New York City from Milwaukee, Oct 16–18: round trip from $569
A nonstop round trip from Milwaukee to New York City is $569 per person ($1,138 for two) for Oct 16–18, 2026, 2 nights, on United (operated by Republic Airways DBA United Express). Expect showers Friday, then dry, cool days with highs of 55°F and 54°F. The best-value hotel, U Hotel Fifth Avenue, Empire State Building, is $929 for the stay.
The flight
$1,025 $569 per person, round trip
the typical fare on this route
$1,138 for two, taxes and fees included · United. Operated by Republic Airways DBA United Express · nonstop · 2h 24m
Out Fri, Oct 16, 6:00 AM – Fri, Oct 16, 9:24 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| United. Operated by Republic Airways DBA United Express | $569 | nonstop | 2h 24m |
| Delta | $569 | 1 stop | 7h 42m |
| United. Operated by Republic Airways DBA United Express | $569 | nonstop | 2h 24m |
Prices checked Oct 12, 2026, 4:11 PM CDT. Prices change; the binding price is the one on the booking site.
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Your trip for two
| For two | |
|---|---|
| Flights for two | $1,138 |
| U Hotel Fifth Avenue, Empire State Building, 2 nights | $929 |
| Trip total for two | $2,067 |
Regular: $2,979 You pay: $2,067 Saved: $912
the typical fare on this route.
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Why go now
$569 per person round trip, or $1,138 for two, nonstop. That's $456 below the typical fare on this route, which has been $1,025 per person in our earlier checks, so this one gets the 44% below typical badge. Across 12 offers we found fares from $569 to $629. The lowest we logged in the last 30 days was $449, so think of $569 as a good fare, not the floor. The 6:00 AM flight lands at 9:24 AM, so you get most of Friday in the city. Mid-October means jacket weather: showers are likely Friday with a 72°F high, then Saturday is overcast at 55°F and Sunday is clear at 54°F. That works well for museums, a Broadway show and long walks. Prices were all-in when we checked, and they can change.
The kind of trip this is
A fast-paced city weekend built around food, culture and walking. It suits a couple or two friends who want a show, a museum morning and a different neighborhood for every meal. Two nights is tight, so plan one big thing for each half day and let the subway handle the rest. Nights can drop to 37°F, so pack layers.
Weather in New York City, Oct 16–18
Highs 54–72°F, a small chance of rain
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri, Oct 16 | 72 °F | 56 °F | 62% |
| Sat, Oct 17 | 55 °F | 39 °F | 13% |
| Sun, Oct 18 | 54 °F | 37 °F | 0% |
Where to stay in New York City
U Hotel Fifth Avenue, Empire State Building is the best-value pick: $929 for the 2 nights ($465 a night), 3 stars and a review score of 8 from 3,251 reviews, for a Contemporary Full room. Park Terrace Hotel is the top rated: 4 stars and 8.9 from 2,211 reviews, at $1,508 for the stay ($754 a night) for a Deluxe room. Yotel New York Times Square is listed as the budget pick at $1,014 ($507 a night), with 4 stars and 7.4 from 7,612 reviews, for a Premium Queen Room with City View. All three are room only with free cancellation. When picking a neighborhood: Midtown puts Times Square, Broadway theatres and the most hotel choice at your door. The Upper West Side trades that for quieter blocks next to Central Park and museums.
U Hotel Fifth Avenue, Empire State Building
$929 for 2 nights, two guests · $465 a night
See roomsPark Terrace Hotel
$1,508 for 2 nights, two guests · $754 a night
See roomsYotel New York Times Square
$1,014 for 2 nights, two guests · $507 a night
See roomsAll hotels in New York City for these dates
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Where in New York City
- Midtown: Times Square, Broadway theatres and the most hotel choice.
- SoHo / NoLIta: Boutique hotels amid cast-iron streets, shops and restaurants.
- Upper West Side: Quieter residential blocks next to Central Park and museums.
- Williamsburg, Brooklyn: Rooftop bars and skyline views one subway stop from Manhattan.
- Lower Manhattan: Weekend rates near the 9/11 Memorial, ferries and the Brooklyn Bridge.
What to do in New York City
- See a Broadway show after a walk through Times Square on Friday night.
- Spend Saturday morning at the Met or MoMA, a good fit for the overcast forecast.
- Walk the High Line down to Chelsea Market for lunch.
- Take the Staten Island Ferry past the Statue of Liberty.
- Cross the Brooklyn Bridge on foot at sunset.
- Watch the sunset from Top of the Rock on clear Sunday.
Also worth it
- Spend a morning at the Met or MoMA
Tours and tickets in New York City
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Getting there and around
| Airports in Milwaukee | Milwaukee Mitchell International (MKE) |
|---|---|
| Airports in New York City | John F. Kennedy International (JFK), Newark Liberty International (EWR), LaGuardia (LGA) |
| Flight time | 2h 24m nonstop |
| Distance | 732 miles each way |
| Time difference | +1 hour |
What 2 nights in New York City costs
| Estimate | |
|---|---|
| Flights for two | $1,138 |
| Hotel, 2 nights (U Hotel Fifth Avenue, Empire State Building) | $929 |
| Food, getting around and tickets, 2 days for two | $760 |
| Total for two | $2,827 |
Flights and hotel are the prices we found; spending is a planning estimate for a luxury destination, per person per day times two.
Price history: Milwaukee to New York City
| Per person | |
|---|---|
| This trip | $569 per person |
| Lowest in the last 30 days | $449 (Oct 12, 2026) |
| Typical price, last 60 days | $1,025 |
| Price checks | 6 |
Good to know
- Passport: not needed for US citizens; a government ID is enough.
- Currency: US dollar (USD).
- No passport needed for this trip, and you'll pay in US dollars.
- New York is 1 hour ahead of Milwaukee. The nonstop flight takes 2h 24m and covers 732 miles.
- New York has three airports: John F. Kennedy International (JFK), Newark Liberty International (EWR) and LaGuardia (LGA). Check which one your flight uses.
- All three hotels are room only, with free cancellation.
- Our rough budget comes to $2,827 for two: $1,138 for flights, $929 for the hotel and $760 for spending at $190 per person per day.
Questions readers ask
How much is the flight?
$569 per person round trip, $1,138 for two, nonstop on United (operated by Republic Airways DBA United Express). That's $456 below the typical fare on this route. The price was all-in when we checked and may change.
What time does it leave?
The 6:00 AM departure on Friday, Oct 16 lands at 9:24 AM New York time. A later nonstop leaves at 11:36 AM and lands at 3:00 PM, at the same $569 per person.
Do I need a passport?
No. It's a domestic trip, so you won't need a passport, and you'll keep paying in US dollars.
What is the weather like?
Friday has a 62% chance of showers and a 72°F high. Saturday is overcast at 55°F with a 13% chance of rain. Sunday is clear at 54°F. Lows drop to 37°F to 39°F.
Is 2 nights enough?
It's enough for a show, a museum, the High Line and the Brooklyn Bridge if you land at 9:24 AM Friday and keep each day to one area.
What does the whole trip cost for two?
About $2,827 for two: $1,138 for flights, $929 for 2 nights at U Hotel Fifth Avenue, Empire State Building, and $760 for spending.
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New York City in pictures
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Image credits
- Photo: Denil Dominic / Pexels, Pexels License
- Photo: Vlad Alexandru Popa / Pexels, Pexels License
- Photo: Pixabay / Pexels, Pexels License