Are direct flights from Madison to Orlando always the best option?

Direct flights offer convenience and save time, but they are not always the cheapest option. Flights with layovers can sometimes be more affordable, depending on the route and airline. Consider your budget and time constraints when making your choice.

Can flexible travel dates help on Madison to Orlando flights?

Yes, being flexible with your travel dates can often lead to finding cheaper flights. Prices can vary significantly even within the same week. Using a flexible date search tool may help you identify the most budget-friendly days to fly.

What extra costs should I check before booking Madison to Orlando flights?

Before booking, always check for potential extra costs such as baggage fees, seat selection charges, and in-flight services. Some airlines may also charge for printing boarding passes at the airport. Being aware of these fees can help you budget accurately for your trip.

Flights From Madison

To Orlando

Cheap Flights from Madison to Orlando

Browse current best options from Madison. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Madison

RatePunk searches hundreds of travel sites at once for deals on flights to Orlando

Prices updated 4 days ago

476 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 12, 2026.)

Today’s best flight deals from Madison to Orlando

Explore current cheapest deals departing from Madison to Orlando

2026-11-15 – 2026-12-03
MSN - Orlando
69% AI deal score
$154
$138
Round trip
2027-01-28 – 2027-02-23
MSN - Orlando
72% AI deal score
$202
$148
Round trip
2026-12-06 – 2027-01-05
MSN - Orlando
71% AI deal score
$182
$148
Round trip
2026-12-15 – 2027-01-12
MSN - Orlando
71% AI deal score
$186
$148
Round trip
2026-12-15 – 2027-01-05
MSN - Orlando
72% AI deal score
$188
$148
Round trip
2026-12-13 – 2027-01-07
MSN - Orlando
71% AI deal score
$186
$148
Round trip
2026-12-13 – 2026-12-17
MSN - Orlando
78% AI deal score
$221
$148
Round trip
2026-12-06 – 2026-12-17
MSN - Orlando
72% AI deal score
$194
$148
Round trip
2026-12-13 – 2027-01-05
MSN - Orlando
72% AI deal score
$188
$148
Round trip
2026-12-15 – 2027-01-07
MSN - Orlando
72% AI deal score
$188
$148
Round trip

Madison to Orlando: Overview

Insights for flights from Madison to Orlando

For those planning cheap flights from Madison to Orlando, September stands out as the most affordable month, with a median fare of $199. Other favorable times to fly include August, where the median fare is $376, and July, with a median of $486. These months offer the best opportunities for more budget-friendly travel.

Fares for flights from Madison to Orlando typically range from $322 to $621, with a median price of $401. Right now, current fares are significantly above the typical level for this route. Only 3% of recent fares were classified as a good price, indicating that finding a low fare can be challenging.

When flying from Madison to Orlando, most itineraries connect at least once, as only 8% of recent fares were for direct flights. For connecting itineraries, travelers typically encounter 2 stopovers. This means you should expect a journey involving at least one layover.

A typical journey from Madison to Orlando takes approximately 3h 0m, including connections. This duration accounts for the time spent in the air and any layovers. The route covers a distance of 1787 kilometers, classifying it as a medium-haul flight.

How much is a round trip from Madison to Orlando

Regular price: $124 - $505

Prices for flights from Madison to Orlando are currently within the regular range.

The regular price range for flights from Madison to Orlando is between $124 and $505. The current lowest deal is $138 with Breeze Airways for travel from Nov 15-Dec 3.

now $138

Low $124

High $505

The cheapest time to fly from Madison to Orlando

The cheapest month to fly from Madison to Orlando is September, with a median price of $199. The most expensive month is March, with a median price of $977. Prices are generally lower from January to December, including January, July, August, September, and December.

September

Cheapest

Flights from $199

March

Most Expensive

Flights from $977

Jan

Mar

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Madison to Orlando

Breeze Airways

Last-minute flights going from Madison to Orlando

Thu, Oct 8

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

American Airlines

$642

$508

One-way

Fri, Oct 9

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

American Airlines

$642

$508

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$179

$178

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$187

$178

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$183

$188

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$179

$188

One-way

Biggest price drops on these dates for flights from Madison to Orlando

3 nights

Dec 16 - Dec 19

$390 → $314

20%

4 nights

Dec 15 - Dec 19

$390 → $314

19%

4 nights

Dec 13 - Dec 17

$221 → $147

34%

2 nights

Dec 15 - Dec 17

$221 → $149

33%

Popular Airports to fly from Madison to Orlando

Madison - Orlando route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Madison to Orlando are above the typical level, with a median of $401.

📅 Best time to fly

September is historically cheapest at $199

Historically, September offers the lowest median prices for flights from Madison to Orlando.

⏱️ Flight duration

Direct flights take 3h 0m

The median flight time for direct flights from Madison to Orlando is 3 hours 0 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Only 8% of recent fares are direct, with connecting flights being more common.

