Hawaii

$181+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HNL
Oct 11 — Oct 181
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Cheap flight deals from Illinois to Hawaii

Keep the following information in mind while searching for Illinois to Hawaii flight deals. Data was last updated September 11, 2025.

Round-trip from

$398
(Alaska Airlines)

One-way from

$181
(Southwest)

Popular in

December

Cheapest in

October

Average price

$650

Good round-trip deal

$828 or less

Good one-way deal

$386 or less
From Illinois to Hawaii
One-way flight from Illinois to Hawaii
Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Illinois to Hawaii.
Price to beat on a one-way flight from Illinois to Hawaii.

Find 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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/279:00 amSTL - HNL
1 stop11h 33mUnited Airlines
Tue 11/188:45 pmHNL - STL
1 stop11h 54mUnited Airlines
Deal found 9/9$403
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/49:00 amSTL - OGG
1 stop11h 36mUnited Airlines
Thu 11/138:42 pmOGG - STL
1 stop11h 57mUnited Airlines
Deal found 9/10$403
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/275:11 amSTL - HNL
2 stops13h 42mAmerican Airlines
Tue 11/410:55 pmHNL - STL
1 stop10h 45mAmerican Airlines
Deal found 9/10$409
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/47:00 amSTL - OGG
1 stop12h 18mAmerican Airlines
Thu 11/132:46 pmOGG - STL
2 stops13h 23mAmerican Airlines
Deal found 9/10$409
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 12/33:05 pmORD - LIH
1 stop26h 48mAlaska Airlines
Wed 12/1011:25 pmLIH - ORD
1 stop13h 30mAlaska Airlines
Deal found 9/9$411
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:15 amORD - LIH
2 stops15h 15mAlaska Airlines
Mon 12/811:25 pmLIH - ORD
1 stop11h 14mAlaska Airlines
Deal found 9/9$413
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/275:11 amSTL - HNL
2 stops13h 42mAmerican Airlines
Tue 11/1810:45 pmHNL - STL
2 stops12h 44mAmerican Airlines
Deal found 9/9$414
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 12/39:15 amORD - LIH
1 stop32h 38mAlaska Airlines
Fri 12/56:48 amLIH - ORD
2 stops13h 02mAlaska Airlines
Deal found 9/9$416
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 12/37:59 pmORD - LIH
2 stops30h 24mAlaska Airlines
Mon 12/87:59 pmLIH - ORD
2 stops18h 55mAlaska Airlines
Deal found 9/9$421
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 12/37:59 pmORD - LIH
2 stops28h 31mAlaska Airlines
Thu 12/117:59 pmLIH - ORD
2 stops14h 10mAlaska Airlines
Deal found 9/9$422
This Delta deal was found by Cheapflights users on 9/11. 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 10/297:37 amORD - LIH
1 stop16h 28mDelta
Tue 11/189:29 pmLIH - ORD
1 stop15h 49mDelta
Deal found 9/11$423
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 12/63:05 pmORD - LIH
1 stop26h 48mAlaska Airlines
Tue 12/96:54 pmLIH - ORD
2 stops20h 00mAlaska Airlines
Deal found 9/9$427

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 September 11, 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

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Tue 11/4

9:00 am-4:36 pm

1 stop11h 36m

Kahului

Thu 11/13

8:42 pm-12:39 pm

1 stop11h 57m

$403

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 11/5

9:00 am-4:36 pm

1 stop11h 36m

Kahului

Fri 11/14

8:42 pm-12:39 pm

1 stop11h 57m

$403

St. LouisHonolulu

STL - HNL

STLHNL

Lambert-St Louis

Tue 11/11

6:00 am-5:25 pm

2 stops15h 25m

Honolulu

Tue 11/18

2:17 pm-8:16 am

2 stops13h 59m

$414

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 12/3

9:15 am-1:53 pm

1 stop32h 38m

Lihue

Fri 12/5

6:48 am-11:50 pm

2 stops13h 02m

$416

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 12/3

3:05 pm-1:53 pm

1 stop26h 48m

Lihue

Wed 12/10

6:48 am-11:50 pm

2 stops13h 02m

$416

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 11/3

7:37 am-8:05 pm

1 stop16h 28m

Lihue

Mon 11/17

9:29 pm-1:34 pm

1 stop12h 05m

$423

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sat 12/6

12:45 pm-10:21 pm

1 stop13h 36m

Lihue

Wed 12/10

8:30 pm-11:29 am

1 stop10h 59m

$423

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Fri 10/24

7:37 am-7:05 pm

1 stop16h 28m

Lihue

Tue 10/28

9:40 pm-1:30 pm

1 stop10h 50m

$423

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sun 12/7

7:47 am-8:19 pm

1 stop16h 32m

Lihue

Wed 12/10

9:44 pm-5:18 pm

1 stop15h 34m

$423

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sun 12/7

7:47 am-8:19 pm

1 stop16h 32m

Lihue

Thu 12/11

9:44 pm-5:18 pm

1 stop15h 34m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, November is the cheapest month in which you can book a flight from Illinois to Hawaii (average of $469). Flying from Illinois to Hawaii in June is currently the most expensive (average of $687). 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Hawaii as you normally would.

Weekly flight availability from Illinois to Hawaii

Explore weekly flight availability from Illinois to Hawaii. 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 11, 2025.

The most flights from USIL to USHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 September 11, 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.

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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.

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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.

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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.
8.0
Very good

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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.

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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.

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

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 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 United Airlines, Delta, and Alaska Airlines fly from Illinois to Hawaii in about 11h 36m. The time it takes to get you to your destination can typically vary by up to 21h 02m. 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?

    $181 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $181 and $186, 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, November is the cheapest month in which you can book a flight from Illinois to Hawaii (average of $469). Flying from Illinois to Hawaii in June is currently the most expensive (average of $687). 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 Illinois to Hawaii

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

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$231Average$648FlexibilityNo cancel feeOn-time85%
DeltaCheapest$335Average$586FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$379Average$956FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$420Average$720FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$424Average$772FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$443Average$1,045FlexibilityNo cancel feeOn-time69%

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