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Maui (Island of Maui) to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Maui (Island of Maui) to Chicago

Departure Arrival Travel dates Round-trip
OGG CHI Wed, Dec 17 - Mon, Dec 29 $788
OGG CHI Fri, Nov 14 - Sun, Nov 16 $1,059
OGG CHI Wed, Dec 17 - Mon, Dec 29 $1,137

Maui (Island of Maui) and Chicago airports and terminals

Airports in Maui (Island of Maui) HI, US
map of airports in Maui (Island of Maui)
  • 1

    Kahului Airport (OGG)

    Distance from City Center: 5 miles

    Carriers for flights from OGG to CHI

    Carriers
    United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from OGG to ORD

    Terminal Carriers
    Terminal 1 United Airlines
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Cheap flights from Maui (Island of Maui) to Chicago

Sun Mon Tue Wed Thu Fri Sat
1
2 3 4 5 6 7 8
9 10 11
$1,047
12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $99

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 126 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 43 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $127

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

Perfect for business travel and weekend getaways, the renovated Marriott Chicago Midway is just two blocks from MDW airport and offers a free 24-hr shuttle.... More

Hotel only $92

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 112 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

November

Cheapest weekend flights in November from Maui (Island of Maui) to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Nov 14 Maui (Island of Maui) (OGG) Chicago (ORD) Hawaiian Airlines $1,059
Earn $10.59
Return Sun, Nov 16 Chicago (ORD) Maui (Island of Maui) (OGG) Hawaiian Airlines

Lowest roundtrip airfare in November from Maui (Island of Maui) to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 11 Maui (Island of Maui) (OGG) Chicago (ORD) Hawaiian Airlines $1,047
Earn $10.47
Return Mon, Nov 17 Chicago (ORD) Maui (Island of Maui) (OGG) Hawaiian Airlines

Best one-week trip in November from Maui (Island of Maui) to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Nov 12 Maui (Island of Maui) (OGG) Chicago (ORD) Hawaiian Airlines $1,861
Earn $18.61
Return Wed, Nov 19 Chicago (ORD) Maui (Island of Maui) (OGG) Hawaiian Airlines
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December

Lowest roundtrip airfare in December from Maui (Island of Maui) to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Dec 17 Maui (Island of Maui) (OGG) Chicago (ORD) United Airlines $788
Earn $7.88
Return Mon, Dec 29 Chicago (ORD) Maui (Island of Maui) (OGG) United Airlines
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Flights to Chicago

Maui International Airport

Locating flights from Maui can be easy when using Orbitz.com, which allows travelers to search more than one airline at a time in order to find the best deals. Maui International Airport is also referred to as Kahului Airport. It is located eleven miles from downtown Maui on Lanui Circle. Twelve airlines service Maui International Airport, including Air Canada, Delta, Island Air, United, Pacific Wings and US Airways. Orbitz.com provides air tickets at low-fare options for the majority of these airlines.

Parking at the Airport

There are a wide variety of parking options at Maui International Airport. Each parking area provides its own tickets. The tickets are paid once an individual leaves the lot. Fees are based on the length of time the car is parked. Each parking row is clearly marked to help travelers locate their vehicles.

Transportation to the Airport

Taxi services are available for travel to and from the airport. They can be found outside the baggage claim area, and they offer metered trip fees. Airport shuttle services are available both to and from the parking areas, and most motels provide free shuttle services for their guests. Travelers can find car rentals at Orbitz.com at discount rates. The Maui bus runs every 90 minutes and is available for a flat fee.

Restaurants at the Maui International Airport

Travelers who arrive at the airport early may decide to grab a bite to eat before boarding. Maui International Airport offers a variety of restaurant options. Starbucks provides a selection of gourmet coffees and pastries, which is great for a quick snack or breakfast. Orbitz.com offers travelers discount flights from Maui, which are perfect for the budget traveler.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.