Other Options for This Route
Other Destinations
Cleveland (CLE) to Atlanta (ATL) in October from $115
From $115
Cleveland (CLE) to Tampa (Any) in October from $129
From $129
Cleveland (CLE) to Washington, D.C. (Any) in October from $140
From $140
Cleveland (CLE) to Las Vegas (LAS) in October from $157
From $157
Cleveland (CLE) to Hartford (BDL) in October from $240
From $240
Cleveland (CLE) to Dallas (DAL) in October from $243
From $243
Flights from Other Cities
Miami (MIA) to Boston (BOS) in October from $44
From $44
Dallas (DFW) to Boston (BOS) in October from $134
From $134
Atlanta (ATL) to Boston (BOS) in October from $137
From $137
San Francisco (SFO) to Boston (BOS) in October from $149
From $149
Denver (Any) to Boston (BOS) in October from $202
From $202
Fort Myers (RSW) to Boston (BOS) in October from $241
From $241
✈️ Flight Guide: Cleveland (CLE) → Boston (BOS)
Complete travel information for your October journey
October is a solid month to depart from Cleveland Hopkins International Airport (CLE) en route to Boston. Expect moderate passenger volumes with peaks on weekends due to regional college events and fall festivals. Airlines often schedule daily or near-daily services between CLE and Boston Logan International Airport (BOS), so search for midweek flights for the best Cleveland to Boston fares. For travelers from nearby markets such as Akron, Youngstown, Toledo, Columbus, and Pittsburgh, CLE remains a convenient gateway. Book 3–6 weeks in advance for October travel, enroll in fare alerts for cheap flights CLE to BOS, and arrive 90–120 minutes early for domestic departures. CTA: Book your CLE to BOS flight now to lock in October savings and check CLE parking and TSA updates before you go.
Departing from Cleveland (CLE) FAQs
Cleveland Hopkins International Airport (CLE) experiences moderate fall travel in October with fewer summer crowds but increased weekend traffic due to college homecomings and fall festivals. Expect on-time performance to be generally good; still allow 90–120 minutes for domestic departures and check for seasonal schedule changes from carriers like United, American, and Delta. Use mobile boarding passes and check airport alerts for parking or ground-transport updates.
Yes — CLE to BOS flights often see moderate price increases for early-October weekends due to college events and the Head of the Charles Regatta in Boston later in the month. Midweek flights (Tuesdays and Wednesdays) are usually cheaper, and booking 3–6 weeks in advance can secure lower fares. Compare round-trip and one-way prices and sign up for fare alerts for the best Cleveland to Boston deals.
CLE offers economy, hourly, and daily parking with shuttle service and a cell phone lot for quick pickups. Rideshares and taxis are available curbside; several regional shuttle services connect to nearby cities like Akron, Youngstown, and Columbus. During October weekends, allow extra time for parking and consider pre-booking airport shuttles or using off-site lots for the best rates.
October in Cleveland brings cool, crisp weather with average highs in the mid-50s°F (12–15°C) and occasional rain. While snow is rare early in October, fog and low clouds can cause flight delays in the morning. Check FAA and airline advisories on travel day and leave extra time for ground transport in wet conditions.
Yes — several carriers operate nonstop services between Cleveland Hopkins International Airport (CLE) and Boston Logan International Airport (BOS) particularly on peak travel days, though schedules change seasonally. If you prefer a nonstop, filter by 'nonstop' when searching and book early as direct seats can sell out for October weekends and event-based travel.
TSA security lines at Cleveland Hopkins International Airport (CLE) are typically manageable in October, but early mornings and late afternoons can be busier. Enroll in TSA PreCheck or arrive 90 minutes before domestic flights; pack liquids according to 3-1-1 rules and have ID readily available. Check CLE's official site for checkpoint hours and any seasonal staffing notices.
October arrivals at Boston Logan International Airport (BOS) from Cleveland Hopkins International Airport (CLE) combine convenient transit access with seasonal crowds from regattas and college weekends. The MBTA Silver Line provides a free ride to South Station, while Blue Line connections serve the North Shore and Cambridge. For travelers heading further, trains and buses link Logan to Quincy, Salem, Worcester, Providence (RI), and Manchester (NH). Expect higher ground-transport demand during major October events; plan your arrival time accordingly and consider pre-booking rideshares or commuter rail. CTA: Arrive at Boston Logan prepared — check MBTA schedules and reserve ground transport for a smooth CLE to BOS trip in October.
Arriving at Boston (BOS) FAQs
Arriving at Boston Logan International Airport (BOS) in October offers crisp fall weather, efficient ground transport options, and busy terminals on event weekends. Expect strong options for public transit (the MBTA Silver Line and Blue Line), taxis, and rideshares; allow extra time for baggage claim and ground travel during the Head of the Charles Regatta or Patriots/Boston college football weekends. Have your onward travel plan ready to avoid peak congestion.
Yes — the Head of the Charles Regatta (usually mid-late October) and fall college events significantly increase arrivals to Boston Logan International Airport (BOS). These events can raise demand for flights, hotel rooms, and ground transport, so expect higher fares and fuller trains/taxis on event weekends. Plan to book flights and lodging early and consider arriving midweek if possible.
