History · Long haul · Culture. Compare cheap flights to Boston from US airports — flight time 2h 56m from Miami International.
Compare flights to Boston →Boston is a short-haul destination from the US — around 2h 56m in the air from Miami International (MIA), which makes it a realistic long-weekend trip. Travelers come for the history and the culture. We track fares from 28 US departure points including Chicago O'Hare, Miami International and FLL — each has its own comparison page below.
Most travelers aim for May–Oct. Recent round-trip fares start around $70 from Chicago O'Hare. On the ground, US dollar (USD) is the local currency and English the dominant language — English coverage is solid in tourist quarters and at the airport. Visa: Domestic travel — no visa or ESTA required for US citizens. 4-6 weeks ahead is usually the sweet spot for short-haul fares; last-minute bookings can run two to three times the advance fare.
By Louisa Lowe, Lead Writer · Updated for 2026.
| Departure | Round-trip from | Typical round-trip | |
|---|---|---|---|
| Chicago O'Hare (ORD) | $70 | $96 | Compare fares → |
| Miami International (MIA) | $89 | $89 | Compare fares → |
| FLL (FLL) | $90 | $141 | Compare fares → |
| Los Angeles International (LAX) | $91 | $121 | Compare fares → |
| LGA (LGA) | $97 | $127 | Compare fares → |
| Las Vegas (LAS) | $105 | $147 | Compare fares → |
| Denver (DEN) | $106 | $121 | Compare fares → |
| New York JFK (JFK) | $111 | $112 | Compare fares → |
| Newark (EWR) | $111 | $124 | Compare fares → |
| Atlanta Hartsfield-Jackson (ATL) | $112 | $112 | Compare fares → |
| Washington Dulles (IAD) | $115 | $139 | Compare fares → |
| MSP (MSP) | $117 | $184 | Compare fares → |
| Seattle-Tacoma (SEA) | $123 | $146 | Compare fares → |
| San Francisco International (SFO) | $132 | $162 | Compare fares → |
| TPA (TPA) | $138 | $149 | Compare fares → |
| SAN (SAN) | $142 | $186 | Compare fares → |
| DCA (DCA) | $145 | $156 | Compare fares → |
| Houston Intercontinental (IAH) | $149 | $180 | Compare fares → |
| Orlando (MCO) | $150 | $150 | Compare fares → |
| PHL (PHL) | $157 | $169 | Compare fares → |
| CLT (CLT) | $161 | $211 | Compare fares → |
| AUS (AUS) | $165 | $199 | Compare fares → |
| DTW (DTW) | $169 | $177 | Compare fares → |
| PHX (PHX) | $172 | $206 | Compare fares → |
| SLC (SLC) | $187 | $187 | Compare fares → |
| Dallas/Fort Worth (DFW) | $207 | $207 | Compare fares → |
| BWI (BWI) | $267 | $267 | Compare fares → |
| ANC (ANC) | $525 | $525 | Compare fares → |
Round-trip fares are the lowest and average seen in recent Travelpayouts searches, updated 2026-08-24. Exact prices vary by date — each route page carries the live comparison.
Direct answer. Round-trip flights to Boston start at around $70, the lowest recent fare on the Chicago O'Hare–Boston route. Across the 28 US departures with current fare data, average round-trips run $89–$525.
These figures come from recent Travelpayouts search data, not estimates. The spread between departure airports matters: the same week can price very differently from Chicago O'Hare, Miami International and FLL, so it pays to compare more than one departure.
The maths to run. On the Chicago O'Hare route, anything at $82 or under sits in the cheapest quarter of recent fares. Against the $96 route average that keeps $14 per round-trip in your pocket — $56 across four travelers.
Key fact: A round-trip to Boston at $82 or less counts as a genuinely good deal — that's the cheapest 25% of recent fares on the Chicago O'Hare route.
Direct answer. CompareFlights tracks 28 US departures for Boston: Chicago O'Hare, Miami International, FLL, Los Angeles International, LGA, Las Vegas, Denver, New York JFK, Newark, Atlanta Hartsfield-Jackson, Washington Dulles, MSP, Seattle-Tacoma, San Francisco International, TPA, SAN, DCA, Houston Intercontinental, Orlando, PHL, CLT, AUS, DTW, PHX, SLC, Dallas/Fort Worth, BWI and ANC. Each has its own fare page with the live comparison.
Searches hand off to our flight-search partner and you book directly with the airline or agent — we don't resell tickets or add fees. Routes, carriers and schedules change seasonally, so the live search always has the final word.
Key fact: Chicago O'Hare is currently the cheapest tracked US departure for Boston, with round-trips from $70.
Direct answer. Book 4-6 weeks ahead, and aim for May–Oct if you want Boston at its best — that window balances weather and crowds rather than chasing a mythical cheapest day.
Before you commit, the admin: Domestic travel — no visa or ESTA required for US citizens. Currency is US dollar (USD); English is the main language, with English widely understood in tourist areas.
Key fact: Best months to visit Boston: May–Oct. Flight time from Miami International: about 2h 56m.
Always confirm visa and entry requirements at travel.state.gov before booking.
From Miami International (MIA), nonstop flights to Boston take approximately 2h 56m. Total journey time depends on your departure airport, any connections, and seasonal headwinds.
CompareFlights tracks 28 US departures for Boston: Chicago O'Hare, Miami International, FLL, Los Angeles International, LGA, Las Vegas, Denver, New York JFK, Newark, Atlanta Hartsfield-Jackson, Washington Dulles, MSP, Seattle-Tacoma, San Francisco International, TPA, SAN, DCA, Houston Intercontinental, Orlando, PHL, CLT, AUS, DTW, PHX, SLC, Dallas/Fort Worth, BWI and ANC. Each departure has its own fare-comparison page with current prices.
Recent round-trip fares to Boston start around $70 from Chicago O'Hare, based on Travelpayouts search data. Anything at $82 or under sits in the cheapest quarter of recent fares.
Domestic travel — no visa or ESTA required for US citizens. Always check travel.state.gov for the latest entry requirements before booking.
The best months to visit Boston are May–Oct, when conditions are most comfortable for sightseeing and weather is settled.
US dollar (USD) — most major hotels and restaurants in Boston accept card payments, but cash is useful for smaller establishments and tipping.
English. English is widely understood in tourist areas, hotels, and major restaurants.
