7 days in Oahu Itinerary
Created using Inspirock Oahu holiday maker
Start: Chicago
Fly
1
Honolulu
— 6 nights
Fly
End: Chicago
Tue, Jan 24 - Mon, Jan 30
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Honolulu — 6 nights

Big Pineapple
Explore the numerous day-trip ideas around Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea), Haleiwa (Waimea Bay & Sunset Beach Park) and Turtle Bay Beach (in Kahuku). There's much more to do: take in the pleasant sights at Diamond Head State Monument, enjoy the sand and surf at Kapiolani Regional Park, stroll through Waikiki Beach, and admire the sheer force of Manoa Falls.
For photos, traveler tips, where to stay, and other tourist information, use the Honolulu tour itinerary planner.
Chicago to Honolulu is an approximately 11-hour flight. Traveling from Chicago to Honolulu, you'll gain 4 hours due to the time zone difference. Prepare for much warmer weather when traveling from Chicago in January: high temperatures in Honolulu hover around 81°F and lows are around 67°F. Finish up your sightseeing early on the 30th (Mon) so you can catch the flight back home.
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For photos, traveler tips, where to stay, and other tourist information, use the Honolulu tour itinerary planner.
Chicago to Honolulu is an approximately 11-hour flight. Traveling from Chicago to Honolulu, you'll gain 4 hours due to the time zone difference. Prepare for much warmer weather when traveling from Chicago in January: high temperatures in Honolulu hover around 81°F and lows are around 67°F. Finish up your sightseeing early on the 30th (Mon) so you can catch the flight back home.
Side Trips
Find places to stay Jan 24 — 30:
Highlights from your trip
Top Honolulu tours
Oahu travel guide
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.