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

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How to find the cheapest flight from
Chicago (CHI) to Hawaii

All the information you need to plan the best CHI to HNL flight in 2021: compare Chicago to Hawaii flight prices with the expected peak season, weather and rainfall in Hawaii.
When is the cheapest time to fly from Chicago to Hawaii (CHI - HI)?

When flying from Chicago to Hawaii, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Chicago to Hawaii?

August is one of the best times of the year to fly to Hawaii from Chicago. Prices for August average $679 per person but you can even find prices for as low as $373. The most expensive prices can be found in the month of December. Opting for a August flight can save you 27% on your journey compared to booking in August

Cheap flights from Chicago to Hawaii in October, November 2021

The best prices found for CHI to Hawaii flights for October, November
3 Nov - 4 Nov
$305pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
8 Nov - 2 Dec
$329pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Nov - 16 Nov
$332pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Hawaii 2021 flight deals

Cheap flights to Hawaii from Chicago found for this year
4 Dec - 14 Dec
$272pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Dec - 11 Dec
$273pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Dec - 10 Dec
$274pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Hawaii from Chicago

Save time with Chicago to Hawaii direct flight deals
10 Jan - 20 Jan
$801pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
2 Dec - 9 Dec
$804pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 Nov - 16 Dec
$809pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-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
3 Nov - 4 Nov
$305pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
2 Nov - 16 Nov
$332pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Nov - 16 Nov
$346pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Alaska Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
1:14 pm - 10:30 am
Alaska Airlines
1 Stop
25h 16m
ORD - HNL
Alaska Airlines
12:00 am - 10:47 am
American Airlines
1 Stop
14h 47m
ORD - KOA
American Airlines
6:18 am - 7:59 am
Multiple Airlines
2 Stops
29h 41m
ORD - HNL
Multiple Airlines
$188
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Hawaii</span> flights.

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.

Related searches

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Rent a Car

Car Rentals in Hawaii

COVID Restrictions

View COVID Travel Restrictions for Hawaii (HI)

Do I need a COVID test to fly to Hawaii from Chicago?

Information is based on travel restrictions for travel to Hawaii within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Hawaii.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Hawaii.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Hawaii.

Do I need a test to fly back to Chicago from Hawaii?

Returning to Chicago from Hawaii

COVID-19 testing requirements
Visitors from Hawaii must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Hawaii are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Hawaii (HI)

Destination points for flights from Chicago to Hawaii

Select to see more specific information for flights from Chicago to all places in Hawaii.

Destination information for Hawaii

Things to know before you go - useful duration and weather info for your trip from Chicago to Hawaii.

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing

Hana (HNM)
Honolulu (HNL)
Hilo (ITO)
Kapalua West Maui (JHM)
Kapolei Kalaeloa (JRF)
Kona Intl (KOA)

Top 5 airlines flying from Chicago to Hawaii

The chart below displays the airlines Cheapflights users traveling from Chicago to Hawaii choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$254 $683 No cancel fee 71%
Alaska Airlines
$265 $583 No cancel fee 75%
Delta
$280 $793 No cancel fee N/A
United Airlines
$329 $846 No cancel fee 69%
Sun Country Air
$415 $659 No cancel fee 83%
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