Flights from Chicago (ORD) to Kapalua (JHM)
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Chicago to Kapalua Flight Information
Find the Cheapest Flights from Chicago (ORD) to Kapalua (JHM)
Work hard, travel harder! Wotif brings you the cheapest Chicago to Kapalua flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top ORD to JHM routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.
to Information
Traveling From | O'Hare Intl. |
|---|---|
Origin Airport | |
Origin Airport IATA Code | ORD |
Traveling To | West Maui |
Destination Airport | |
Destination Airport IATA Code | JHM |
Number of Airlines Serving | |
Average Flight Time | hours mins |
Direct Flight Time | hours mins |
Flight Price |
Chicago to Kapalua Flight Deals from
Considering a quick trip to Kapalua, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from ORD to JHM. With heaps of cheap fares from Chicago, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.
It’s easy to book flights to Kapalua from Chicago
For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Kapalua from Chicago from different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Kapalua in just hour(s) and mins, too.
Snap up great deals on flights to Kapalua from Chicago
Choose from flights a day on average, with prices starting at and rising to depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Chicago to Kapalua today!
Find cheap airfares to Kapalua from Chicago
Here are our insider tips for bagging a flight bargain:
- Look for midweek flights and late night, early morning arrival and departure times
- Check out other airports near Chicago and Kapalua
- Avoid peak season (prices tend to be lower in )
- Be flexible with your travel dates and you can usually get cheaper options
Reasons to book your flights to Kapalua from Chicago with Wotif
Wotif is a super-easy way to find the best flight for you to Kapalua. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!
Great places to stay after flight from Chicago to Kapalua
Royal Lahaina Resort & Bungalows
Clean but woodwork in rooms needs a little maintenance.
Reviewed on 24 Mar 2026
The Westin Maui Resort & Spa, Ka'anapali
The ocean view was amazing. The staff was very friendly and helpful. Overall the experience was very good. Would come back to this resort again.
Reviewed on 23 Mar 2026
Aston Kaanapali Shores
No gym access, no cleaning rooms. No spa access
Reviewed on 22 Mar 2026
Discover top hotels, vacation package, cheap car rental deals and more with Wotif!
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- Alaska Airlines Portland (PDX) to Kapalua (JHM) flights
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^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.