
$221 Cheap flight deals from Chicago (CHI) to Wailuku (OGG)
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This Weekend's Flight Deals from Chicago to Wailuku
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 $221 One Way, $461 Round Trip from Chicago to Wailuku
Prices starting at $461 for return flights and $221 for one-way flights to Wailuku were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wailuku economy flight packages

OUTRIGGER Kaanapali Beach Resort
May 10 - May 17
Chicago (CHI) to Kahului (OGG)
Reviewed on Jun 16, 2025

Sands of Kahana
May 10 - May 17
Chicago (CHI) to Kahului (OGG)
Reviewed on Jan 29, 2026

Kahana Beach Vacation Club
May 10 - May 17
Chicago (CHI) to Kahului (OGG)
Reviewed on Sep 7, 2025
Wailuku first class flight packages

OUTRIGGER Honua Kai Resort & Spa
May 1 - May 8
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Mar 14, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
May 1 - May 8
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Mar 22, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui
May 1 - May 8
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
More About Flying To Wailuku from Chicago
Route Information for Flights from Chicago to Wailuku
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OGG |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Wailuku
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You can always find affordable flights from Chicago to Wailuku on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.
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Wailuku 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.




