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$181+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — ORD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Hawaii to Illinois

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

Round-trip from

$403
(American Airlines)

One-way from

$181
(American Airlines)

Popular in

July

Cheapest in

November

Average price

$618

Good round-trip deal

$280 or less

Good one-way deal

$327 or less
From Hawaii to Illinois
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One-way flight from Hawaii to Illinois
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Highest demand for flights based on searches. 13% potential increase in price ($110 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Hawaii to Illinois.
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Price to beat on a one-way flight from Hawaii to Illinois.
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Find 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 September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 10/27:40 pmLIH - ORD
1 stop10h 48mUnited Airlines
Mon 10/2012:53 pmORD - LIH
1 stop12h 02mUnited Airlines
Deal found 9/13$423
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 11/511:59 pmOGG - ORD
1 stop15h 56mAlaska Airlines
Sun 11/98:59 pmORD - OGG
1 stop29h 51mAlaska Airlines
Deal found 9/14$423
This Southwest deal was found by Cheapflights users on 9/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/229:05 pmHNL - MDW
1 stop12h 35mSouthwest
Mon 10/279:25 pmMDW - HNL
1 stop17h 55mSouthwest
Deal found 9/12$426
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:42 pmHNL - ORD
2 stops29h 18mMultiple Airlines
Tue 11/1111:00 amORD - HNL
1 stop28h 53mMultiple Airlines
Deal found 9/12$430
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:00 amHNL - ORD
1 stop12h 59mAmerican Airlines
Tue 11/115:00 amORD - HNL
1 stop14h 48mAmerican Airlines
Deal found 9/12$431
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:15 pmHNL - ORD
2 stops14h 15mDelta
Mon 10/277:10 amORD - HNL
1 stop11h 41mDelta
Deal found 9/12$436
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:20 pmHNL - ORD
2 stops13h 30mDelta
Tue 11/117:33 amORD - HNL
2 stops16h 42mDelta
Deal found 9/12$442
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/203:55 pmLIH - ORD
1 stop11h 06mAmerican Airlines
Sun 1/410:40 amORD - LIH
1 stop11h 59mAmerican Airlines
Deal found 9/13$451
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1410:31 pmHNL - ORD
1 stop13h 39mDelta
Tue 10/217:37 amORD - HNL
1 stop16h 32mDelta
Deal found 9/12$455
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Mon 10/272:50 pmHNL - ORD
1 stop10h 32mHawaiian Airlines
Mon 11/32:54 pmORD - HNL
1 stop25h 31mHawaiian Airlines
Deal found 9/13$464
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:00 amHNL - ORD
1 stop11h 24mHawaiian Airlines
Wed 11/510:00 amORD - HNL
1 stop14h 04mHawaiian Airlines
Deal found 9/13$467
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 12/811:18 pmOGG - STL
1 stop11h 09mAlaska Airlines
Mon 12/157:00 amSTL - OGG
2 stops20h 40mAlaska Airlines
Deal found 9/14$473

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 September 15, 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

Tue 3/3

9:48 am-5:04 am

2 stops15h 16m

Chicago O'Hare Intl

Wed 3/4

9:00 am-10:48 pm

1 stop17h 48m

$421

LihueChicago

LIH - ORD

LIHORD

Lihue

Thu 10/2

7:40 pm-11:28 am

1 stop10h 48m

Chicago O'Hare Intl

Mon 10/20

12:53 pm-7:55 pm

1 stop12h 02m

$423

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 11/5

11:59 pm-7:55 pm

1 stop15h 56m

Chicago O'Hare Intl

Sun 11/9

8:59 pm-10:50 pm

1 stop29h 51m

$423

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 11/6

2:20 pm-7:50 am

2 stops13h 30m

Chicago O'Hare Intl

Tue 11/11

7:33 am-8:15 pm

2 stops16h 42m

$442

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 2/11

6:00 am-11:10 pm

2 stops13h 10m

Chicago O'Hare Intl

Mon 2/16

9:00 am-10:48 pm

1 stop17h 48m

$447

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Sun 3/1

12:40 pm-5:04 am

1 stop12h 24m

Chicago O'Hare Intl

Tue 3/3

9:00 am-11:40 pm

2 stops18h 40m

$449

LihueChicago

LIH - ORD

LIHORD

Lihue

Sat 12/20

3:55 pm-7:01 am

1 stop11h 06m

Chicago O'Hare Intl

Sun 1/4

10:40 am-6:39 pm

1 stop11h 59m

$451

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Tue 10/14

10:31 pm-5:10 pm

1 stop13h 39m

Chicago O'Hare Intl

Tue 10/21

7:37 am-7:09 pm

1 stop16h 32m

$455

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Tue 12/23

4:45 pm-9:01 am

1 stop12h 16m

Chicago O'Hare Intl

Mon 1/12

7:00 am-3:29 pm

1 stop12h 29m

$475

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 1/31

11:20 pm-1:59 pm

1 stop10h 39m

Chicago O'Hare Intl

Sat 2/7

9:00 am-10:48 pm

1 stop17h 48m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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, August is the cheapest month in which you can book a flight from Hawaii to Illinois (average of $245). Flying from Hawaii to Illinois in March is currently the most expensive (average of $321). 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 September 15, 2025.

When flying from Hawaii to Illinois, 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 Hawaii to Illinois

Explore weekly flight availability from Hawaii to Illinois. 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 September 15, 2025.

The most flights from USHI to USIL are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

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 September 15, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 48m. Fly via Alaska Airlines, United Airlines, or Delta to get the fastest option. The distance from Hawaii to Illinois is about 4280 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 American Airlines ($181), Alaska Airlines ($201), and Hawaiian Airlines ($212).

  • 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, August is the cheapest month in which you can book a flight from Hawaii to Illinois (average of $245). Flying from Hawaii to Illinois in March is currently the most expensive (average of $321). 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.

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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.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$626FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$743FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$399Average$730FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$429Average$836FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$458Average$764FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$617Average$788FlexibilityNo cancel feeOn-time63%

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