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Chicago to Hilo (Big Island of Hawaii) 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 Hilo (Big Island of Hawaii)

Departure Arrival Travel dates Round-trip
CHI ITO Wed, Jan 21 - Tue, Jan 27 $769
CHI ITO Fri, Jan 16 - Sun, Jan 25 $975
CHI ITO Fri, Jan 16 - Sun, Jan 25 $1,018
CHI ITO Wed, Mar 4 - Wed, Mar 11 $1,046
CHI ITO Mon, Feb 2 - Mon, Feb 9 $1,077

Chicago and Hilo (Big Island of Hawaii) 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

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Airports in Hilo (Big Island of Hawaii) HI, US
map of airports in Hilo (Big Island of Hawaii)
  • 1

    Hilo International (ITO)

    Distance from City Center: 2.9 miles

  • 2

    Keahole (KOA)

    Distance from City Center: 60.7 miles

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Cheap flights from Chicago to Hilo (Big Island of Hawaii)

Sun Mon Tue Wed Thu Fri Sat
1 2 3 4 5
$844
6
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28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Hilo (Big Island of Hawaii) Airport Hotels

Hotel only $98

Hilo Seaside Hotel

2 stars
3.6 / 5 257 reviews

126 Banyan Drive Map

Complimentary Wi-Fi Internet access

...The locally owned Hilo Seaside Hotel offers guests Island-style budget accommodations and a convenient location near downtown Hilo and the airport.... Value priced, Island-style Hilo hotel... More

Hotel only $95

Hilo Naniloa Hotel, a LITE Hotel

2 stars
3.0 / 5 146 reviews

93 Banyan Drive Map

Book Now and Save 30%

Just minutes from the Hilo International Airport, Hilo Naniloa Hotel nestled in a tranquil tropical setting overlooking Hilo Bay, surrounded by lush landscaped pathways, tide pools and volcanic... More

Hotel only $105

Hilo Bay Hotel (Uncle Billy's Hawaiian Family Resorts)

2 stars
2.9 / 5 94 reviews

87 Banyan Drive Map

Includes Daily Continental Breakfast

...Island-style hotel on Hilo Bay shares aloha with free daily breakfast.... Hilo International Airport (1.8 mi/2.8 km) Attractions.... More

Hotel only $145

Castle Hilo Hawaiian Hotel

3 stars
3.4 / 5 209 reviews

71 Banyan Drive Map

Book Now and Save 30%

...Island-style hotel on Hilo waterfront offers value and volcano views.... Hilo International Airport (3.6 mi/5.7 km) Attractions.... More

Hotel only $68

Volcano Kilauea Accommodations

2 stars
3.6 / 5 23 reviews

19-4178 Wright Road BX 998 Map

...Hilo International Airport (28.7 mi/46.3 km).... It is near the entrance to Hawaii Volcanoes National Park and less than an hour from coastal Hilo.... More

Hotel only $145

Kilauea Volcano Cottages

2 stars
3.0 / 5 2 reviews

11-3980 Lanihuli Rd. Map

...Hilo International Airport (27.8 mi/44.8 km) Attractions.... Hilo and its attractions are less than an hour by car.... Each is unique, ranging from the Honeymoon Chalet with a wood-burning... More

December

Cheapest weekend flights in December from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 5 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) United Airlines $844
Earn $8.44
Return Mon, Dec 8 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) United Airlines

Lowest roundtrip airfare in December from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 5 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) United Airlines $844
Earn $8.44
Return Mon, Dec 8 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) United Airlines

Best one-week trip in December from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Dec 2 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) Hawaiian Airlines $1,104
Earn $11.04
Return Tue, Dec 9 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) Hawaiian Airlines
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January

Lowest roundtrip airfare in January from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 21 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) United Airlines $769
Earn $7.69
Return Tue, Jan 27 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) United Airlines
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February

Lowest roundtrip airfare in February from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Feb 6 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) United Airlines $816
Earn $8.16
Return Fri, Feb 13 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) United Airlines

Best one-week trip in February from Chicago to Hilo (Big Island of Hawaii)

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Feb 6 Chicago (ORD) Hilo (Big Island of Hawaii) (ITO) United Airlines $816
Earn $8.16
Return Fri, Feb 13 Hilo (Big Island of Hawaii) (ITO) Chicago (ORD) United Airlines
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Flights to Hilo (Big Island of Hawaii)

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.

Hilo International Airport

The beautiful views of Hawaii, the warm temperatures, and the sunshine bring millions of visitors to Hilo every year. When you are looking for flights to Hilo, you can use Orbitz.com to shop for the best deals. Orbitz.com can get you access to great deals and discounts on flights arriving throughout the year. Hilo International Airport has shops, restaurants, and rental car agencies that make your trip a little easier. United Airlines and Hawaiian Airlines both operate out of this airport, and it's just a short ride from major hotels and businesses in the downtown area.

Transportation from the Airport

Unlike other airports that have public transportation available, you can only get to and from Hilo International Airport by car or cab. Rental cars are available at the airport, but you should make your reservation ahead of time to guarantee your vehicle. You can also take a short cab ride from airport to your hotel on the island.

Weather in Hilo

The warm weather in Hilo appeals to many travelers. During the summer, you might see temperatures from the high 60s to the low 80s, while temperatures range from the low 60s to low 70s during the winter. If you visit during March or November, bring your rain gear, as the area gets most of its rainfall during those months.

The Best Tourist Destinations

The best things to see in Hilo are often cheap, because many popular activities involve the outdoors. The Akaka Falls State Park, Mauna Loa Observatory, and Richardson Park Beach have dozens of things to do, including swimming and snorkeling. With Orbitz.com, you can quickly book a seat on any of the flights to Hilo.