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$170+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:55 pm
HNL
-
MDW
1 stop16h 25m
Southwest
Sun 3/110:50 am
MDW
-
HNL
1 stop14h 10m
Southwest
Deal found 1/28$342
This Southwest deal was found by Cheapflights users on 1/26. 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 2/269:55 pm
HNL
-
MDW
1 stop16h 25m
Southwest
Thu 3/59:30 pm
MDW
-
HNL
1 stop17h 30m
Southwest
Deal found 1/26$360
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/1810:55 pm
HNL
-
ORD
1 stop10h 19m
United Airlines
Tue 2/249:30 am
ORD
-
HNL
Nonstop9h 24m
United Airlines
Deal found 1/26$372
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/2612:35 pm
HNL
-
ORD
1 stop12h 28m
United Airlines
Thu 3/59:40 am
ORD
-
HNL
Nonstop9h 24m
United Airlines
Deal found 1/26$381
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:45 pm
HNL
-
ORD
1 stop12h 29m
United Airlines
Sun 2/226:25 am
ORD
-
HNL
1 stop12h 49m
United Airlines
Deal found 1/28$382
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:00 pm
HNL
-
ORD
1 stop16h 03m
Alaska Airlines
Sat 5/28:48 pm
ORD
-
HNL
1 stop19h 17m
Alaska Airlines
Deal found 1/28$383
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 2/2511:35 pm
HNL
-
ORD
1 stop11h 23m
Alaska Airlines
Wed 3/48:20 am
ORD
-
HNL
1 stop15h 39m
Alaska Airlines
Deal found 1/28$394
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/198:45 pm
HNL
-
STL
1 stop12h 29m
United Airlines
Tue 2/248:41 am
STL
-
HNL
1 stop12h 05m
United Airlines
Deal found 1/26$400
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 3/311:35 pm
HNL
-
ORD
1 stop11h 23m
Alaska Airlines
Thu 3/127:40 am
ORD
-
HNL
1 stop18h 30m
Alaska Airlines
Deal found 1/28$403
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:10 pm
HNL
-
STL
1 stop10h 53m
American Airlines
Wed 2/2511:46 am
STL
-
HNL
2 stops13h 35m
American Airlines
Deal found 1/27$406
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 3/311:35 pm
HNL
-
ORD
1 stop11h 23m
Multiple Airlines
Wed 3/117:00 am
ORD
-
HNL
2 stops19h 01m
Multiple Airlines
Deal found 1/28$407
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/268:11 am
HNL
-
ORD
1 stop11h 48m
Multiple Airlines
Thu 3/53:07 pm
ORD
-
HNL
2 stops23h 51m
Multiple Airlines
Deal found 1/27$408

Find flight deals from Hawaii to Illinois

Keep the following information in mind while searching for Hawaii to Illinois flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$342
(Southwest)

One-way from

$170
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$686

Good round-trip deal

$464 or less

Good one-way deal

$290 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. 14% potential increase in price ($115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 2/26

9:55 pm-6:20 pm

1 stop16h 25m

Chicago Midway

Sun 3/1

10:50 am-9:00 pm

1 stop14h 10m

$342

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 2/26

9:55 pm-6:20 pm

1 stop16h 25m

Chicago Midway

Thu 3/5

9:30 pm-11:00 am

1 stop17h 30m

$360

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 2/25

6:05 pm-6:14 am

Nonstop8h 09m

Chicago O'Hare Intl

Wed 3/4

12:50 pm-9:06 pm

1 stop12h 16m

$372

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 2/18

10:55 pm-1:14 pm

1 stop10h 19m

Chicago O'Hare Intl

Tue 2/24

9:30 am-2:54 pm

Nonstop9h 24m

$372

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 2/26

8:45 pm-11:19 am

1 stop10h 34m

Chicago O'Hare Intl

Sun 3/1

12:55 pm-9:21 pm

1 stop12h 26m

$382

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 4/16

11:45 am-5:15 am

1 stop12h 30m

Chicago O'Hare Intl

Tue 4/28

1:18 pm-7:49 pm

1 stop11h 31m

$382

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 4/29

10:00 pm-7:03 pm

1 stop16h 03m

Chicago O'Hare Intl

Sat 5/2

8:48 pm-11:05 am

1 stop19h 17m

$383

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 2/26

8:45 pm-11:19 am

1 stop10h 34m

Chicago O'Hare Intl

Thu 3/5

12:54 pm-9:21 pm

1 stop12h 27m

$391

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Thu 2/19

10:50 pm-1:14 pm

1 stop10h 24m

Lambert-St Louis

Wed 2/25

6:00 am-2:33 pm

1 stop12h 33m

$400

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Thu 2/19

8:45 pm-1:14 pm

1 stop12h 29m

Lambert-St Louis

Tue 2/24

8:41 am-4:46 pm

1 stop12h 05m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 $222). Flying from Hawaii to Illinois in July is currently the most expensive (average of $689). 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 January 29, 2026.

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 January 29, 2026.

The most flights from USHI to USIL are scheduled on a Tuesday (7 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 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 January 29, 2026.
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
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,807 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,267 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,128 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,215 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,205 reviews
Alaska Airlines
8.0
Very good
11,807 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 8h 09m. Fly via Southwest, United Airlines, or American Airlines to get the fastest option. The distance from Hawaii to Illinois is about 4234 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 Southwest ($146), Delta ($174), and American Airlines ($210).

  • 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 $222). Flying from Hawaii to Illinois in July is currently the most expensive (average of $689). 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 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$282Average$563FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$734FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$410Average$818FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$455Average$738FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$467Average$812FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$581Average$773FlexibilityNo cancel feeOn-time63%

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