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$267+ Cheap flights from Honolulu (HNL) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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1. Tell us where you want to go
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The best prices from Honolulu to Chicago are usually found in October or September, booked 39 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Honolulu to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Honolulu (HNL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$437
(American Airlines)

One-way from

$267
(Alaska Airlines)

Popular in

June

Cheapest in

October

Average price

$804

Good round-trip deal

$691 or less

Good one-way deal

$409 or less
Provider with most accurate pricing for Honolulu-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Honolulu-Chicago (CHI) flights.
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From Honolulu to Chicago (CHI)
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One-way flight from Honolulu to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($130 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
Search Deals
Price to beat on a round-trip flight from Honolulu to Chicago (CHI).
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Price to beat on a one-way flight from Honolulu to Chicago (CHI).
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Find flight deals from Honolulu to Chicago

Cheapest flights from Honolulu to Chicago
Explore the most affordable flight options available from Honolulu to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/207:05 amHNL - ORD
1 stop12h 52mAmerican Airlines
Wed 3/52:13 pmORD - HNL
1 stop12h 28mAmerican Airlines
Deal found 1/20$437
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/201:55 pmHNL - ORD
1 stop11h 33mMultiple Airlines
Wed 3/53:31 pmORD - HNL
2 stops26h 24mMultiple Airlines
Deal found 1/20$449
This Delta deal was found by Cheapflights users on 1/20. 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 2/1811:25 pmHNL - ORD
2 stops15h 00mDelta
Thu 2/272:10 pmORD - HNL
1 stop11h 51mDelta
Deal found 1/20$450
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/209:40 pmHNL - MDW
2 stops22h 37mMultiple Airlines
Wed 3/57:05 amMDW - HNL
2 stops19h 36mMultiple Airlines
Deal found 1/20$454
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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 2/1711:30 amHNL - ORD
1 stop21h 34mAlaska Airlines
Mon 2/247:00 pmORD - HNL
1 stop21h 59mAlaska Airlines
Deal found 1/19$518
This Delta deal was found by Cheapflights users on 1/20. 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 2/136:40 pmHNL - MDW
2 stops14h 25mDelta
Mon 2/1710:19 amMDW - HNL
2 stops15h 37mDelta
Deal found 1/20$529
This Southwest deal was found by Cheapflights users on 1/20. 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.
Tue 3/117:00 amHNL - ORD
2 stops23h 50mSouthwest
Tue 3/186:00 amORD - HNL
1 stop11h 40mSouthwest
Deal found 1/20$598
This Southwest deal was found by Cheapflights users on 1/20. 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 2/38:20 amHNL - MDW
1 stop10h 20mSouthwest
Fri 2/79:25 pmMDW - HNL
1 stop17h 55mSouthwest
Deal found 1/20$623
This United deal was found by Cheapflights users on 1/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/311:30 pmHNL - ORD
2 stops16h 52mUnited Airlines
Fri 11/76:15 amORD - HNL
1 stop14h 55mUnited Airlines
Deal found 1/21$648
This Hawaiian Airlines deal was found by Cheapflights users on 1/20. 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.
Sun 7/2710:40 amHNL - ORD
1 stop13h 24mHawaiian Airlines
Mon 8/47:00 amORD - HNL
1 stop11h 45mHawaiian Airlines
Deal found 1/20$883
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/253:40 pmHNL - RFD
1 stop16h 14mMultiple Airlines
Sun 2/212:44 pmRFD - HNL
1 stop13h 21mMultiple Airlines
Deal found 1/20$1,201

Find flights from Honolulu to Chicago within your budget

Customize your flight search to find flights from Honolulu to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 2/20

