Just found

Orlando from Madison, Oct 16–18: round trip from $569

Nice find! You save $196 per person

That's $392 for two: $765 → $569 per person, 26% off

the typical fare on this route

A round trip from Madison to Orlando costs $569 per person ($1,138 for two) for Oct 16–18, 2026. That covers 2 nights, flying American with 1 stop on the way out, not nonstop. The forecast shows highs of 81–92°F with a chance of storms on Friday, and the best-value hotel, Avanti International Resort, is $259 for the stay.

Orlando: Capture of Orlando's skyline reflecting in a lake during sunrise, showcasing urban beauty and tranquility.
Photo: Connor Scott McManus / Pexels, Pexels License

The flight

$765 $569 per person, round trip

25% below typicalYou save $196 (26%)

the typical fare on this route

$1,138 for two, taxes and fees included · American · 1 stop · 6h 32m

Out Fri, Oct 16, 7:14 AM – Fri, Oct 16, 2:46 PM

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Other fares we saw for these dates
AirlinePer personStopsDuration
American$5691 stop6h 32m
American. Operated by Republic Airways as American Eagle$5691 stop6h 19m
American$5691 stop4h 39m

Prices checked Oct 13, 2026, 3:38 AM CDT. Prices change; the binding price is the one on the booking site.

Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn

Your trip for two

For two
Flights for two$1,138
Avanti International Resort, 2 nights$259
Trip total for two$1,397

Regular: $1,789 You pay: $1,397 Saved: $392

the typical fare on this route.

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Why go now

When we checked, the fare was $569 per person round trip, or $1,138 for two, with taxes and fees included. That's $196 below the typical fare on this route, 26% under the $765 median of our earlier checks. We saw 12 offers, and they ran from $569 to $601, so this price sits at the bottom of that range. October brings the EPCOT Food & Wine Festival and Halloween events, which gives a two-night weekend a clear plan. Friday's forecast is 92°F with a 47% chance of thunderstorms. Saturday and Sunday cool off to 82°F and 81°F, with lower odds of rain. Add $259 for the best-value hotel and $520 in spending money, and the weekend for two comes to $1,917. Prices change, so take this as what we found, not a promise.

The kind of trip this is

This is a quick theme-park getaway. Two nights gives you one big park day plus an evening of fireworks or festival food, so it won't feel like a full Disney week. It suits a couple or two friends who like rides, Halloween events and eating their way around EPCOT, and who don't mind an early flight. Expect a full Saturday and an easy Sunday, and keep a backup plan for afternoon storms.

Weather in Orlando, Oct 16–18

Highs 81–92°F, a small chance of rain

Forecast for the trip days
DayHighLowRain chance
Fri, Oct 1692 °F76 °F47%
Sat, Oct 1782 °F73 °F19%
Sun, Oct 1881 °F72 °F32%

Weather data by Open-Meteo.com

Where to stay in Orlando

Avanti International Resort is the best-value pick at $259 for both nights ($130 a night). It scores 7.6 from 8,787 reviews and comes with two queen beds and free cancellation. It's in the Universal Orlando Resort Area, and the Universal Orlando area is walkable to Universal Studios, Islands of Adventure and Epic Universe. Westgate Town Center Resort is the top-rated option, scoring 8.5 from 1,757 reviews. It's $272 for the stay ($136 a night) for a Deluxe Studio Villa in Celebration. Heads-up: this rate doesn't include free cancellation. Baymont by Wyndham Orlando North Millenia is the budget choice at $215 ($108 a night), scoring 6.8 from 2,009 reviews. It's the only one of the three with breakfast included, and it has free cancellation. If Disney is your focus, Lake Buena Vista has hotels a short shuttle from the parks at lower rates.

