Illinois

$171+ Cheap flights from O'ahu 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
— ORD
Mar 9 — Mar 161
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'ahu to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from O'ahu to Illinois

Cheapest flights from O'ahu to Illinois
Explore the most affordable flight options available from O'ahu to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 7, 2026.

This Southwest deal was found by Cheapflights users on 2/3. 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 4/291:00 pm
HNL
-
MDW
1 stop11h 50m
Southwest
Wed 5/610:20 am
MDW
-
HNL
1 stop12h 20m
Southwest
Deal found 2/3$342
This United Airlines deal was found by Cheapflights users on 2/3. 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 4/297:55 pm
HNL
-
ORD
1 stop10h 15m
United Airlines
Wed 5/61:43 pm
ORD
-
HNL
1 stop11h 26m
United Airlines
Deal found 2/3$382
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 3/28:05 am
HNL
-
MDW
1 stop12h 20m
Southwest
Mon 3/98:50 am
MDW
-
HNL
1 stop17h 20m
Southwest
Deal found 2/4$391
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 4/3010:00 pm
HNL
-
ORD
1 stop16h 03m
Multiple Airlines
Wed 5/68:50 am
ORD
-
HNL
1 stop16h 36m
Multiple Airlines
Deal found 2/3$394
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 4/3010:00 pm
HNL
-
ORD
1 stop16h 03m
Alaska Airlines
Wed 5/68:50 am
ORD
-
HNL
2 stops17h 13m
Alaska Airlines
Deal found 2/3$399
This Southwest deal was found by Cheapflights users on 2/6. 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 5/71:00 pm
HNL
-
MDW
1 stop11h 50m
Southwest
Sun 5/102:40 pm
MDW
-
HNL
1 stop11h 25m
Southwest
Deal found 2/6$413
This United Airlines deal was found by Cheapflights users on 2/6. 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 3/610:50 pm
HNL
-
STL
1 stop10h 29m
United Airlines
Mon 3/96:51 am
STL
-
HNL
1 stop12h 43m
United Airlines
Deal found 2/6$422
This Delta deal was found by Cheapflights users on 2/4. 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 3/24:45 pm
HNL
-
ORD
1 stop12h 56m
Delta
Mon 3/95:30 am
ORD
-
HNL
1 stop13h 46m
Delta
Deal found 2/4$432
This Delta deal was found by Cheapflights users on 2/3. 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 4/308:35 pm
HNL
-
ORD
2 stops16h 32m
Delta
Wed 5/67:20 am
ORD
-
HNL
2 stops19h 25m
Delta
Deal found 2/3$435
This Delta deal was found by Cheapflights users on 2/4. 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 3/24:45 pm
HNL
-
MDW
1 stop12h 09m
Delta
Mon 3/99:30 am
MDW
-
HNL
2 stops16h 21m
Delta
Deal found 2/4$438
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/77:23 am
HNL
-
ORD
1 stop11h 20m
Multiple Airlines
Sun 5/108:50 am
ORD
-
HNL
1 stop13h 42m
Multiple Airlines
Deal found 2/6$447
This Delta deal was found by Cheapflights users on 2/3. 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 4/293:15 pm
HNL
-
ORD
1 stop11h 25m
Delta
Wed 5/67:20 am
ORD
-
HNL
2 stops19h 25m
Delta
Deal found 2/3$460

Find flight deals from O'ahu to Illinois

Keep the following information in mind while searching for O'ahu to Illinois flight deals. Data was last updated February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$391
(Southwest)

One-way from

$171
(Southwest)

Popular in

July

Cheapest in

February

Average price

$472

Good round-trip deal

$587 or less

Good one-way deal

$323 or less
Provider with most accurate pricing for Honolulu-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Honolulu-Chicago (CHI) flights.
From O'ahu to Illinois
One-way flight from O'ahu to Illinois
Highest demand for flights based on searches. 14% potential increase in price ($115 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in February 2026
Price to beat on a round-trip flight from O'ahu to Illinois.
Price to beat on a one-way flight from O'ahu to Illinois.

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'ahu 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 February 7, 2026.
Use the filters below to find and compare flights from O'ahu to Illinois that are best for you.

Fly from

O'ahu

Fly to

Illinois

Route

Depart

Return

Price

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Wed 4/29

1:00 pm-5:50 am

1 stop11h 50m

Chicago Midway

Wed 5/6

10:20 am-5:40 pm

1 stop12h 20m

$342

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 4/29

7:55 pm-11:10 am

1 stop10h 15m

Chicago O'Hare Intl

Wed 5/6

1:43 pm-8:09 pm

1 stop11h 26m

$382

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Mon 3/2

8:05 am-12:25 am

1 stop12h 20m

Chicago Midway

Mon 3/9

8:50 am-9:10 pm

1 stop17h 20m

$391

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 4/30

10:00 pm-7:03 pm

1 stop16h 03m

Chicago O'Hare Intl

Wed 5/6

8:50 am-8:26 pm

1 stop16h 36m

$394

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 4/30

10:00 pm-7:03 pm

1 stop16h 03m

Chicago O'Hare Intl

Wed 5/6

8:50 am-9:03 pm

2 stops17h 13m

$399

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 5/7

1:00 pm-5:50 am

1 stop11h 50m

Chicago Midway

Sun 5/10

2:40 pm-9:05 pm

1 stop11h 25m

$413

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Fri 3/6

7:10 pm-10:13 am

1 stop11h 03m

Lambert-St Louis

Mon 3/9

7:00 am-4:40 pm

1 stop14h 40m

$422

HonoluluSt. Louis

HNL - STL

HNLSTL

Honolulu

Fri 3/6

10:50 pm-1:19 pm

1 stop10h 29m

Lambert-St Louis

Mon 3/9

6:51 am-2:34 pm

1 stop12h 43m

$422

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Mon 3/2

5:15 pm-12:46 pm

2 stops15h 31m

Chicago Midway

Mon 3/9

9:30 am-8:51 pm

2 stops16h 21m

$443

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 5/7

7:23 am-11:43 pm

1 stop11h 20m

Chicago O'Hare Intl

Sun 5/10

8:50 am-5:32 pm

1 stop13h 42m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 52 results
1
2
3
...
6

Best time to book a flight from O'ahu to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from O'ahu 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 O'ahu to Illinois
No data available for this route at this time. Please check back soon.

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 February 7, 2026.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from O'ahu to Illinois by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

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 O'ahu 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 O'ahu to Illinois?

    A quick flight from O'ahu to Illinois can take about 10h 15m. Southwest provides one of the quickest options available for as low as $382. O'ahu and Illinois are separated by a distance of 4234 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from O'ahu to Illinois one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $211. However, be on the lookout for offers from Alaska Airlines and Hawaiian Airlines, as they are both options that can get you from O'ahu to Illinois for a low price.

  • Can I find deals for flights from O'ahu to Illinois that include hotel bookings?

    Yes. In addition to deals on O'ahu to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'ahu to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'ahu to Illinois.

  • Can I find deals for business class flights from O'ahu to Illinois?

    Yes. Cheapflights offers flight deals from O'ahu 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'ahu to Illinois

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

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.