Illinois

$172+ Cheap flights from Hawaii to Illinois

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — ORD
Jan 15 — Jan 221
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Cheap flight deals from Hawaii to Illinois

Cheapest flights from Hawaii to Illinois
Explore the most affordable flight options available from Hawaii to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This American Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/289:45 pmLIH - ORD
1 stop12h 39mAmerican Airlines
Sun 1/48:15 amORD - LIH
1 stop14h 24mAmerican Airlines
Deal found 12/14$423
This Alaska Airlines deal was found by Cheapflights users on 12/14. 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 12/2411:28 pmHNL - ORD
1 stop16h 34mMultiple Airlines
Sun 1/113:44 pmORD - HNL
1 stop25h 04mMultiple Airlines
Deal found 12/14$486
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/2411:48 pmHNL - ORD
1 stop26h 17mMultiple Airlines
Sun 1/410:49 pmORD - HNL
2 stops53h 59mMultiple Airlines
Deal found 12/15$487
This Alaska Airlines deal was found by Cheapflights users on 12/14. 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 12/149:00 pmLIH - ORD
2 stops13h 09mMultiple Airlines
Mon 12/158:59 pmORD - LIH
2 stops23h 28mMultiple Airlines
Deal found 12/14$494
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Thu 12/252:18 pmHNL - ORD
1 stop11h 47mMultiple Airlines
Sun 1/410:49 pmORD - HNL
2 stops53h 59mMultiple Airlines
Deal found 12/15$506
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/312:29 pmLIH - ORD
1 stop10h 58mUnited Airlines
Sun 1/48:45 amORD - LIH
1 stop12h 19mUnited Airlines
Deal found 12/15$514
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:00 pmHNL - ORD
Nonstop7h 57mAmerican Airlines
Mon 1/1210:00 amORD - HNL
Nonstop9h 21mAmerican Airlines
Deal found 12/16$551
This Alaska Airlines deal was found by Cheapflights users on 12/15. 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 12/238:13 amHNL - ORD
1 stop31h 49mMultiple Airlines
Mon 1/129:00 amORD - HNL
1 stop13h 53mMultiple Airlines
Deal found 12/15$553
This Delta deal was found by Cheapflights users on 12/14. 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 12/2810:43 pmLIH - ORD
2 stops15h 17mDelta
Sun 1/47:25 amORD - LIH
2 stops16h 29mDelta
Deal found 12/14$554
This Delta deal was found by Cheapflights users on 12/15. 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 12/238:10 amHNL - ORD
1 stop11h 49mDelta
Mon 1/126:50 amORD - HNL
2 stops18h 38mDelta
Deal found 12/15$576
This Delta deal was found by Cheapflights users on 12/16. 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.
Sat 12/276:30 pmHNL - STL
1 stop13h 51mDelta
Thu 1/86:35 amSTL - HNL
1 stop12h 49mDelta
Deal found 12/16$598
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/308:00 amOGG - STL
1 stop10h 30mUnited Airlines
Sat 1/36:30 amSTL - OGG
1 stop12h 14mUnited Airlines
Deal found 12/14$611

Find flight deals from Hawaii to Illinois

Keep the following information in mind while searching for Hawaii to Illinois flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$361
(Kiwi.com)

One-way from

$172
(Alaska Airlines)

Popular in

July

Cheapest in

September

Average price

$741

Good round-trip deal

$554 or less

Good one-way deal

$292 or less
Provider with most accurate pricing for Honolulu-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Honolulu-Chicago (CHI) flights.
From Hawaii to Illinois
One-way flight from Hawaii to Illinois
Highest demand for flights based on searches. 11% potential increase in price ($95 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Hawaii to Illinois.
Price to beat on a one-way flight from Hawaii to Illinois.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hawaii to Illinois 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 December 16, 2025.
Use the filters below to find and compare flights from Hawaii to Illinois that are best for you.