🏆 Airline highlight

Breeze Airways offers direct flights

Breeze Airways has offered direct flights on the Madison to Orlando route recently.

🎯 Booking tip

Deals appear regularly

Deals for flights from Madison to Orlando appear regularly, typically every 30 days.

Madison main airports to depart from

Dane County Regional (MSN)

Cheapest

Dane County Regional Airport is an option for flights from Madison to Orlando.

📍 ~9 km from city center (reachable by car)

💸 Flights from ~$138

Orlando main airports to arrive at

Orlando International (MCO)

Cheapest

Orlando International Airport is a convenient option for flights from Madison to Orlando.

📍 ~14 km from Orlando city center (reachable by car)

💸 Flights from ~$139

Airports nearby Orlando used as alternative

Tampa International (TPA)

Cheapest

Tampa International is a major international hub offering a wide variety of carriers for long-haul flights.

📍 ~135 km from Orlando (reachable by car, ~1.5 to 2 hours drive depending on I-4 traffic)

💸 Flights from ~$139

Business & First Class Flight Deals to Orlando

Discover luxury on the budget with premium cabin class on flights from Madison to Orlando.

Elite

Best Elite deals to Orlando

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From MSN

Elite

Dec 03

Orlando, United States

80% AI deal score

$1,426

$972

Save $454

United Airlines

Business Class

From MSN

Elite

Dec 04

Orlando, United States

80% AI deal score

$1,421

$972

Save $449

United Airlines

Business Class

From MSN

Elite

Dec 06

Orlando, United States

79% AI deal score

$1,288

$942

Save $346

United Airlines

Business Class

From MSN

Elite

Nov 17

Orlando, United States

78% AI deal score

$1,211

$949

Save $262

United Airlines

Business Class

From MSN

Elite

Nov 19

Orlando, United States

78% AI deal score

$1,293

$988

Save $305

United Airlines

Business Class

From MSN

Elite

Oct 28

Orlando, United States

78% AI deal score

$1,303

$994

Save $309

United Airlines

Business Class

From MSN

Elite

Oct 15

Orlando, United States

78% AI deal score

$1,431

$1,084

Save $347

United Airlines

Business Class

From MSN

Elite

Dec 08

Orlando, United States

76% AI deal score

$1,229

$915

Save $314

From MSN

Elite

Dec 16

Orlando, United States

76% AI deal score

$1,463

$980

Save $483

From MSN

Elite

Dec 15

Orlando, United States

75% AI deal score

$1,268

$963

Save $305

From MSN

Elite

Oct 27

Orlando, United States

75% AI deal score

$1,356

$989

Save $367

From MSN

Elite

Dec 22

Orlando, United States

73% AI deal score

$1,333

$1,023

Save $310

United Airlines

Business Class

Frequently Asked Questions About Flights to Orlando

To find more affordable flights, consider being flexible with your travel dates and times. Comparing prices from various airlines and booking sites can also help uncover better deals. Sometimes, flying on weekdays or during off-peak seasons may result in lower fares.

Booking flights in advance often provides more options and potentially lower prices. However, last-minute deals can sometimes appear, though they are less predictable. Monitoring price trends can help you decide on an optimal booking time.

Comparing nearby airports at both your origin and destination can sometimes reveal more economical flight options. While it may add to travel time, the savings on airfare can be significant. Always factor in ground transportation costs and convenience when considering this approach.

Related routes

More routes from Madison

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Flights to Orlando from other cities

Flights from Minneapolis to Orlando Flights from New Orleans to Orlando Flights from New York to Orlando Flights from Norfolk to Orlando Flights from Oklahoma City to Orlando Flights from Omaha to Orlando Flights from Pensacola to Orlando Flights from Philadelphia to Orlando Flights from Phoenix to Orlando Flights from Pittsburgh to Orlando Flights from Portland to Orlando Flights from Providence to Orlando

Madison to Orlando: Overview

Insights for flights from Madison to Orlando

How much is a round trip from Madison to Orlando

Regular price: $124 - $505

Prices for flights from Madison to Orlando are currently within the regular range.

The regular price range for flights from Madison to Orlando is between $124 and $505. The current lowest deal is $138 with Breeze Airways for travel from Nov 15-Dec 3.

now $138

Low $124

High $505

The cheapest time to fly from Madison to Orlando

September

Cheapest

Flights from $199

March

Most Expensive

Flights from $977

Jan

Mar

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Madison to Orlando

Breeze Airways

Last-minute flights going from Madison to Orlando

Thu, Oct 8

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

American Airlines

$642

$508

One-way

Fri, Oct 9

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

American Airlines

$642

$508

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$179

$178

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$187

$178

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$183

$188

One-way

Tue, Oct 27

⌛ Last-Minute

MSN - Orlando

Madison (MSN) - Orlando (MCO)

Breeze Airways

$179

$188

One-way

Biggest price drops on these dates for flights from Madison to Orlando

3 nights

Dec 16 - Dec 19

$390 → $314

20%

4 nights

Dec 15 - Dec 19

$390 → $314

19%

4 nights

Dec 13 - Dec 17

$221 → $147

34%

2 nights

Dec 15 - Dec 17

$221 → $149

33%

Popular Airports to fly from Madison to Orlando

Madison - Orlando route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Madison to Orlando are above the typical level, with a median of $401.

