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Honolulu

$237+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
May 31 — Jun 71
Sun 5/31
Sun 6/7
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in January or February, booked 54 days in advance, depart on a Tuesday or Monday and return on a Monday

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 May 1, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am
ORD
-
HNL
1 stop11h 34m
Multiple Airlines
Wed 9/97:31 am
HNL
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 4/26$493
This Delta deal was found by Cheapflights users on 4/27. 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 8/317:10 am
ORD
-
HNL
1 stop11h 50m
Delta
Wed 9/93:35 pm
HNL
-
ORD
1 stop16h 06m
Delta
Deal found 4/27$494
This Delta deal was found by Cheapflights users on 4/26. 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.
Tue 9/16:00 am
MDW
-
HNL
1 stop12h 15m
Delta
Thu 9/102:50 pm
HNL
-
MDW
1 stop12h 52m
Delta
Deal found 4/26$494
This Delta deal was found by Cheapflights users on 4/26. 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.
Tue 9/16:00 am
MDW
-
HNL
1 stop12h 15m
Delta
Wed 9/912:45 pm
HNL
-
MDW
2 stops14h 57m
Delta
Deal found 4/26$500
This Delta deal was found by Cheapflights users on 4/26. 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 9/69:30 am
MDW
-
HNL
2 stops16h 17m
Delta
Thu 9/101:30 pm
HNL
-
MDW
2 stops14h 08m
Delta
Deal found 4/26$505
This Southwest deal was found by Cheapflights users on 4/26. 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 8/171:50 pm
MDW
-
HNL
2 stops12h 25m
Southwest
Wed 8/268:15 am
HNL
-
MDW
1 stop15h 45m
Southwest
Deal found 4/26$521
This Southwest deal was found by Cheapflights users on 4/26. 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 8/2410:15 am
MDW
-
HNL
1 stop15h 55m
Southwest
Mon 8/318:15 am
HNL
-
MDW
1 stop15h 45m
Southwest
Deal found 4/26$522
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 8/267:00 am
ORD
-
HNL
1 stop11h 34m
Multiple Airlines
Thu 9/37:31 am
HNL
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 4/26$528
This Southwest deal was found by Cheapflights users on 4/26. 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 8/1710:15 am
MDW
-
HNL
1 stop15h 55m
Southwest
Mon 8/249:25 pm
HNL
-
MDW
2 stops12h 20m
Southwest
Deal found 4/26$528
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 8/185:42 pm
ORD
-
HNL
1 stop11h 30m
Multiple Airlines
Thu 9/37:31 am
HNL
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 4/28$529
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 9/2012:40 pm
ORD
-
HNL
1 stop11h 41m
Delta
Fri 9/251:30 pm
HNL
-
ORD
2 stops14h 04m
Delta
Deal found 4/29$535
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 8/316:01 am
ORD
-
HNL
1 stop19h 25m
Multiple Airlines
Fri 9/47:40 am
HNL
-
ORD
1 stop11h 01m
Multiple Airlines
Deal found 4/26$536

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 May 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$494
(Delta)

One-way from

$237
(Delta)

Popular in

June

Cheapest in

January

Average price

$783

Good round-trip deal

$830 or less

Good one-way deal

$318 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. 13% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 1, 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

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 9/2

6:00 am-4:05 pm

2 stops15h 05m

Honolulu

Tue 9/8

1:30 pm-8:34 am

2 stops14h 04m

$505

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 9/22

6:00 am-10:56 pm

2 stops21h 56m

Honolulu

Wed 9/23

7:31 am-11:57 pm

1 stop11h 26m

$561

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 8/25

8:55 am-8:47 pm

2 stops16h 52m

Honolulu

Wed 9/2

4:05 pm-10:24 am

2 stops13h 19m

$573

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 8/18

9:30 am-8:47 pm

2 stops16h 17m

Honolulu

Mon 8/24

9:59 pm-6:01 pm

2 stops15h 02m

$636

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 10/15

7:35 am-4:12 pm

1 stop13h 37m

Honolulu

Mon 10/19

1:30 pm-10:28 am

2 stops15h 58m

$636

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 5/12

7:45 am-9:00 pm

2 stops18h 15m

Honolulu

Mon 5/18

8:55 pm-1:55 pm

1 stop12h 00m

$650

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 5/13

3:28 pm-11:57 pm

1 stop13h 29m

Honolulu

Fri 5/22

12:23 pm-11:55 pm

1 stop30h 32m

$696
Quickest round-trip

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 5/10

1:45 pm-9:00 pm

1 stop12h 15m

Honolulu

Sun 5/17

11:55 am-5:25 am

1 stop12h 30m

$704

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 5/12

8:50 am-5:32 pm

1 stop13h 42m

Honolulu

Sat 5/23

7:50 am-6:20 am

2 stops17h 30m

$706

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 9/10

3:52 pm-11:59 pm

1 stop13h 07m

Honolulu

Sun 9/13

8:00 am-6:22 am

2 stops17h 22m

$712

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 42 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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

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 41 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, September is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $232). Flying from Chicago to Honolulu in December is currently the most expensive (average of $2,088). 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 1, 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.

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 1, 2026.

The most flights from CHI to HNL are scheduled on a Thursday (3 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?

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 47% 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 0h 57m.

How often are flights from Chicago to Honolulu delayed?

About 18% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 198 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?

Thursday 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 14% of flights being delayed.

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.

Read more
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.

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 May 1, 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.
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,317 reviews
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,318 reviews
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,464 reviews
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,675 reviews
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,684 reviews
Southwest
8.0
Very good
4,317 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 15m. Fly via Delta 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 ($241), Hawaiian Airlines ($331), and United Airlines ($393) offers the cheapest pricing from Chicago to Honolulu. Delta is 68% 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), Delta ($211), and Alaska Airlines ($230).

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

    Before booking your flight to Honolulu from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (67%), Air New Zealand (67%), American Airlines( 47%).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $727 for a flight from Chicago to Honolulu. The cheapest flight overall is $270 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $475.

  • 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 San Francisco 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 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 $44 per day.

  • What are some popular points of interest to see during a layover in San Francisco?

    If you're on a layover in San Francisco and looking for things to do, consider visiting Fisherman's Wharf, Union Square, or Bill Graham Civic Auditorium. Fisherman's Wharf, Union Square, and Bill Graham Civic Auditorium are located about 13.0 mi, 11.6 mi, and 11.1 mi, respectively from San Francisco. Those on a layover in San Francisco in need of a rental car can book one at San Francisco for about $60.

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

    Chicago to Honolulu flights have a layover in Seattle 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, September is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $232). Flying from Chicago to Honolulu in December is currently the most expensive (average of $2,088). 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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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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$241Average$663FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$331Average$623FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$393Average$910FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$432Average$659FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$462Average$817FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$470Average$748FlexibilityNo cancel feeOn-time63%

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