From Boston Logan International Airport (BOS) you can reach downtown Boston by MBTA (Silver Line and Blue Line), taxis, rideshares, and water shuttles. For nearby destinations, consider trains and buses to Cambridge, Quincy, Salem, Worcester, Providence (RI), and Manchester (NH). In October, public transit runs reliably but expect busy trains during event weekends; pre-book commuter rail or rideshares when traveling to suburban destinations.
International arrivals at Boston Logan International Airport (BOS) go through U.S. Customs and Border Protection (CBP) with Global Entry and automated passport control available to expedite processing. October can be busy with tourists and conference attendees, so prepare documents ahead and use Global Entry if eligible. Check airline and CBP updates before travel for any seasonal staffing notices.
Yes — Boston Logan International Airport (BOS) has nearby hotels offering day rooms and luggage storage; downtown Boston also provides multiple luggage storage services and hotels with flexible check-in for event travelers. During October, book early as hotels near Logan and in the Seaport/back bay increase rates for festival weekends. Consider secure storage locations in downtown Boston if you plan to explore the city before hotel check-in.
To find cheap flights to Boston Logan International Airport (BOS) in October, search for weekday arrivals, use fare comparison tools, and consider early-morning or late-night flights. Sign up for price alerts, use flexible-date search, and compare nearby airports like Providence (PVD) or Manchester (MHT) for potential savings. Book 3–6 weeks ahead for the best CLE to BOS October deals and bundle flights with hotels for discounts.
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October Events and Festivals Impacting CLE to BOS Travel
Notable October events in Boston that drive demand include the Head of the Charles Regatta (usually in mid-late October), university homecoming weekends, and fall foliage weekend excursions to nearby towns. These events increase demand on the CLE to BOS route, pushing up fares and filling hotels. If traveling for an event, book early; if you want lower prices, avoid event weekends or fly midweek. CTA: Check event dates and book your CLE to BOS October flights now to avoid sold-out travel windows.
Best Time to Fly From Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS) — October Advice
The best time to fly CLE to BOS in October is midweek (Tuesday–Thursday) when fares and airport crowds are typically lower. Early-morning departures reduce the chance of cascading delays, while late-night flights can be cheaper but may limit connecting options. Avoid major event weekends such as the Head of the Charles Regatta if you want lower prices and easier ground transport. CTA: Search flexible-date fares to find the best October day to fly Cleveland to Boston.
Direct vs Connecting Flights From Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS)
Nonstop flights between Cleveland Hopkins International Airport (CLE) and Boston Logan International Airport (BOS) save time — generally about 1 hour 45 minutes to 2 hours airborne — and reduce the risk of missed connections. Connecting flights can be cheaper and provide more schedule flexibility, often routing through ORD, IAD, or PHL. In October, choose nonstop if you value reliability during event weekends; consider connecting flights midweek for cost savings. CTA: Filter search results for nonstop CLE to BOS flights to prioritize speed and convenience.
Airline Comparison for CLE to BOS Flights — October Options and Tips
Major carriers serving CLE to BOS in October typically include legacy airlines like United, American, and Delta, often with regional partners operating shorter segments. Compare prices alongside baggage fees and change/cancellation policies — legacy carriers may offer more flexible award and upgrade options, while regional affiliates can present competitive fares. Loyalty members should check alliance routing for upgrades or mileage redemptions. For the best October fares, compare all carriers and consider bundled options that include seat selection and checked baggage. CTA: Compare airlines flying CLE to BOS for October and pick the best balance of price and service.
Seasonal Travel Tips for October — Flying From Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS)
Packing: October in New England is crisp — pack layers, a waterproof jacket, and comfortable walking shoes for exploring Cambridge, the Freedom Trail, or nearby Salem. Timing: Fly midweek to avoid weekend event crowds; allow extra time for parking at CLE and for ground transport at BOS during regatta weekends. Health & safety: Keep travel documents and vaccination requirements up-to-date and monitor local advisories. Experience: Take advantage of fall foliage excursions from Boston to nearby towns like Salem and Worcester for day trips. CTA: Prepare for October travel — book your CLE to BOS flight, reserve ground transport, and pack smart for New England fall.
Flight Time and Schedules — Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS)
Nonstop flights from Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS) typically take about 1 hour 45 minutes to 2 hours, depending on winds and routing. One-stop itineraries commonly route through hub cities like Chicago (ORD), Washington D.C. (IAD), or Philadelphia (PHL) and add 1–3 hours of total travel time. In October, airlines often maintain multiple daily flights, with increased frequencies on Fridays and Sundays; check schedules for October event weekends when carriers add extra capacity. CTA: View CLE to BOS schedules for October and choose a nonstop for the fastest travel.
Find Cheap Flights From Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS) in October
To find cheap flights from Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS) in October, search flexible dates and target midweek departures for the lowest fares. Use fare-comparison tools and set price alerts for the CLE to BOS route; consider nearby airports such as Providence (PVD) or Manchester (MHT) for potential savings. Book 3–6 weeks ahead when airlines release October capacity and look for off-peak departure times early morning or late night. CTA: Compare CLE to BOS fares now and sign up for price alerts to catch October deals.