Cheap Flights from Chicago (MDW) to Kapalua (JHM)

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Flights from Chicago (MDW) to Kapalua (JHM)
Origin airport
Midway Intl.
Destination airport
West Maui
Distance
6715 km

Chicago to Kapalua Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Kapalua offer the perfect respite. Not only does exploring Kapalua provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Kapalua may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Kapalua are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Kapalua more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Kapalua is now!

Frequently asked questions

Is it cheaper to buy a plane ticket from MDW to Kapalua–West Maui Airport last minute?
Booking your journey from MDW to Kapalua–West Maui Airport last minute could save you a nice sum if you get lucky and find a real steal. However, tickets don't typically get cheaper as the date of departure nears. If you hold out, flights could also be sold out or the best seats long gone. If you'd rather err on the side of caution, book well in advance of your departure date. It's worth noting that some of the best deals can be found up to a year in advance. If your favorite airline hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.
What airports do you fly into for Lahaina from Chicago?
From Chicago, you can connect to Lahaina via West Maui Airport (JHM), Kahului Airport (OGG) and Lanai Airport (LNY). Do some research into which airport works best for you before making your decision. If you pick West Maui Airport (JHM), it's roughly 10 kilometers north of the downtown area. Use the dough you save when booking your ticket with Expedia to explore the city's well-known sights, such as West Maui Mountains and Honokowai Beach Park.
Can I change the date of my flight from Chicago Airport to JHM?
You can make changes to your Midway Intl. Airport (MDW) to West Maui Airport (JHM) trip by logging in to the Expedia Trips portal. Before you amend times or dates, read the rules and restrictions in your itinerary to see what the carrier will let you do and whether fees apply. Some airlines charge a change fee per person, on top of any difference in prices. However, if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also check out our Customer Service portal for more useful advice and to chat with our Virtual Agent.

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