Flights from Middletown

Cheapest flights from Middletown

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.

Fri, Nov 27 - Mon, Dec 7

BDL

Bradley Intl.

SJU

Luis Munoz Marin Intl.

$193 Roundtrip, found 5 days ago

$193

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Nov 27 from Bradley Intl. to Luis Munoz Marin Intl., returning Mon, Dec 7, priced at $193 found 5 days ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$199 Roundtrip, found 7 hours ago

$199

Roundtrip

found 7 hours ago

Select Breeze Airways flight, departing Sat, Feb 6 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Sat, Feb 13, priced at $199 found 7 hours ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$204 Roundtrip, found 7 hours ago

$204

Roundtrip

found 7 hours ago

Select Breeze Airways flight, departing Sat, Feb 6 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Sat, Feb 13, priced at $204 found 7 hours ago

Wed, Dec 2 - Fri, Feb 26

HVN

Tweed - New Haven Regional

TPA

Tampa Intl.

$207 Roundtrip, found 3 hours ago

$207

Roundtrip

found 3 hours ago

Select Avelo Airlines flight, departing Wed, Dec 2 from Tweed - New Haven Regional to Tampa Intl., returning Fri, Feb 26, priced at $207 found 3 hours ago

Sun, Dec 6 - Fri, Dec 11

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$212 Roundtrip, found 1 day ago

$212

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Sun, Dec 6 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Dec 11, priced at $212 found 1 day ago

Mon, Mar 22 - Fri, Apr 2

HVN

Tweed - New Haven Regional

FLL

Fort Lauderdale - Hollywood Intl.

$216 Roundtrip, found 5 days ago

$216

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Mon, Mar 22 from Tweed - New Haven Regional to Fort Lauderdale - Hollywood Intl., returning Fri, Apr 2, priced at $216 found 5 days ago

Wed, Jan 6 - Wed, Jan 13

BDL

Bradley Intl.

TPA

Tampa Intl.

$218 Roundtrip, found 1 hour ago

$218

Roundtrip

found 1 hour ago

Select Breeze Airways flight, departing Wed, Jan 6 from Bradley Intl. to Tampa Intl., returning Wed, Jan 13, priced at $218 found 1 hour ago

Sat, Dec 5 - Sat, Dec 19

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$220 Roundtrip, found 2 days ago

$220

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Dec 5 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Sat, Dec 19, priced at $220 found 2 days ago

Mon, Dec 14 - Thu, Dec 17

BDL

Bradley Intl.

MCO

Orlando Intl.

$224 Roundtrip, just found

$224

Roundtrip

just found

Select Breeze Airways flight, departing Mon, Dec 14 from Bradley Intl. to Orlando Intl., returning Thu, Dec 17, priced at $224 just found

Fri, Feb 19 - Sat, Feb 27

BDL

Bradley Intl.

MIA

Miami Intl.

$239 Roundtrip, found 5 days ago

$239

Roundtrip

found 5 days ago

Select American Airlines flight, departing Fri, Feb 19 from Bradley Intl. to Miami Intl., returning Sat, Feb 27, priced at $239 found 5 days ago

Fri, Jan 8 - Mon, Jan 11

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$245 Roundtrip, found 1 day ago

$245

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jan 8 from Bradley Intl. to Southwest Florida Intl., returning Mon, Jan 11, priced at $245 found 1 day ago

Tue, Jan 12 - Wed, Jan 20

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$259 Roundtrip, found 19 hours ago

$259

Roundtrip

found 19 hours ago

Select United flight, departing Tue, Jan 12 from Bradley Intl. to Southwest Florida Intl., returning Wed, Jan 20, priced at $259 found 19 hours ago

Wed, Dec 2 - Tue, Dec 8

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$259 Roundtrip, found 10 hours ago

$259

Roundtrip

found 10 hours ago

Select Delta flight, departing Wed, Dec 2 from Bradley Intl. to Southwest Florida Intl., returning Tue, Dec 8, priced at $259 found 10 hours ago

Fri, Nov 27 - Thu, Dec 3

BDL

Bradley Intl.

MCO

Orlando Intl.

$269 Roundtrip, found 22 hours ago

$269

Roundtrip

found 22 hours ago

Select JetBlue Airways flight, departing Fri, Nov 27 from Bradley Intl. to Orlando Intl., returning Thu, Dec 3, priced at $269 found 22 hours ago

Thu, Dec 3 - Thu, Dec 10

HVN

Tweed - New Haven Regional

MCO

Orlando Intl.

$306 Roundtrip, found 11 hours ago

$306

Roundtrip

found 11 hours ago

Select Breeze Airways flight, departing Thu, Dec 3 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Dec 10, priced at $306 found 11 hours ago

Tue, Jan 12 - Wed, Jan 20

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$307 Roundtrip, found 19 hours ago

$307

Roundtrip

found 19 hours ago

Select Southwest Airlines flight, departing Tue, Jan 12 from Bradley Intl. to Southwest Florida Intl., returning Wed, Jan 20, priced at $307 found 19 hours ago

Sun, Jan 17 - Thu, Jan 21

BDL

Bradley Intl.

LAS

Harry Reid Intl.

$315 Roundtrip, found 12 hours ago

$315

Roundtrip

found 12 hours ago

Select Frontier Airlines flight, departing Sun, Jan 17 from Bradley Intl. to Harry Reid Intl., returning Thu, Jan 21, priced at $315 found 12 hours ago

Wed, Nov 25 - Sat, Dec 5

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$357 Roundtrip, found 6 days ago

$357

Roundtrip

found 6 days ago

Select Delta flight, departing Wed, Nov 25 from Bradley Intl. to Los Angeles Intl., returning Sat, Dec 5, priced at $357 found 6 days ago

Fri, Dec 25 - Mon, Dec 28

HVN

Tweed - New Haven Regional

DJT

President Donald J. Trump Intl. Airport

$371 Roundtrip, found 1 day ago

$371

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Fri, Dec 25 from Tweed - New Haven Regional to President Donald J. Trump Intl. Airport, returning Mon, Dec 28, priced at $371 found 1 day ago

Mon, Nov 16 - Wed, Nov 18

HVN

Tweed - New Haven Regional

LAS

Harry Reid Intl.

$908 Roundtrip, found 15 hours ago

$908

Roundtrip

found 15 hours ago

Select Breeze Airways flight, departing Mon, Nov 16 from Tweed - New Haven Regional to Harry Reid Intl., returning Wed, Nov 18, priced at $908 found 15 hours ago