Orlando from Madison, Nov 5–10: $1,344 for two, all in
The verdict
Our verdict
Worth it, because
- Breeze nonstop from Madison, 3 hours, leaving 6:00 PM Thursday
- $328 per person, $331 below the typical fare on this route
- Highs of 78–81°F for Nov 5–10, lows near 64°F
The catch: Resort fees and a checked bag aren't in the total, Rosen Inn at Pointe Orlando has no free cancellation, and three of the days lean toward drizzle.
Worth it if you want theme parks and warm days after a short nonstop; skip it if you're after a quiet beach trip.
Worth it for the two of you: $1,344 all in for two, which covers the flights at $656 and 5 nights at Rosen Inn at Pointe Orlando at $688, taxes and fees included. Resort fees, a checked bag and spending money aren't in that total. You leave Thursday, Nov 5 and come back Tuesday, Nov 10, 2026, on Breeze, nonstop from Madison, at $328 per person.
The total, before you go
$1,344 for two · 5 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, round trip | $656 |
| Rosen Inn at Pointe Orlando, 5 nights, two guests, taxes in | $688 |
| The total, before you go | $1,344 |
| A checked bag each, round trip (not in the total) | about $160 |
$331 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $40 each way per bag, $160 for two round trip); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$328 per person, round trip
$656 for two, taxes and fees included · Breeze · nonstop · 3h
Out Thu, Nov 5, 6:00 PM – Thu, Nov 5, 10:00 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Breeze | $328 | nonstop | 3h |
| United. Operated by Republic Airways DBA United Express | $354 | 2 stops | 7h 18m |
| Breeze | $406 | 2 stops | 19h 4m |
Prices checked Oct 14, 2026, 12:55 PM 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
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Why now
$328 per person on a Breeze nonstop is $331 below the typical fare on this route, a 50% gap, and it's the lowest fare we've seen in 30 days. Across 12 offers we checked for these dates, fares ran from $328 to $587 per person. Early November also comes after the summer heat. Typical highs are 78–81°F with lows near 64°F, so long park days stay comfortable, though Nov 7, 9 and 10 lean toward drizzle. The flight takes 3 hours. It leaves Madison at 6:00 PM and lands at 10:00 PM local time, so getting there doesn't use up a vacation day. Five nights gives you time for Magic Kingdom, Universal, EPCOT's World Showcase and a slower morning on the Wekiva River. Prices are all in as we found them and can change before you book.
The kind of trip this is
This is a theme-park vacation with warm evenings: full days at Magic Kingdom, Universal and EPCOT, outlet shopping on International Drive and a calmer half day out on the river. It suits a couple or two friends who like a packed plan and don't mind early alarms. Days are busy and nights are easy, and the evening departure means you fly Thursday after work.
Weather in Orlando, Nov 5–10
Typical highs 78–81°F, lows near 64°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Thu, Nov 5 | 80 °F | 65 °F | Mostly clear |
| Fri, Nov 6 | 78 °F | 63 °F | Overcast |
| Sat, Nov 7 | 80 °F | 63 °F | Drizzle |
| Sun, Nov 8 | 81 °F | 63 °F | Overcast |
| Mon, Nov 9 | 79 °F | 65 °F | Drizzle |
| Tue, Nov 10 | 78 °F | 64 °F | Drizzle |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Orlando
Rosen Inn at Pointe Orlando is our best-value pick and the hotel in the total: $688 for the 5 nights ($138 a night), rated 8.1 from 4,718 reviews. It's room only with no free cancellation and sits in the Universal Orlando area, which is built around Universal Studios, Islands of Adventure and Epic Universe. Buena Vista Suites Orlando is the top rated, at 8.8 from 9,125 reviews. It's a one-bedroom suite with breakfast and free cancellation, at $1,038 for the stay ($208 a night), in Lake Buena Vista, a short shuttle from Disney. Holiday Inn Resort Kissimmee by the Parks by IHG, in Celebration, comes to $752 ($150 a night). It's rated 8.0 from 3,230 reviews and has free cancellation, which is useful if your plans might shift.
Rosen Inn at Pointe Orlando
$688 for 5 nights, two guests · $138 a night
See roomsBuena Vista Suites Orlando
$1,038 for 5 nights, two guests · $208 a night
See roomsHoliday Inn Resort Kissimmee by the Parks by IHG
$752 for 5 nights, two guests · $150 a night
See roomsAll hotels in Orlando for these dates
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
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
- Stay late at Magic Kingdom for the fireworks over Cinderella Castle
- Ride Hagrid's Magical Creatures Motorbike Adventure at Universal
- Give a full day to exploring the Epic Universe park
- Spend a day walking the pavilions of EPCOT's World Showcase
- Take a kayak or airboat tour on the Wekiva River for a slower morning
- Browse the outlet malls along International Drive
Also worth it
- Watch the fireworks over Cinderella Castle at Magic Kingdom
- Explore the Epic Universe park
- Spend a day at EPCOT's World Showcase
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
Getting there and around
| Airports in Madison | Dane County Regional (MSN) |
|---|---|
| Airports in Orlando | Orlando International (MCO), Orlando Sanford International (SFB) |
| Flight time | 3h nonstop |
| Distance | 1,105 miles each way |
| Time difference | +1 hour |
What 5 nights in Orlando costs
| Estimate | |
|---|---|
| Flights for two | $656 |
| Hotel, 5 nights (Rosen Inn at Pointe Orlando) | $688 |
| Food, getting around and tickets, 5 days for two | $1,300 |
| Total for two | $2,644 |
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 | $328 per person |
| Lowest in the last 30 days | $328 (Oct 14, 2026) |
| Typical price, last 60 days | $659 |
| Price checks | 14 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for Orlando.
- Currency: US dollar (USD).
- No passport needed: it's a domestic trip, paid in US dollars.
- Orlando is 1 hour ahead of Madison. The nonstop leaves MSN at 6:00 PM and lands at MCO at 10:00 PM.
- The $1,344 covers both fares and Rosen Inn at Pointe Orlando with taxes and fees. Resort fees and a checked bag are extra.
- We plan $1,300 for spending ($130 per person a day), which brings the full trip to $2,644.
- Rosen Inn at Pointe Orlando has no free cancellation. Buena Vista Suites Orlando and the Holiday Inn do.
Questions readers ask
Is it worth it?
Yes, for the two of you. You get a 3-hour Breeze nonstop at $328 per person, which is $331 below the typical fare on this route, a hotel rated 8.1 and highs of 78–81°F.
How much is the whole trip for two?
$1,344 all in: $656 for both round-trip fares plus $688 for 5 nights at Rosen Inn at Pointe Orlando, with taxes and fees. If you add the $1,300 we plan for spending, it comes to $2,644.
Do I need a passport?
No. You fly from Dane County Regional (MSN) to Orlando International (MCO) and pay in US dollars.
What is the weather like?
Typical highs are 78–81°F with lows near 64°F. Nov 5 looks mostly clear, Nov 6 and 8 look overcast, and Nov 7, 9 and 10 lean toward drizzle, so pack a light rain layer.
Is 5 nights enough?
For two adults, yes. That's enough time for Magic Kingdom fireworks, Universal, Epic Universe, EPCOT's World Showcase and a kayak or airboat morning on the Wekiva River.
Will the $328 fare hold?
We can't promise that. $328 per person is the lowest fare we've seen in 30 days, and other fares for these dates went up to $587 per person. Check the live price before you book.
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All trips from Madison · Orlando from every city · Prices on this route · Trips in November 2026 · Home
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