Maximizing Your Savings on Flights: See Where the Deals Are in the Northeast

As humans, many of us are leery about making large financial investments. And while buying a plane ticket isn’t an investment of the same magnitude as, say, buying a house, we should be similarly careful when booking flights. Given high operating costs, as well as the desire to make a healthy profit, airlines will do everything they can to maximize revenue. Indeed, as the old adage goes, they want to “have their cake and eat it too.”

However, sometimes it can be difficult to tell the quality of the “bargain” that you’re getting when booking a flight. For example, if you’re in Boston, you might think that you got a great deal on a $280 flight to New Orleans, only to find out that a friend paid $150 for the same flight. ‘So what’s the difference?’ you wonder. ‘It’s the same flight!’

There are numerous reasons that ticket prices fluctuate — far too many for me to list here. What I can do, though, is provide a realistic estimate of how cheaply certain flights go for. As such, I’ve compiled the cheapest destinations from the major airports in each New England state, plus the tri-state area (that’s New York and New Jersey). And while part of it is definitely selfish, as I’ve always been curious to find out what O+D combinations are consistently the cheapest, part of it is to help people gain a better understanding of what a good deal might look like.

Each fare classification, along with its destination and airport combination, is based on the common fare. Of course, there will be times where a route that normally goes for $280 suddenly goes for $110, but I am not taking those into account — this is based on scouring a variety of fare calendars and finding the lowest price that one can reasonably expect to be able to book for that route. For that reason, one-day aberrations aren’t counted.

A few things to note:
1. That old wives’ tale that Tuesday, Wednesday, and Saturday are the cheapest days to fly? It’s legit. While there are exceptions — for example, I have done Saturday to Sunday BOS-BUF and BOS-EWR round trips for less than $100 — this does hold true for the most part. For that reason, I usually try to plan trips that are 3, 4, or 7 days in length.

2. You can probably find a more technical explanation somewhere else, but it’s common for tickets to have price hikes approximately one month and two weeks out. That said, you might be able to find a steal if an airline is having trouble filling a plane (which I’ve done).

3. It might seem obvious, but flexibility is huge in terms of getting the best deals. You’d be surprised how much difference there can be in flights just one day apart.

 

Boston

Under $100

  • Baltimore
  • Chicago (ORD)*
  • Cleveland*
  • Detroit*
  • New York (EWR + LGA)

Under $200

  • Atlanta
  • Buffalo^
  • Charleston, SC
  • Charlotte
  • Dallas (DFW)
  • Fort Lauderdale
  • Indianapolis
  • Milwaukee
  • Minneapolis-St. Paul
  • Myrtle Beach
  • Nashville
  • New Orleans
  • Orlando
  • Philadelphia
  • Pittsburgh
  • Raleigh-Durham
  • Richmond
  • Washington D.C. (DCA + IAD)

Under $300

  • Austin
  • Denver
  • Houston (IAH)
  • Las Vegas
  • Los Angeles (LAX)
  • Miami
  • Phoenix

 

Burlington, VT

Under $200

  • New York

Under $300

  • Charleston, SC
  • Charlotte
  • Orlando
  • Washington D.C.

 

Hartford, CT

Under $200

  • Baltimore
  • Charleston, SC
  • Kansas City, MO
  • Milwaukee
  • Orlando
  • Washington D.C.

Under $300

  • Atlanta
  • Cincinnati
  • Cleveland
  • Detroit
  • Fort Lauderdale
  • Miami
  • Nashville
  • Raleigh-Durham
  • Richmond, VA
  • St. Louis
  • Tampa

 

Manchester, NH

Under $200

  • Baltimore
  • Columbus
  • Indianapolis
  • Milwaukee
  • Nashville
  • Washington D.C. (DCA + IAD)

Under $300

  • Charlotte
  • Chicago
  • Orlando
  • Philadelphia
  • Raleigh-Durham
  • Tampa

 

New York

Under $100 – EWR

  • Boston

Under $100 – LGA

  • Boston
  • Chicago (ORD)*
  • Dallas*

Under $200 – EWR

  • Burlington, VT
  • Charleston, SC
  • Charlotte
  • Indianapolis
  • Milwaukee
  • Nashville
  • Orlando, FL
  • Portland, ME
  • Raleigh-Durham

Under $200 – JFK

  • Burlington, VT
  • Charleston, SC
  • Charlotte
  • Milwaukee
  • Orlando
  • Portland, ME
  • Raleigh-Durham
  • Richmond, VA
  • Washington D.C. (DCA + IAD)

Under $200 – LGA

  • Atlanta
  • Charleston, SC
  • Cleveland*
  • Denver
  • Detroit
  • Indianapolis
  • Kansas City, MO
  • Miami
  • Milwaukee
  • Myrtle Beach, SC
  • Nashville
  • Orlando
  • Portland, ME
  • Raleigh-Durham
  • St. Louis
  • Tampa
  • Washington (DCA + IAD)

Under $300 – EWR

  • Albuquerque, NM
  • Houston
  • Las Vegas
  • Los Angeles
  • Minneapolis-St. Paul
  • Phoenix

Under $300 – JFK

  • Albuquerque, NM
  • Houston
  • Las Vegas
  • Los Angeles
  • Phoenix
  • Pittsburgh
  • Seattle

Under $300 – LGA

  • Albuquerque, NM
  • Houston
  • Los Angeles
  • New Orleans
  • Phoenix
  • Pittsburgh
  • Portland, OR*
  • Salt Lake City*

 

Portland, ME

Under $200

  • New York
  • Washington D.C. (DCA + IAD)

Under $300

  • Albuquerque, NM*
  • Atlanta, GA*
  • Baltimore (BWI)
  • Charlotte
  • Chicago (ORD)
  • Miami
  • Orlando
  • Philadelphia
  • Pittsburgh
  • Raleigh-Durham

 

Providence, RI

Under $200

  • Baltimore
  • Chicago (MDW)
  • Indianapolis
  • Nashville

Under $300

  • Austin
  • Dallas (DFW)
  • Fort Lauderdale
  • Houston (IAH)
  • Orlando
  • Tampa

 

* While there are a number of dates in which you can get a fare within this range, most dates will be in the next $100 range.

^ I took a $97 round trip to Buffalo in June, but it appears that prices have hiked since.