Orlando from Milwaukee, 27 Nov – 2 Dec: £805 for two, all in
The verdict
Our verdict
Worth it, because
- Nonstop on Frontier, 2h 51m
- £349 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.
Orlando is 5 nights from Milwaukee, 27 Nov – 2 Dec 2026. The cheapest round trip we found is £230 per person (Frontier, nonstop, 2h 51m), 60% below the typical £579 on this route. Hotels start at £62 a night; Typical highs 68–75°F, lows near 55°F this time of year.
The total, before you go
£805 for two · 5 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, return | £460 |
| Days Inn by Wyndham Orlando Conv. Center/International Dr, 5 nights, two guests, taxes in | £310 |
| Resort fee, collected at the desk | £35 |
| The total, before you go | £805 |
| Hold luggage each, return (not in the total) | about £181 |
£349 per person below the typical fare on this route.
Not in it: seat selection on basic fares and hold luggage (about £45 each way per bag on Frontier, £181 for two return); 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
£230 per person, return
£460 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 | £230 | nonstop | 2h 51m |
| Southwest | £263 | nonstop | 2h 50m |
| Southwest | £271 | 1 stop | 4h 10m |
Prices checked 16 Oct 2026, 00:43 GMT-5. 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, 27 Nov – 2 Dec
Typical highs 68–75°F, lows near 55°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri 27 Nov | 74 °F | 57 °F | Overcast |
| Sat 28 Nov | 68 °F | 52 °F | Overcast |
| Sun 29 Nov | 71 °F | 51 °F | Overcast |
| Mon 30 Nov | 73 °F | 54 °F | Clear |
| Tue 1 Dec | 74 °F | 55 °F | Overcast |
| Wed 2 Dec | 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
£310 for 5 nights, two guests · £62 a night
See roomsMarriott's Grande Vista
£428 for 5 nights, two guests · £85 a night
See roomsRosen Inn at Pointe Orlando
£313 for 5 nights, two guests · £63 a night
See roomsAll 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
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 | £460 |
| Hotel, 5 nights (Days Inn by Wyndham Orlando Conv. Center/International Dr) | £310 |
| Food, getting around and tickets, 5 days for two | £981 |
| Total for two | £1,752 |
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 | £230 per person |
| Lowest in the last 30 days | £230 (16 Oct 2026) |
| Typical price, last 60 days | £579 |
| Price checks | 11 |
Good to know
- Passport: no passport needed for travellers 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 £1,752 for two: £460 in flights, £310 for the hotel and £981 for food, getting around and tickets.
What is the weather like in Orlando 27 Nov – 2 Dec?
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 travellers 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 £230 a good price for Milwaukee to Orlando?
It is 60% below the typical £579 per person we see on this route, which is why it made the list.
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All trips from Milwaukee · Orlando from every city · Prices on this route · Trips in November 2026 · Home
Orlando in pictures
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Prices converted from US dollars at the rate of 16 Oct 2026.
Image credits
- Photo: Simon Steiner / Pexels, Pexels License
- Photo: Connor Scott McManus / Pexels, Pexels License
- Photo: Duren Williams / Pexels, Pexels License