United and American have round-trip flights from Chicago (ORD) to Boston, Newark/New York, Orlando, Pittsburgh, Cleveland, Houston, St. Louis, Tampa, New Orleans, Memphis, Minneapolis, or Charlotte NC (BOS, LGA/EWR, MCO, PIT, CLE, IAH, STL, TPA, MSY, MEM, MSP, CLT) for $81-$159, NONSTOP. Flights February to December. A few weekends available, but most of the cheapest fares are on Tuesdays, Wednesdays, and Saturdays. Origin/Destination reversible. Holiday blackouts.
Category: <span>Boston</span>
Image Credits: Ingfbruno, Creative Commons 3.0
Image Credits: Ingfbruno, Creative Commons 3.0
United has round-trip flights from Chicago (ORD) to Boston or Newark/New York (BOS, EWR) for $97-$127, NONSTOP. Flights February to March. Very few weekends available. Origin/Destination reversible.
Image Credits: Ingfbruno, Creative Commons 3.0
JetBlue has round-trip flights from Atlanta (ATL) to Boston (BOS) for $127-$157, NONSTOP. Flights February to March. Weekends available. Origin/Destination reversible.
Image Credits: Thomas Hawk, Creative Commons 2.0 (flickr)
JetBlue has round-trip flights from Chicago (ORD) to Boston or New York (BOS, JFK) for $97-$127, NONSTOP. Flights January to February. A few weekends available. Origin/Destination reversible.
Image Credits: Thomas Hawk, Creative Commons 2.0 (flickr)
[12/16/2025 @ 07:55 PM CT] This is starting to sell out.
American Airlines has round-trip flights from Seattle (SEA) to Boston, Atlanta, New York, Cincinnati, Detroit, or Minneapolis (BOS, ATL, JFK, CVG, DTW, MSP) for $137 with a connection. Flights January to March. Weekends available. Origin/Destination reversible.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines has round-trip flights from Phoenix (PHX) to Boston or New York (BOS, JFK) for $119-$137, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Origin/Destination reversible.
This is a small subset of the domestic fares on sale right now, see our previous Domestic Airfare post from yesterday (link) for a list containing about 30 more destinations.
United, Southwest, and American Airlines have round-trip flights from Chicago (ORD/MDW) to Boston or Nashville (BOS, BNA) for $97-$117, NONSTOP. Boston flights November to December. Nashville flights November to February, with dates over Thanksgiving available.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines has round-trip flights from Denver (DEN) to Boston (BOS) for $159-$168 with a connection. Flights November to December. No Sunday departures. Very few weekends available. Holiday blackouts.
Image Credits: Ingfbruno, Creative Commons 3.0
Delta, Southwest, and United have round-trip flights from Denver (DEN) to Boston, New York, Phoenix, Cleveland, or Houston (BOS, EWR/JFK, PHX, CLE, IAH/HOU ) for $137-$177, NONSTOP. Most flights between September to December. Origin/Destination reversible. No Christmas dates available.
Delta and Southwest allows one carry-on bag and one personal item for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
Image Credits: Ingfbruno, Creative Commons 3.0
JetBlue and Alaska Airlines have round-trip flights from Seattle (SEA) to Boston (BOS) for $177-$188, NONSTOP. Flights in October. No Sunday departures. Origin/Destination reversible.
Image Credits: Ingfbruno, Creative Commons 3.0
JetBlue has round-trip flights from Atlanta (ATL) to Boston (BOS) for $137-$147, NONSTOP. Flights September to November. No Thanksgiving dates.
Image Credits: Ingfbruno, Creative Commons 3.0
Southwest has round-trip flights from Chicago (MDW) to Boston (BOS) for $67-$77, NONSTOP. Flights September to January. Very few weekends available. Origin/Destination reversible.
This is part of the larger Domestic airfare sale the we mentioned a few days ago. Prices continue to drop as competitors match.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines, Southwest, United, and JetBlue have round-trip flights from Chicago (ORD/MDW) to Boston or New York (BOS, LGA) for $117-$130, NONSTOP. Flights August to November. Some weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines and United have round-trip flights from Los Angeles (LAX) to Boston (BOS) for $155, NONSTOP. Flights August to November. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
A $40-$50 decrease from last week.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines has round-trip flights from Phoenix (PHX) to Boston (BOS) for $188, NONSTOP. Flights August to November. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. No Thanksgiving dates.
Image Credits: Ingfbruno, Creative Commons 3.0
American Airlines has round-trip flights from Portland (PDX) to Boston (BOS) for $175 with a connection. Flights August to November. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Ingfbruno, Creative Commons 3.0
JetBlue has round-trip flights from Atlanta (ATL) to Boston (BOS) for $147-$157, NONSTOP. Flights August to November. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. No Thanksgiving dates.
Image Credits: Thomas Hawk, Creative Commons 2.0 (flickr)
United has round-trip flights from Denver (DEN) to Boston or Newark/New York (BOS, EWR) for $169, NONSTOP. Flights August to November. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Ingfbruno, Creative Commons 3.0
United has round-trip flights from Los Angeles (LAX) to Boston (BOS) for $197-$209, NONSTOP. Flights August to December. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
Nonstop Flights: Denver to/from Boston $129-$159 r/t [August-November] (No Thanksgiving) – Southwest
Image Credits: Ingfbruno, Creative Commons 3.0
Nonstop Flights: Denver to/from Boston $129-$159 r/t [August-November] (No Thanksgiving) – Southwest
Southwest has round-trip flights from Denver (DEN) to Boston (BOS) for $129-$159, NONSTOP or with connections. Flights August to November. Weekends available. Origin/Destination reversible. No Thanksgiving dates.
This is a subset of the larger Domestic airfare sale that we mentioned a few days ago (link). Visit that post for a full list of every domestic fare being pushed by United, Delta, Southwest, and American right now.