Orlando from Milwaukee, Nov 27–Dec 2: $1,067 for two, all in
The verdict
Our verdict
Worth it, because
- Nonstop on Frontier, 2h 51m
- $462 per person below the typical fare on this route
- Lowest in 30 days on this route
The catch: The best-value hotel is rated 7.8; a better one costs more.
Worth it with kids who are up for long days; skip it if you want quiet.
Nonstop flights on Frontier from Milwaukee to Orlando cost $305 per person for Nov 27–Dec 2, 2026 when we checked, $462 below the typical fare on this route. Three places to stay start at $82 a night for the 5-night stay. The total, before you go: $1,021 for two, flights and Days Inn by Wyndham Orlando Conv. Center/International Dr with taxes and fees. Prices move; every link below shows the live price.
The total, before you go
$1,067 for two · 5 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $610 |
| Days Inn by Wyndham Orlando Conv. Center/International Dr, 5 nights, two guests, taxes in | $411 |
| Resort fee, collected at the desk | $46 |
| The total, before you go | $1,067 |
| A checked bag each, round trip (not in the total) | about $240 |
$462 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $60 each way per bag on Frontier, $240 for two round trip); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$305 per person, round trip
$610 for two, taxes and fees included · Frontier · nonstop · 2h 51m
Out Fri, Nov 27, 6:11 PM – Fri, Nov 27, 10:02 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $305 | nonstop | 2h 51m |
| Southwest | $349 | nonstop | 2h 50m |
| Southwest | $359 | 1 stop | 4h 10m |
Prices checked Oct 16, 2026, 12:43 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
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Why Orlando
Why we picked it: Orlando is the best value we priced for these dates: $305 round trip, nonstop, 67% under the typical price.
Orlando is the theme-park capital, home to Walt Disney World, Universal Orlando and SeaWorld, with villa rentals and outlet shopping for families.
Weather in Orlando, Nov 27–Dec 2
Typical highs 68–75°F, lows near 55°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri, Nov 27 | 74 °F | 57 °F | Overcast |
| Sat, Nov 28 | 68 °F | 52 °F | Overcast |
| Sun, Nov 29 | 71 °F | 51 °F | Overcast |
| Mon, Nov 30 | 73 °F | 54 °F | Clear |
| Tue, Dec 1 | 74 °F | 55 °F | Overcast |
| Wed, Dec 2 | 75 °F | 59 °F | Drizzle |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Orlando
Days Inn by Wyndham Orlando Conv. Center/International Dr
$411 for 5 nights, two guests · $82 a night
See roomsMarriott's Grande Vista
$567 for 5 nights, two guests · $113 a night
See roomsRosen Inn at Pointe Orlando
$414 for 5 nights, two guests · $83 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
Signature experiences
- Watch the fireworks over Cinderella Castle at Magic Kingdom
- Ride Hagrid's Magical Creatures Motorbike Adventure at Universal
- Explore the Epic Universe park
- Spend a day at EPCOT's World Showcase
- Take a kayak or airboat tour on the Wekiva River
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 Milwaukee | Milwaukee Mitchell International (MKE) |
|---|---|
| Airports in Orlando | Orlando International (MCO), Orlando Sanford International (SFB) |
| Flight time | 2h 51m nonstop |
| Distance | 1,072 miles each way |
| Time difference | +1 hour |
What 5 nights in Orlando costs
| Estimate | |
|---|---|
| Flights for two | $610 |
| Hotel, 5 nights (Days Inn by Wyndham Orlando Conv. Center/International Dr) | $411 |
| Food, getting around and tickets, 5 days for two | $1,300 |
| Total for two | $2,321 |
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: Milwaukee to Orlando
| Per person | |
|---|---|
| This trip | $305 per person |
| Lowest in the last 30 days | $305 (Oct 16, 2026) |
| Typical price, last 60 days | $767 |
| Price checks | 11 |
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).
Questions readers ask
How much does 5 nights in Orlando from Milwaukee cost?
About $2,321 for two: $610 in flights, $411 for the hotel and $1,300 for food, getting around and tickets.
What is the weather like in Orlando Nov 27–Dec 2?
Typical highs 68–75°F, lows near 55°F this time of year
Do I need a passport for Orlando?
No. No passport needed for travelers from the United States: a government photo ID is enough for Orlando.
How long is the flight from Milwaukee to Orlando?
2h 51m nonstop on Frontier, on the fare we found.
Is $305 a good price for Milwaukee to Orlando?
It is 60% below the typical $767 per person we see on this route, which is why it made the list.
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Orlando in pictures
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Image credits
- Photo: Simon Steiner / Pexels, Pexels License
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