without tasting local staples: smoked-meat sandwiches at Schwartz’s, honey-water boiled bagels at Fairmount or St-Viateur and a late-night poutine at La Banquise. With French-speaking locals, lively festivals and a thriving arts scene, Montreal feels like Europe on a budget flight.

Dublin, Ireland – from $181

Cheap flights to Dublin start at about $181 one way. Start your trip at the Guinness Storehouse, Ireland’s most visited attraction where a self-guided tour winds through seven floors of brewing history and ends with a pint in the Gravity Bar. Wander the cobblestone lanes of Temple Bar. This neighbourhood takes its name from Sir William Temple and evolved into Dublin’s cultural quarter with pubs, markets and live music that draw millions. Then visit Trinity College to see the Book of Kells. This is an illuminated gospel from around 800 CE displayed in the Old Library where pages rotate monthly. Dublin’s mix of history, literature and nightlife makes it easy to spend a long weekend here.

Reykjavik, Iceland – from $117

Reykjavik may sound remote but flights from Boston start around $117. This northernmost capital combines quirky architecture and wild nature. In town, ride the elevator to the top of Hallgrímskirkja – a 74.5-metre church inspired by Iceland’s basalt cliffs – for 360-degree views and admire the 15-metre pipe organ and Leif Erikson statue outside. Nearby, the Harpa concert hall’s glass-honeycomb façade reflects the sea and hosts symphonies and indie gigs. Stroll along the waterfront to the Sun Voyager, a stainless steel Viking-ship sculpture symbolising exploration. Just outside the city, soak in the Blue Lagoon where mineral-rich water heated by volcanic activity stays between 98 and 104°F year-round. Whale watching tours, geothermal pools and museums fill out a memorable stopover.

London, United Kingdom – from $181

London may seem pricey but transatlantic fares often start around $181. Begin at Big Ben, officially called the Elizabeth Tower, which rises 316 feet above the Houses of Parliament and has been a UNESCO site since 1987. A short walk away, the Tower of London offers Yeoman-led tours through centuries of royal intrigue, from ravens and armour exhibits to the Jewel House where the Crown Jewels sparkle with more than 23,578 gems. Whether you’re strolling the Thames, browsing Borough Market or catching a West End show, London rewards repeat visits with its blend of history and modern culture.

Lisbon, Portugal – from $299

Lisbon’s red-roofed hills are closer than you think and flights often start around $299. Wander through Alfama, the city’s oldest neighbourhood where Moorish baths date to the 8th century, fado music was born and narrow alleys survived the 1755 earthquake. Hop aboard the yellow tram 28 to reach hilltop lookouts or simply roam on foot to discover tiled facades and hidden cafés. Sample pastéis de nata, the creamy custard tarts invented by monks at the Jerónimos Monastery. The Fábrica de Pastéis de Belém has baked the original recipe since 1837 and sells more than 20,000 a day. With sun-splashed plazas, fresh seafood and vibrant street art, Lisbon feels like the perfect European escape.

Paris, France – from $208

Paris remains an icon and bargain flights from Boston start around $208. First-timers should ride the lift to the top of the Eiffel Tower. Built for the 1889 World’s Fair, it took just over two years to assemble 18,038 metal parts and 2.5 million rivets. The tower reaches 300 metres (330 metres with its antenna) and houses restaurants on its first two levels plus a dizzying observation deck at 276 metres. Spend another day wandering the Louvre, a former royal palace turned world’s most visited museum with an estimated 380,000 objects. Whether you’re picnicking along the Seine or exploring Montmartre’s bohemian streets, the City of Light never disappoints.

Madrid, Spain – from $213

Madrid’s art-filled boulevards are affordable thanks to flights starting around $213. Begin with the Prado Museum, home to 8,200 drawings, 7,600 paintings, 4,800 prints and 1,000 sculptures. Only a fraction are on display and the collection forms part of the Golden Triangle of Art. Next, tour the Royal Palace – Spain’s official residence used for state ceremonies – which covers 135,000 square metres and contains 3,418 rooms, making it the largest royal palace in Europe. For fresh air head to Retiro Park, a 125-hectare oasis with over 15,000 trees, rowboats on the lake, a glass-and-iron Crystal Palace and a rose garden with 4,000 roses. Finish the day grazing at Mercado de San Miguel where tapas stalls tempt with cheese, jamón and Spanish wine.

