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$180+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/44:06 pmHNL - ORD
1 stop28h 07mMultiple Airlines
Wed 12/109:06 pmORD - HNL
2 stops21h 55mMultiple Airlines
Deal found 10/30$417
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Sun 12/72:11 pmHNL - ORD
1 stop11h 54mMultiple Airlines
Wed 12/109:06 pmORD - HNL
2 stops21h 55mMultiple Airlines
Deal found 10/30$418
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/129:40 pmLIH - ORD
1 stop11h 54mDelta
Tue 11/187:20 amORD - LIH
2 stops16h 44mDelta
Deal found 10/29$436
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:15 pmLIH - ORD
1 stop12h 14mUnited Airlines
Tue 11/187:10 amORD - LIH
1 stop13h 48mUnited Airlines
Deal found 10/29$443
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 11/143:20 pmLIH - ORD
2 stops17h 49mAlaska Airlines
Tue 11/1810:00 amORD - LIH
1 stop16h 25mAlaska Airlines
Deal found 10/30$449
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/202:42 pmOGG - ORD
2 stops35h 43mMultiple Airlines
Tue 12/28:18 pmORD - OGG
1 stop20h 01mMultiple Airlines
Deal found 10/29$450
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 11/310:39 pmLIH - ORD
1 stop13h 03mAmerican Airlines
Thu 11/136:00 amORD - LIH
1 stop11h 18mAmerican Airlines
Deal found 10/30$460
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 11/142:20 pmKOA - STL
2 stops16h 19mUnited Airlines
Tue 11/189:00 amSTL - KOA
1 stop11h 18mUnited Airlines
Deal found 10/30$467
This Delta deal was found by Cheapflights users on 10/30. 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 11/310:40 pmLIH - ORD
2 stops16h 01mDelta
Thu 11/137:47 amORD - LIH
1 stop16h 17mDelta
Deal found 10/30$471
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:48 pmHNL - ORD
2 stops44h 24mMultiple Airlines
Wed 1/77:44 pmORD - HNL
1 stop19h 27mMultiple Airlines
Deal found 10/27$482
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:00 amHNL - ORD
1 stop18h 25mMultiple Airlines
Mon 12/89:06 pmORD - HNL
2 stops20h 33mMultiple Airlines
Deal found 10/28$488
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 12/2311:28 pmHNL - ORD
1 stop11h 09mAlaska Airlines
Mon 1/126:06 pmORD - HNL
1 stop21h 05mAlaska Airlines
Deal found 10/28$490

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$399
(Alaska Airlines)

One-way from

$180
(Kiwi.com)

Popular in

July

Cheapest in

October

Average price

$553

Good round-trip deal

$350 or less

Good one-way deal

$305 or less
Provider with most accurate pricing for Honolulu-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Honolulu-Chicago (CHI) flights.
Search Deals
From Hawaii to Illinois
Search Deals
One-way flight from Hawaii to Illinois
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Hawaii to Illinois.
Search Deals
Price to beat on a one-way flight from Hawaii to Illinois.
Search Deals

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 October 30, 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

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 3/3

6:00 am-11:10 pm

2 stops13h 10m

Chicago O'Hare Intl

Wed 3/4

2:59 pm-2:46 pm

1 stop27h 47m

$389

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 3/3

2:10 pm-5:04 am

1 stop10h 54m

Chicago O'Hare Intl

Wed 3/4

9:00 am-10:48 pm

1 stop17h 48m

$417

LihueChicago

LIH - ORD

LIHORD

Lihue

Wed 11/12

9:40 pm-1:34 pm

1 stop11h 54m

Chicago O'Hare Intl

Tue 11/18

7:20 am-8:04 pm

2 stops16h 44m

$436

LihueChicago

LIH - ORD

LIHORD

Lihue

Fri 11/14

2:15 pm-6:29 am

1 stop12h 14m

Chicago O'Hare Intl

Tue 11/18

7:10 am-4:58 pm

1 stop13h 48m

$443

LihueChicago

LIH - ORD

LIHORD

Lihue

Fri 11/14

3:20 pm-1:09 pm

2 stops17h 49m

Chicago O'Hare Intl

Tue 11/18

10:00 am-10:25 pm

1 stop16h 25m

$449

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 11/20

2:42 pm-6:25 am

2 stops35h 43m

Chicago O'Hare Intl

Tue 12/2

8:18 pm-12:19 pm

1 stop20h 01m

$450

Kailua-KonaSt. Louis

KOA - STL

KOASTL

Kona Intl

Fri 11/14

2:20 pm-10:39 am

2 stops16h 19m

Lambert-St Louis

Tue 11/18

9:00 am-4:18 pm

1 stop11h 18m

$467

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Tue 12/23

11:28 pm-2:37 pm

1 stop11h 09m

Chicago O'Hare Intl

Mon 1/12

6:06 pm-11:11 am

1 stop21h 05m

$490

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 11/20

9:18 am-5:01 am

2 stops15h 43m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-11:40 pm

1 stop30h 41m

$496

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Thu 11/20

2:19 pm-8:55 am

2 stops14h 36m

Lambert-St Louis

Tue 11/25

6:00 am-3:25 pm

1 stop13h 25m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 $220). Flying from Hawaii to Illinois in July is currently the most expensive (average of $658). 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 October 30, 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 October 30, 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
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 11h 54m. Fly via Alaska Airlines, Delta, or United Airlines 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 Alaska Airlines ($192), American Airlines ($216), and Delta ($221).

  • 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 $220). Flying from Hawaii to Illinois in July is currently the most expensive (average of $658). 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 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$218Average$640FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$743FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$429Average$729FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$432Average$851FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$467Average$811FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$516Average$771FlexibilityNo cancel feeOn-time63%

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