Honolulu & Oahu from Milwaukee, Nov 14–21: round trip from $588
For Nov 14–21, 2026 (7 nights), we found round-trip flights from Milwaukee to Honolulu & Oahu at $588 per person ($1,176 for two) on American, operated by SkyWest Airlines as American Eagle, with one stop. Typical highs are 81–82°F, with lows near 73°F. The best-value hotel, Ramada Plaza by Wyndham Waikiki, comes to $1,064 for the stay, or $152 a night.
The flight
$831 $588 per person, round trip
the highest fare we saw for these dates
$1,176 for two, taxes and fees included · American. Operated by SkyWest Airlines as American Eagle · 1 stop · 11h 38m
Out Sat, Nov 14, 7:40 AM – Sat, Nov 14, 3:18 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| American. Operated by SkyWest Airlines as American Eagle | $588 | 1 stop | 11h 38m |
| Delta. Operated by SkyWest DBA Delta Connection | $588 | 1 stop | 11h 16m |
| Delta | $588 | 1 stop | 13h 20m |
Prices checked Oct 12, 2026, 2:10 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 | $1,176 |
| Ramada Plaza by Wyndham Waikiki, 7 nights | $1,064 |
| Trip total for two | $2,240 |
Regular: $2,726 You pay: $2,240 Saved: $486
the highest fare we saw for these dates.
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Why go now
At $588 per person, this fare is $243 below the highest fare we saw for these dates, or 29% less, across the 12 offers we checked. That's $1,176 for two, all-in with taxes and fees when we found it, and fares can change. All three flights we sampled for Saturday, Nov 14 came in at $588. Mid-November is big-wave surf season on the North Shore, with humpback whales offshore, and typical highs sit at 81–82°F with lows near 73°F. You'd also be going before December, which is peak family season with the highest rates. A week leaves room for beach mornings in Waikiki, a sunrise hike up Diamond Head and a day up north for the surf and the garlic shrimp. Our sample budget for two, with flights, hotel and spending money, comes to $4,900.
The kind of trip this is
This is a beach-and-island week with a city attached: Waikiki for swimming and surf lessons, Honolulu for food and history, the North Shore for a day of watching big waves. It suits couples and friends who like lazy beach days mixed with a few early starts, and families who want easy logistics. The pace is relaxed, with one or two planned outings a day.
Weather in Honolulu & Oahu, Nov 14–21
Typical highs 81–82°F, lows near 73°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Sat, Nov 14 | 81 °F | 73 °F | Drizzle |
| Sun, Nov 15 | 81 °F | 73 °F | Drizzle |
| Mon, Nov 16 | 81 °F | 73 °F | Drizzle |
| Tue, Nov 17 | 82 °F | 73 °F | Drizzle |
| Wed, Nov 18 | 82 °F | 72 °F | Drizzle |
| Thu, Nov 19 | 82 °F | 73 °F | Drizzle |
| Fri, Nov 20 | 81 °F | 73 °F | Drizzle |
| Sat, Nov 21 | 81 °F | 73 °F | Overcast |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Honolulu & Oahu
All three picks are in Waikiki, a strip of beachfront high-rises where surf lessons, shops and nightlife are all walkable. Ramada Plaza by Wyndham Waikiki is the best value at $1,064 for 7 nights ($152 a night), rated 8 from 1,298 reviews, for a standard king room. Pacific Monarch Hotel is the budget pick at $1,325 ($189 a night), rated 8.1 from 1,305 reviews, for a partial ocean view studio suite with one queen bed. Moana Surfrider, A Westin Resort & Spa, Waikiki Beach is the top rated at 8.9 from 719 reviews, at $3,584 for the stay ($512 a night), for a Historic Banyan Room with a city view. All three are room only and none has free cancellation. If you'd rather have local food and cheaper hotels, look at Downtown / Chinatown.
