Cheap flights from Chicago (CHI) to Hawaii from $178

This is the cheapest one-way flight price, found on 9/19. Prices may vary by date and flight preferences.
CHI — HNL
sept. 25 — oct. 21

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 3% 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 $894, or $908 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 $845 per person but you can even find prices for as low as $516. The most expensive prices can be found in the month of June. Opting for a February flight can save you 28% 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 Delta flights from Chicago to Hawaii

Peruse some of the lowest-priced Delta flights we've found from Chicago to Hawaii. Deals update often to give you more flight options matching your criteria

Cheap United Airlines flights from Chicago to Hawaii

To aid your search, here are some of the cheapest United Airlines flights we've found from Chicago to Hawaii. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Chicago to Hawaii flights in September & October 2023

The best prices found for CHI to Hawaii flights for September, October
The lowest fares we've come across on flights traveling from Chicago to Hawaii in September and October 2023. Check back soon for alternative fares.

Chicago to Hawaii 2023 flight deals

Cheap flights to Hawaii from Chicago found for this year
The lowest fares we've come across on flights traveling from Chicago to Hawaii in September and October 2023. Check back soon for alternative fares.

Non-stop flights to Hawaii from Chicago

Save time with Chicago to Hawaii direct flight deals
For a shorter flight, select one of these non-stop flights from Chicago to Hawaii. If you're looking for other options for flights from Chicago to Hawaii, make sure to update the search form at the top of page.

Chicago to Hawaii flights leaving soon

Late deals on return flights to Hawaii from Chicago, departing today and this week
Consider one of these great deals we found on last-minute flights from Chicago to Hawaii. Tip: verify your flight details before completing your reservation.

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
Users in need of a one-way flight from Chicago to Hawaii can choose from these deals. Those needing a return flight from Chicago to Hawaii can use the search form above.

Find flights from Chicago to Hawaii within your budget

Use the slider to find flights from Chicago to Hawaii that fit your budget.

Fly from

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Fly to

Any airport

Budget

$356 - $654

Route

Depart

Return

Price

Chicago O'Hare IntlHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

sam. 11/4

1 stop28h 15m

Honolulu

mar. 11/7

1 stop21h 55m

Chicago O'Hare IntlKona Intl

ORD - KOA

ORDKOA

Chicago O'Hare Intl

sam. 11/4

1 stop33h 40m

Kona Intl

jeu. 11/9

1 stop33h 43m

Chicago O'Hare IntlHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

mar. 10/31

1 stop17h 44m

Honolulu

mar. 11/7

1 stop21h 55m

Chicago O'Hare IntlKona Intl

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mar. 11/7

1 stop14h 15m

Kona Intl

mar. 11/7

1 stop15h 28m

Chicago O'Hare IntlHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

dim. 10/29

1 stop20h 25m

Honolulu

sam. 11/4

1 stop11h 59m

Chicago O'Hare IntlHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

dim. 10/29

2 stops35h 10m

Honolulu

sam. 11/4

1 stop11h 59m

Chicago O'Hare IntlKona Intl

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mer. 10/25

1 stop27h 23m

Kona Intl

lun. 10/30

1 stop21h 38m

Chicago O'Hare IntlHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

mer. 2/7

1 stop15h 20m

Honolulu

lun. 2/12

1 stop14h 10m

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

mar. 10/31

1 stop12h 54m

Honolulu

lun. 11/6

1 stop13h 25m

Flights are sorted by cheapest first

Deals found on 9/19

Reviews of airlines servicing Hawaii

See what other customers who have flown with Delta, United Airlines and Alaska Airlines from Chicago to Hawaii have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Alaska Airlines
8.1
Very good
1,393 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Delta
7.9
Good
3,012 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

United Airlines
7.4
Good
1,887 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

American Airlines
7.2
Good
2,635 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Spirit Airlines
6.3
Okay
1,478 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Overall

8.1

Comfort

8.0

Food

7.2

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Related info for your journey

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

What alternative but sustainable transport option can I use to travel from Chicago to Hawaii?

Hawaii is situated about 4194 mi from Chicago. Therefore, flights offer the most sustainable mode that passengers can use to travel from their origin to their destination. This is so because flights offer direct transport services to many passengers in one trip. Unfortunately, there are no other sustainable modes of getting from Chicago to Hawaii because of the Pacific Ocean crossing. Therefore, flights are the only sustainable way to get you to Hawaii from Chicago.

What can I do to reduce my carbon footprint when flying from Chicago to Hawaii?

If you are a passenger looking to travel sustainably from Chicago to Hawaii, consider settling for a direct flight. The route is serviced by several direct flights as well as others with one or two stopovers. Direct flights utilize less fuel for the journey than those with one or more stopovers. This is so because flights involving several stopovers do not use the shortest route and consume more fuel when landing and taking off from multiple destinations. Therefore, fly directly from the origin to the destination to reduce your carbon footprint.

What information is necessary for identifying a sustainable airline for my trip from Chicago to Hawaii?

If you need to identify a sustainable airline for flying from Chicago to Hawaii, think about looking for the SAF certification. SAF-certified airlines have engines that are designed to use fossil-based fuel rather than conventional petroleum-based fuel. Fossil fuel is more sustainable because its production does not emit carbon gases into the atmosphere as opposed to petroleum-based fuel. Therefore, flying in a SAF-certified airline is a great way to promote the sustainability of the environment.

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.

Can I find flights from Chicago to Hawaii for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Hawaii for under $400. The cheapest flight booked recently is on Delta for just $356, but on average you can expect to pay $367.

Are there nonstop flights from Chicago to Hawaii for under $1,000 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Hawaii under $1,000. A good price for a nonstop flight from Chicago to Hawaii is less than $967.

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 most popular routes from Chicago to Hawaii?

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

What are the cheapest flights from Chicago to Hawaii?

Looking at all options, your cheapest flight can be booked for $454. While the most popular route (Chicago O'Hare Intl - Honolulu) can be booked for $356 on average our data indicates $1,294 when flying from Chicago to Hawaii.

What does ORD to HNL mean?

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Honolulu Airport flight would often be abbreviated as a ORD to HNL flight. Kahului Airport (OGG), Kona Intl Airport (KOA), Lihue Airport (LIH), Hilo Intl Airport (ITO), Kapalua West Maui Airport (JHM) are other airports near this flight route and their unique identifiers/IATA codes.

Destination points for flights from Chicago to Hawaii

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

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.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$275Average$720FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
DeltaCheapest$307Average$764FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$407Average$653FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$435Average$885FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Linear Air TaxiCheapest$17,578Average$250,221FlexibilityNo cancel feeOn-timeN/A
Search Linear Air Taxi flights

Helpful tips for your next trip to Hawaii

  • American Airlines is one of the airlines that gets passengers from Chicago to Hawaii. It does so sustainably by ensuring it has fuel-efficient planes in its fleet servicing the route.
  • Chicago is committed to promoting environmental sustainability. As a result, the city requires the airports operating in the region to monitor their carbon emissions to ensure they are within acceptable standards.
  • The O’Hare International Airport (ORD) will be your departure airport if you are traveling from Chicago to Hawaii. The airport is known to have an elaborate waste collection mechanism that sorts plastics and other non-biodegradable materials ready for reuse or recycling.

Hourly flight availability from Chicago to Hawaii

See what time of day planes typically take off from Chicago to Hawaii
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100%of flight departuresMorning6 am to noon
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0%of flight departuresEvening6 pm to midnight
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