7:05 am-11:57 pm

1 stop12h 52m

Chicago O'Hare Intl

Wed 3/5

2:13 pm-10:41 pm

1 stop12h 28m

$437

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Tue 2/18

11:25 pm-6:25 pm

2 stops15h 00m

Chicago O'Hare Intl

Wed 2/26

2:10 pm-10:01 pm

1 stop11h 51m

$439

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 2/20

1:55 pm-5:28 am

1 stop11h 33m

Chicago O'Hare Intl

Wed 3/5

3:31 pm-1:55 pm

2 stops26h 24m

$449

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 2/20

9:40 pm-12:17 am

2 stops22h 37m

Chicago Midway

Wed 3/5

7:05 am-10:41 pm

2 stops19h 36m

$454

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Mon 2/17

11:30 am-1:04 pm

1 stop21h 34m

Chicago O'Hare Intl

Mon 2/24

7:00 pm-12:59 pm

1 stop21h 59m

$518

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 2/13

6:40 pm-1:05 pm

2 stops14h 25m

Chicago Midway

Mon 2/17

10:19 am-9:56 pm

2 stops15h 37m

$529

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Tue 3/11

7:00 am-11:50 am

2 stops23h 50m

Chicago O'Hare Intl

Tue 3/18

6:00 am-12:40 pm

1 stop11h 40m

$598

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Mon 2/3

8:20 am-10:40 pm

1 stop10h 20m

Chicago Midway

Fri 2/7

9:25 pm-11:20 am

1 stop17h 55m

$623

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Mon 5/5

9:40 pm-7:34 pm

2 stops16h 54m

Chicago O'Hare Intl

Thu 5/8

6:30 am-4:36 pm

1 stop15h 06m

$690

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Fri 5/30

11:55 pm-4:58 pm

1 stop12h 03m

Chicago O'Hare Intl

Sun 6/15

10:00 am-6:50 pm

1 stop13h 50m

$1,228

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 20 results
1
2

Compare providers for flights from Honolulu to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Honolulu to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Honolulu-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Honolulu-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Honolulu-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Honolulu-Chicago flights, Cheapflights users trust 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 Honolulu-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Honolulu to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Honolulu with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Honolulu to Chicago

Get recent, data-driven insights about flights from Honolulu to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Honolulu to Chicago. Price data was last updated on January 17, 2025.

The price you pay for your flight from Honolulu to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 39 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Honolulu to Chicago (average of $245). Flying from Honolulu to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HNL to CHI?

Find hourly flight availability from Honolulu to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Honolulu to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 36% versus a flight in the afternoon.

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

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

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

Weekly flight availability from Honolulu to Chicago

Explore weekly flight availability from Honolulu to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from HNL to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 21, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, United Airlines and Southwest from Honolulu to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Hawaiian Airlines
7.9
Good
2,333 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Honolulu to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Honolulu to Chicago?

    Located just 4.4 mi from the city center, Honolulu is the airport most travelers will use when flying to Chicago from Honolulu. Booking flights from Honolulu (HNL) to Chicago should be relatively easy as there are 3 daily outbound flights to Chicago from 4 different airlines.

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

    According to our current data, American Airlines ($437), Delta ($439), and Alaska Airlines ($478) offers the cheapest pricing from Honolulu to Chicago. American Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

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

    One-way options have recently been found by users for as low as $267 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $272 and American Airlines from $302 one-way.

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

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

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

    Consider Avianca (95%), Air New Zealand (95%) or United Airlines (91%) when booking your flight. These represent the most reliable airlines when flying from Honolulu to Chicago.

  • What are the cheapest flights from Honolulu to Chicago?

    Looking at all options, your cheapest flight can be booked for $279. While the most popular route (Honolulu - Chicago O'Hare Intl) can be booked for $437 on average our data indicates $1,583 when flying from Honolulu to Chicago.

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

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

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

    If you're on a layover in Los Angeles and looking for things to do, consider visiting Hollywood Bowl, Hollywood Walk of Fame, or L.A. Live. Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live can be accessed by traveling approximately 12.5 mi, 11.7 mi, and 10.8 mi, respectively from Los Angeles. Those looking to explore during their layover in Los Angeles can rent a car from Los Angeles for about $41 per day.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Honolulu to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from Honolulu to Chicago (average of $245). Flying from Honolulu to Chicago in March is currently the most expensive (average of $320). 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 4 airlines flying from Honolulu to Chicago

Discover the top 4 airlines that operate flights from Honolulu to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$782FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$421Average$723FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$458Average$737FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$786Average$1,083FlexibilityNo cancel feeOn-time69%
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