Rome, Italy – from $180

Rome lures budget-conscious travelers with flights from $180. Its most famous sight is the Colosseum, an oval amphitheatre completed in 80 AD that measures 189 by 156 metres, stands 48.5 metres high and seated up to 80,000 spectators for gladiator battles, hunts and even naval shows. Built with 100,000 cubic metres of travertine stone and featuring 80 arches, it remains a testament to Roman engineering. Nearby, toss a coin into the Trevi Fountain; this Baroque masterpiece is 26.3 metres high and 49.15 metres wide, marking the end of the Acqua Vergine aqueduct. Designed by Nicola Salvi and finished in 1762, its travertine sculptures depict Oceanus and mythological creatures. With ancient ruins, pasta and gelato at every turn, Rome seduces all senses.

Cancun, Mexico – from $101

Cancun’s sunny beaches are within reach with flights from Boston starting around $101. White-sand Playa Delfines in the Hotel Zone boasts clear turquoise water and even offers dolphin sightings. History lovers should take a day trip to Chichen Itza. This UNESCO-listed Mayan city a couple of hours away features the pyramid of El Castillo, the Great Ball Court and the Temple of the Warriors. Inside the city, snorkel or dive at the Cancun Underwater Museum (MUSA), an artificial reef with more than 500 life-size sculptures. For closer ruins, wander the El Rey archaeological site in the Hotel Zone to see iguana-filled remnants of pre-Columbian life. Punta Nizuc’s calm shallows and coral gardens are perfect for snorkelers. Cheap flights to Cancun will bring you to one of the nicest destinations imaginable- combining relaxation, culture and adventure.

Punta Cana, Dominican Republic – from $104

Punta Cana is a Caribbean bargain with flights from Boston as low as $104. Its star attraction is Bavaro Beach, a 5- to 12-mile stretch of white-to-golden sand that’s more than 300 feet wide in places. This main beach is lined with all-inclusive resorts, beach clubs and restaurants, yet it never feels crowded. The water shifts from deep blue to light turquoise and offshore coral reefs keep waves gentle for swimmers. Many visitors stay within the resorts, but adventurous travelers can venture to nearby Jellyfish and Cortecito beaches, rent ATVs or try zip-lining. The airport sits just north of Bavaro, so you’ll be sipping a drink on the sand within 30 minutes of landing.

San José, Costa Rica – from $113

San José, Costa Rica’s capital, is often overlooked yet flights from Boston start around $113. Begin at Mercado Central, a downtown market filled with vendors selling produce, seafood, spices and handmade crafts along with local restaurants serving traditional dishes. Then admire the neoclassical National Theater. Guided tours run every day from 9:00 AM to 4:00 PM and showcase its ornate interior where the national symphony performs. San José also makes a perfect base for day trips. From nearby Alajuela you can visit Poás Volcano up close or the La Paz Waterfall Gardens and coffee plantations. Further afield, excursions reach Arenal Volcano, Monteverde Cloud Forest and Manuel Antonio National Park. With museums, nightlife and easy access to rainforests, San José is more than a layover. It’s one of the best places to fly in Costa Rica and all of Central America.

Bermuda – from $103

Bermuda feels closer than it looks with one-way fares from Boston starting around $103. The island’s showpiece is Horseshoe Bay Beach, a curved cove of crystal blue water and powdery pink sand. Its rosy hue comes from tiny red foraminifera that live in coral reefs and wash ashore to tint the sand. Protected by limestone cliffs, the bay offers calm swimming, boogie-boarding and snorkeling; nearby Port Royal Cove provides shallow water for kids. Trails through sand dunes connect Horseshoe Bay to Warwick Long Bay and other secluded coves. A short ride away is Gibbs Hill Lighthouse. Built in 1846, this cast-iron tower rewards climbers with panoramic views of the South Shore and Hamilton. Bermuda’s pink sands and turquoise waters make for a romantic getaway or quick family escape.