Round-trip flights from Milwaukee to Hawaii are starting at just $404, with options to Kauai, Maui, Oahu and Hawaii Island and tons of winter travel dates are available.
There are also way more travel dates available than what we’ve published below. If the dates we listed don’t work for you, take a look for yourself and play around with the dates—there are several other options available at similar prices.
✈️ PAID SUBSCRIBER EARLY ACCESS: This flight deal was sent to paid subscribers 2 hours before its broader release.
Whether you want the beaches and Nā Pali Coast of Kauai, the Road to Hana and Haleakalā on Maui, Waikiki and the North Shore on Oahu, or volcanoes and the Kona Coast on Hawaii Island, there are plenty of ways to turn these fares into a great winter escape.



Anytime we see Hawaii fares drop into this range, especially with this many winter dates available, they’re worth sharing!
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