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$189+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — ORD
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$408
(Alaska Airlines)

One-way from

$189
(Alaska Airlines)

Popular in

July

Cheapest in

November

Average price

$873

Good round-trip deal

$779 or less

Good one-way deal

$375 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. 11% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/89:55 pmKOA - ORD
1 stop13h 03mAmerican Airlines
Sun 9/146:55 amORD - KOA
1 stop11h 47mAmerican Airlines
Deal found 7/29$409
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 8/274:09 pmHNL - STL
1 stop11h 27mDelta
Wed 9/36:00 amSTL - HNL
1 stop12h 38mDelta
Deal found 7/30$409
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:00 amHNL - MDW
1 stop13h 30mSouthwest
Sun 11/97:45 amMDW - HNL
1 stop12h 30mSouthwest
Deal found 7/29$409
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/1411:00 pmOGG - STL
1 stop10h 40mAmerican Airlines
Sun 11/165:17 amSTL - OGG
1 stop14h 03mAmerican Airlines
Deal found 7/30$409
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 11/56:49 amLIH - ORD
2 stops13h 10mAlaska Airlines
Wed 11/1210:00 amORD - LIH
1 stop16h 25mAlaska Airlines
Deal found 7/30$414
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 8/277:55 pmHNL - STL
1 stop13h 31mUnited Airlines
Wed 9/311:05 amSTL - HNL
2 stops13h 44mUnited Airlines
Deal found 7/30$414
This United Airlines deal was found by Cheapflights users on 7/30. 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 11/142:06 pmOGG - STL
2 stops16h 33mUnited Airlines
Sun 11/169:00 amSTL - OGG
1 stop11h 36mUnited Airlines
Deal found 7/30$414
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 8/288:00 amKOA - STL
1 stop10h 59mAlaska Airlines
Mon 9/83:35 pmSTL - KOA
1 stop11h 34mAlaska Airlines
Deal found 7/31$415
This Delta deal was found by Cheapflights users on 7/31. 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 9/219:30 pmKOA - ORD
1 stop10h 50mDelta
Thu 9/257:10 amORD - KOA
1 stop15h 19mDelta
Deal found 7/31$423
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/221:44 pmLIH - ORD
1 stop11h 17mAmerican Airlines
Thu 9/256:00 amORD - LIH
1 stop11h 14mAmerican Airlines
Deal found 7/29$423
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 9/39:42 pmHNL - ORD
1 stop13h 16mAmerican Airlines
Sun 9/79:50 amORD - HNL
1 stop13h 04mAmerican Airlines
Deal found 7/30$423
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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 9/86:00 pmKOA - ORD
2 stops14h 11mAlaska Airlines
Sun 9/146:20 amORD - KOA
2 stops14h 31mAlaska Airlines
Deal found 7/31$429

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 July 31, 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

Thu 1/15

12:00 pm-1:59 pm

1 stop21h 59m

Chicago O'Hare Intl

Wed 1/21

2:59 pm-2:46 pm

1 stop27h 47m

$408

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Mon 9/8

9:55 pm-3:58 pm

1 stop13h 03m

Chicago O'Hare Intl

Sun 9/14

6:55 am-1:42 pm

1 stop11h 47m

$409

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Wed 8/27

4:09 pm-8:36 am

1 stop11h 27m

Lambert-St Louis

Wed 9/3

6:00 am-1:38 pm

1 stop12h 38m

$409

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 11/6

8:00 am-1:30 am

1 stop13h 30m

Chicago Midway

Sun 11/9

7:45 am-4:15 pm

1 stop12h 30m

$409

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Wed 8/27

7:55 pm-2:26 pm

1 stop13h 31m

Lambert-St Louis

Wed 9/3

11:05 am-7:49 pm

2 stops13h 44m

$414

LihueChicago

LIH - ORD

LIHORD

Lihue

Wed 11/5

6:49 am-11:59 pm

2 stops13h 10m

Chicago O'Hare Intl

Wed 11/12

10:00 am-10:25 pm

1 stop16h 25m

$414

Kailua-KonaSt. Louis

KOA - STL

KOASTL

Kona Intl

Thu 8/28

8:00 am-11:59 pm

1 stop10h 59m

Lambert-St Louis

Mon 9/8

3:35 pm-10:09 pm

1 stop11h 34m

$415

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Sun 9/21

9:30 pm-1:20 pm

1 stop10h 50m

Chicago O'Hare Intl

Thu 9/25

7:10 am-5:29 pm

1 stop15h 19m

$423

LihueChicago

LIH - ORD

LIHORD

Lihue

Mon 9/22

1:44 pm-6:01 am

1 stop11h 17m

Chicago O'Hare Intl

Thu 9/25

6:00 am-12:14 pm

1 stop11h 14m

$423

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 9/3

9:42 pm-3:58 pm

1 stop13h 16m

Chicago O'Hare Intl

Sun 9/7

9:50 am-5:54 pm

1 stop13h 04m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, 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 July 31, 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 July 31, 2025.

The most flights from USHI to USIL 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).

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 July 31, 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

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • 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 ($189), American Airlines ($205), and Southwest ($205).

  • 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.

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$586FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$746FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$349Average$622FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$429Average$856FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$457Average$769FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$606Average$781FlexibilityNo cancel feeOn-time63%

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