Best Flights starting from $69
from$69economy
Chicago (ORD)
Mon, Apr 27
One-way
Boston (BOS)
—
from$69economy
Chicago (ORD)
Tue, Apr 28
One-way
Boston (BOS)
—
from$69economy
Chicago (ORD)
Wed, Apr 29
One-way
Boston (BOS)
—
from$107economy
Chicago (ORD)
Thu, Apr 23
One-way
Boston (BOS)
—
from$134economy
Chicago (ORD)
Fri, Apr 24
One-way
Boston (BOS)
—
from$134economy
Chicago (ORD)
Sat, Apr 25
One-way
Boston (BOS)
—
from$179economy
Chicago (ORD)
Sun, Apr 26
One-way
Boston (BOS)
—
Fields updated — click View Prices to search ↑
Other Destinations
Chicago (ORD) to New York (LGA) in April from $36
From $36
Chicago (ORD) to Atlanta (Any) in April from $56
From $56
Chicago (ORD) to Miami (Any) in April from $64
From $64
Chicago (ORD) to Miami (MIA) in April from $80
From $80
Chicago (ORD) to Orlando (MCO) in April from $101
From $101
Chicago (ORD) to Austin (AUS) in April from $108
From $108
Flights from Other Cities
Valparaiso (VPS) to Boston (BOS) in April from $51
From $51
Myrtle Beach (MYR) to Boston (BOS) in April from $72
From $72
Fort Lauderdale (FLL) to Boston (BOS) in April from $108
From $108
Fort Myers (RSW) to Boston (BOS) in April from $109
From $109
San Diego (Any) to Boston (BOS) in April from $112
From $112
Sarasota (SRQ) to Boston (BOS) in April from $119
From $119
✈️ Flight Guide: Chicago (ORD) → Boston (BOS)
Complete travel information for your April journey
Departing from Chicago (ORD) FAQs
Boston Logan International Airport (BOS) offers short-term, long-term, economy, and valet parking across terminals A, B, C and E. In April, when travel demand dips after spring break, you can save by booking long-term or economy lots online in advance, using off-site shuttles in nearby Chelsea or Revere, or choosing app-based hourly deals. Check garage promotions and compare prices to reduce costs.
For domestic economy flights in peak months like July, arrive at Boston Logan International Airport (BOS) at least 2 to 2.5 hours before departure to allow time for security lines, baggage drop, and potential traffic to the airport. Summer holiday volumes and road congestion can add delays, so plan extra buffer time and check TSA wait times via the airport website or apps.
Low-cost and legacy carriers frequently compete on economy fares at Boston Logan International Airport (BOS); check JetBlue, Spirit, Frontier, Delta, American, and seasonal international carriers depending on route and date. Use fare comparison tools, set price alerts, and search mid-week for the best deals. For routes to top destinations like New York, Orlando, and Los Angeles, budget carriers often list the lowest base fares but watch baggage and seat fees.
Boston Logan International Airport (BOS) is served by the MBTA Silver Line, express buses, taxis, rideshares, and private shuttles connecting to downtown Boston, Cambridge, Somerville and Providence. The Silver Line and Logan Express routes are cost-effective for solo travelers, while rideshare and taxis provide door-to-door convenience. For travel to Worcester or southern suburbs, regional buses and rental cars are practical options.
Yes, Boston Logan International Airport (BOS) often sees seasonal route adjustments in December, with increased frequencies to holiday destinations and additional charter or seasonal international flights to Europe and the Caribbean. Book early for December holidays as economy seats sell out quickly; monitor airline schedules for added frequencies and be prepared for weather-related delays.
January is a strong month for cheap economy fares from Boston Logan International Airport (BOS) due to lower demand after holidays; book mid-week, be flexible with travel dates, and use fare alerts to capture flash sales. Consider nearby airports for departures, use loyalty points, and check budget carriers' flash sales for routes to Orlando, Fort Lauderdale, and domestic hubs.
Arriving at Boston (BOS) FAQs
Budget/Economy Fare Destinations (ECONOMY) refers to arrival options optimized for lowest base fares and flexible routing to multiple inexpensive cities. Choose a cheap arrival city by comparing total door-to-door costs including transfers, local taxes, and baggage fees; popular low-cost arrival cities from Boston include New York City, Orlando, Fort Lauderdale, Chicago and Nashville. Use fare alerts and multi-city search to identify the best economy routes and savings.
Common destinations served under economy-focused routing include New York City, Orlando, Miami, Chicago, Los Angeles, London, Dublin, Cancun and San Juan. These cities often have multiple daily flights and competition that drives down economy fares, making them prime arrival choices when searching for cheapest routes from Boston. Consider proximity to your final stop and local transport options before booking.
Cheapest economy fares often exclude checked baggage and sometimes even carry-on amenities, so arrival routing costs can rise if you add bags or seat selection. Always review the airline's economy baggage policy for the chosen arrival city and factor in fees for checked bags, priority boarding, and seat assignments when comparing total price. Consider packing light or using a low-cost carrier's bundle to limit unexpected costs.
