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$337+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in February or September, booked 44 days in advance, depart on a Wednesday or Tuesday and return on a Monday

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 July 1, 2025.

Round-trip from

$549
(Delta)

One-way from

$337
(Delta)

Popular in

December

Cheapest in

February

Average price

$885

Good round-trip deal

$923 or less

Good one-way deal

$520 or less
From Chicago (CHI) to Honolulu
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One-way flight from Chicago (CHI) to Honolulu
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Highest demand for flights based on searches. 3% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Honolulu.
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Price to beat on a one-way flight from Chicago (CHI) to Honolulu.
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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 July 1, 2025.

This Alaska Airlines deal was found by Cheapflights users on 6/28. 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 11/199:20 amORD - HNL
1 stop11h 35mAlaska Airlines
Thu 11/278:45 amHNL - ORD
1 stop10h 25mAlaska Airlines
Deal found 6/28$545
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:59 pmORD - HNL
2 stops20h 38mDelta
Tue 11/181:35 pmHNL - ORD
2 stops13h 51mDelta
Deal found 6/29$549
This Delta deal was found by Cheapflights users on 6/30. 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.
Thu 11/139:30 amMDW - HNL
2 stops14h 50mDelta
Mon 11/174:45 pmHNL - MDW
1 stop12h 00mDelta
Deal found 6/30$549
This eDestinos deal was found by Cheapflights users on 6/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/131:39 pmORD - HNL
2 stops39h 04mMultiple Airlines
Wed 8/208:00 amHNL - ORD
2 stops31h 50mMultiple Airlines
Deal found 6/29$553
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:25 pmORD - HNL
2 stops21h 55mSouthwest
Fri 10/38:10 amHNL - ORD
1 stop10h 30mSouthwest
Deal found 6/29$554
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2410:20 pmMDW - HNL
1 stop17h 00mSouthwest
Thu 8/289:00 pmHNL - MDW
2 stops17h 50mSouthwest
Deal found 6/29$554
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:50 amORD - HNL
1 stop13h 47mAmerican Airlines
Mon 11/107:00 pmHNL - ORD
Nonstop8h 10mAmerican Airlines
Deal found 6/30$559
This Hawaiian Airlines deal was found by Cheapflights users on 6/30. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/282:07 pmORD - HNL
1 stop11h 43mHawaiian Airlines
Tue 9/211:09 pmHNL - ORD
1 stop12h 40mHawaiian Airlines
Deal found 6/30$595

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 July 1, 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

Mon 8/18

7:15 am-2:19 pm

1 stop12h 04m

Honolulu

Mon 8/25

10:06 pm-5:30 pm

2 stops14h 24m

$549

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 8/22

9:15 am-8:28 pm

2 stops16h 13m

Honolulu

Mon 8/25

3:00 pm-8:35 am

1 stop12h 35m

$549

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 8/13

1:39 pm-11:43 pm

2 stops39h 04m

Honolulu

Wed 8/20

8:00 am-8:50 pm

2 stops31h 50m

$553

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sun 9/28

5:25 pm-10:20 am

2 stops21h 55m

Honolulu

Fri 10/3

8:10 am-11:40 pm

1 stop10h 30m

$554

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 8/24

10:20 pm-10:20 am

1 stop17h 00m

Honolulu

Thu 8/28

9:00 pm-7:50 pm

2 stops17h 50m

$554

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 8/19

1:03 pm-9:33 pm

1 stop13h 30m

Honolulu

Tue 8/26

5:37 am-11:59 pm

2 stops13h 22m

$558

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 8/12

10:05 am-4:18 pm

1 stop11h 13m

Honolulu

Wed 8/20

11:04 pm-3:54 pm

1 stop11h 50m

$568

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 8/28

2:07 pm-8:50 pm

1 stop11h 43m

Honolulu

Tue 9/2

11:09 pm-4:49 pm

1 stop12h 40m

$595

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 8/28

8:25 am-8:28 pm

2 stops17h 03m

$337

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 7/30

9:42 pm-11:17 am

1 stop18h 35m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 16 results
1
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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

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 June 27, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 44 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, November is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $469). Flying from Chicago to Honolulu in June is currently the most expensive (average of $687). 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 July 1, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Honolulu in the afternoon. If you’re flexible enough to do this you can expect to save up to 46% 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 Friday evenings when fares are most often at their lowest. Sunday 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 July 1, 2025.

The most flights from CHI to HNL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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

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 July 1, 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
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,973 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,538 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,852 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    According to our current data, Delta ($549), Southwest ($554), and Alaska Airlines ($558) offers the cheapest pricing from Chicago to Honolulu. Delta is 27% 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 ($337), United Airlines ($354), and Alaska Airlines ($359).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $2,750 for a flight from Chicago to Honolulu. The cheapest flight overall is $385 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $460.

  • 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 $41 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 $59.

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

    Chicago to Honolulu flights have a layover in Detroit least often. Detroit is followed by San Francisco in terms of the least popular layover location on flights from Chicago to Honolulu.

  • 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, November is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $469). Flying from Chicago to Honolulu in June is currently the most expensive (average of $687). 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

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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
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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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$361Average$806FlexibilityNo cancel feeOn-time85%
DeltaCheapest$393Average$575FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$420Average$639FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$422Average$672FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$559Average$760FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$766Average$1,129FlexibilityNo cancel feeOn-time69%

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