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Cheap Flights from Chicago to Kapalua starting at S$ 639

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Chicago to Kapalua

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Chicago to Kapalua

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Alaska Airlines
From S$ 639
United Airlines
From S$ 856
American Airlines
From S$ 887
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Kapalua

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Kapalua.

  • Cheapest
    Alaska Airlines
    ORD
    08:00
    30h 18m
    2 transfer
    JHM
    09:18
    O'Hare International Airport - Kapalua Airport
    Wed, Apr 24Alaska Airlines
    S$ 639
  • Alaska Airlines
    ORD
    08:00
    30h 18m
    2 transfer
    JHM
    09:18
    O'Hare International Airport - Kapalua Airport
    Wed, Apr 24Alaska Airlines
    S$ 639
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Chicago (CHI) to Kapalua (JHM) the cheapest?

    Airlines adjust prices for flights from Chicago to Kapalua based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Chicago (CHI) to Kapalua (JHM) cost?

    According to Trip.com's data, the lowest price is around S$ 1,549.
  • What is the transportation method from the main airport to downtown in Kapalua?

    • The distance from Kapalua Airport to downtown is about 4km, by taxi about 20 minutes.
  • How many airports in Kapalua?

    There are 1 airports near Kapalua: Kapalua Airport.

Find cheapest flight ticket from Chicago to Kapalua

Cheapest month

February

Peak season for travel

January