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$182+ Cheap flights from Illinois to Hawaii

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HNL
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Illinois to Hawaii

Cheapest flights from Illinois to Hawaii
Explore the most affordable flight options available from Illinois to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/13. 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 12/238:45 amORD - LIH
1 stop12h 19mUnited Airlines
Mon 12/299:35 pmLIH - ORD
1 stop10h 41mUnited Airlines
Deal found 12/13$453
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/147:10 amORD - LIH
1 stop13h 48mUnited Airlines
Sat 12/208:30 pmLIH - ORD
1 stop12h 49mUnited Airlines
Deal found 12/13$483
This Alaska Airlines deal was found by Cheapflights users on 12/13. 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 12/1510:00 amORD - HNL
1 stop13h 05mMultiple Airlines
Thu 1/1512:58 pmHNL - ORD
1 stop21h 31mMultiple Airlines
Deal found 12/13$510
This Alaska Airlines deal was found by Cheapflights users on 12/13. 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 12/178:00 amORD - LIH
1 stop18h 25mMultiple Airlines
Fri 1/166:47 amLIH - ORD
2 stops12h 50mMultiple Airlines
Deal found 12/13$537
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/136:17 pmORD - LIH
1 stop23h 07mAmerican Airlines
Wed 12/1710:44 pmLIH - ORD
1 stop12h 20mAmerican Airlines
Deal found 12/13$540
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/258:39 amORD - HNL
1 stop16h 52mMultiple Airlines
Thu 1/111:28 pmHNL - ORD
1 stop16h 34mMultiple Airlines
Deal found 12/13$563
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1610:00 amORD - HNL
1 stop13h 05mMultiple Airlines
Wed 12/2411:28 pmHNL - ORD
1 stop16h 34mMultiple Airlines
Deal found 12/14$573
This Delta deal was found by Cheapflights users on 12/13. 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 12/157:20 amORD - HNL
2 stops18h 28mDelta
Thu 1/155:15 pmHNL - ORD
2 stops15h 53mDelta
Deal found 12/13$581
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.
Thu 12/186:15 amSTL - OGG
2 stops18h 03mDelta
Sun 12/215:10 pmOGG - STL
1 stop11h 48mDelta
Deal found 12/14$586
This Alaska Airlines deal was found by Cheapflights users on 12/13. 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 12/168:00 amORD - HNL
1 stop15h 05mMultiple Airlines
Thu 12/251:19 pmHNL - ORD
1 stop13h 10mMultiple Airlines
Deal found 12/13$597
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/1410:10 pmORD - LIH
1 stop19h 14mAmerican Airlines
Sun 12/219:45 pmLIH - ORD
1 stop12h 39mAmerican Airlines
Deal found 12/13$601
This Southwest deal was found by Cheapflights users on 12/13. 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 12/315:25 amMDW - OGG
1 stop11h 40mSouthwest
Tue 1/139:25 pmOGG - MDW
1 stop11h 45mSouthwest
Deal found 12/13$612

Find flight deals from Illinois to Hawaii

Keep the following information in mind while searching for Illinois to Hawaii flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$374
(Delta)

One-way from

$182
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$898

Good round-trip deal

$655 or less

Good one-way deal

$386 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 Illinois to Hawaii
Search Deals
One-way flight from Illinois to Hawaii
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Hawaii.
Search Deals
Price to beat on a one-way flight from Illinois to Hawaii.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Hawaii 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 15, 2025.
Use the filters below to find and compare flights from Illinois to Hawaii that are best for you.

Fly from

Illinois

Fly to

Hawaii

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 2/24

3:07 pm-12:47 pm

1 stop25h 40m

Lihue

Tue 3/3

4:50 pm-11:59 pm

1 stop27h 09m

$383

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 1/20

9:00 am-1:03 pm

1 stop32h 03m

Lihue

Tue 1/27

6:47 am-11:37 pm

2 stops12h 50m

$389

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 2/25

3:07 pm-1:49 pm

2 stops26h 42m

Lihue

Tue 3/3

4:50 pm-11:59 pm

1 stop27h 09m

$389

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 2/4

9:00 am-6:26 am

2 stops25h 26m

Kona Intl

Mon 2/9

2:24 pm-2:29 pm

1 stop20h 05m

$390

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 2/24

8:20 am-12:47 pm

1 stop32h 27m

Lihue

Wed 3/4

4:50 pm-11:59 pm

1 stop27h 09m

$393

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 1/21

9:00 am-6:26 am

2 stops25h 26m

Kona Intl

Mon 1/26

1:43 pm-2:29 pm

2 stops20h 46m

$395

St. LouisKailua-Kona

STL - KOA

STLKOA

Lambert-St Louis

Mon 2/23

7:00 am-3:51 pm

1 stop12h 51m

Kona Intl

Tue 3/10

8:55 pm-5:07 pm

2 stops15h 12m

$398

St. LouisKailua-Kona

STL - KOA

STLKOA

Lambert-St Louis

Mon 2/2

6:40 am-3:51 pm

1 stop13h 11m

Kona Intl

Thu 2/12

8:59 pm-5:48 pm

2 stops16h 49m

$398

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 3/3

3:07 pm-3:53 pm

1 stop28h 46m

Kona Intl

Mon 3/9

6:56 pm-2:58 pm

2 stops15h 02m

$399

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 2/3

3:44 pm-3:27 pm

1 stop27h 43m

Kona Intl

Tue 2/10

9:00 pm-2:29 pm

2 stops13h 29m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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

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

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

Currently, September is the cheapest month in which you can book a flight from Illinois to Hawaii (average of $231). Flying from Illinois to Hawaii in July is currently the most expensive (average of $545). 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 IL to HI?

Find hourly flight availability from Illinois to Hawaii. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

It’s typically best to fly out from Illinois to Hawaii in the evening. Doing so could potentially save you 23% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

Travelers seeking maximum savings on their Illinois to Hawaii 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.

Reviews of airlines servicing Hawaii

Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated December 15, 2025.
Read through reviews of airlines operating flights from Illinois to Hawaii, such as Alaska Airlines, Southwest, and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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.
Alaska Airlines
8.0
Very good
11,451 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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.
Southwest
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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.
United Airlines
7.4
Good
9,092 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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.
American Airlines
7.2
Good
11,052 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Food

7.1

Overall

8.0

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 Illinois to Hawaii. 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 Illinois to Hawaii?

    Airlines like Alaska Airlines, Delta, and American Airlines fly from Illinois to Hawaii in about 11h 59m. The time it takes to get you to your destination can typically vary by up to 13h 41m. Airlines will cover a distance of 4056 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $173 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $190 and $202, respectively.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Illinois to Hawaii (average of $231). Flying from Illinois to Hawaii in July is currently the most expensive (average of $545). 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 Illinois to Hawaii

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Illinois to Hawaii

Discover the top 6 airlines that operate flights from Illinois to Hawaii. 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 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$231Average$636FlexibilityNo cancel feeOn-time85%
DeltaCheapest$311Average$580FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$388Average$942FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$400Average$704FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$443Average$1,091FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$568Average$775FlexibilityNo cancel feeOn-time63%

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