$228 Find Cheap Flights from Hawaii to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hawaii to Illinois departing on 4/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Good to know

Low season

January

High season

August

Cheapest flight

$228
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Kahului to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Illinois

  • How does KAYAK find such low prices on flights from Hawaii to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hawaii to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hawaii to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hawaii to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Hawaii to Illinois

Need help choosing which airline to fly with from Hawaii to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4316 reviews
7.1Food
8.2Boarding
8.7Crew
8.1Comfort
7.6Entertainment
Airline reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

8.0 ExcellentJames, Feb 2025SRQ - DEN
Read more Southwest reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Great service, great options, flight was bumpy so didn't get second beverage service and everything was communicated very clearly and courteously. No notes: everyone did great! Also loved the fun Hawaiian drink options (non-alcoholic).

While the flight itself was pleasant, the process of checking in was difficult. The line was long and our connection time was but two hours. When we finally got to the Hawaiian agent and told him that we were traveling on Alaskan Airlines, he told us we would need to go to a different terminal. I told him that another Hawaiian Airlines agent had directed us to him. I’m looking at our tickets, he noticed that the Alaskan Airlines flight was to be managed by a second party. He ended admonish us for not telling us so Rather than considering that we might’ve been right in the first place.

We had to cancel and we’re treated fairly with 100%refund quickly

Plane left an hour late due to flight staffing problems. Only a 45 min flight, but it took 3 hours as a result, which left a lot of people disgruntled. No excuses. No recompense.

Probably the worst 1st Class I have ever experienced. Sam, our flight attendant, was excellent. Other than that, everything from the Alaska Longe experience to the buggy app to the uncomfortable flight and uncommunicative agents were poor. The agent who booked us in forgot to mark TSA PreCheck on our boarding passes and we had to go back to get this done. They were a cut below every other airline we have experienced in just about every area.

We had TSA pre check and paid to get it! They told us we would not have to do many of the things such as take your shoes off which I had to do! I’m 78 years old with NO criminal record and. they also patted my ankles down, Why? We boarded the plane in an orderly fashion only to sit there while they perform repairs to the lavatory. Why didn’t they do that before we boarded? I also paid extra to have more room because of my age but that was not what I had hoped for. I know you can’t control who sit in what seat but the guy next to me was bigger than average and took up part of my space.

I was able to upgrade to first class, which was great. Food and drinks were underwhelming compared to other first class flights I have taken.

I purchased a flight to Hawaii, changing planes in San Diego. My flight change location was later changed to Seattle then on to Kona, adding hours to my already long flight. Also, my flight home was run through Portland rather than through San Diego, once again, adding hours to my flight. At 81 years old I don’t want hours robbed from me.

I flew from San Francisco to Honolulu on Hawaiian Airlines. The flight was operated by Alaska Airlines. Everything was fantastic. On the return flight from Honolulu to San Francisco, boarding was chaotic. They called each boarding group 1 through 6 very quickly, and everyone just ran and got in a very long line. There was no enforcement of boarding groups. Carry-on rules were not followed, and by the time I boarded the plane, there was barely any overhead space. I was boarding group 4. The crew was very professional, and the Hawaiian Airlines terminal in Honolulu was beautiful. I wish the rest of Honolulu Airport looked like the Hawaiian Airlines Terminal.

Broke the wheels of my luggage. Should be more gentle with other peoples belongings. Very upset about needing a new suitcase before Christmas.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

