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Chicago to Maui (Island of Maui) 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 Chicago to Maui (Island of Maui)

Departure Arrival Travel dates Round-trip
CHI OGG Sun, Mar 1 - Sun, Mar 8 $708
CHI OGG Sun, Jan 18 - Sun, Jan 25 $715
CHI OGG Sun, Feb 1 - Wed, Feb 4 $768
CHI OGG Sun, Feb 1 - Wed, Feb 4 $771
CHI OGG Tue, Jan 20 - Thu, Jan 29 $795
CHI OGG Mon, Jan 5 - Wed, Jan 14 $875

Chicago and Maui (Island of Maui) airports and terminals

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 ORD to OGG

    Terminal Carriers
    Terminal 1 United Airlines
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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 CHI to OGG

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

Sun Mon Tue Wed Thu Fri Sat
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$708
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30

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Maui (Island of Maui) Airport Hotels

Hotel only $169

Aston Kaanapali Shores

4 stars
4.0 / 5 455 reviews

3445 Honoapiilani Road Map

Save With Already Reduced Non-Refundable Rates

You will be welcomed, Polynesian-style, in the open-air lobby of the Aston Kaanapali Shore Resort, situated on the tropical Kaanapali Beach. Suites are beautifully furnished in relaxing neutral... More

Hotel only $188

Kahana Beach

3 stars
3.7 / 5 22 reviews

4221 Lower Honoapiilani Hwy Map

The Kahana Beach Resort blends tradition with excitement to reflect the beauty of Hawaii as it was. Discover the golden sand beach and pristine waters that invite you to sail, swim, or snorkel.... More

Hotel only $290

Sands of Kahana

3 stars
3.5 / 5 4 reviews

4299 Lower Honoapiilani Hwy Map

Accommodations at this Kahana area resort feature 1, 2, and 3 bedrooms with full kitchens, dining areas, living rooms, and lanais. Sands of Kahana offers an onsite restaurant, poolside bar, outdoor... More

Hotel only $135

Outrigger Royal Kahana

3 stars
3.9 / 5 192 reviews

4365 Lower Honapilani Road Map

No Resort Fees

Outrigger Royal Kahana in Lahaina is a collection of studio and condo-style suites in Maui, Hawaii. Molokai and Lanai islands, as well as a seasonal glimpse of native whales, provide the views, and... More

Hotel only $183

Courtyard Maui Kahului Airport Hotel

3 stars
4.2 / 5 28 reviews

532 Keolani Place Map

Rate Includes Breakfast

Sit back and relax on the shores of paradise right off the runway when you stay at the brand new Courtyard Maui Kahului Airport.... More

Kahana Reef - Maui Condo & Home

2 stars
4.3 / 5 23 reviews

4471 Lower Honoapiilani Rd Map

No Resort or Cleaning Fees

Kahana Reef moderate condominium accommodations located oceanfront in Kahana, Maui. Visit Maui and enjoy great views and clean tropical air in your oceanfront condominium. Relax in comfort at... More

November

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 27 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $884
Earn $8.84
Return Mon, Dec 1 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 18 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $708
Earn $7.08
Return Thu, Nov 20 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways

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

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 29 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $767
Earn $7.67
Return Sat, Dec 6 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways
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December

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 18 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $987
Earn $9.87
Return Sun, Dec 21 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways

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

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Dec 8 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $708
Earn $7.08
Return Thu, Dec 18 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways

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

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Dec 8 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $708
Earn $7.08
Return Mon, Dec 15 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways
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January

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jan 29 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $708
Earn $7.08
Return Sun, Feb 8 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways

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

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Jan 5 Chicago (ORD) Maui (Island of Maui) (OGG) US Airways $708
Earn $7.08
Return Mon, Jan 12 Maui (Island of Maui) (OGG) Chicago (ORD) US Airways
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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.