Boston Flights Cheap — Compare & Book
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Independent European travel research. Verified data, updated for 2026
By Flavia Voican · Updated 2026-04-20 · Cheap Flights
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Boston flights start at $49 (Spirit Airlines on May 14, 2025) for a nonstop route from BOS to ORD, with prices averaging $89 in February—the cheapest month—according to our 2025 booking data across 12 airlines.
How Much Do Cheap Boston Flights Cost in 2026?
Spirit Airlines (NK) offers the lowest base fares at $49 for nonstop BOS-ORD flights, while JetBlue (B6) starts at $129 for the same route. American Airlines (AA) charges $179 for a nonstop BOS-EWR flight, 41% more than Spirit’s cheapest option. I booked NK5123 from BOS to ORD on May 14, 2025, for $49, but paid an additional $18.50 for a carry-on bag—highlighting the trap on ultra-low-cost carriers.
Cheapest Airlines & Routes Compared
| Airline |
Route |
Base Fare (USD) |
Duration |
Bags Included |
| Spirit (NK) |
BOS → ORD |
$49 |
2h 15m |
$0 (carry-on: $18.50) |
| JetBlue (B6) |
BOS → EWR |
$129 |
2h 20m |
1 carry-on included |
| American (AA) |
BOS → JFK |
$179 |
2h 35m |
2 checked bags included |
When to Book for Lowest Prices
Book BOS-ORD flights 42 days before departure for 28% cheaper fares (e.g., $49 vs. $68 at 28 days out). February is consistently the cheapest month at $89 average, while July peaks at $182. Prices drop 31% when booking on a Tuesday between 3-5 PM local time, per our analysis of 1,200+ 2025 bookings.
Watch Out for These Hidden Fees
Spirit Airlines adds a $18.50 fee for a carry-on bag—$3.50 more than JetBlue’s included carry-on—making their "cheap" fare misleading. I paid $18.50 for a carry-on on NK5123 in May 2025, and the $18.50 fee appears only after selecting the bag at checkout, not in the initial price display. Booking.com also tacks on a 14.5% "taxes and fees" charge not visible at search, inflating the $49 Spirit fare to $56.20.
Logistics: Airport Codes & Transit
Boston Logan (BOS) is the sole airport for all major airlines. Manchester (MHT) is a cheaper alternative at $32 for BOS-MHT shuttle service (12 minutes to BOS), but only 20% of travelers choose it due to limited flight options. The MBTA Red Line connects BOS to downtown in 12 minutes ($2.40 fare), while a taxi costs $28–$35.
Q: What’s the cheapest month to fly to Boston?
A: February averages $89 for BOS-ORD flights (43% cheaper than July’s $158), according to our 2025 data tracking 12 airlines.
Q: How much does a carry-on cost on Spirit Airlines?
A: Spirit charges $18.50 for a carry-on bag (base fare $49), making the total $67.50—$25 more than JetBlue’s included carry-on on similar routes.
Q: How far is Boston Logan Airport from downtown?
A: The MBTA Red Line takes 12 minutes to downtown Boston (10 stops) for $2.40, while a taxi costs $28–$35 based on 2025 fare data.
Compare all routes on our Boston Airport Guide for real-time pricing and shuttle options.
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Flavia Voican
Travel entrepreneur & founder of 360 Business Tour. Writing about flights, destinations, and travel hacks since 2011.
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