Book cheap flights from Hawaii to Illinois

Recent round-trip flight deals

4/10Thu
1 stopAmerican Airlines
12h 02mHNL-STL
4/14Mon
1 stopAmerican Airlines
14h 11mSTL-HNL
$374
4/24Thu
2 stopsDelta
11h 37mHNL-STL
4/28Mon
1 stopDelta
12h 54mSTL-HNL
$438
3/24Mon
1 stopUnited Airlines
13h 03mHNL-STL
4/9Wed
1 stopUnited Airlines
11h 17mSTL-HNL
$446
3/24Mon
1 stopUnited Airlines
13h 03mHNL-STL
4/9Wed
2 stopsUnited Airlines
14h 18mSTL-HNL
$451
5/5Mon
2 stopsAlaska Airlines
14h 00mLIH-ORD
5/7Wed
1 stopAlaska Airlines
20h 32mORD-LIH
$506
5/1Thu
1 stopAlaska Airlines
18h 27mLIH-ORD
5/5Mon
1 stopAlaska Airlines
20h 32mORD-LIH
$523
4/24Thu
1 stopSouthwest
13h 15mHNL-MDW
5/7Wed
1 stopSouthwest
18h 25mMDW-HNL
$549
4/15Tue
1 stopSouthwest
13h 05mHNL-MDW
4/20Sun
1 stopSouthwest
18h 05mMDW-HNL
$559
4/21Mon
1 stopHawaiian Airlines
12h 40mHNL-ORD
4/26Sat
1 stopHawaiian Airlines
12h 10mORD-HNL
$782
7/5Sat
1 stopHawaiian Airlines
10h 49mHNL-ORD
7/8Tue
1 stopHawaiian Airlines
11h 30mORD-HNL
$849

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Recent one-way flight deals

4/2Wed
1 stopDelta
11h 39mOGG-ORD
$228
3/26Wed
1 stopDelta
11h 55mHNL-MDW
$228
3/12Wed
1 stopAmerican Airlines
11h 07mLIH-ORD
$232
5/19Mon
1 stopAlaska Airlines
21h 10mOGG-ORD
$236
5/13Tue
1 stopAmerican Airlines
11h 49mHNL-STL
$247
4/30Wed
1 stopAlaska Airlines
17h 14mHNL-ORD
$247
5/20Tue
2 stopsSouthwest
13h 30mOGG-ORD
$252
4/30Wed
2 stopsSouthwest
14h 45mHNL-ORD
$252
3/13Thu
2 stopsUnited Airlines
16h 09mLIH-ORD
$307
6/3Tue
2 stopsUnited Airlines
14h 13mHNL-STL
$323

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Last minute flights from Hawaii to Illinois

Last minute flight, train and bus deals

3/7Fri
multi-stopSouthwest
10h 25mHNL-ORD
3/10Mon
multi-stopSouthwest
11h 40mORD-HNL
$599
3/7Fri
multi-stopSouthwest
10h 25mHNL-ORD
3/10Mon
multi-stopSouthwest
20h 05mORD-HNL
$604
3/7Fri
multi-stopSouthwest
20h 10mHNL-ORD
3/10Mon
multi-stopSouthwest
15h 00mORD-HNL
$610
3/7Fri
multi-stopHawaiian Airlines
10h 33mOGG-ORD
3/10Mon
multi-stopHawaiian Airlines
13h 07mORD-OGG
$615
3/7Fri
multi-stopAlaska Airlines
10h 59mOGG-ORD
3/10Mon
multi-stopAlaska Airlines
14h 51mORD-OGG
$640
3/9Sun
multi-stopSouthwest
11h 40mHNL-ORD
3/15Sat
multi-stopSouthwest
15h 05mORD-HNL
$644
3/7Fri
multi-stopDelta
13h 54mOGG-ORD
3/10Mon
multi-stopDelta
18h 04mORD-OGG
$686
3/9Sun
multi-stopAlaska Airlines
27h 32mHNL-ORD
3/15Sat
multi-stopAlaska Airlines
30h 47mORD-HNL
$788
3/9Sun
multi-stopUnited Airlines
10h 21mHNL-ORD
3/15Sat
nonstopUnited Airlines
9h 18mORD-HNL
$1,296
3/7Fri
multi-stopUnited Airlines
16h 49mOGG-ORD
3/10Mon
nonstopUnited Airlines
9h 30mORD-OGG
$1,309

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Hawaii. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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