First the bad news: In our news roundup last week, there was a mention that the airlines are predicting that more travelers will fly somewhere this summer. That is an increase of 1.5 percent compared to last summer, for an estimated total of 210 million passengers. That means more flights will be at (or near) capacity, and airlines probably won’t be offering discounts to fill up their planes.
The silver lining in this situation is that if you can put off your summer vacation, or even opt for a staycation, and travel later in the summer on into fall, then you’ll be able to find a lot of good deals, like the ones below that the deal experts Fly.com have found.
This week’s roundup of our favorite fares on discount range from the major cities in the Northeast to islands of Hawaii to the beaches and rainforests of Costa Rica and more!
Cheap Flights to the Northeast
The prices below represent a savings of up to $200 off typical roundtrip prices for this time frame. These fares are not part of an airline sale and may disappear at any time, so book ASAP!
Availability varies by route. Click on the Fare Calendar links below to find the best dates to travel to Boston, New York City, Philadelphia or Washington, D.C., between September and December, unless otherwise noted (all prices roundtrip, including taxes):
- $148 — Pittsburgh to Boston (June-Sept.)
- $178 — Nashville to Boston (Aug. 26-Sept. 30)
- $193-$228 — Fort Lauderdale to Boston (June-Sept.)
- $178 — Jacksonville to New York City (June-Sept.)
- $193-$236 — Milwaukee to New York City (June-Sept.)
- $198 — Denver to New York City (Aug. 12-Sept. 29)
- $148 — Dallas to Philadelphia
- $208-$218 — Las Vegas to Philadelphia
- $212-$220 — Indianapolis to Philadelphia
- $97 — Charlotte to Washington, D.C.
- $108-$128 — Chicago to Washington, D.C.
- $158 — Orlando to Washington, D.C.
- More cheap flights to from your city
Cheap Flights to Beach Destinations
The prices below represent a savings of up to $200 off typical roundtrip prices for this time frame. These fares are not part of an airline sale and may disappear at any time, so book ASAP!
Availability varies by route. Click on the Fare Calendar links below to find the best dates to travel, between September and December, unless otherwise noted (all prices roundtrip, including taxes):
- $72-$108 — Las Vegas to San Diego (June-Sept.)
- $187-$197 — Houston to San Diego
- $303 — New York City to Grand Cayman
- $438 — Portland to Honolulu (Sept.-Nov.)
- $722-$754 — St. Louis to Maui
- More cheap flights to from your city
Note: Most of the deals above are available in the opposite direction as well, so be sure to search.
Cheap Flights to San Jose, Costa Rica
The prices below represent a savings of up to $400 off typical roundtrip prices for this time frame. These fares are not part of an airline sale and may disappear at any time, so book ASAP!
Availability varies by route. Click on the Fare Calendar links below to find the best dates to travel to San Jose, Costa Rica, between September and December, unless otherwise noted (all prices roundtrip, including taxes):
- $276 — Tampa to San Jose, Costa Rica
- $301-$316 — Atlanta to San Jose, Costa Rica
- $301-$316 — Boston to San Jose, Costa Rica
- $341-$356 — Chicago to San Jose, Costa Rica
- $301-316 — Dallas to San Jose, Costa Rica
- $341-$356 — Detroit to San Jose, Costa Rica
- $341-$356 — New York City to San Jose
- $351-$354 — Washington, D.C. to San Jose (July-Oct.)
- More cheap flights to from your city
For hotel suggestions, deals or offers, check out Fly.com/hotels.
Fly.com News and Updates
For the latest information:
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- Fare Calendars – This tool shows the best deals from the nearest major airport and allows users to create a custom fare calendar for any route (scroll to the bottom for this functionality).
Featured Image: Composite image of Major Northeast Cities (Shutterstock.com)