$228 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 $228 One Way, $510 Round Trip from Chicago to Kihei
Prices starting at $510 for return flights and $228 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
Palms at Wailea Maui
Sep 5 - Sep 11
Chicago (CHI) to Kahului (OGG)
Reviewed on Jun 27, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Aug 31 - Sep 7
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Jul 8, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
Sep 5 - Sep 11
Chicago (CHI) to Kahului (OGG)
Reviewed on Jul 14, 2026
Kihei first class flight packages
Hampton Inn & Suites Maui North Shore
Sep 5 - Sep 9
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Jul 14, 2026
Fairmont Kea Lani Maui
Sep 8 - Sep 12
Chicago (MDW) to Kahului (OGG)
Reviewed on Jul 13, 2026
Maui Coast Hotel
Sep 8 - Sep 12
Chicago (MDW) to Kahului (OGG)
Reviewed on Jul 13, 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
Whether you want to book cheap flights from Chicago to Kihei or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to Kihei flights.
Make the Most of Your Vacation
Not only does Orbitz have cheap deals for Chicago to Kihei flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Kihei.
Planning on the Go
Book your flights from Chicago to Kihei wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Chicago to Kihei flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.
Craft Your Perfect Vacation
Orbitz takes the stress out of vacation planning with great deals on flights from Chicago to Kihei, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.
Keep Informed With Orbitz
With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Chicago to Kihei flights. The alerts can be sent straight to your mobile phone or email.
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.