📅 Best time to fly

September is historically cheapest at $199

Historically, September offers the lowest median prices for flights from Madison to Orlando.

⏱️ Flight duration

Direct flights take 3h 0m

The median flight time for direct flights from Madison to Orlando is 3 hours 0 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Only 8% of recent fares are direct, with connecting flights being more common.

🏆 Airline highlight

Breeze Airways offers direct flights

Breeze Airways has offered direct flights on the Madison to Orlando route recently.

🎯 Booking tip

Deals appear regularly

Deals for flights from Madison to Orlando appear regularly, typically every 30 days.

Madison main airports to depart from

Dane County Regional (MSN)

Cheapest

Dane County Regional Airport is an option for flights from Madison to Orlando.

📍 ~9 km from city center (reachable by car)

💸 Flights from ~$138

Orlando main airports to arrive at

Orlando International (MCO)

Cheapest

Orlando International Airport is a convenient option for flights from Madison to Orlando.

📍 ~14 km from Orlando city center (reachable by car)

💸 Flights from ~$139

Airports nearby Orlando used as alternative

Tampa International (TPA)

Cheapest

Tampa International is a major international hub offering a wide variety of carriers for long-haul flights.

Orlando, United States

76% AI deal score

$1,229

$915

Save $314

From MSN

Elite

Dec 16

Orlando, United States

76% AI deal score

$1,463

$980

Save $483

From MSN

Elite

Dec 15

Orlando, United States

75% AI deal score

$1,268

$963

Save $305

From MSN

Elite

Oct 27

Orlando, United States

75% AI deal score

$1,356

$989

Save $367

From MSN

Elite

Dec 22

Orlando, United States

73% AI deal score

$1,333

$1,023

Save $310

United Airlines

Business Class

Frequently Asked Questions About Flights to Orlando

Cheap Flights from Madison to Orlando

Today’s best flight deals from Madison to Orlando

Madison to Orlando: Overview

Insights for flights from Madison to Orlando

How much is a round trip from Madison to Orlando

The cheapest time to fly from Madison to Orlando

Direct flights from Madison to Orlando

Last-minute flights going from Madison to Orlando

Biggest price drops on these dates for flights from Madison to Orlando

Popular Airports to fly from Madison to Orlando

Madison - Orlando route insights

Recent fares are above the typical level

September is historically cheapest at $199

Direct flights take 3h 0m

Connecting flights are dominant

Breeze Airways offers direct flights

Deals appear regularly

Madison main airports to depart from

Orlando main airports to arrive at

Airports nearby Orlando used as alternative

Business & First Class Flight Deals to Orlando

Best Elite deals to Orlando

Dec 03

Dec 04

Dec 06

Nov 17

Nov 19

Oct 28

Oct 15

Dec 08

Dec 16

Dec 15

Oct 27

Dec 22

Frequently Asked Questions About Flights to Orlando

How can I find cheap flights from Madison to Orlando?

When should I book flights from Madison to Orlando?

Should I compare nearby airports for flights from Madison to Orlando?

Are direct flights from Madison to Orlando always the best option?

Can flexible travel dates help on Madison to Orlando flights?

What extra costs should I check before booking Madison to Orlando flights?

Related routes

More routes from Madison

Flights to Orlando from other cities

Madison to Orlando: Overview

Insights for flights from Madison to Orlando

How much is a round trip from Madison to Orlando

The cheapest time to fly from Madison to Orlando

Direct flights from Madison to Orlando

Last-minute flights going from Madison to Orlando

Biggest price drops on these dates for flights from Madison to Orlando

Popular Airports to fly from Madison to Orlando

Madison - Orlando route insights

Recent fares are above the typical level

September is historically cheapest at $199

Direct flights take 3h 0m

Connecting flights are dominant

Breeze Airways offers direct flights

Deals appear regularly

Madison main airports to depart from

Orlando main airports to arrive at

Airports nearby Orlando used as alternative

Business & First Class Flight Deals to Orlando

Best Elite deals to Orlando

Dec 03

Dec 04

Dec 06

Nov 17

Nov 19

Oct 28

Oct 15

Dec 08

Dec 16

Dec 15

Oct 27

Dec 22

Frequently Asked Questions About Flights to Orlando

How can I find cheap flights from Madison to Orlando?

When should I book flights from Madison to Orlando?

Should I compare nearby airports for flights from Madison to Orlando?