
$185 Cheap flight deals from Chicago (CHI) to Maui (OGG)
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This Weekend's Flight Deals from Chicago to Maui
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 $185 One Way, $380 Round Trip from Chicago to Maui
Prices starting at $380 for return flights and $185 for one-way flights to Maui were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Maui economy flight packages

Kahana Beach Vacation Club
Nov 4 - Nov 11
Chicago (CHI) to Kahului (OGG)
Kahului (OGG) to Chicago (CHI)
Reviewed on Sep 7, 2025

Royal Lahaina Resort & Bungalows
Nov 8 - Nov 16
Chicago (CHI) to Kahului (OGG)
Reviewed on Jul 30, 2025

Napili Shores Maui by OUTRIGGER
Nov 8 - Nov 16
Chicago (CHI) to Kahului (OGG)
Reviewed on Sep 6, 2025
More About Flying To Maui from Chicago
Route Information for Flights from Chicago to Maui
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | OGG |
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Flying from Chicago to Maui
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
Find Flights to Maui
Locating sales on airline tickets can be a difficult and daunting task for individuals, but with the help of Orbitz.com, it has become much easier. Orbitz.com compares the rates of several airlines at the same, so you can stay on budget when searching for cheap flights to Maui.
Maui Airport Information
Kahului Airport is the major air service provider on Maui. Several airlines provide air service to the airport, including Air Canada, Alaska, American, Continental, Delta, Hawaiian, United and several others. At Orbitz.com, you can compare the rates from most of these airlines, ensuring you find the low cost airfare that you deserve.
Transportation from the Airport
Your hotel or destination is accessible from the airport by taxi, personal car, shuttle, car rental and public transportation. The public transit system offers a ride from the airport for $1 to several destinations in Maui, but the transit system makes frequent stops and it's a bit slow. Taxi fares are metered at a rate of $3 per mile, and the estimated cost from the airport to downtown Kahului is about $13. Car rentals can be purchased on Orbitz.com at special rates when booking your air travel.
Maui Weather Information
The weather in Maui is generally consistent all year with an average high temperature around 80 degrees during the day and 65 degrees at night. The most rainfall occurs during December and January, but the showers are usually brief.
Maui Attraction Information
Maui has plenty of attractions to enjoy, including the Red Sand Beach, Wailea Beach, Haleakala and National Park. Sightseeing and beach activities are the most popular attractions in this paradise.
Orbitz.com can find you cheap flights to Maui and discount ground transportation, making travel much easier.
Flights from Chicago
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More Destinations
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- Flights from Chandler (CHD) to Kahului (OGG)
- Flights from Charlotte (CLT) to Kahului (OGG)
- Flights from Columbus (CMH) to Kahului (OGG)
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- Flights from Cape Town (CPT) to Kahului (OGG)
- Flights from Angeles City (CRK) to Kahului (OGG)
- Flights from Cincinnati (CVG) to Kahului (OGG)
- Flights from Denver (DEN) to Kahului (OGG)
- Flights from Denpasar (DPS) to Kahului (OGG)
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- Flights from Doncaster (DSA) to Kahului (OGG)
- Flights from Detroit (DTW) to Kahului (OGG)
- Flights from Wenatchee (EAT) to Kahului (OGG)
- Flights from Eugene (EUG) to Kahului (OGG)
- Flights from Newark Liberty Intl. Airport (EWR) to Kahului (OGG)
- Flights from Fairbanks (FAI) to Kahului (OGG)
- Flights from Spokane (GEG) to Kahului (OGG)
- Flights from Hannover (HAJ) to Kahului (OGG)
- Flights from Phuket (HKT) to Kahului (OGG)
- Flights from Washington (IAD) to Kahului (OGG)
- Flights from Houston (IAH) to Kahului (OGG)
- Flights from Idaho Falls (IDA) to Kahului (OGG)
- Flights from Hilo (ITO) to Kahului (OGG)
- Flights from Kailua-Kona (KOA) to Kahului (OGG)
- Flights from Las Vegas (LAS) to Kahului (OGG)
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from Leeds (LBA) to Kahului (OGG)
- Flights from Lihue (LIH) to Kahului (OGG)
- Flights from Merced (MCE) to Kahului (OGG)
- Flights from Medford (MFR) to Kahului (OGG)
- Flights from Miami (MIA) to Kahului (OGG)
- Flights from Milwaukee (MKE) to Kahului (OGG)
- Flights from Minot (MOT) to Kahului (OGG)
- Flights from Marseille (MRS) to Kahului (OGG)
- Flights from Missoula (MSO) to Kahului (OGG)
- Flights from Montrose (MTJ) to Kahului (OGG)
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- Flights from Oakland (OAK) to Kahului (OGG)
- Flights from Oklahoma City (OKC) to Kahului (OGG)
- Flights from Omaha (OMA) to Kahului (OGG)
- Flights from Chicago (ORD) to Kahului (OGG)
- Flights from Oskarshamn (OSK) to Kahului (OGG)
- Flights from North Bend (OTH) to Kahului (OGG)
- Flights from Phoenix (PHX) to Kahului (OGG)
- Flights from Glasgow (PIK) to Kahului (OGG)
- Flights from Pasco (PSC) to Kahului (OGG)
- Flights from Palm Springs (PSP) to Kahului (OGG)
- Flights from Raleigh (RDU) to Kahului (OGG)
- Flights from Rhinelander (RHI) to Kahului (OGG)
- Flights from Reno (RNO) to Kahului (OGG)
- Flights from Rutland (RUT) to Kahului (OGG)
- Flights from San Salvador (SAL) to Kahului (OGG)
- Flights from Louisville (SDF) to Kahului (OGG)
- Flights from Olongapo (SFS) to Kahului (OGG)
- Flights from St. George (SGU) to Kahului (OGG)
- Flights from Nuku'alofa (TBU) to Kahului (OGG)
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- Flights from Newark to Upcountry Maui
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- Flights from Minneapolis - St. Paul to Makawao
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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.