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 $169

Aston Kaanapali Shores

4 stars
4.0 / 5 458 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 $155

Kahana Beach

3 stars
3.7 / 5 22 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 $262

Sands of Kahana

3 stars
3.5 / 5 4 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

From $135

Outrigger Royal Kahana

3 stars
3.9 / 5 192 reviews

4365 Lower Honapilani Road Map

No Resort Fees

Outrigger Royal Kahana 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 views, and... More

Kahana Reef - Maui Condo & Home

2 stars
4.3 / 5 24 reviews

4471 Lower Honoapiilani Rd Map

No Resort or Cleaning Fees

...Kapalua West Maui Airport (1.2 mi/2 km).... Kahului Airport (29.9 mi/48.1 km) Attractions.... More

Chicago to Kapalua Intro 18

When you’re searching for Chicago to Kapalua flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:

Suitable Schedules

Orbitz simplifies the process of finding and booking budget flights from Chicago to Kapalua. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.

Mobile Apps

Taking a lunch break or waiting to pick up the kids? Orbitz’s cutting-edge mobile tools will help you search for cheap Chicago to Kapalua flights anywhere you are. Get exclusive mobile deals on flights, hotels, vacation packages, and cruises too.

Flight Alerts

Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Chicago to Kapalua to your mobile phone and email. Whether your flights from Chicago to Kapalua are running just a few minutes to a few hours late, we will let you know.

Miles and Points

If you travel regularly, you can still earn miles and points when you book qualifying Chicago to Kapalua flights. Enter your frequent flyer number with your reservation to see the miles rack up.