HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Honolulu

$271+ Cheap flights from Chicago (CHI) to Honolulu (HNL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Honolulu with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in January or February, booked 87 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap flight deals from Chicago to Honolulu

Cheapest flights from Chicago to Honolulu
Explore the most affordable flight options available from Chicago to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:56 amORD - HNL
1 stop11h 52mUnited Airlines
Thu 1/153:55 pmHNL - ORD
1 stop13h 45mUnited Airlines
Deal found 12/22$554
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:25 amORD - HNL
2 stops18h 19mDelta
Thu 1/1510:55 pmHNL - ORD
1 stop14h 49mDelta
Deal found 12/22$586
This United Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:00 pmORD - HNL
1 stop12h 08mUnited Airlines
Tue 12/308:30 pmHNL - ORD
1 stop11h 47mUnited Airlines
Deal found 12/22$717
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amMDW - HNL
1 stop15h 33mDelta
Wed 12/314:45 pmHNL - MDW
1 stop12h 04mDelta
Deal found 12/21$717
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:25 amORD - HNL
2 stops18h 19mDelta
Tue 12/308:10 amHNL - ORD
1 stop11h 49mDelta
Deal found 12/22$722
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:45 pmORD - HNL
1 stop11h 57mUnited Airlines
Wed 1/710:50 pmHNL - ORD
1 stop10h 25mUnited Airlines
Deal found 12/21$737
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amMDW - HNL
1 stop13h 04mDelta
Mon 12/296:30 pmHNL - MDW
1 stop13h 28mDelta
Deal found 12/21$779
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amMDW - HNL
1 stop15h 33mDelta
Wed 12/314:45 pmHNL - MDW
1 stop12h 20mDelta
Deal found 12/21$796
This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:25 amMDW - HNL
1 stop13h 00mSouthwest
Mon 12/298:00 amHNL - MDW
1 stop12h 55mSouthwest
Deal found 12/21$803
This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:25 amMDW - HNL
1 stop13h 00mSouthwest
Sat 12/278:00 amHNL - MDW
1 stop12h 40mSouthwest
Deal found 12/21$813
This Southwest deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:35 amMDW - HNL
1 stop13h 25mSouthwest
Sun 12/289:55 pmHNL - MDW
1 stop12h 15mSouthwest
Deal found 12/22$818
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amMDW - HNL
1 stop15h 33mDelta
Sat 12/274:45 pmHNL - MDW
1 stop12h 04mDelta
Deal found 12/21$825

Find flight deals from Chicago to Honolulu

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Honolulu (HNL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$468
(Delta)

One-way from

$271
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$900

Good round-trip deal

$590 or less

Good one-way deal

$386 or less
Provider with most accurate pricing for Chicago (CHI)-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Honolulu flights.
Search Deals
From Chicago (CHI) to Honolulu
Search Deals
One-way flight from Chicago (CHI) to Honolulu
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Honolulu.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Honolulu.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Honolulu that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Chicago to Honolulu that are best for you.

