Cheap flights from Chicago (CHI) to Hawaii

CHI — HNL
Jan 31 — Feb 71

How far in advance should I book a flight from Chicago to Hawaii?

Travelers have found it’s best to book a flight 61 days in advance to save up to 7% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 61 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Hawaii 1-2 weeks in advance for as low as $891, or $934 for flights within the next 24 hours.

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

February is one of the best times of the year to fly to Hawaii from Chicago. Prices for February average $835 per person but you can even find prices for as low as $366. The most expensive prices can be found in the month of June. Opting for a February flight can save you 29% on your journey compared to booking in June

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.

Cheap flights from Chicago to Hawaii in January, February 2023

The best prices found for CHI to Hawaii flights for January, February
Feb 21 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

21h 30m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$291

Multiple Airlines

Pick Dates

Deal found 1/26

Feb 28 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

16h 18m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$318

Multiple Airlines

Pick Dates

Deal found 1/25

Feb 21 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

16h 18m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$324

Multiple Airlines

Pick Dates

Deal found 1/26

Chicago to Hawaii 2023 flight deals

Cheap flights to Hawaii from Chicago found for this year
Feb 21 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

21h 30m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$291

Multiple Airlines

Pick Dates

Deal found 1/26

Feb 28 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

16h 18m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$318

Multiple Airlines

Pick Dates

Deal found 1/25

Feb 21 - Mar 2
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

16h 18m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

16h 13m
$324

Multiple Airlines

Pick Dates

Deal found 1/26

Cheap Delta flights from Chicago to Hawaii

Feb 21 - Feb 27
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

12h 50m
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 40m
$460

Delta

Pick Dates

Deal found 1/26

Feb 22 - Mar 1
MDW

Chicago Midway

OGG

Kahului

1 stop

14h 10m
OGG

Kahului

MDW

Chicago Midway

2 stops

15h 45m
$465

Delta

Pick Dates

Deal found 1/25

Feb 27 - Mar 5
MDW

Chicago Midway

OGG

Kahului

2 stops

15h 36m
OGG

Kahului

MDW

Chicago Midway

2 stops

14h 39m
$470

Delta

Pick Dates

Deal found 1/23

Cheap Alaska Airlines flights from Chicago to Hawaii

Feb 28 - Mar 7
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

20h 40m
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

22h 48m
$388

Alaska Airlines

Pick Dates

Deal found 1/25

Mar 6 - Mar 7
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

20h 40m
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

22h 48m
$394

Alaska Airlines

Pick Dates

Deal found 1/26

Feb 28 - Mar 7
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

20h 40m
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

22h 48m
$398

Alaska Airlines

Pick Dates

Deal found 1/26

Non-stop flights to Hawaii from Chicago

Save time with Chicago to Hawaii direct flight deals
Feb 23 - Mar 2
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 21m
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 44m
$837

United Airlines

Pick Dates

Deal found 1/24

Feb 16 - Feb 23
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 21m
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 44m
$843

United Airlines

Pick Dates

Deal found 1/23

Feb 16 - Feb 20
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 21m
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 44m
$847

United Airlines

Pick Dates

Deal found 1/25

Last minute flights from Chicago to Hawaii

Late deals on return flights to Hawaii from Chicago, departing today and this week
Feb 2 - Feb 9
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

20h 28m
HNL

Honolulu

ORD

Chicago O'Hare Intl

1 stop

19h 26m
$448

Multiple Airlines

Pick Dates

Deal found 1/25

Feb 1 - Feb 8
ORD

Chicago O'Hare Intl

LIH

Lihue

1 stop

33h 28m
LIH

Lihue

ORD

Chicago O'Hare Intl

1 stop

11h 30m
$452

United Airlines

Pick Dates

Deal found 1/25

Feb 1 - Feb 8
ORD

Chicago O'Hare Intl

LIH

Lihue

1 stop

27h 58m
LIH

Lihue

ORD

Chicago O'Hare Intl

2 stops

18h 50m
$457

United Airlines

Pick Dates

Deal found 1/25

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
Mar 7
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

