Cheap Flights to Middlesex County from $29

View $29 flight on Sat, Jan 10, 2026Opens in a new window

Popular airlines to Middlesex County

  • American Airlines

    American Airlines

  • United

    United

  • Southwest Airlines

    Southwest Airlines

  • Delta

    Delta

  • Frontier Airlines

    Frontier Airlines

  • JetBlue Airways

    JetBlue Airways

  • Alaska Airlines

    Alaska Airlines

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How much is the cheapest flight to Middlesex County?

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Jan 10 - Sun, Jan 11
MCO
Orlando
BOS
Boston
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jan 10 from Orlando to Boston, returning Sun, Jan 11, priced at $58 just found
Spirit Airlines
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando
BOS
Boston
$70 Roundtrip, just found
$70
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 30 from Orlando to Boston, returning Mon, Feb 2, priced at $70 just found
Frontier Airlines
Thu, Feb 26 - Sun, Mar 1
MCO
Orlando
BOS
Boston
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando to Boston, returning Sun, Mar 1, priced at $80 found 1 hour ago
Breeze Airways
Thu, Jan 15 - Sun, Jan 25
MCO
Orlando
PSM
Portsmouth
$82 Roundtrip, found 9 hours ago
$82
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Jan 15 from Orlando to Portsmouth, returning Sun, Jan 25, priced at $82 found 9 hours ago
Frontier Airlines
Sun, Jan 11 - Mon, Jan 19
MCO
Orlando
BOS
Boston
$83 Roundtrip, found 2 hours ago
$83
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, Jan 11 from Orlando to Boston, returning Mon, Jan 19, priced at $83 found 2 hours ago
Frontier Airlines
Thu, Dec 25 - Wed, Jan 7
MCO
Orlando
BOS
Boston
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 25 from Orlando to Boston, returning Wed, Jan 7, priced at $85 found 1 day ago
Breeze Airways
Thu, Jan 15 - Thu, Jan 22
MCO
Orlando
PSM
Portsmouth
$89 Roundtrip, found 15 hours ago
$89
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Jan 15 from Orlando to Portsmouth, returning Thu, Jan 22, priced at $89 found 15 hours ago
Frontier Airlines
Thu, Feb 26 - Sun, Mar 1
MCO
Orlando
BOS
Boston
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando to Boston, returning Sun, Mar 1, priced at $90 found 1 hour ago
Southwest Airlines
Sat, Jan 17 - Mon, Jan 19
MCO
Orlando
BOS
Boston
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Jan 17 from Orlando to Boston, returning Mon, Jan 19, priced at $93 just found
JetBlue Airways
Thu, Jan 15 - Sun, Jan 18
MCO
Orlando
BOS
Boston
$94 Roundtrip, just found
$94
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Jan 15 from Orlando to Boston, returning Sun, Jan 18, priced at $94 just found

Airports in Middlesex County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Flights from $428
BOS
Logan Intl.
Flights from $428
Select flight to T.F. Green PVD. Cheapest option available. Flights from $291
PVD
T.F. Green
Cheapest
Flights from $291
Select flight to Manchester-Boston Regional MHT. Flights from $405
MHT
Manchester-Boston Regional
Flights from $405

Trending flights to Middlesex County

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.

Frontier Airlines
Sat, Jan 17 - Mon, Jan 19
MCO
Orlando
BOS
Boston
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jan 17 from Orlando to Boston, returning Mon, Jan 19, priced at $58 just found

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Travel information

Middlesex County Flights Information

Airlines serving
Frontier Airlines, Spirit Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines
Roundtrip price
from $58
Middlesex County Flights Information

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