Flights from Madison

Cheapest flights from Madison

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.

Wed, Mar 31 - Wed, Apr 14

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$266 Roundtrip, found 17 hours ago

$266

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Mar 31 from Portland Intl. Jetport to Orlando Intl., returning Wed, Apr 14, priced at $266 found 17 hours ago

Sat, Oct 24 - Sun, Nov 1

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$285 Roundtrip, found 3 days ago

$285

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Oct 24 from Manchester-Boston Regional to Orlando Intl., returning Sun, Nov 1, priced at $285 found 3 days ago

Mon, Oct 5 - Tue, Oct 13

PWM

Portland Intl. Jetport

FLL

Fort Lauderdale - Hollywood Intl.

$286 Roundtrip, found 3 days ago

$286

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Mon, Oct 5 from Portland Intl. Jetport to Fort Lauderdale - Hollywood Intl., returning Tue, Oct 13, priced at $286 found 3 days ago

Sat, Oct 24 - Sun, Nov 1

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$290 Roundtrip, found 3 days ago

$290

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Oct 24 from Manchester-Boston Regional to Orlando Intl., returning Sun, Nov 1, priced at $290 found 3 days ago

Mon, Oct 5 - Tue, Oct 13

PWM

Portland Intl. Jetport

FLL

Fort Lauderdale - Hollywood Intl.

$291 Roundtrip, found 3 days ago

$291

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Mon, Oct 5 from Portland Intl. Jetport to Fort Lauderdale - Hollywood Intl., returning Tue, Oct 13, priced at $291 found 3 days ago

Fri, Sep 11 - Sun, Sep 27

PWM

Portland Intl. Jetport

SRQ

Sarasota-Bradenton Intl.

$293 Roundtrip, found 5 days ago

$293

Roundtrip

found 5 days ago

Select Delta flight, departing Fri, Sep 11 from Portland Intl. Jetport to Sarasota-Bradenton Intl., returning Sun, Sep 27, priced at $293 found 5 days ago

Sat, Oct 24 - Sun, Nov 1

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$295 Roundtrip, found 3 days ago

$295

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Oct 24 from Manchester-Boston Regional to Orlando Intl., returning Sun, Nov 1, priced at $295 found 3 days ago

Mon, Oct 5 - Tue, Oct 13

PWM

Portland Intl. Jetport

FLL

Fort Lauderdale - Hollywood Intl.

$296 Roundtrip, found 3 days ago

$296

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Mon, Oct 5 from Portland Intl. Jetport to Fort Lauderdale - Hollywood Intl., returning Tue, Oct 13, priced at $296 found 3 days ago

Sun, Nov 1 - Tue, Nov 10

PWM

Portland Intl. Jetport

RSW

Southwest Florida Intl.

$301 Roundtrip, found 20 hours ago

$301

Roundtrip

found 20 hours ago

Select Delta flight, departing Sun, Nov 1 from Portland Intl. Jetport to Southwest Florida Intl., returning Tue, Nov 10, priced at $301 found 20 hours ago

Wed, Mar 31 - Wed, Apr 14

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$302 Roundtrip, found 17 hours ago

$302

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Mar 31 from Portland Intl. Jetport to Orlando Intl., returning Wed, Apr 14, priced at $302 found 17 hours ago

Sat, Sep 12 - Wed, Sep 30

PWM

Portland Intl. Jetport

SRQ

Sarasota-Bradenton Intl.

$303 Roundtrip, found 5 days ago

$303

Roundtrip

found 5 days ago

Select Southwest Airlines flight, departing Sat, Sep 12 from Portland Intl. Jetport to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $303 found 5 days ago

Sat, Sep 12 - Wed, Sep 30

PWM

Portland Intl. Jetport

SRQ

Sarasota-Bradenton Intl.

$306 Roundtrip, found 5 days ago

$306

Roundtrip

found 5 days ago

Select United flight, departing Sat, Sep 12 from Portland Intl. Jetport to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $306 found 5 days ago

Wed, Mar 31 - Wed, Apr 14

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$311 Roundtrip, found 17 hours ago

$311

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Mar 31 from Portland Intl. Jetport to Orlando Intl., returning Wed, Apr 14, priced at $311 found 17 hours ago

Wed, Mar 31 - Wed, Apr 14

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$333 Roundtrip, found 17 hours ago

$333

Roundtrip

found 17 hours ago

Select American Airlines flight, departing Wed, Mar 31 from Portland Intl. Jetport to Orlando Intl., returning Wed, Apr 14, priced at $333 found 17 hours ago

Sat, Aug 22 - Sat, Aug 29

MHT

Manchester-Boston Regional

RSW

Southwest Florida Intl.

$340 Roundtrip, found 3 days ago

$340

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Aug 22 from Manchester-Boston Regional to Southwest Florida Intl., returning Sat, Aug 29, priced at $340 found 3 days ago

Sun, Sep 6 - Sat, Sep 12

MHT

Manchester-Boston Regional

SRQ

Sarasota-Bradenton Intl.

$365 Roundtrip, found 3 days ago

$365

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sun, Sep 6 from Manchester-Boston Regional to Sarasota-Bradenton Intl., returning Sat, Sep 12, priced at $365 found 3 days ago

Sat, Sep 12 - Thu, Sep 17

PWM

Portland Intl. Jetport

JAX

Jacksonville Intl.

$371 Roundtrip, found 3 days ago

$371

Roundtrip

found 3 days ago

Select Delta flight, departing Sat, Sep 12 from Portland Intl. Jetport to Jacksonville Intl., returning Thu, Sep 17, priced at $371 found 3 days ago

Tue, Sep 22 - Sun, Sep 27

MHT

Manchester-Boston Regional

LAS

Harry Reid Intl.

$429 Roundtrip, found 4 days ago

$429

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Sep 22 from Manchester-Boston Regional to Harry Reid Intl., returning Sun, Sep 27, priced at $429 found 4 days ago

Mon, Oct 5 - Tue, Oct 13

PWM

Portland Intl. Jetport

FLL

Fort Lauderdale - Hollywood Intl.

$465 Roundtrip, found 3 days ago

$465

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Oct 5 from Portland Intl. Jetport to Fort Lauderdale - Hollywood Intl., returning Tue, Oct 13, priced at $465 found 3 days ago

Fri, Apr 30 - Sun, May 9

PWM

Portland Intl. Jetport

MIA

Miami Intl.

$477 Roundtrip, found 5 days ago

$477

Roundtrip

found 5 days ago

Select Delta flight, departing Fri, Apr 30 from Portland Intl. Jetport to Miami Intl., returning Sun, May 9, priced at $477 found 5 days ago