Ramada Plaza by Wyndham Waikiki
$1,064 for 7 nights, two guests · $152 a night
See roomsMoana Surfrider, A Westin Resort & Spa, Waikiki Beach
$3,584 for 7 nights, two guests · $512 a night
See roomsPacific Monarch Hotel
$1,325 for 7 nights, two guests · $189 a night
See roomsAll hotels in Honolulu & Oahu for these dates
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Where in Honolulu & Oahu
- Waikiki: Beachfront high-rise resorts with surf lessons, shops and nightlife on foot.
- Ko Olina: Lagoon resorts on the quiet west side, including Aulani.
- North Shore (Haleiwa / Turtle Bay): Surf-town vibe and big winter waves an hour from Waikiki.
- Kailua: Laid-back windward beach town with vacation rentals.
- Downtown / Chinatown: Local food scene and history, with cheaper hotels.
What to do in Honolulu & Oahu
- Hike Diamond Head crater at sunrise, before the day warms up toward 81°F
- Visit the Pearl Harbor National Memorial and the USS Arizona
- Take a beginner surf lesson in Waikiki
- Snorkel Hanauma Bay
- Watch surfers at Banzai Pipeline on the North Shore, in season this time of year
- Eat garlic shrimp from a food truck in Haleiwa
Also worth it
- Learn to surf in Waikiki
Tours and tickets in Honolulu & Oahu
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Getting there and around
| Airports in Milwaukee | Milwaukee Mitchell International (MKE) |
|---|---|
| Airports in Honolulu & Oahu | Daniel K. Inouye International (HNL) |
| Flight time | 11h 38m (1 stop) |
| Distance | 4,230 miles each way |
| Time difference | -4 hours |
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What 7 nights in Honolulu & Oahu costs
| Estimate | |
|---|---|
| Flights for two | $1,176 |
| Hotel, 7 nights (Ramada Plaza by Wyndham Waikiki) | $1,064 |
| Food, getting around and tickets, 7 days for two | $2,660 |
| Total for two | $4,900 |
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 Honolulu & Oahu
| Per person | |
|---|---|
| This trip | $588 per person |
| Lowest in the last 30 days | $588 (Oct 12, 2026) |
| Price checks | 3 |
Good to know
- Passport: not needed for US citizens; a government ID is enough.
- Currency: US dollar (USD).
- Big-wave surf season on the North Shore and humpback whales offshore
- No passport needed: it's a domestic US trip and you pay in US dollars.
- Hawaii is 4 hours behind Milwaukee.
- The outbound flight takes 11h 38m with one stop and covers 4,230 miles, leaving MKE at 7:40 AM and landing at HNL at 3:18 PM.
- All three hotels are room only, with no free cancellation at the rates we found.
- November falls in big-wave surf season on the North Shore, with humpback whales offshore.
Questions readers ask
How much is the flight?
$588 per person round trip, $1,176 for two, all-in with taxes and fees when we checked. That's on American, operated by SkyWest Airlines as American Eagle, with one stop. Two Delta options we saw were also $588. Prices can change before you book.
Do I need a passport?
No. Oahu is in the United States, so a standard ID works and you'll be paying in US dollars.
What is the weather like in mid-November?
Typical highs are 81–82°F and lows hover around 73°F. The normals show drizzle on most days, so expect some short showers between beach sessions.
Is 7 nights enough?
It's plenty for Oahu. You can spread Waikiki beach days, Diamond Head, Pearl Harbor, Hanauma Bay and a North Shore day, which is an hour from Waikiki, across the week without rushing.
What does the whole trip cost for two?
Our sample budget comes to $4,900 for two: $1,176 for flights, $1,064 for 7 nights at Ramada Plaza by Wyndham Waikiki and $2,660 for spending, which works out to $190 a day each.
How long is the trip there?
The outbound flight takes 11h 38m with one stop. It leaves Milwaukee Mitchell International at 7:40 AM and lands at Daniel K. Inouye International at 3:18 PM local time, so you arrive the same afternoon.
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Honolulu & Oahu in pictures
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Image credits
- Photo: Stephen Leonardi / Pexels, Pexels License
- Photo: Jess Loiterton / Pexels, Pexels License
- Photo: Stephen Leonardi / Pexels, Pexels License