$268 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 $268 One Way, $513 Round Trip from Chicago to Kaanapali
Prices starting at $513 for return flights and $268 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
Maui Beach Vacation Club
Jul 17 - Jul 22
Chicago (CHI) to Kahului (OGG)
Reviewed on Jan 3, 2026
Palms at Wailea Maui
Jul 14 - Jul 21
Chicago (ORD) to Kahului (OGG)
Reviewed on Jul 22, 2024
Hotel Wailea, Relais & Chateaux - Adults Only
Jul 3 - Jul 8
Chicago (CHI) to Kahului (OGG)
Reviewed on Mar 22, 2025
Kaanapali first class flight packages
Maui Beach Vacation Club
Jul 18 - Jul 25
Chicago (ORD) to Kahului (OGG)
Reviewed on Jan 3, 2026
Mana Kai Maui- Official Onsite Rental
Jul 18 - Jul 25
Chicago (ORD) to Kahului (OGG)
Reviewed on Jan 1, 2026
Fairmont Kea Lani Maui
Jul 18 - Jul 25
Chicago (ORD) to Kahului (OGG)
Reviewed on Dec 25, 2025
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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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.