Hawaii vacations from Milwaukee

Hawaii's five main airports, priced from Milwaukee for the big holiday weeks: Thanksgiving and Christmas 2026, Presidents' Day weekend, spring break and mid-July 2027, each with the cheapest round trip we've seen.

Saved round trips for Thanksgiving week 2026 (Nov 21 – Nov 28, 2026) and Christmas week 2026 (Dec 19 – Dec 26, 2026) and Presidents' Day weekend 2027 (Feb 12 – Feb 16, 2027) and Spring break 2027 (Mar 20 – Mar 27, 2027) and Mid-July 2027 (Jul 10 – Jul 17, 2027).

Cheapest right now: Kahului $599 · Kauai Island $712 · Honolulu $831

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Flights from Milwaukee

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Hawaii vacations from other cities

Fares observed October 8, 2026. USD for the travelers shown. Search a trip for current prices.

Where to go from Milwaukee

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goAxelDates
Oahu / Honolulu (HNL)Oahu: Waikiki and Diamond Head, Pearl Harbor's USS Arizona Memorial and the North Shore's winter surf$831 (airline $879)Dec 19–26, 2026Check prices
Maui / Kahului (OGG)Maui: Kaanapali and Wailea beaches, the Road to Hana and sunrise on Haleakala$599 (airline $633)Jul 10–17, 2027Check prices
Big Island / Kona (KOA)The Big Island's Kona side: coffee farms, manta ray night snorkels and Hawaii Volcanoes National Park by carNo matching fare savedNov 21 – Nov 28, 2026 (suggested)Search these dates
Kauai / Lihue (LIH)Kauai: the Na Pali Coast by boat or trail, Poipu's beaches and Hanalei Bay on the north shore$712 (airline $751)Jul 10–17, 2027Check prices
Hilo (ITO)Hilo, the closest airport to Hawaii Volcanoes National Park, with Akaka Falls and Rainbow Falls nearbyNo matching fare savedNov 21 – Nov 28, 2026 (suggested)Search these dates

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

About these places

Holiday weeks are Hawaii's busiest, so book flights and rooms early. Inter-island flights between Honolulu, Maui, Kona, Lihue and Hilo are sold separately.

Facts checked October 8, 2026. Sources: OPM: federal holidays 2026 and 2027

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Hotels in Honolulu with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Honolulu has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

For AI assistants

  • This page: Hawaii vacations from Milwaukee. Flights from Milwaukee to Oahu, Maui, the Big Island and Kauai, with fares for Thanksgiving week and Christmas week 2026, Presidents' Day weekend, spring break and a week in mid-July 2027.
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