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$254+ Cheap flights from Honolulu (HNL) to Chicago (CHI)

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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — CHI
dic. 17 — dic. 241
mié. 12/17
mié. 12/24
1 adult, Economy
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Cheapflights Tip: The best prices from Honolulu to Chicago are usually found in September or May, booked 26 days in advance, depart on a Wednesday or Monday and return on a Tuesday

Find flight deals from Honolulu to Chicago

Cheapest flights from Honolulu to Chicago
Explore the most affordable flight options available from Honolulu to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
jue. 12/112:25 pmHNL - ORD
2 stops35h 40mMultiple Airlines
mié. 12/317:44 pmORD - HNL
1 stop33h 04mMultiple Airlines
Deal found 11/16$401
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
mié. 12/178:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
mié. 12/317:44 pmORD - HNL
1 stop33h 04mMultiple Airlines
Deal found 11/15$404
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
mié. 12/178:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
dom. 1/410:49 pmORD - HNL
2 stops26h 22mMultiple Airlines
Deal found 11/16$420
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
sáb. 12/138:00 amHNL - ORD
1 stop12h 13mMultiple Airlines
mié. 12/317:44 pmORD - HNL
1 stop33h 04mMultiple Airlines
Deal found 11/15$425
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
mar. 12/238:00 amHNL - ORD
2 stops36h 12mMultiple Airlines
mar. 1/67:44 pmORD - HNL
1 stop19h 27mMultiple Airlines
Deal found 11/16$430
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
mié. 12/178:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
lun. 1/57:44 pmORD - HNL
2 stops22h 35mMultiple Airlines
Deal found 11/16$435
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
vie. 12/122:11 pmHNL - ORD
1 stop11h 54mMultiple Airlines
mié. 12/317:44 pmORD - HNL
1 stop33h 04mMultiple Airlines
Deal found 11/15$437
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
mié. 12/178:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
jue. 1/810:32 pmORD - HNL
2 stops26h 19mMultiple Airlines
Deal found 11/16$440
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
mar. 12/168:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
mié. 12/316:05 amORD - HNL
2 stops22h 43mMultiple Airlines
Deal found 11/15$446
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
lun. 12/158:00 amHNL - ORD
1 stop18h 05mMultiple Airlines
mié. 12/317:44 pmORD - HNL
1 stop19h 28mMultiple Airlines
Deal found 11/15$455
This Delta deal was found by Cheapflights users on 11/17. 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.
mar. 12/234:45 pmHNL - ORD
1 stop12h 16mDelta
lun. 1/125:30 amORD - HNL
1 stop13h 40mDelta
Deal found 11/17$456
This Alaska Airlines deal was found by Cheapflights users on 11/16. 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.
mié. 12/177:00 amHNL - ORD
1 stop12h 59mAlaska Airlines
mié. 1/79:00 amORD - HNL
1 stop13h 53mAlaska Airlines
Deal found 11/16$460

Cheap flight deals from Honolulu to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Honolulu (HNL) to Chicago (CHI). 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 noviembre 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$364
(Delta)

One-way from

$254
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$712

Good round-trip deal

$657 or less

Good one-way deal

$304 or less
Provider with most accurate pricing for Honolulu-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Honolulu-Chicago (CHI) flights.
Search Deals
From Honolulu to Chicago (CHI)
Search Deals
One-way flight from Honolulu to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($85 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 November 2025
Search Deals
Price to beat on a round-trip flight from Honolulu to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Honolulu to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Honolulu to Chicago 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 noviembre 17, 2025.
Use the filters below to find and compare flights from Honolulu to Chicago that are best for you.

Fly from

Honolulu

Fly to

Chicago

Route

Depart

Return

Price

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

mar. 12/23

4:45 pm-9:01 am

1 stop12h 16m

Chicago O'Hare Intl

lun. 1/12

5:30 am-3:10 pm

1 stop13h 40m

$456

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

lun. 12/15

5:37 pm-12:34 pm

2 stops14h 57m

Chicago Midway

jue. 1/1

6:00 am-3:04 pm

1 stop13h 04m

$466

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

lun. 12/15

5:37 pm-1:50 pm

2 stops16h 13m

Chicago O'Hare Intl

jue. 1/1

5:30 am-3:04 pm

1 stop13h 34m

$466

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

lun. 1/12

9:00 pm-2:45 pm

1 stop13h 45m

Chicago Midway

dom. 1/18

8:55 pm-11:15 am

1 stop18h 20m

$487

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

jue. 2/12

11:37 pm-6:45 pm

2 stops15h 08m

Chicago O'Hare Intl

jue. 2/19

6:30 am-9:56 pm

2 stops19h 26m

$493

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

dom. 3/1

9:35 pm-5:37 pm

2 stops16h 02m

Chicago Midway

mar. 3/3

9:34 am-9:30 pm

2 stops15h 56m

$512

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

mar. 12/23

4:45 pm-9:01 am

1 stop12h 16m

Chicago O'Hare Intl

lun. 1/5

6:50 am-3:24 pm

1 stop12h 34m

$522

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

mié. 12/24

4:45 pm-9:01 am

1 stop12h 16m

Chicago O'Hare Intl

mié. 12/31

7:25 am-10:00 pm

2 stops18h 35m

$527

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

vie. 2/20

8:11 am-2:58 pm

1 stop26h 47m

Chicago O'Hare Intl

mar. 3/3

3:07 pm-12:49 pm

1 stop25h 42m

$541

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

lun. 12/15

9:25 pm-1:40 pm

1 stop12h 15m

Chicago Midway

jue. 1/1

5:15 am-1:20 pm

1 stop12h 05m

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 44 results
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Compare providers for flights from Honolulu to Chicago

