$258 Cheap flight deals from Chicago (CHI) to Kaanapali (OGG)
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This Weekend's Flight Deals from Chicago to Kaanapali
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $258 One Way, $535 Round Trip from Chicago to Kaanapali
Prices starting at $535 for return flights and $258 for one-way flights to Kaanapali were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Kaanapali economy flight packages
Hampton Inn & Suites Maui North Shore
Jul 9 - Jul 13
Chicago (CHI) to Kahului (OGG)
Reviewed on Mar 13, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Jul 4 - Jul 11
Chicago (CHI) to Kahului (OGG)
Reviewed on Mar 22, 2025
Palms at Wailea Maui
Jun 26 - Jul 4
Chicago (CHI) to Kahului (OGG)
Reviewed on Jul 22, 2024
More About Flying To Kaanapali from Chicago
Route Information for Flights from Chicago to Kaanapali
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OGG |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Kaanapali
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Orbitz looks for the best deals on Chicago to Kaanapali flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
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Kaanapali Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.