Fly from

Hawaii

Fly to

Illinois

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 1/15

11:59 pm-2:29 pm

1 stop10h 30m

Chicago O'Hare Intl

Mon 1/19

9:00 am-10:59 pm

1 stop17h 59m

$361

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 1/15

9:00 pm-2:29 pm

2 stops13h 29m

Chicago O'Hare Intl

Mon 1/19

9:00 am-10:59 pm

1 stop17h 59m

$388

LihueChicago

LIH - ORD

LIHORD

Lihue

Fri 2/6

1:39 pm-2:29 pm

2 stops20h 50m

Chicago O'Hare Intl

Mon 2/9

3:44 pm-1:03 pm

1 stop25h 19m

$389

LihueChicago

LIH - ORD

LIHORD

Lihue

Fri 2/6

10:25 am-2:29 pm

1 stop24h 04m

Chicago O'Hare Intl

Mon 2/9

3:44 pm-1:03 pm

1 stop25h 19m

$392

LihueChicago

LIH - ORD

LIHORD

Lihue

Wed 1/21

9:00 pm-2:38 pm

2 stops13h 38m

Chicago O'Hare Intl

Sun 1/25

3:44 pm-1:45 pm

1 stop26h 01m

$397

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 1/14

2:51 pm-2:29 pm

1 stop19h 38m

Chicago O'Hare Intl

Wed 2/4

9:00 am-6:26 am

2 stops25h 26m

$399

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 1/28

11:16 pm-2:29 pm

1 stop11h 13m

Chicago O'Hare Intl

Tue 2/3

9:00 am-6:53 pm

1 stop13h 53m

$411

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 1/14

2:51 pm-2:29 pm

1 stop19h 38m

Chicago O'Hare Intl

Sun 1/18

3:44 pm-3:57 pm

1 stop28h 13m

$413

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 1/14

2:51 pm-11:37 pm

1 stop28h 46m

Chicago O'Hare Intl

Wed 2/4

8:00 am-9:30 pm

1 stop17h 30m

$413

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Fri 1/23

7:00 am-11:59 pm

1 stop12h 59m

Lambert-St Louis

Mon 1/26

6:00 am-4:27 pm

1 stop14h 27m

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 60 results
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Best time to book a flight from Hawaii to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Hawaii 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 Hawaii to Illinois

What is the cheapest month to book a flight from Hawaii to Illinois?

Currently, November is the cheapest month in which you can book a flight from Hawaii to Illinois (average of $222). Flying from Hawaii to Illinois in July is currently the most expensive (average of $689). 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 HI to IL?

Find hourly flight availability from Hawaii to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

It’s typically best to fly out from Hawaii to Illinois in the morning. Doing so could potentially save you 40% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Hawaii to Illinois?

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

Travelers seeking maximum savings on their Hawaii to Illinois flight should consider departing on Friday mornings 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.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated December 16, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Hawaii to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Food

7.1

Entertainment

7.0

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Hawaii to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Hawaii to Illinois?

    There are many flights that can get you from Hawaii to Illinois in 10h 30m. Fly via Alaska Airlines, American Airlines, or United Airlines to get the fastest option. The distance from Hawaii to Illinois is about 4175 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Hawaii to Illinois one-way?

    The cheapest airlines for a one-way flight from Hawaii to Illinois are Southwest ($146), Hawaiian Airlines ($202), and American Airlines ($210).

  • Can I find deals for flights from Hawaii to Illinois that include hotel bookings?

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

  • How can I find direct flights from Hawaii to Illinois?

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

  • Can I find deals for business class flights from Hawaii to Illinois?

    Yes. Cheapflights offers flight deals from Hawaii to Illinois 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 Hawaii to Illinois?

    Currently, November is the cheapest month in which you can book a flight from Hawaii to Illinois (average of $222). Flying from Hawaii to Illinois in July is currently the most expensive (average of $689). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hawaii to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Hawaii to Illinois

Discover the top 6 airlines that operate flights from Hawaii to Illinois. 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$305Average$620FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$743FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$424Average$867FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$455Average$719FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$468Average$797FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$581Average$775FlexibilityNo cancel feeOn-time63%

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