$258 Cheap flight deals from Chicago (CHI) to Kihei (OGG)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
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 $258 One Way, $513 Round Trip from Chicago to Kihei
Prices starting at $513 for return flights and $258 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
Hampton Inn & Suites Maui North Shore
Jul 12 - Jul 17
Chicago (CHI) to Kahului (OGG)
Reviewed on Mar 13, 2026
Palms at Wailea Maui
Jul 6 - Jul 13
Chicago (ORD) to Kahului (OGG)
Reviewed on Jul 22, 2024
Hotel Wailea, Relais & Chateaux - Adults Only
Jul 20 - Jul 23
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Mar 22, 2025
Kihei first class flight packages
Maui Beach Vacation Club
Jul 10 - Jul 16
Chicago (ORD) to Kahului (OGG)
Reviewed on Jan 3, 2026
Wailea Beach Resort - Marriott, Maui
Jul 10 - Jul 16
Chicago (ORD) to Kahului (OGG)
Reviewed on Jan 22, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
Jul 10 - Jul 16
Chicago (ORD) to Kahului (OGG)
Reviewed on May 24, 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
It has never been easier to find cheap Chicago to Kihei flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Chicago to Kihei Flights on the Go
Orbitz offers cutting-edge mobile tools that let you search and book flights anywhere. All you need is a smartphone or mobile device to find discounts on flights from Chicago to Kihei. Use the app to check to make sure your flight is on time or book a last-minute cheap hotel room.
Get the Best Deals on Chicago to Kihei Flights
Finding great deals on flights from Chicago to Kihei is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Kihei vacation even more.
Pile Up Miles With Discount Air Tickets
Not only can you find great bargains on Chicago to Kihei flights, but you can rack up frequent flyer miles on the flights too. Enter your frequent flyer number on qualified flights when booking for Orbitz to see the miles pile up in your account.
Flight Alerts Keep You Informed
Stay on top of the latest updates for flights from Chicago to Kihei. We send you free email and mobile alerts to keep you informed about delays to Chicago to Kihei flights.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to London
- Chicago to Washington
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
Kihei Airports
More Destinations
- Flights from Chicago to Central Maui
- Flights from New York to Central Maui
- Flights from Salt Lake City to Central Maui
- Flights from Seattle to Central Maui
- Flights from Sacramento to Central Maui
- Flights from Newark to Central Maui
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from New York to South Maui
- Flights from Portland to South Maui
- Flights from Sacramento to South Maui
- Flights from Honolulu to Maui
- Flights from Anchorage to Maui
- Flights from Atlanta to Maui
- Flights from Auckland to Maui
- Flights from Austin to Maui
- Flights from Baltimore to Maui
- Flights from Boston to Maui
- Flights from Calgary to Maui
- Flights from Charlotte to Maui
- Flights from Chicago to Maui
- Flights from Cincinnati to Maui
- Flights from Cleveland to Maui
- Flights from Columbus to Maui
- Flights from Dallas to Maui
- Flights from Denver to Maui
- Flights from Detroit to Maui
- Flights from Houston to Maui
- Flights from Indianapolis to Maui
- Flights from Kansas City to Maui
- Flights from Las Vegas to Maui
- Flights from Los Angeles to Maui
- Flights from Manila to Maui
- Flights from Memphis to Maui
- Flights from Miami to Maui
- Flights from Minneapolis - St. Paul to Maui
- Flights from Montreal to Maui
- Flights from New Orleans to Maui
- Flights from New York to Maui
- Flights from Philadelphia to Maui
- Flights from Phoenix to Maui
- Flights from Portland to Maui
- Flights from Raleigh to Maui
- Flights from Salt Lake City to Maui
- Flights from San Antonio to Maui
- Flights from San Francisco to Maui
- Flights from Seattle to Maui
- Flights from St. Louis to Maui
- Flights from Sydney to Maui
- Flights from Toronto to Maui
- Flights from Vancouver to Maui
- Flights from Washington to Maui
- Flights from Tokyo to Maui
- Flights from Charleston to Maui
- Flights from Edmonton to Maui
- Flights from Hartford to Maui
- Flights from Providence to Maui
- Flights from Cabo San Lucas to Maui
- Flights from Missoula to Maui
- Flights from Sacramento to Maui
- Flights from Lanai to Maui
- Flights from Palm Springs to Maui
- Flights from Lihue to Maui
- Flights from Omaha to Maui
- Flights from Victoria to Maui
- Flights from Kona Coast to Maui
- Flights from Billings to Maui
- Flights from Des Moines to Maui
- Flights from Pittsburgh to Maui
- Flights from Fort Lauderdale to Maui
- Flights from Richmond to Maui
- Flights from Oakland to Maui
- Flights from Tulsa to Maui
- Flights from Silicon Valley to Maui
- Flights from Bentonville - Fayetteville to Maui
- Flights from Milwaukee to Maui
- Flights from Albuquerque to Maui
- Flights from Buffalo to Maui
- Flights from Reno to Maui
- Flights from Medford to Maui
- Flights from Madison to Maui
- Flights from Eugene to Maui
- Flights from Bellingham to Maui
- Flights from Rochester to Maui
- Flights from Oklahoma City to Maui
- Flights from Knoxville to Maui
- Flights from Tucson to Maui
- Flights from Fresno to Maui
- Flights from Jacksonville to Maui
- Flights from Louisville to Maui
- Flights from Grand Rapids to Maui
- Flights from Greenville - Spartanburg to Maui
- Flights from Tri-Cities to Maui
- Flights from Bend to Maui
- Flights from Wichita to Maui
- Flights from Fargo to Maui
- Flights from Bismarck to Maui
- Flights from Sioux Falls to Maui
- Flights from Burbank to Maui
- Flights from Bozeman to Maui
- Flights from Palm Beach to Maui
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.