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 Honolulu to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Honolulu-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Honolulu-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Honolulu-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Honolulu-Chicago 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 Honolulu-Chicago 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 Honolulu to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Honolulu 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 Honolulu to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Honolulu to Chicago. Price data was last updated on November 14, 2025.

The price you pay for your flight from Honolulu to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 26 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Honolulu to Chicago (average of $253). Flying from Honolulu to Chicago in July is currently the most expensive (average of $658). 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 HNL to CHI?

Find hourly flight availability from Honolulu to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 17, 2025.

When flying from Honolulu to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 30% versus a flight in the afternoon.

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

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

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

Weekly flight availability from Honolulu to Chicago

Explore weekly flight availability from Honolulu to Chicago. 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 noviembre 17, 2025.

The most flights from HNL to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

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

The best insider tips for Honolulu to Chicago 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 Honolulu to Chicago trip
Airports
HNL

Expect up to 1-hour security lines at Terminal 2. Arrive early to ensure smooth departure for your Chicago flight.

Read more about HNLby Yulia Denisyuk
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding potential traffic delays.

Read more about ORDby Ramsey Qubein
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 Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated noviembre 17, 2025.
Read through reviews of airlines operating flights from Honolulu to Chicago, 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
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Alaska Airlines
8.0
Very good
11,314 reviews
Alaska Airlines
8.0
Very good
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Southwest
8.0
Very good
4,245 reviews
Alaska Airlines
8.0
Very good
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Delta
7.9
Good
8,008 reviews
Alaska Airlines
8.0
Very good
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
United Airlines
7.4
Good
9,014 reviews
Alaska Airlines
8.0
Very good
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
American Airlines
7.2
Good
11,048 reviews
Alaska Airlines
8.0
Very good
11,314 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Related info for your journey

Find useful and relevant information for your journey from Honolulu to Chicago. 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 from for flights from Honolulu to Chicago?

    Located just 4.4 mi from the city center, Honolulu is the airport most travelers will use when flying to Chicago from Honolulu. Booking flights from Honolulu (HNL) to Chicago should be relatively easy as there are 6 daily outbound flights to Chicago from 6 different airlines.

  • How long is the flight from Honolulu to Chicago?

    A quick flight from Honolulu to Chicago can take about 12h 16m. Delta provides one of the quickest options available for as low as $456. There are 4234 mi between Honolulu and Chicago. This flight may include one or multiple stops.

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

    According to our current data, Delta ($218), Hawaiian Airlines ($335), and American Airlines ($442) offers the cheapest pricing from Honolulu to Chicago. Delta is priced at 70% lower than the current average price of a flight leaving 3 months from now.

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

    One-way options have recently been found by users for as low as $257 on Delta. Other airlines that offer cheap prices include Alaska Airlines from $263 and Southwest from $302 one-way.

  • What are the most popular routes from Honolulu to Chicago?

    Most travelers choose Honolulu - Chicago O'Hare Intl, Honolulu - Chicago Midway or Honolulu - Chicago Greater Rockford when deciding on the best route from Honolulu to Chicago.

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

    Consider Avianca (95%), United Airlines (92%) or Air New Zealand (92%) when booking your flight. These represent the most reliable airlines when flying from Honolulu to Chicago.

  • What are the cheapest flights from Honolulu to Chicago?

    Looking at all options, your cheapest flight can be booked for $258. While the most popular route (Honolulu - Chicago O'Hare Intl) can be booked for $401 on average, our data indicates $1,699 when flying from Honolulu to Chicago.

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

    Flights departing from Honolulu and landing in Chicago layover in Los Angeles most frequently.

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

    If you're on a layover in Los Angeles and looking for things to do, consider visiting Hollywood Bowl, Hollywood Walk of Fame, or L.A. Live. Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live can be accessed by traveling approximately 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 $42 per day.

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

    Flights departing from Honolulu and landing in Chicago layover in Los Angeles least frequently.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Honolulu to Chicago 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 Honolulu to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Honolulu to Chicago (average of $253). Flying from Honolulu to Chicago in July is currently the most expensive (average of $658). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 6 airlines flying from Honolulu to Chicago

Discover the top 6 airlines that operate flights from Honolulu to Chicago. 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 noviembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$218Average$669FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$335Average$770FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$442Average$750FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$467Average$767FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$516Average$773FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$735Average$1,063FlexibilityNo cancel feeOn-time69%

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