Flights from Chicago to Kapalua

Sun Mon Tue Wed Thu Fri Sat
1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Chicago and Kapalua airports and terminals

Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

Back to menu Return to top

Airports in Kapalua HI, US

map of airports in Kapalua
  • 1

    Kahului Airport (OGG)

    Distance from City Center: 16.9 miles

  • 2

    Kapalua Airport (JHM)

    Distance from City Center: 3 miles

Back to menu Return to top

  

Earn up to 5% on hotels and 1% on flights - It's free!

By clicking, I agree to the terms and conditions.

Featured Kapalua Airport Hotels

From $197

Aston Kaanapali Shores

4 stars
4.0 / 5 510 reviews

3445 Honoapiilani Road Map

Save With Already Reduced Non-Refundable Rates

You will be welcomed, Polynesian-style, in the open-air lobby of the Aston Kaanapali Shore Resort, situated on the tropical Kaanapali Beach. Suites are beautifully furnished in relaxing neutral... More

From $179

Kahana Beach

3 stars
3.8 / 5 24 reviews

4221 Lower Honoapiilani Hwy Map

The Kahana Beach Resort blends tradition with excitement to reflect the beauty of Hawaii as it was. Discover the golden sand beach and pristine waters that invite you to sail, swim, or snorkel.... More

From $299

Sands of Kahana

3 stars
3.6 / 5 5 reviews

4299 Lower Honoapiilani Hwy Map

Accommodations at this Kahana area resort feature 1, 2, and 3 bedrooms with full kitchens, dining areas, living rooms, and lanais. Sands of Kahana offers an onsite restaurant, poolside bar, outdoor... More

Royal Kahana Maui by Outrigger

3 stars
3.9 / 5 219 reviews

4365 Lower Honapilani Road Map

No Resort Fees

Royal Kahana Maui by Outrigger in Lahaina is a collection of studio and condo-style suites in Maui, Hawaii. Molokai and Lanai islands, as well as a seasonal glimpse of native whales, provide the... More

Kahana Reef - Maui Condo & Home

2 stars
4.3 / 5 26 reviews

4471 Lower Honoapiilani Rd Map

Save 30%

The waterfront Kahana Reef offers fully-equipped one-bedroom condos directly facing the ocean, at a price that makes a dream vacation a reality. Situated in a quiet west Maui neighborhood just... More

Chicago to Kapalua Intro 50

Orbitz gives you great deals on your flights from Chicago to Kapalua. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.

We Offer Great Travel Deals and Discounts

When you book flights from Chicago to Kapalua with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Kapalua flights for your trip—whether you are traveling for business or for fun with your family.

Enjoy Savings on Last-Minute Flights

If you are looking for a discount price on last-minute flights from Chicago to Kapalua, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Kapalua flights that fit your budget and your itinerary for the perfect trip.

Full-Service Mobile Apps

Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Chicago to Kapalua flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Chicago to Kapalua and review gate and baggage claim details too.