Honolulu

$245+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Sep 5 — Sep 121
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Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in January or February, booked 70 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 August 6, 2026.

This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 10/79:00 am -
2 stops16h 58m
Wed 10/1412:10 pm -
1 stop20h 15m
Deal found 8/2$619
This Southwest deal was found by Cheapflights users on 8/2. 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.
Wed 9/1611:00 am -
2 stops15h 25m
Wed 9/238:10 am -
1 stop15h 20m
Deal found 8/2$620
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 9/19:00 am -
2 stops17h 08m
Wed 9/27:30 am -
1 stop11h 29m
Deal found 8/2$621
This eDestinos deal was found by Cheapflights users on 8/2. 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.
Fri 8/288:11 pm -
2 stops42h 47m
Mon 8/3111:39 pm -
2 stops25h 38m
Deal found 8/2$622
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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.
Mon 9/217:20 am -
2 stops16h 57m
Mon 10/59:51 pm -
1 stop16h 02m
Deal found 8/3$624
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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 9/16:01 am -
1 stop14h 39m
Wed 9/27:30 am -
1 stop11h 29m
Deal found 8/3$625
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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.
Sun 11/87:25 am -
1 stop33h 03m
Wed 11/188:25 am -
1 stop11h 24m
Deal found 8/2$627
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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.
Sun 10/186:00 am -
2 stops19h 58m
Wed 11/47:00 am -
1 stop12h 57m
Deal found 8/2$628
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 11/149:31 am -
2 stops16h 38m
Mon 11/238:24 am -
1 stop11h 25m
Deal found 8/3$629
This Southwest deal was found by Cheapflights users on 8/4. 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.
Mon 9/2110:15 am -
1 stop16h 00m
Mon 10/58:55 pm -
1 stop13h 50m
Deal found 8/4$629
This Delta deal was found by Cheapflights users on 8/2. 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 9/215:44 pm -
2 stops22h 47m
Wed 9/303:55 pm -
1 stop15h 30m
Deal found 8/2$630
This Delta deal was found by Cheapflights users on 8/3. 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.
Sun 11/87:35 am -
2 stops17h 24m
Thu 11/191:59 pm -
2 stops15h 06m
Deal found 8/3$631

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 August 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$619
(Alaska Airlines)

One-way from

$245
(Delta)

Popular in

June

Cheapest in

January

Average price

$891

Good round-trip deal

$811 or less

Good one-way deal

$532 or less
Provider with most accurate pricing for Chicago (CHI)-Honolulu flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Honolulu flights.
From Chicago (CHI) to Honolulu
One-way flight from Chicago (CHI) to Honolulu
Highest demand for flights based on searches. 15% potential increase in price ($137 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in August 2026
Price to beat on a round-trip flight from Chicago (CHI) to Honolulu.
Price to beat on a one-way flight from Chicago (CHI) to Honolulu.

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 August 6, 2026.
Use the filters below to find and compare flights from Chicago to Honolulu that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHonolulu

