$224 Cheap flight deals from Chicago (CHI) to Kihei (OGG)
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This Weekend's Flight Deals from Chicago to Kihei
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 $224 One Way, $434 Round Trip from Chicago to Kihei
Prices starting at $434 for return flights and $224 for one-way flights to Kihei were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Kihei economy flight packages
Maui Beach Vacation Club
Jul 16 - Jul 23
Chicago (CHI) to Kahului (OGG)
Reviewed on Jan 3, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
Aug 2 - Aug 10
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Jun 2, 2026
Kihei first class flight packages
Maui Beach Vacation Club
Jul 15 - Jul 21
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Jan 3, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Jul 15 - Jul 21
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Mar 22, 2025
Wailea Beach Resort - Marriott, Maui
Jul 15 - Jul 21
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Jan 22, 2026
More About Flying To Kihei from Chicago
Route Information for Flights from Chicago to Kihei
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OGG |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Kihei
Trip-Planning Made Easy
Your search engine may give you thousands of pages of results when you search for cheap flights from Chicago to Kihei, but you can save yourself a lot of hassle and money by going straight to Orbitz.com. Not only do we offer great deals on Chicago to Kihei flights, but we make it easy to book hotels, car rentals, cruises, or a complete vacation package of your dreams.
Discount Chicago to Kihei Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Kihei when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Kihei has to offer.
Easily Book, Change, Cancel Flights From Chicago to Kihei
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Take Advantage of Frequent Flyer Options Through Orbitz
With Orbitz, you do not have to choose between a low fare and earning frequent flyer miles. Simply provide your frequent flyer information when you book your Chicago to Kihei flights.
Flights from Chicago
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Kihei 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.