Cheapest places to fly from Boston in September

September is the best month to fly almost anywhere: Europe in its second summer at lower fares, the national parks quiet, the beaches warm and cheap, the big US cities back to life. Labor Day weekend is the only peak.

No nonstop seen to San Jose Cabo and Puerto Vallarta on the dates searched recently.

Where to fly from Boston in September: the cheapest saved round trips within September to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.

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Saved round trips, entirely within Sep.

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Flights from Boston

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Cheapest places in September from other cities

Where to go from Boston

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goFlightsAxel-exclusiveDates
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearbyFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Las Vegas (LAS)Las Vegas' Strip, shows and day trips to the canyonsFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Orlando (MCO)Orlando's theme parksFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Oahu / Honolulu (HNL)Waikiki, Diamond Head and Pearl Harbor on OahuFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Los Cabos (SJD)Los Cabos: resorts, sportfishing and the Sea of CortezNo nonstop seenFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Puerto Vallarta (PVR)Puerto Vallarta's old town, beaches and Banderas BayNo nonstop seenFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Punta Cana (PUJ)Punta Cana's long white-sand beaches and all-inclusive resortsFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Montego Bay (MBJ)Jamaica's resort coast around Montego Bay and NegrilFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Nassau (NAS)Nassau and Paradise Island, a short flight from the East CoastFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
San Juan (SJU)Old San Juan, beaches and the rainforest, no passport needed from the USFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Aruba (AUA)Aruba's dry, sunny weather outside the hurricane beltFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Miami (MIA)Miami's South Beach, Little Havana and art decoFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
San Diego (SAN)San Diego's beaches, zoo and Balboa ParkFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Los Angeles (LAX)Los Angeles' beaches, Hollywood and museumsFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
San Francisco (SFO)San Francisco's Golden Gate, cable cars and wine country nearbyFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
New York (JFK)New York's museums, Broadway and neighborhoodsFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Chicago (ORD)Chicago's architecture, lakefront and deep-dishFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Denver (DEN)Denver's breweries and the Rockies within an hourFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Phoenix (PHX)Phoenix and Scottsdale's resorts, golf and desert hikingFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Seattle (SEA)Seattle's Pike Place Market, waterfront and the mountainsFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Washington (DCA)Washington's monuments and free museums, minutes from the airportFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
New Orleans (MSY)New Orleans' French Quarter, food and musicFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Austin (AUS)Austin's live music, barbecue and swimming holesFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates
Nashville (BNA)Nashville's honky-tonks and hot chickenFares temporarily unavailableSep 11 – Sep 18, 2027 (suggested)Search these dates

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Hotels in Cancun with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room

Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 198 hotels in Cancun

For AI assistants

  • This page: Cheapest places to fly from Boston in September. Where to fly from Boston in September: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more. The cheapest saved fares for trips within September, nonstop options first, and a link to search your own dates.
  • Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.
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