
Popular airlines from Winchester
American Airlines
United
Delta
JetBlue Airways
Spirit Airlines
Southwest Airlines
Air Canada
Today's featured flight deals from Winchester
- Boston (BOS) to Tampa (TPA).JetBlue Airways, nonstop.Departing on Sun, Jan 25 at 8:00am from Boston, arriving at 11:30am in Tampa.Returning on Sat, Jan 31 at 5:15pm from Tampa, arriving at 8:20pm in Boston.Select JetBlue Airways flight departing on Sun, Jan 25 at 8:00am from Boston, returning on Sat, Jan 31 at 5:15pm from Tampa priced at $13785% less than typical$137
- Boston (BOS) to Tampa (TPA).JetBlue Airways, nonstop.Departing on Wed, Dec 31 at 6:00am from Boston, arriving at 9:30am in Tampa.Returning on Sun, Jan 4 at 7:00am from Tampa, arriving at 10:05am in Boston.Select JetBlue Airways flight departing on Wed, Dec 31 at 6:00am from Boston, returning on Sun, Jan 4 at 7:00am from Tampa priced at $36730% less than typical$367
- Boston (BOS) to Tampa (TPA).Delta, nonstop.Departing on Fri, Jan 23 at 4:19pm from Boston, arriving at 7:51pm in Tampa.Returning on Mon, Jan 26 at 8:56pm from Tampa, arriving at 11:59pm in Boston.Select Delta flight departing on Fri, Jan 23 at 4:19pm from Boston, returning on Mon, Jan 26 at 8:56pm from Tampa priced at $13770% less than typical$137
- Boston (BOS) to San Juan (SJU).JetBlue Airways, nonstop.Departing on Tue, Jan 20 at 1:00pm from Boston, arriving at 6:07pm in San Juan.Returning on Sun, Jan 25 at 8:20am from San Juan, arriving at 6:19pm in Boston.Select JetBlue Airways flight departing on Tue, Jan 20 at 1:00pm from Boston, returning on Sun, Jan 25 at 8:20am from San Juan priced at $20785% less than typical$207
- Boston (BOS) to San Juan (SJU).JetBlue Airways, nonstop.Departing on Tue, Jan 13 at 5:50pm from Boston, arriving at 10:55pm in San Juan.Returning on Sun, Jan 18 at 8:20am from San Juan, arriving at 3:55pm in Boston.Select JetBlue Airways flight departing on Tue, Jan 13 at 5:50pm from Boston, returning on Sun, Jan 18 at 8:20am from San Juan priced at $27675% less than typical$276
- Boston (BOS) to San Juan (SJU).Delta, nonstop.Departing on Mon, Dec 29 at 10:20am from Boston, arriving at 3:24pm in San Juan.Returning on Fri, Jan 2 at 6:01am from San Juan, arriving at 2:12pm in Boston.Select Delta flight departing on Mon, Dec 29 at 10:20am from Boston, returning on Fri, Jan 2 at 6:01am from San Juan priced at $43360% less than typical$433
- Boston (BOS) to Los Angeles (LAX).Delta, nonstop.Departing on Fri, Jan 9 at 5:30pm from Boston, arriving at 9:22pm in Los Angeles.Returning on Fri, Jan 16 at 5:45am from Los Angeles, arriving at 4:15pm in Boston.Select Delta flight departing on Fri, Jan 9 at 5:30pm from Boston, returning on Fri, Jan 16 at 5:45am from Los Angeles priced at $20365% less than typical$203
- Boston (BOS) to Los Angeles (LAX).JetBlue Airways, nonstop.Departing on Fri, Jan 2 at 2:00pm from Boston, arriving at 5:38pm in Los Angeles.Returning on Tue, Jan 6 at 8:50am from Los Angeles, arriving at 10:30pm in Boston.Select JetBlue Airways flight departing on Fri, Jan 2 at 2:00pm from Boston, returning on Tue, Jan 6 at 8:50am from Los Angeles priced at $29330% less than typical$293
- Boston (BOS) to Los Angeles (LAX).American Airlines, nonstop.Departing on Mon, Jan 12 at 5:20pm from Boston, arriving at 8:55pm in Los Angeles.Returning on Fri, Jan 16 at 5:45am from Los Angeles, arriving at 4:15pm in Boston.Select American Airlines flight departing on Mon, Jan 12 at 5:20pm from Boston, returning on Fri, Jan 16 at 5:45am from Los Angeles priced at $20345% less than typical$203
Cheapest flights from Winchester
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










How to Find Cheap Flights from Winchester, MA
How much is a flight from Winchester?
This week, flights from Winchester are available between $51 – $127.
How to find cheap flights from Winchester?
Expedia makes it easy to compare cheap flights from Winchester to many destinations. Check out excellent deals on domestic and international flights from Winchester. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options.
How can I get the best deal on flights from Winchester?
