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

Flight FAQs

From Chicago to Hawaii

Which airlines flying from Chicago to Hawaii have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Hawaii that may be offering flexible cancellation policies are United Airlines, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Hawaii for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Hawaii for under $300. The cheapest flight booked recently is on Multiple Airlines for just $260, but on average you can expect to pay $295.

Are there nonstop flights from Chicago to Hawaii for under $900 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Hawaii under $900. A good price for a nonstop flight from Chicago to Hawaii is less than $827.

Are there last-minute flights available from Chicago to Hawaii for under $400?

There are currently 20+ open flights from Chicago to Hawaii within the next 7 days for less than $400.

What are the most popular routes from Chicago to Hawaii?

While some choose either Chicago O'Hare Intl - Kahului or Chicago Midway - Honolulu, Chicago O'Hare Intl - Honolulu is the most popular route from Chicago to Hawaii.

What are the most reliable airlines from Chicago to Hawaii?

The top 3 most reliable airlines when flying from Chicago to Hawaii are American Airlines (96%), Qatar Airways (93%) and United Airlines (86%).

What are the cheapest flights from Chicago to Hawaii?

Looking at all options, your cheapest flight can be booked for $274. While the most popular route (Chicago O'Hare Intl - Honolulu) can be booked for $276 on average our data indicates $1,403 when flying from Chicago to Hawaii

What are the most popular airlines that fly from Chicago to Hawaii?

Major Airline, American Airlines and Alaska Airlines are the most popular airlines when flying from Chicago to Hawaii.

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.