MDW Chicago Midway - HNL Honolulu

MDWHNL

Chicago Midway

Mon 11/16

12:05 pm-9:20 pm

2 stops13h 15m

Honolulu

Fri 11/20

10:05 pm-4:00 pm

2 stops13h 55m

$625

ChicagoHonolulu

ORD Chicago O'Hare Intl - HNL Honolulu

ORDHNL

Chicago O'Hare Intl

Fri 11/13

9:31 am-10:09 pm

2 stops16h 38m

Honolulu

Mon 11/16

10:55 pm-3:03 pm

1 stop12h 08m

$649

ChicagoHonolulu

MDW Chicago Midway - HNL Honolulu

MDWHNL

Chicago Midway

Wed 9/16

10:20 am-9:15 pm

1 stop15h 55m

Honolulu

Wed 9/23

8:10 am-4:30 am

1 stop15h 20m

$649

ChicagoHonolulu

MDW Chicago Midway - HNL Honolulu

MDWHNL

Chicago Midway

Wed 10/7

6:55 am-9:20 pm

2 stops19h 25m

Honolulu

Wed 10/14

8:15 am-5:00 am

1 stop15h 45m

$655

ChicagoHonolulu

MDW Chicago Midway - HNL Honolulu

MDWHNL

Chicago Midway

Mon 1/11

10:10 am-9:20 pm

1 stop15h 10m

Honolulu

Sat 1/16

11:15 pm-2:55 pm

2 stops11h 40m

$665

ChicagoHonolulu

ORD Chicago O'Hare Intl - HNL Honolulu

ORDHNL

Chicago O'Hare Intl

Sun 11/1

9:30 am-8:59 pm

1 stop15h 29m

Honolulu

Thu 11/5

2:05 pm-8:53 am

2 stops14h 48m

$666

ChicagoHonolulu

MDW Chicago Midway - HNL Honolulu

MDWHNL

Chicago Midway

Tue 8/25

10:05 am-9:20 pm

1 stop16h 15m

Honolulu

Tue 9/1

9:55 pm-5:05 pm

1 stop14h 10m

$674

ChicagoHonolulu

ORD Chicago O'Hare Intl - HNL Honolulu

ORDHNL

Chicago O'Hare Intl

Wed 10/7

3:49 pm-11:54 pm

1 stop13h 05m

Honolulu

Thu 10/15

3:23 pm-6:20 pm

2 stops21h 57m

$678
Quickest round-trip

ChicagoHonolulu

ORD Chicago O'Hare Intl - HNL Honolulu

ORDHNL

Chicago O'Hare Intl

Fri 1/15

2:03 pm-9:55 pm

1 stop11h 52m

Honolulu

Wed 1/20

11:20 pm-1:54 pm

1 stop10h 34m

$678

ChicagoHonolulu

ORD Chicago O'Hare Intl - HNL Honolulu

ORDHNL

Chicago O'Hare Intl

Sat 11/14

9:30 am-8:57 pm

1 stop15h 27m

Honolulu

Sat 11/21

10:45 pm-1:32 pm

1 stop10h 47m

$680

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 45 resultsSorted by cheapest first
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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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Honolulu flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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

Currently, February is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $618). Flying from Chicago to Honolulu in June is currently the most expensive (average of $1,000). 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 August 6, 2026.

When flying from Chicago to Honolulu, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Airfare is below average for this route at the moment.
Chicago to Honolulu flights typically cost between $696 and $1,023 in October.
The cheapest round-trip price found within the last 5 days was $619 on Multiple Airlines (Oct 7-Oct 14).

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.

Los Angeles (LAX) – chosen by Cheapflights users on 64% 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 Phoenix (PHX) have the shortest average one-way travel time for 1-stop routes: 11h 40m.

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 San Francisco (SFO) offer the fastest connection on this route, with an average layover time of 1h 06m.

How often are flights from Chicago to Honolulu delayed?

About 20% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 190 minutes.

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

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

Wednesday 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 15% of flights being delayed.

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

To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 53 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.

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
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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.

Yulia Denisyuk

Yulia Denisyuk

Expert on HNL

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.

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 August 6, 2026.
Read through reviews of airlines operating flights from Chicago to Honolulu, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

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 1 inbound flight 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 13h 05m. Fly via Southwest, Delta, or Alaska 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 ($241), United Airlines ($398), and Alaska Airlines ($425) offers the cheapest pricing from Chicago to Honolulu. Delta is 69% 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 Southwest ($171), Alaska Airlines ($193), and Hawaiian Airlines ($211).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $2,021 for a flight from Chicago to Honolulu. The cheapest flight overall is $406 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $490.

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

  • 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 Little Tokyo. Hollywood Bowl, Hollywood Walk of Fame, and Little Tokyo can be visited by traveling about 12.4 mi, 11.7 mi, and 12.2 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.

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

  • 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, February is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $618). Flying from Chicago to Honolulu in June is currently the most expensive (average of $1,000). 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?

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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 August 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$241Average$629FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$398Average$896FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$425Average$681FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$427Average$613FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$470Average$806FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$553Average$784FlexibilityNo cancel feeOn-time63%

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