14h 00m
$146

Multiple Airlines

Pick Dates

Deal found 1/25

Mar 7
ORD

Chicago O'Hare Intl

HNL

Honolulu

2 stops

19h 30m
$170

Multiple Airlines

Pick Dates

Deal found 1/25

Feb 22
ORD

Chicago O'Hare Intl

HNL

Honolulu

1 stop

30h 35m
$175

Multiple Airlines

Pick Dates

Deal found 1/24

Reviews of Airlines Servicing Hawaii

Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

Alaska Airlines
8.0
Very good
1,386 reviews
Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

Delta
7.9
Good
2,007 reviews
Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

United Airlines
7.6
Good
1,142 reviews
Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

American Airlines
7.4
Good
1,680 reviews
Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

Spirit Airlines
6.9
Okay
708 reviews
Alaska Airlines
8.0
Very good
1,386 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Good flight, delayed only by an hour and a half.

Related info for your journey

Useful info, stats and facts about Chicago to Hawaii flights.

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.

How busy are the airports in Chicago and Hawaii?

Flying to Hawaii from Chicago means you will start your journey at O'Hare International Airport (ORD) on the northwest side of the city. O’Hare is in the top 10 busiest airports in the world and is a major hub for airlines like United and American Airlines. In Hawaii, the three largest international airports are Hilo International Airport (ITO) which serves as the destination airport for most of east Hawaii. The next is Daniel K. Inouye International Airport, also known as Honolulu International Airport (HNL), and is also located on the northwest side of the city center. Honolulu International Airport is the largest airport serving Hawaii and the major hub for Hawaiian Airlines. Lastly, is Ellison Onizuka Kona International Airport (KOA) or Kona International Airport. This airport serves the west side of Hawaii.

Which airlines fly directly from Chicago to Hawaii?

Unfortunately, direct flights from Chicago to Hawaii are not currently available, but there are plenty of flight options to choose from. If you fly from Chicago to Hilo International Airport, you will most likely have one stopover. Most flights are operated by United Airlines on this common flight route. From Chicago to Honolulu, the major airline most commonly operating this route is Delta Airlines. Finally, if you’re headed to the west area of Hawaii, you’ll most likely fly into Kona International Airport. The main airline operating this flight path is American Airlines. All these airlines have differing hub cities, which means the stopover city will be unique to the airline that is operating the flight.

What are the stopover options between Chicago to Hawaii?

Flights from Chicago to Hawaii include at least one stopover, and that stopover city depends on what airlines you’re flying with and which destination you land at in Hawaii. From Hilo International from Chicago, you will most likely have a stopover in Los Angeles (LAX) before heading to your final destination. If you’re flying into Honolulu International Airport (HNL) with Delta Airlines, there are a few common stopover cities including Seattle, Salt Lake City, and Atlanta. Flights with American Airlines from Chicago to Kona International Airport have stopovers in cities including Phoenix and Dallas.

Do I need a passport or visa to fly from Chicago to Hawaii?

No, you will not need a passport or visa as an American citizen heading from Chicago to Hawaii. You will however need a valid driver’s license from the state you live in. If you don’t have a driver’s license you will need a valid identification card from your home state. Both your driver’s license or identification card will need to be valid for the length of your travel, otherwise, you will need to renew either before heading on your journey.

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 $291, but on average you can expect to pay $342.

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 $869.

Are there last-minute flights available from Chicago to Hawaii for under $500?

There are currently 20+ open flights from Chicago to Hawaii within the next 7 days for less than $500.

What are the cheapest airlines to fly from Chicago to Hawaii one-way?

To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $191. Delta flights start at $230 while deals on United Airlines start at $239 one-way.

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 popular airlines that fly from Chicago to Hawaii?

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

What are the cheapest flights from Chicago to Hawaii?

Looking at all options, your cheapest flight can be booked for $209. While the most popular route (Chicago O'Hare Intl - Honolulu) can be booked for $326 on average our data indicates $1,581 when flying from Chicago to Hawaii.

Destination points for flights from Chicago to Hawaii

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

Top 6 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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$10Average$18FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
DeltaCheapest$262Average$761FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
Alaska AirlinesCheapest$275Average$712FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights
American AirlinesCheapest$414Average$730FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$517Average$865FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
Linear Air TaxiCheapest$17,578Average$238,273FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Linear Air Taxi flights

Hourly flight availability from Chicago to Hawaii

See what time of day planes typically take off from Chicago to Hawaii
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM
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