$272 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 $272 One Way, $544 Round Trip from Chicago to Kihei
Prices starting at $544 for return flights and $272 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
Oct 1 - Oct 7
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Aug 8, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Sep 20 - Sep 28
Chicago (CHI) to Kahului (OGG)
Mana Kai Maui- Official Onsite Rental
Sep 20 - Sep 28
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Aug 11, 2026
Kihei first class flight packages
Fairmont Kea Lani Maui
Oct 4 - Oct 9
Chicago (CHI) to Kahului (OGG)
Reviewed on Aug 10, 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
When you’re searching for Chicago to Kihei flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
Orbitz simplifies the process of finding and booking budget flights from Chicago to Kihei. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.
Mobile Apps
Taking a lunch break or waiting to pick up the kids? Orbitz’s cutting-edge mobile tools will help you search for cheap Chicago to Kihei flights anywhere you are. Get exclusive mobile deals on flights, hotels, vacation packages, and cruises too.
Flight Alerts
Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Chicago to Kihei to your mobile phone and email. Whether your flights from Chicago to Kihei are running just a few minutes to a few hours late, we will let you know.
Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying Chicago to Kihei flights. Enter your frequent flyer number with your reservation to see the miles rack up.
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.