Fly from

Chicago

Fly to

Honolulu

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 3/31

6:00 am-9:05 pm

1 stop20h 05m

Honolulu

Wed 4/8

12:10 pm-11:59 pm

1 stop30h 49m

$468

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 2/2

1:51 pm-11:50 am

2 stops25h 59m

Honolulu

Mon 2/16

11:37 pm-5:37 pm

2 stops14h 00m

$481

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 3/5

9:40 am-3:04 pm

Nonstop9h 24m

Honolulu

Wed 3/11

2:55 pm-9:21 am

1 stop13h 26m

$482

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 1/17

5:20 pm-11:55 am

2 stops22h 35m

Honolulu

Tue 1/27

5:15 pm-8:40 am

1 stop11h 25m

$486

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 3/30

6:00 am-9:13 pm

1 stop20h 13m

Honolulu

Wed 4/8

12:10 pm-11:59 pm

1 stop30h 49m

$488

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 2/22

9:34 am-9:54 pm

2 stops16h 20m

Honolulu

Wed 3/4

5:15 pm-9:06 am

1 stop11h 51m

$489

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 2/22

9:34 am-9:54 pm

2 stops16h 20m

Honolulu

Thu 2/26

5:15 pm-9:06 am

1 stop11h 51m

$489

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 1/29

9:30 am-2:57 pm

Nonstop9h 27m

Honolulu

Sun 2/1

10:50 pm-1:15 pm

1 stop10h 25m

$492

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 1/14

9:32 am-9:28 pm

2 stops15h 56m

Honolulu

Tue 1/20

5:15 pm-12:49 pm

2 stops15h 34m

$494

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 5/11

7:59 pm-8:58 pm

1 stop29h 59m

Honolulu

Tue 5/19

9:50 pm-2:47 pm

1 stop11h 57m

$499

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 44 results
1
2
3
...
5

Compare providers for flights from Chicago to Honolulu

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Honolulu in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Honolulu flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Honolulu flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Honolulu flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Honolulu flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Honolulu flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Honolulu

Have a flexible travel schedule? Discover the best time to fly to Honolulu from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Honolulu

How far ahead should I book a flight from Chicago to Honolulu?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Honolulu. Price data was last updated on December 19, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Honolulu?

Currently, January is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $310). Flying from Chicago to Honolulu in July is currently the most expensive (average of $663). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to HNL?

Find hourly flight availability from Chicago to Honolulu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Honolulu in the evening. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago to Honolulu?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Honolulu. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Honolulu flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Honolulu

Explore weekly flight availability from Chicago to Honolulu. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 23, 2025.

The most flights from CHI to HNL are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Chicago to Honolulu?

What’s the top layover airport for flights from Chicago to Honolulu?

Share of 1-stop round-trip flights from Chicago to Honolulu chosen by Cheapflights users in the past 12 months, using the same layover each way.

Seattle (SEA) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Honolulu on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Honolulu?

Average round-trip fare for 1-stop flights from Chicago to Honolulu, chosen by Cheapflights users in the past 12 months, with the same layover each way.

San Diego (SAN) is the most affordable 1-stop option, with an average round-trip price of $451.

What’s the fastest layover option from Chicago to Honolulu?

Shortest average travel time for 1-stop one-way flights from Chicago to Honolulu, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Portland (PDX) have the shortest average one-way travel time for 1-stop routes: 11h 17m.

Which airport typically offers the quickest layover for flights from Chicago to Honolulu?

Average layover duration for 1-stop one-way flights from Chicago to Honolulu, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Portland (PDX) offer the fastest connection on this route, with an average layover time of 1h 07m.

How often are flights from Chicago to Honolulu delayed?

About 12% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 182 minutes.

What is the most punctual flight time for Chicago to Honolulu flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Honolulu flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.

The best insider tips for Chicago to Honolulu flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Honolulu trip
Airports
ORD

For a quick snack before your flight, grab some Garrett Popcorn near gate B8, a Chicago favorite.

Read more about ORDBy Ramsey Qubein
HNL

For a quick ride to Waikiki, consider rideshare apps. They're often cheaper and faster than taxis.

Read more about HNLBy Yulia Denisyuk
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Yulia Denisyuk

Yulia Denisyuk

Expert on HNL

Yulia Denisyuk

Yulia Denisyuk

Yulia is a freelance journalist who’s dispatched from 90+ countries. Her work focuses on cultures, adventure trips and air travel, appearing in NatGeo, NYT, CNTraveler, and more. For past assignments, she’s stayed with nomads in Mongolia and learned the art of Imigongo in Rwanda. She’s based in Chicago; in winter she often questions that decision.

Read more

Reviews of airlines servicing Honolulu

Get insights into the airlines that provide service to Honolulu. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Honolulu. Reviews last updated December 23, 2025.
Read through reviews of airlines operating flights from Chicago to Honolulu, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,512 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Southwest
8.0
Very good
4,253 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,014 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,105 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,054 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Honolulu. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Honolulu from Chicago?

    Honolulu (HNL) is the airport you will fly into if you book a flight from Chicago to Honolulu. You should not have trouble finding flights to Honolulu from Chicago; the airport handles an average of 5 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the Honolulu airport from Chicago. It is only a 4.4 mi journey from Honolulu (HNL) to Honolulu’s city center.

  • How long is the flight from Chicago to Honolulu?