March often features spring break demand which can raise prices to beach and leisure hubs but also produce flash sales to European cities on shoulder-season routes. For March, check alternate weekday travel and secondary airports near major cities to find the best economy deals. Use long-tail search phrases like cheap March flights from Boston to Orlando or Logan to Europe economy to capture savings.
After arriving at budget-friendly airports, use public transit, express shuttles, low-cost rail, and rideshare services to minimize onward costs. Many major cheap arrival cities offer efficient transit links: New York and Chicago have extensive rail and bus links, and Orlando and Miami provide shuttle and bus options to resorts. Pre-book airport transfers when possible to secure the lowest rates.
Use fare-tracking tools (Google Flights, Skyscanner, Kayak) and set flexible date alerts; sign up for airline newsletters and track flash sales from budget carriers. Consider multi-city searches, nearby airports, and off-peak date combinations; use keywords like cheap Boston to economy arrivals and budget flight alerts to optimize monitoring. CTA: Set price alerts now to capture the next cheap economy arrival fare.
1.0.2603.06
Events & Festivals Impacting Travel from Boston Logan (BOS) — Plan Your Economy Trip
Major events like the Boston Marathon (April), Head of the Charles Regatta (October), Independence Day celebrations (July), college graduations (May–June), and holiday weekends drive flight demand and inflate economy fares. For high-demand events, book months in advance and consider flying into alternate airports or arriving a day earlier to save. For lower fares, target off-peak weeks and mid-week travel. CTA: Check event calendars and secure Boston economy flights early if your trip coincides with major festivals.
Best Time to Fly From Boston Logan (BOS) — Save on Economy Fares
The best times to fly from Boston Logan International Airport (BOS) for cheap economy fares are January, late September, and parts of November. Mid-week departures (Tuesdays and Wednesdays) and early-morning flights often carry lower base fares. Book domestic economy flights about 3–6 weeks in advance and international economy about 2–4 months ahead to maximize savings. CTA: Use fare predictors and flexible-date searches to find the optimal booking window for your Boston trip.
Direct vs. Connecting Flights From Boston Logan (BOS) — Economy Trade-offs
Direct flights from Boston Logan International Airport (BOS) save time and reduce itinerary risk but are often more expensive in economy. Connecting flights can offer significant savings to budget arrival cities but add travel time and potential missed-connection risk—especially on tight layovers. For domestic-to-domestic connections allow at least 60–90 minutes; for international connections build at least 2–3 hours. CTA: Compare both direct and connecting options for your Boston route to balance cost vs. convenience.
Airline Comparison for Economy Routes from Boston Logan (BOS)
JetBlue and legacy carriers like Delta or American typically offer more comfort and included carry-on allowances on many economy fares from Boston Logan (BOS), while ultra-low-cost carriers such as Spirit and Frontier often post the lowest base fares but add fees for bags and seats. For transatlantic economy, consider Norwegian/seasonal carriers and mainline transatlantic operators—check for promotional sales in shoulder seasons. Evaluate total cost (fare + fees) rather than base price alone. CTA: Compare total cost across airlines for your Boston route before booking.
Seasonal Travel Tips for Economy Travelers from Boston Logan (BOS)
Winter (Dec–Feb): Allow extra time for de-icing delays, check weather advisories, and consider travel insurance for economy bookings. Spring (Mar–May): Look for shoulder-season sales; mid-week departures often cheaper. Summer (Jun–Aug): Book earlier and consider alternate airports to find cheaper economy seats. Fall (Sep–Nov): Great for lower fares and fewer crowds—search for September and October deals to Europe and city-break arrival airports. Pack a versatile carry-on bag to avoid checked-bag fees and always check airline baggage rules before departure. CTA: Apply seasonal tips to your Boston Logan economy searches now to save.
Flight Time & Schedules — Boston Logan International Airport (BOS) to Budget/Economy Airports
Typical economy flight times from Boston Logan International Airport (BOS) are: Boston to New York City ~1 hour 15 minutes, Boston to Orlando ~3 hours, Boston to Chicago ~2 hours 30 minutes, Boston to Los Angeles ~6 hours, and Boston to London ~6.5 to 7 hours nonstop. Schedules vary by season; summer and holiday periods see increased frequencies to leisure destinations. For connections, allow at least 90 minutes domestic-to-domestic and 2.5 hours for international transfers when flying economy. CTA: Check real-time BOS schedules and set alerts for schedule changes before departure.
Cheap Flights From Boston Logan (BOS) — Strategies to Find the Lowest Economy Fares
To find cheap flights from Boston Logan International Airport (BOS) in economy, search with flexible dates, use fare calendars, and set multi-source price alerts. Consider alternate nearby airports, mid-week departures, and budget carriers; include modifiers like cheap Boston nonstop flights and Boston to economy destinations. Review total trip cost including baggage and transfer fees before booking. CTA: Compare cheap flights from Boston now and enable price alerts to capture flash sales.