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.

Mon, Oct 19 - Fri, Oct 23

BDL

Bradley Intl.

MCO

Orlando Intl.

$99 Roundtrip, found 2 days ago

$99

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Oct 19 from Bradley Intl. to Orlando Intl., returning Fri, Oct 23, priced at $99 found 2 days ago

Sun, Oct 18 - Fri, Oct 23

BDL

Bradley Intl.

MCO

Orlando Intl.

$122 Roundtrip, found 2 days ago

$122

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Oct 18 from Bradley Intl. to Orlando Intl., returning Fri, Oct 23, priced at $122 found 2 days ago

Mon, Oct 19 - Thu, Oct 22

BDL

Bradley Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 2 days ago

$137

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Oct 19 from Bradley Intl. to Orlando Intl., returning Thu, Oct 22, priced at $137 found 2 days ago

Mon, Jan 11 - Sat, Jan 16

HVN

Tweed - New Haven Regional

DJT

President Donald J. Trump Intl. Airport

$146 Roundtrip, found 4 days ago

$146

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Mon, Jan 11 from Tweed - New Haven Regional to President Donald J. Trump Intl. Airport, returning Sat, Jan 16, priced at $146 found 4 days ago

Sun, Oct 25 - Fri, Oct 30

HVN

Tweed - New Haven Regional

MCO

Orlando Intl.

$187 Roundtrip, found 2 days ago

$187

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Sun, Oct 25 from Tweed - New Haven Regional to Orlando Intl., returning Fri, Oct 30, priced at $187 found 2 days ago

Sun, Oct 25 - Fri, Oct 30

HVN

Tweed - New Haven Regional

MCO

Orlando Intl.

$204 Roundtrip, found 2 days ago

$204

Roundtrip

found 2 days ago

Select Avelo Airlines flight, departing Sun, Oct 25 from Tweed - New Haven Regional to Orlando Intl., returning Fri, Oct 30, priced at $204 found 2 days ago

Thu, Dec 10 - Sun, Dec 13

HVN

Tweed - New Haven Regional

TPA

Tampa Intl.

$211 Roundtrip, found 5 days ago

$211

Roundtrip

found 5 days ago

Select Avelo Airlines flight, departing Thu, Dec 10 from Tweed - New Haven Regional to Tampa Intl., returning Sun, Dec 13, priced at $211 found 5 days ago

Mon, Dec 14 - Wed, Dec 16

BDL

Bradley Intl.

SJU

Luis Munoz Marin Intl.

$219 Roundtrip, found 4 days ago

$219

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Dec 14 from Bradley Intl. to Luis Munoz Marin Intl., returning Wed, Dec 16, priced at $219 found 4 days ago

Mon, Oct 19 - Thu, Oct 29

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$241 Roundtrip, found 3 days ago

$241

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Oct 19 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Thu, Oct 29, priced at $241 found 3 days ago

Tue, Feb 16 - Wed, Feb 17

BDL

Bradley Intl.

MCO

Orlando Intl.

$243 Roundtrip, found 6 days ago

$243

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Feb 16 from Bradley Intl. to Orlando Intl., returning Wed, Feb 17, priced at $243 found 6 days ago

Tue, Sep 29 - Sat, Oct 3

BDL

Bradley Intl.

TPA

Tampa Intl.

$257 Roundtrip, found 6 days ago

$257

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Sep 29 from Bradley Intl. to Tampa Intl., returning Sat, Oct 3, priced at $257 found 6 days ago

Sun, Feb 7 - Tue, Feb 23

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$273 Roundtrip, found 5 days ago

$273

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Sun, Feb 7 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Feb 23, priced at $273 found 5 days ago

Sun, Feb 7 - Tue, Feb 23

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$279 Roundtrip, found 5 days ago

$279

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sun, Feb 7 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Feb 23, priced at $279 found 5 days ago

Sun, Feb 7 - Tue, Feb 23

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$284 Roundtrip, found 5 days ago

$284

Roundtrip

found 5 days ago

Select United flight, departing Sun, Feb 7 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Feb 23, priced at $284 found 5 days ago

Thu, Nov 5 - Wed, Nov 11

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$299 Roundtrip, found 3 days ago

$299

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Thu, Nov 5 from Bradley Intl. to Southwest Florida Intl., returning Wed, Nov 11, priced at $299 found 3 days ago

Mon, Nov 2 - Mon, Nov 16

HVN

Tweed - New Haven Regional

RSW

Southwest Florida Intl.

$300 Roundtrip, found 5 days ago

$300

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Mon, Nov 2 from Tweed - New Haven Regional to Southwest Florida Intl., returning Mon, Nov 16, priced at $300 found 5 days ago

Thu, Oct 22 - Thu, Nov 12

BDL

Bradley Intl.

LAS

Harry Reid Intl.

$321 Roundtrip, found 4 days ago

$321

Roundtrip

found 4 days ago

Select Delta flight, departing Thu, Oct 22 from Bradley Intl. to Harry Reid Intl., returning Thu, Nov 12, priced at $321 found 4 days ago

Thu, Oct 8 - Mon, Oct 12

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$325 Roundtrip, found 5 days ago

$325

Roundtrip

found 5 days ago

Select Southwest Airlines flight, departing Thu, Oct 8 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Oct 12, priced at $325 found 5 days ago

Wed, Oct 7 - Mon, Oct 12

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$375 Roundtrip, found 6 days ago

$375

Roundtrip

found 6 days ago

Select American Airlines flight, departing Wed, Oct 7 from Bradley Intl. to Los Angeles Intl., returning Mon, Oct 12, priced at $375 found 6 days ago

Thu, Dec 31 - Thu, Jan 7

BDL

Bradley Intl.

MIA

Miami Intl.

$381 Roundtrip, found 6 days ago

$381

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Dec 31 from Bradley Intl. to Miami Intl., returning Thu, Jan 7, priced at $381 found 6 days ago