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$296+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
May 17 — May 241
Sat 5/17
Sat 5/24
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 Tuesday or Wednesday 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 May 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$533
(Trip.com)

One-way from

$296
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$715

Good round-trip deal

$953 or less

Good one-way deal

$572 or less
Provider with most accurate pricing for Chicago (CHI)-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Honolulu flights.
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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 ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 12, 2025.

This Delta deal was found by Cheapflights users on 5/11. 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 11/36:00 amORD - HNL
1 stop13h 14mDelta
Mon 11/109:55 pmHNL - ORD
1 stop15h 51mDelta
Deal found 5/11$514
This Delta deal was found by Cheapflights users on 5/11. 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 8/206:00 amMDW - HNL
1 stop12h 30mDelta
Wed 8/273:00 pmHNL - MDW
1 stop13h 51mDelta
Deal found 5/11$528
This Alaska Airlines deal was found by Cheapflights users on 5/11. 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 9/36:20 amORD - HNL
2 stops19h 09mAlaska Airlines
Wed 9/108:00 amHNL - ORD
1 stop10h 59mAlaska Airlines
Deal found 5/11$534
This Southwest deal was found by Cheapflights users on 5/10. 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 9/159:20 pmMDW - HNL
1 stop18h 00mSouthwest
Wed 9/179:05 pmHNL - MDW
1 stop15h 55mSouthwest
Deal found 5/10$555
This American Airlines deal was found by Cheapflights users on 5/11. 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 11/310:00 amORD - HNL
Nonstop9h 15mAmerican Airlines
Mon 11/107:00 pmHNL - ORD
Nonstop8h 10mAmerican Airlines
Deal found 5/11$562
This Trip.com deal was found by Cheapflights users on 5/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:59 pmORD - HNL
2 stops31h 36mMultiple Airlines
Mon 6/97:40 amHNL - ORD
1 stop22h 56mMultiple Airlines
Deal found 5/12$596
This Hawaiian Airlines deal was found by Cheapflights users on 5/11. 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 12/42:00 pmORD - HNL
1 stop13h 55mHawaiian Airlines
Sat 12/1312:40 pmHNL - ORD
1 stop12h 24mHawaiian Airlines
Deal found 5/11$603
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/89:42 pmORD - HNL
1 stop27h 02mUnited Airlines
Mon 7/219:40 pmHNL - ORD
1 stop20h 19mUnited Airlines
Deal found 5/11$704

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 May 12, 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 6/4

8:37 am-11:29 pm

1 stop19h 52m

Honolulu

Wed 6/11

7:40 am-12:38 pm

1 stop23h 58m

$533

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 6/4

2:09 pm-11:29 pm

2 stops14h 20m

Honolulu

Wed 6/11

7:40 am-5:40 am

2 stops17h 00m

$560

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 5/29

7:15 am-6:55 pm

1 stop16h 40m

Honolulu

Wed 6/4

10:30 pm-5:25 pm

1 stop13h 55m

$611

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 6/3

6:00 am-11:07 pm

1 stop22h 07m

Honolulu

Tue 6/10

2:34 pm-6:55 pm

1 stop23h 21m

$658

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 5/29

9:16 am-8:44 pm

2 stops16h 28m

Honolulu

Wed 6/4

3:21 pm-8:40 am

1 stop12h 19m

$662

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 7/8

9:42 pm-7:44 pm

1 stop27h 02m

Honolulu

Mon 7/21

9:40 pm-10:59 pm

1 stop20h 19m

$704

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 5/27

8:40 pm-10:05 am

1 stop18h 25m

Honolulu

Thu 5/29

11:15 am-5:20 am

1 stop13h 05m

$713

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 5/16

6:15 am-4:05 pm

2 stops14h 50m

Honolulu

Sun 5/18

9:00 pm-4:45 pm

2 stops14h 45m

$754

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 6/5

9:59 am-5:28 pm

1 stop12h 29m

Honolulu

Fri 6/13

11:26 pm-5:53 pm

1 stop13h 27m

$760

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 6/4

7:51 pm-4:11 pm

2 stops25h 20m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 19 results
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
PricelinePrice Accuracy2 starsTrust Score*3 stars
Trip.comPrice 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 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 May 9, 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 May 12, 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 May 12, 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).

Rainfall in Honolulu by month

Plan your trip to Honolulu by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Honolulu ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit Honolulu when rainfall is around 0.3 in.

Temperature in Honolulu by month

Plan your trip to Honolulu by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Honolulu, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

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 May 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to Honolulu to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

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

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

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
4,290 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,431 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

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
8,724 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Entertainment

7.1

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, Alaska Airlines ($560), Delta ($611), and Hawaiian Airlines ($658) offers the cheapest pricing from Chicago to Honolulu. Alaska Airlines is 26% 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 Alaska Airlines ($296), American Airlines ($320), and Hawaiian Airlines ($332).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $2,286 for a flight from Chicago to Honolulu. The cheapest flight overall is $277 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $467.

  • 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 $49.

  • 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.
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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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$396Average$600FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$418Average$644FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$421Average$663FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$522Average$754FlexibilityNo cancel feeOn-time63%
Hawaiian AirlinesCheapest$578Average$846FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$794Average$1,125FlexibilityNo cancel feeOn-time69%

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