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Cheap flights from Chicago (CHI) to Hawaii (HI)

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Cheap flights from Chicago to Hawaii in August 2019

The best prices found for ORD to Hawaii flights for August
29 Aug - 5 Sep
$589pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
28 Aug - 7 Sep
$599pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Aug - 9 Sep
$599pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Hawaii 2019 flight deals

Cheap flights to Hawaii from Chicago found for this year
17 Sep - 26 Sep
$547pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
29 Oct - 5 Nov
$551pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
18 Sep - 30 Sep
$558pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Hawaii

Late deals on round-trip flights to Hawaii from Chicago, departing today and this week
18 Aug - 22 Aug
$621pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
23 Aug - 25 Aug
$629pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
16 Aug - 18 Aug
$661pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Destination information for Hawaii

Things to know before you go. Useful info for your trip from Chicago to Hawaii

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

When you're looking for a tropical escape from the hustle and bustle of the Windy City, Hawaii makes a great choice. With their perfect weather and laid-back lifestyle, the Hawaiian Islands can help you relax and recharge. Whether you want to kick back with a book on Hulopoe Beach or hike through the jungle on the Manoa Falls Trail, the friendly locals and well-developed infrastructure make your journey a breeze. A direct flight between Chicago and Hawaii reduces travel time, so you can reach the islands quickly.

How long is the flight from Chicago to Hawaii?

When you're traveling from Chicago, it's possible to fly direct to two different cities in Hawaii. The flight to Honolulu lasts approximately nine hours from gate to gate, and the flight to Kahului takes slightly longer than nine hours.

Which airlines operate flights from Chicago to Hawaii?

United Airlines is the only carrier that flies direct between Chicago and the state of Hawaii. United flies to the island of Oahu and the island of Maui.

How frequent are flights between Chicago and Hawaii?

There is one flight per day from Chicago to Honolulu, and one daily flight to the city of Kahului. Both flights leave from O'Hare International Airport.

Which airports serve Chicago to Hawaii?

Direct flights from Chicago to Hawaii leave from the O'Hare International Airport. If you're visiting Honolulu, you'll land at the Honolulu International Airport, and if you are traveling to Kahului, expect to land at the Kahului Airport. All three airports provide a variety of ground transportation options.

Which direct flight route between Chicago and Hawaii is cheapest?

You can get the best fares when traveling between Chicago and Honolulu, with flights to Kahului close behind. Prices drop dramatically when you book your departing and returning flights together on a round-trip ticket.

Hawaii is the perfect island vacation spot for travelers from Chicago: it's accessible by a direct flight, and it requires no passport or customs. Once you arrive on Oahu or Maui, you'll be greeted with balmy breezes and smiling locals. If you're longing for sunshine and sunbathing, head for the islands' many stunning beaches. On Maui, try Kaanapali Beach or Wailea Beach, and on the Big Island, check out the unusual Punaluu Black Sand Beach. If you're visiting Honolulu, the famous Waikiki Beach is a must-see. When you're ready to get out into the wild, check out the lava flows at Hawaii Volcanoes National Park or hike through the otherworldly landscapes of Haleakala National Park. Cool off in Hanakapiai Falls, or marvel at the steep cliffs of the Na Pali Coast.

If you're dreaming of a vacation to sunny Hawaii, start planning today. Use the Cheapflights search engine to browse a wide variety of fares on nonstop flights between Chicago and Honolulu or Kahului.