Cheap Flights to Middlesex County from $49

View $49 flight on Sat, Jun 6, 2026Opens in a new window

Popular airlines to Middlesex County

  • American Airlines

  • Delta

  • United

  • JetBlue Airways

  • Southwest Airlines

  • Breeze Airways

  • Frontier 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 $49 for one-way flights and $107 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, May 14 - Mon, May 18
SJU
San Juan
BDL
Hartford
$166 Roundtrip, just found
$166
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, May 14 from San Juan to Hartford, returning Mon, May 18, priced at $166 just found
Frontier Airlines
Wed, May 13 - Wed, May 27
SJU
San Juan
BDL
Hartford
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, May 13 from San Juan to Hartford, returning Wed, May 27, priced at $167 found 3 days ago
Frontier Airlines
Thu, May 14 - Sun, May 24
SJU
San Juan
BDL
Hartford
$176 Roundtrip, found 7 hours ago
$176
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, May 14 from San Juan to Hartford, returning Sun, May 24, priced at $176 found 7 hours ago
Frontier Airlines
Sat, May 23 - Wed, Jun 3
SJU
San Juan
BDL
Hartford
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 23 from San Juan to Hartford, returning Wed, Jun 3, priced at $178 found 2 days ago
Frontier Airlines
Thu, May 21 - Thu, May 28
SJU
San Juan
BDL
Hartford
$186 Roundtrip, just found
$186
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, May 21 from San Juan to Hartford, returning Thu, May 28, priced at $186 just found
Frontier Airlines
Thu, May 21 - Wed, May 27
SJU
San Juan
BDL
Hartford
$196 Roundtrip, found 6 hours ago
$196
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, May 21 from San Juan to Hartford, returning Wed, May 27, priced at $196 found 6 hours ago
Avelo Airlines
Fri, Sep 4 - Fri, Sep 11
SJU
San Juan
HVN
New Haven
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from San Juan to New Haven, returning Fri, Sep 11, priced at $199 found 5 days ago
American Airlines
Fri, May 15 - Sun, May 17
SJU
San Juan
BDL
Hartford
$235 Roundtrip, found 3 hours ago
$235
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, May 15 from San Juan to Hartford, returning Sun, May 17, priced at $235 found 3 hours ago
JetBlue Airways
Thu, May 14 - Mon, May 18
SJU
San Juan
BDL
Hartford
$295 Roundtrip, just found
$295
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, May 14 from San Juan to Hartford, returning Mon, May 18, priced at $295 just found
United
Thu, Jun 4 - Tue, Aug 4
SJU
San Juan
BDL
Hartford
$360 Roundtrip, found 3 hours ago
$360
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Jun 4 from San Juan to Hartford, returning Tue, Aug 4, priced at $360 found 3 hours ago

Airports in Middlesex County

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

Select flight to Bradley Intl. BDL. Cheapest option available. Flights from $216
BDL
Bradley Intl.
Cheapest
Flights from $216

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.

Breeze Airways
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando
HVN
New Haven
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to New Haven, returning Sun, Sep 20, priced at $107 found 1 day ago

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Travel information

*Flight schedules are subject to change.

*Available to One Key members.

 

*Flight schedules are subject to change.

*Available to One Key members.

 

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