Avanti International Resort

★★★ 7.6 8,787 reviews

Universal Orlando Resort Area, OrlandoDeluxe Queen Room with Two Queen Beds room_onlyfree cancellation

$259 for 2 nights, two guests · $130 a night

See rooms

Westgate Town Center Resort

★★★ 8.5 1,757 reviews

Celebration, OrlandoDeluxe Studio Villaroom_only

$272 for 2 nights, two guests · $136 a night

See rooms

Baymont by Wyndham Orlando North Millenia

★★ 6.8 2,009 reviews

OrlandoQueen Room with Two Queen Beds - Non-Smokingbreakfastfree cancellation

$215 for 2 nights, two guests · $108 a night

See rooms

All hotels in Orlando for these dates

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Where in Orlando

  • Walt Disney World Resort: On-site hotels with early park entry and free transport.
  • Lake Buena Vista: Hotels a short shuttle from Disney with lower rates.
  • Universal Orlando area: Walkable to Universal Studios, Islands of Adventure and Epic Universe.
  • International Drive: Central strip with outlet malls, restaurants and attractions.
  • Kissimmee: Vacation villas with private pools for larger families.

What to do in Orlando

  • Watch the fireworks over Cinderella Castle at Magic Kingdom on Saturday night.
  • Ride Hagrid's Magical Creatures Motorbike Adventure at Universal.
  • Explore the Epic Universe park, walkable from hotels in the Universal Orlando area.
  • Spend a day at EPCOT's World Showcase while the Food & Wine Festival is on.
  • Take a kayak or airboat tour on the Wekiva River for a break from park lines.

Tours and tickets in Orlando

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Getting there and around

Airports in MadisonDane County Regional (MSN)
Airports in OrlandoOrlando International (MCO), Orlando Sanford International (SFB)
Flight time6h 32m (1 stop)
Distance1,105 miles each way
Time difference+1 hour

What 2 nights in Orlando costs

Estimate
Flights for two$1,138
Hotel, 2 nights (Avanti International Resort)$259
Food, getting around and tickets, 2 days for two$520
Total for two$1,917

Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.

Price history: Madison to Orlando

Per person
This trip$569 per person
Lowest in the last 30 days$489 (Oct 12, 2026)
Typical price, last 60 days$765
Price checks7

Every price we found on this route

Good to know

  • Passport: not needed for US citizens; a government ID is enough.
  • Currency: US dollar (USD).
  • EPCOT Food & Wine Festival and Halloween events
  • No passport needed: it's a domestic trip, and you pay in US dollars.
  • Orlando is 1 hour ahead of Madison.
  • The 7:14 AM American flight has 1 stop and takes 6h 32m. A 4:21 PM option takes 4h 39m at the same $569.
  • Prices include taxes and fees as we found them. Westgate Town Center Resort has no free cancellation, but the other two hotels do.
  • October brings the EPCOT Food & Wine Festival and Halloween events. Friday's forecast is thunderstorms, with a 47% chance of rain.

Questions readers ask

How much is the flight?

It's $569 per person round trip on American, or $1,138 for two, with taxes and fees included when we checked. Every outbound option we saw has 1 stop. Flights leave Friday, Oct 16 at 7:14 AM, 11:22 AM and 4:21 PM.

What is the weather like?

On Friday, expect a high of 92°F, a low of 76°F and a 47% chance of thunderstorms. Saturday looks like 82°F with a 19% chance of showers. Sunday reaches 81°F with drizzle and a 32% chance of rain.

Is 2 nights enough?

It's enough for a focused trip. The 7:14 AM flight lands at 2:46 PM on Friday, which gives you Friday evening and all of Saturday for one park, plus Sunday before you fly home. Pick one park rather than trying to see them all.

What does the whole weekend cost for two?

Our budget comes to $1,917 for two: $1,138 for flights, $259 for Avanti International Resort and $520 in spending money.

Which airport do I fly into?

These flights go from Dane County Regional (MSN) to Orlando International (MCO), a distance of 1,105 miles. Orlando Sanford International (SFB) also serves the area.

Do I need a passport?

No. It's a domestic flight within the United States, and everything is priced in US dollars.

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