    There are many flights that can get you from Chicago to Honolulu in 9h 24m. Fly via Delta or United Airlines to get the fastest option. Airlines will cover a distance of 4234 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Honolulu round-trip?

    According to our current data, Delta ($246), Hawaiian Airlines ($331), and Alaska Airlines ($430) offers the cheapest pricing from Chicago to Honolulu. Delta is 68% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Chicago to Honolulu are Delta ($211), American Airlines ($215), and Alaska Airlines ($230).

  • What are the most reliable airlines from Chicago to Honolulu?

    Before booking your flight to Honolulu from Chicago, check out the most reliable airlines to get you to your destination on time: American Airlines (86%), Qantas Airways (86%), Alaska Airlines( 86%).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $1,093 for a flight from Chicago to Honolulu. The cheapest flight overall is $266 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $359.

  • Where are the most common layover locations when flying from Chicago to Honolulu?

    The most popular layover on flights from Chicago to Honolulu is Los Angeles. Chicago to Honolulu flights stop in Seattle the next most.

  • What are some popular things to do or see while on a layover in Los Angeles?

    The majority of Los Angeles visitors spend their time at Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live. Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live can be visited by traveling about 12.5 mi, 11.7 mi, and 10.8 mi respectively from Los Angeles. Those looking to explore during their layover in Los Angeles can rent a car from Los Angeles for about $38 per day.

  • What are some popular points of interest to see during a layover in Seattle?

    If you're on a layover in Seattle and looking for things to do, consider visiting Pike Place Market, Space Needle, or Seattle Waterfront. Pike Place Market, Space Needle, and Seattle Waterfront are located about 11.2 mi, 12.0 mi, and 10.9 mi, respectively from Seattle/Tacoma Intl. Those on a layover in Seattle in need of a rental car can book one at Seattle/Tacoma Intl for about $49.

  • Where are the least popular layover locations for Chicago to Honolulu flights?

    Chicago to Honolulu flights have a layover in San Francisco least often.

  • Can I find deals for flights from Chicago to Honolulu that include hotel bookings?

    Yes. In addition to deals on Chicago to Honolulu flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Honolulu?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Honolulu.

  • Can I find deals for business class flights from Chicago to Honolulu?

    Yes. Cheapflights offers flight deals from Chicago to Honolulu by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Honolulu?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $310). Flying from Chicago to Honolulu in July is currently the most expensive (average of $663). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Honolulu?

Book flights to Honolulu if you plan to visit one of these locations
Aiea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Honolulu

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
O'Hare Intl to Kahului flights
Midway to Honolulu flights
O'Hare Intl to Kailua-Kona flights
St. Louis to Honolulu flights
O'Hare Intl to Lihue flights
Midway to Kahului flights
St. Louis to Kailua-Kona flights
St. Louis to Kahului flights
Midway to Lihue flights
Midway to Kailua-Kona flights
O'Hare Intl to Hilo flights
St. Louis to Lihue flights
Moline to Kahului flights
Midway to Hilo flights
Peoria to Kahului flights
St. Louis to Hilo flights
Peoria to Honolulu flights
Evansville to Honolulu flights
Moline to Lihue flights
Moline to Honolulu flights
Bloomington to Honolulu flights
Bloomington to Kahului flights
Peoria to Lihue flights
Moline to Kailua-Kona flights
Springfield to Kahului flights
Moline to Hilo flights
Bloomington to Lihue flights
Decatur to Honolulu flights
Springfield to Honolulu flights
Champaign to Kailua-Kona flights
O'Hare Intl to Waimea (Big Island) flights
Champaign to Honolulu flights
O'Hare Intl to Kapalua flights
O'Hare Intl to Hana flights
Springfield to Lihue flights
Dubuque to Honolulu flights
St. Louis to Hana flights
Evansville to Kahului flights
St. Louis to Kapalua flights
Evansville to Lihue flights
St. Louis to Waimea (Big Island) flights

Top 6 airlines flying from Chicago to Honolulu

Discover the top 6 airlines that operate flights from Chicago to Honolulu. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$325Average$600FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$405Average$732FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$429Average$672FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$462Average$799FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$564Average$758FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$664Average$1,083FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.