On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from Winchester is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from Winchester may be more expensive. Airlines with strict bag policies or fees can also impact your costs.
What is the best airline to fly from Winchester?
At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Winchester with: Spirit Airlines, Frontier Airlines, Breeze Airways, American Airlines, JetBlue Airways, Delta.
What is the best month to fly from Winchester?
One of the cheapest times to fly from Winchester airport(s) is January, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand.
Are there any last-minute flights from Winchester?
Expedia is the place to find last-minute flights from Winchester, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks.
Why book your ticket with Expedia?
Booking flights from Winchester with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from Winchester. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more.
Can I change/cancel my flight?
Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our customer service portal. We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees.
*Data specialists from both ARC and Expedia Group analysed ARC's global flight data to distil actionable information to help people save money on travel. While it's impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Analysis based on ARC, round-trip flight data between 1 October 2017 - 30 September 2018 for Economy and Premium cabin ATPs on a global basis.
Travel information
Flights from Winchester: Essential Travel Information
Cheapest flight from Winchester | $51 (roundtrip) |
|---|---|
Best airlines to fly from Winchester | Spirit Airlines, Frontier Airlines, Breeze Airways, American Airlines, JetBlue Airways, Delta |
Cheapest month to fly from Winchester | January |
Winchester IATA code | BOS |
Winchester Country/State | Boston |
Airline ticket deals from Winchester | $51 - $127 |
Explore a world of travel with Expedia
- Boston Hotels
- Hotels near Winchester Wedgemere Station
- Condo Rentals in Winchester Wedgemere Station
- B&B in Winchester Wedgemere Station
- Woburn Hotels
- Hotels near Horn Pond
- Cheap Hotels in Woburn
- Apartments in Woburn
- Four Seasons Hotels in Woburn
- Hotels with Free Breakfast in Woburn
- Hotels near Woburn Bowladrome
- Hotels with Restaurants in Woburn
- Pet-friendly Hotels in Woburn
- Hotels with a Pool in Woburn
- Hotels with an Indoor Pool in Woburn
- 5 Star Hotels in Woburn
- Hotels with Hot Tubs in Woburn
- B&B in Woburn
- Hilton Hotels in Woburn
- Romantic Hotels in Woburn
- La Quinta Inn & Suites Hotels in Woburn
- Hyatt Hotels in Woburn
- Hotels with Suites in Woburn
- Resorts & Hotels with Spas in Woburn
- Hotels with Kitchenettes in Woburn
- Hotels with Balconies in Woburn
- Luxury Hotels in Woburn
- Hotels with Bars in Woburn
- Hotels with an Outdoor Pool in Woburn
- 3 Star Hotels in Woburn
- Extended Stay Hotels in Woburn
- Wyndham Hotels in Woburn
- Motels in Woburn
- Hotels with Free Parking in Woburn
- Family Hotels in Woburn
- Hotels with Laundry Facilities in Woburn
- Hostels in Woburn
- Hotel Wedding Venues Hotels in Woburn
- Hotels with Connecting Rooms in Woburn
- 4 Star Hotels in Woburn
- Casino Hotels in Woburn
- Condo Rentals in Woburn
- Historic Hotels in Woburn
- Cottages in Woburn
- Boutique Hotels in Woburn
- Guest Houses in Woburn
- Beach Hotels in Woburn
- Gay friendly Hotels in Woburn
- Hotels with a Gym in Woburn
- Golf Hotels in Woburn
- Aparthotels in Woburn
- Hotels with Room Service in Woburn
- Hotels with Fireplaces in Woburn
- Vacation Homes in Woburn
- Marriott Hotels & Resorts in Woburn
- Hotels & Resorts for Couples in Woburn
- Sonesta Hotel in Woburn
- Business Hotels in Woburn
- Non-Smoking Hotels in Woburn
- Ski Hotels in Woburn
- 4 Star Hotels in West Medford
- Hotels near West Medford
- 3 Star Hotels in West Medford
- Hotels near West Medford Station
- Hotels near Logan Intl.
- Medford Hotels
- Stoneham Hotels
- Car rental Boston Airport (BOS)
- Car rentals near Boston
- Car rentals near Woburn
- Enterprise Rental Cars in Woburn
- Avis Rental Cars in Woburn
- Hertz Rental Cars in Woburn
- Budget Rental Cars in Woburn
- Van Car Rentals in Woburn
- Car rentals near Woburn Bowladrome
- National Car Rental Rental Cars in Woburn
- Luxury Car Rentals in Woburn
- Alamo Rent A Car Rental Cars in Woburn
- Thrifty Car Rental Rental Cars in Woburn
- Rent A Wreck Rental Cars in Woburn
- Minivan Car Rentals in Woburn
- Convertible Car Rentals in Woburn
- SUV Car Rentals in Woburn
- Sixt Ni Rental Cars in Woburn
- Europcar Rental Cars in Woburn
- Dollar Rent A Car Rental Cars in Woburn
- Car rentals near Arlington