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.

Sat, Oct 31 - Sat, Nov 7

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$153 Roundtrip, found 8 hours ago

$153

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portland Intl. Jetport to Orlando Intl., returning Sat, Nov 7, priced at $153 found 8 hours ago

Sat, Oct 31 - Sat, Nov 7

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$156 Roundtrip, found 8 hours ago

$156

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portland Intl. Jetport to Orlando Intl., returning Sat, Nov 7, priced at $156 found 8 hours ago

Sat, Oct 31 - Sat, Nov 7

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$158 Roundtrip, found 8 hours ago

$158

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portland Intl. Jetport to Orlando Intl., returning Sat, Nov 7, priced at $158 found 8 hours ago

Sat, Oct 31 - Sat, Nov 7

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$163 Roundtrip, found 8 hours ago

$163

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portland Intl. Jetport to Orlando Intl., returning Sat, Nov 7, priced at $163 found 8 hours ago

Sat, Oct 31 - Sat, Nov 7

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$166 Roundtrip, found 8 hours ago

$166

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portland Intl. Jetport to Orlando Intl., returning Sat, Nov 7, priced at $166 found 8 hours ago

Thu, Jan 28 - Thu, Feb 4

PWM

Portland Intl. Jetport

SRQ

Sarasota-Bradenton Intl.

$173 Roundtrip, found 1 day ago

$173

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Thu, Jan 28 from Portland Intl. Jetport to Sarasota-Bradenton Intl., returning Thu, Feb 4, priced at $173 found 1 day ago

Wed, Nov 18 - Wed, Dec 2

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$188 Roundtrip, found 2 days ago

$188

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Wed, Nov 18 from Manchester-Boston Regional to Orlando Intl., returning Wed, Dec 2, priced at $188 found 2 days ago

Wed, Nov 11 - Wed, Dec 2

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$247 Roundtrip, found 6 days ago

$247

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Wed, Nov 11 from Portland Intl. Jetport to Orlando Intl., returning Wed, Dec 2, priced at $247 found 6 days ago

Wed, Nov 11 - Wed, Dec 2

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$267 Roundtrip, found 6 days ago

$267

Roundtrip

found 6 days ago

Select Southwest Airlines flight, departing Wed, Nov 11 from Portland Intl. Jetport to Orlando Intl., returning Wed, Dec 2, priced at $267 found 6 days ago

Wed, Nov 11 - Wed, Dec 2

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$267 Roundtrip, found 6 days ago

$267

Roundtrip

found 6 days ago

Select United flight, departing Wed, Nov 11 from Portland Intl. Jetport to Orlando Intl., returning Wed, Dec 2, priced at $267 found 6 days ago

Thu, Nov 12 - Wed, Dec 2

PWM

Portland Intl. Jetport

MCO

Orlando Intl.

$267 Roundtrip, found 6 days ago

$267

Roundtrip

found 6 days ago

Select Delta flight, departing Thu, Nov 12 from Portland Intl. Jetport to Orlando Intl., returning Wed, Dec 2, priced at $267 found 6 days ago

Fri, Feb 5 - Mon, Feb 8

MHT

Manchester-Boston Regional

FLL

Fort Lauderdale - Hollywood Intl.

$277 Roundtrip, found 2 days ago

$277

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Feb 5 from Manchester-Boston Regional to Fort Lauderdale - Hollywood Intl., returning Mon, Feb 8, priced at $277 found 2 days ago

Wed, Nov 18 - Wed, Dec 9

PWM

Portland Intl. Jetport

FLL

Fort Lauderdale - Hollywood Intl.

$299 Roundtrip, found 4 days ago

$299

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Nov 18 from Portland Intl. Jetport to Fort Lauderdale - Hollywood Intl., returning Wed, Dec 9, priced at $299 found 4 days ago

Sat, Mar 6 - Tue, Mar 16

MHT

Manchester-Boston Regional

RSW

Southwest Florida Intl.

$331 Roundtrip, found 3 hours ago

$331

Roundtrip

found 3 hours ago

Select United flight, departing Sat, Mar 6 from Manchester-Boston Regional to Southwest Florida Intl., returning Tue, Mar 16, priced at $331 found 3 hours ago

Tue, Nov 3 - Thu, Nov 12

PWM

Portland Intl. Jetport

LAS

Harry Reid Intl.

$361 Roundtrip, found 6 days ago

$361

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Nov 3 from Portland Intl. Jetport to Harry Reid Intl., returning Thu, Nov 12, priced at $361 found 6 days ago

Thu, Feb 4 - Thu, Apr 1

MHT

Manchester-Boston Regional

SRQ

Sarasota-Bradenton Intl.

$364 Roundtrip, found 1 day ago

$364

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Feb 4 from Manchester-Boston Regional to Sarasota-Bradenton Intl., returning Thu, Apr 1, priced at $364 found 1 day ago

Sat, Oct 31 - Sat, Nov 14

PWM

Portland Intl. Jetport

DJT

President Donald J. Trump Intl. Airport

$419 Roundtrip, found 2 days ago

$419

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Oct 31 from Portland Intl. Jetport to President Donald J. Trump Intl. Airport, returning Sat, Nov 14, priced at $419 found 2 days ago

Fri, Feb 5 - Mon, Feb 8

MHT

Manchester-Boston Regional

MIA

Miami Intl.

$449 Roundtrip, found 1 day ago

$449

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Feb 5 from Manchester-Boston Regional to Miami Intl., returning Mon, Feb 8, priced at $449 found 1 day ago

Fri, Mar 12 - Wed, Mar 31

MHT

Manchester-Boston Regional

TPA

Tampa Intl.

$481 Roundtrip, found 6 days ago

$481

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Fri, Mar 12 from Manchester-Boston Regional to Tampa Intl., returning Wed, Mar 31, priced at $481 found 6 days ago

Sat, Oct 31 - Mon, Nov 9

MHT

Manchester-Boston Regional

DJT

President Donald J. Trump Intl. Airport

$591 Roundtrip, found 2 days ago

$591

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Oct 31 from Manchester-Boston Regional to President Donald J. Trump Intl. Airport, returning Mon, Nov 9, priced at $591 found 2 days ago