ORD - ITO

$223 Find Cheap Flights from Chicago O'Hare Airport to Hilo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Hilo departing on 12/31. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Hilo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hilo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hilo, as well as popular online travel agencies
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Flight Deals

Cheap Flights from O'Hare Intl to Hilo (ORD-ITO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Hilo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Hilo

Thu, Dec 4 - Mon, Dec 8
Alaska Airlines Logo
8:00 am - 9:16 pmORD-ITO
17h 16m2 stops
Alaska Airlines Logo
6:44 pm - 11:50 pmITO-ORD
25h 06m2 stops
$445Alaska Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Alaska Airlines Logo
8:55 am - 2:32 pmORD-ITO
33h 37m2 stops
Alaska Airlines Logo
6:44 pm - 11:50 pmITO-ORD
25h 06m2 stops
$463Alaska Airlines
Find Deal
Sun, Nov 2 - Sun, Nov 9
Southwest Logo
7:15 am - 9:40 pmORD-ITO
18h 25m2 stops
Southwest Logo
6:55 pm - 1:30 pmITO-ORD
14h 35m2 stops
$774Southwest
Find Deal
Thu, Jan 1 - Thu, Jan 8
United Airlines Logo
6:15 am - 7:59 pmORD-ITO
17h 44m2 stops
United Airlines Logo
8:24 am - 5:24 amITO-ORD
17h 00m1 stop
$838United Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 8
United Airlines Logo
7:45 pm - 7:14 pmORD-ITO
27h 29m2 stops
United Airlines Logo
8:24 am - 5:24 amITO-ORD
17h 00m1 stop
$868United Airlines
Find Deal
Wed, Dec 24 - Thu, Jan 1
Southwest Logo
7:15 am - 9:40 pmORD-ITO
18h 25m2 stops
Southwest Logo
6:55 pm - 4:15 pmITO-ORD
17h 20m2 stops
$1,144Southwest
Find Deal
Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
5:21 am - 3:55 pmORD-ITO
14h 34m2 stops
American Airlines Logo
3:02 pm - 7:00 amITO-ORD
11h 58m1 stop
$1,380American Airlines
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Fri, Dec 19 - Sun, Dec 28
Delta Logo
6:45 am - 5:51 pmORD-ITO
15h 06m2 stops
Delta Logo
3:44 pm - 11:27 amITO-ORD
15h 43m2 stops
$1,600Delta
Find Deal
Fri, Dec 19 - Sun, Dec 28
Delta Logo
5:30 am - 5:51 pmORD-ITO
16h 21m2 stops
Delta Logo
3:44 pm - 11:27 amITO-ORD
15h 43m2 stops
$1,830Delta
Find Deal
Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
10:10 am - 7:14 pmORD-ITO
13h 04m1 stop
American Airlines Logo
4:43 pm - 7:00 amITO-ORD
10h 17m1 stop
$2,641American Airlines
Find Deal

Everything you should know

Top airlines
Alaska Airlines
Cheapest • from $445 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
January
Cheapest • 35% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$445
Overall average: $1,015
Alaska Airlines
Thu 12/4Mon 12/8
ORD - ITO • 2 stops
Cheapest one-way
$331
Multiple Airlines
Wed 12/31
ORD - ITO • 3 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilo!
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Hilo flights

Get data-powered insights and trends into flights from O'Hare Intl to Hilo to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Hilo?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Hilo clicked on KAYAK for each day over the last 12 months.

For Chicago O'Hare Airport to Hilo, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Hilo back to Chicago O'Hare Airport, the best deals are generally found on Monday, with Tuesday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Hilo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Hilo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Hilo is January, where tickets cost $572 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $1,364 and $1,263 respectively.

Good to know

Low seasonJanuary
Cheapest flight$331
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 39% increase in price.
Flight from Chicago O'Hare Airport to Hilo

When to book flights from O'Hare Intl to Hilo

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Hilo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Hilo flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Hilo?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Hilo was $331 for a one-way ticket and $445 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Hilo?

    No

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Hilo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Hilo?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Hilo, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Hilo, Alaska Airlines or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Hilo are Alaska Airlines and Southwest. With an average price for the route of $747 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $768 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Hilo?

    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 Chicago O'Hare Airport to Hilo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Hilo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilo from Chicago O'Hare Airport 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 Chicago O'Hare Airport to Hilo?

    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 to Hilo with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and ITO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Hilo?

    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 to Hilo from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from O'Hare Intl to Hilo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hilo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Hilo? 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
Alaska AirlinesOverall score based on 11214 reviews
7.8Comfort
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
Airline reviews

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

4.0 OkayAnonymous, Oct 2025LIH - HNL
Read more Alaska Airlines reviews

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

Flight was delayed 14 hours! We missed an entire day of our vacation and had to pay for hotel that we didn’t use

Glad they offer free meal, & I got a complimentary drink I’d like coffee,tea, or water offered 3/4 into trip

Could not check in online. Called airline twice, thinking Hawaiian Airlines could check me in during phone call. NO. In 2nd phone call, Customer Service explained that due to “transition period” of Hawaiian Airlines/Alaska Airlines merger, I could only check in at the airport. In addition, flight to Kahului was late at arrival gate; I made connection to Lihue but my bag did not, so I had to return to Lihue airport a couple hours after my arrival to retrieve the bag.

My flight got canceled never left san diego and miss out my fam event

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

I liked that internet connection while in flight was available.👍

My experience from Lihue Airport was the “Flight Experience from Hell!” First, I was pulled aside by the Lihue TSA and searched thoroughly! Not once, but twice I was molested by 5 different TSA agents using some sort of smear cloth testing to see if I had been exposed to something dangerous! I can’t tell you what because they never gave me an explanation by the end of a near delaying incident of boarding my plane. More importantly, I was generously provided an airport wheel chair and personal porter because of my health condition. TSA even took your wheelchair apart! What’s up with that? I’m near 75, caucasian, never been arrested for anything, don’t do drugs or alcohol, and patiently and politely abided to their instructions for a full damn 20 minutes! Awful and humiliating experience especially when two different agents literally groped my testicles and crack of my butt! Then they lost the cap to my inhaler. When I got to my destination, a whole bottle of prescribed pills were emptied because of them not tightening the cap back on! Total BS and unprofessional by the lot of them! The short flight to my connecting flight to the mainland on Maui fortunately was uneventful. However the Hawaiian aircraft to San Jose was one of the worst flights I’ve ever experienced without crashing. I believe it was a 330 Neo. May I ask, why did you put three more rows of seats in the damn plane since I last flew on a Hawaiian aircraft? I had absolutely NO legroom compared to the last time I flew with you. And I’ve done a few Hawaii/mainland trips, even a RT to New Zealand before. Then, the icing on the cake was a couple with a one year old baby that literally cried and screamed for all but 15 minutes of the 5 hour flight to San Jose! Further, I couldn’t move my seat back even a millimeter because a car seat was placed from their window seat to the back of my seat! My Hawaiian flight was a freaking nightmare and fortunately will be flying back to Lihue direct with Alaska!

The pilot performed the smoothest landing I’ve ever experienced. What a light touch. And I’m an avid traveler!

Would have been nice if my flight was on time and I didn't miss my connection and had to spend the night in Seattle, losing one night at the VRBO I paid for in Sitka. And, my connecting flight was still at the gate when my flight was taxiing to it's gate. But, it took off. Too bad for me. I really can't believe you even want me to review or comment on my experience.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything you need to know for your flight from O'Hare Intl to Hilo

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