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$251+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in February or October, booked 35 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Find 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 12/35:40 pmORD - HNL
1 stop23h 20mDelta
Tue 12/911:23 pmHNL - ORD
1 stop20h 36mDelta
Deal found 10/28$504
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:49 pmORD - HNL
1 stop25h 12mAlaska Airlines
Sat 12/67:00 amHNL - ORD
1 stop12h 59mAlaska Airlines
Deal found 10/28$505
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:18 pmORD - HNL
2 stops21h 21mMultiple Airlines
Sat 12/62:11 pmHNL - ORD
1 stop11h 53mMultiple Airlines
Deal found 10/28$506
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/33:05 pmORD - HNL
1 stop25h 26mAlaska Airlines
Mon 12/87:45 pmHNL - ORD
2 stops20h 09mAlaska Airlines
Deal found 10/29$507
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:18 pmORD - HNL
1 stop21h 42mMultiple Airlines
Wed 12/102:11 pmHNL - ORD
1 stop11h 54mMultiple Airlines
Deal found 10/29$508
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:59 pmORD - HNL
1 stop26h 11mAlaska Airlines
Wed 12/108:10 amHNL - ORD
1 stop11h 40mAlaska Airlines
Deal found 10/28$509
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:44 pmORD - HNL
1 stop19h 28mMultiple Airlines
Thu 1/154:07 pmHNL - ORD
1 stop24h 45mMultiple Airlines
Deal found 10/29$510
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:59 pmORD - HNL
1 stop28h 22mAlaska Airlines
Wed 12/109:33 pmHNL - ORD
1 stop22h 26mAlaska Airlines
Deal found 10/28$511
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amORD - HNL
1 stop20h 09mAlaska Airlines
Tue 12/98:10 amHNL - ORD
1 stop31h 44mAlaska Airlines
Deal found 10/29$512
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:59 pmORD - HNL
1 stop28h 22mAlaska Airlines
Fri 12/59:33 pmHNL - ORD
1 stop22h 26mAlaska Airlines
Deal found 10/28$513
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:49 pmORD - HNL
1 stop25h 12mAlaska Airlines
Wed 12/38:10 amHNL - ORD
1 stop11h 40mAlaska Airlines
Deal found 10/29$514
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:12 amMDW - HNL
2 stops22h 36mMultiple Airlines
Sat 1/1710:23 amHNL - MDW
1 stop19h 50mMultiple Airlines
Deal found 10/29$547

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$505
(Alaska Airlines)

One-way from

$251
(Delta)

Popular in

December

Cheapest in

February

Average price

$636

Good round-trip deal

$673 or less

Good one-way deal

$380 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. 4% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Wed 1/21

7:20 am-5:58 pm

2 stops14h 38m

Honolulu

Tue 1/27

5:15 pm-1:18 pm

2 stops16h 03m

$502

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 1/9

9:34 am-9:28 pm

2 stops15h 54m

Honolulu

Tue 1/13

1:55 pm-8:54 am

2 stops14h 59m

$502

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 12/2

8:59 pm-12:31 pm

1 stop19h 32m

Honolulu

Tue 12/9

8:10 am-2:09 pm

1 stop25h 59m

$513

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 12/10

8:50 am-9:48 pm

2 stops16h 58m

Honolulu

Sun 1/11

4:44 pm-9:40 am

1 stop12h 56m

$519

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 1/8

9:34 am-9:28 pm

2 stops15h 54m

Honolulu

Mon 1/12

4:50 pm-10:34 am

1 stop13h 44m

$522

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 12/10

8:55 am-6:49 pm

2 stops13h 54m

Honolulu

Wed 12/17

9:40 pm-8:02 pm

2 stops18h 22m

$526

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 1/8

6:50 am-9:28 pm

2 stops18h 38m

Honolulu

Mon 1/12

5:15 pm-1:07 pm

2 stops15h 52m

$528

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 12/2

7:50 am-9:48 pm

2 stops17h 58m

Honolulu

Tue 12/9

5:00 pm-10:14 am

1 stop13h 14m

$546

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 11/25

8:20 am-9:25 pm

1 stop17h 05m

Honolulu

Tue 12/2

11:30 pm-7:54 pm

1 stop16h 24m

$557

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 1/27

8:25 am-4:30 pm

1 stop12h 05m

Honolulu

Tue 2/10

9:00 pm-1:00 pm

1 stop12h 00m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 40 results
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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 October.
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 October 24, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 35 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 $362). 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 October 30, 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 39% 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.

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.

The best insider tips for Chicago to Honolulu flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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 October 30, 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
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 2 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 12h 05m. Fly via Delta, Alaska Airlines, or Southwest to get the fastest option. Airlines will cover a distance of 4243 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 ($335), Hawaiian Airlines ($405), and Alaska Airlines ($428) offers the cheapest pricing from Chicago to Honolulu. Delta is 56% 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 ($251), Southwest ($251), and Alaska Airlines ($255).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $2,151 for a flight from Chicago to Honolulu. The cheapest flight overall is $286 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $406.

  • 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 $43 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 $57.

  • 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 $362). 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
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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
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$591FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$405Average$742FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$428Average$674FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$443Average$783FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$553Average$755FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$678Average$1,102FlexibilityNo cancel feeOn-time69%

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