ORD - ITO

$296 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 2/8. 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

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
9:15 am - 8:30 pmORD-ITO
15h 15m2 stops
Alaska Airlines Logo
9:00 pm - 2:09 pmITO-ORD
13h 09m2 stops
$445Alaska Airlines
Find Deal
Tue, Nov 4 - Mon, Nov 17
Alaska Airlines Logo
10:00 am - 10:22 pmORD-ITO
16h 22m2 stops
Alaska Airlines Logo
7:43 pm - 4:30 pmITO-ORD
16h 47m2 stops
$458Alaska Airlines
Find Deal
Wed, Dec 3 - Thu, Dec 11
Alaska Airlines Logo
7:59 pm - 4:05 pmORD-ITO
24h 06m2 stops
Alaska Airlines Logo
12:05 pm - 6:21 amITO-ORD
14h 16m2 stops
$466Alaska Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Alaska Airlines Logo
8:00 am - 8:31 pmORD-ITO
17h 31m2 stops
Alaska Airlines Logo
6:26 pm - 4:30 pmITO-ORD
17h 04m2 stops
$488Alaska Airlines
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Sun, Nov 16 - Fri, Nov 21
Southwest Logo
7:15 am - 6:10 pmORD-ITO
14h 55m2 stops
Southwest Logo
6:55 pm - 4:15 pmITO-ORD
17h 20m2 stops
$749Southwest
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Mon, Nov 3 - Mon, Nov 10
United Airlines Logo
9:35 am - 7:01 pmORD-ITO
13h 26m1 stop
United Airlines Logo
7:43 pm - 6:08 amITO-ORD
30h 25m1 stop
$792United Airlines
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Mon, Nov 3 - Mon, Nov 10
United Airlines Logo
9:35 am - 7:01 pmORD-ITO
13h 26m1 stop
United Airlines Logo
7:43 pm - 6:08 amITO-ORD
30h 25m1 stop
$793United Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
Southwest Logo
6:15 am - 9:45 pmORD-ITO
20h 30m2 stops
Southwest Logo
3:25 pm - 2:25 pmITO-ORD
18h 00m2 stops
$824Southwest
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Sat, Sep 27 - Mon, Sep 29
Delta Logo
2:25 pm - 2:11 pmORD-ITO
28h 46m2 stops
Delta Logo
12:20 pm - 8:40 amITO-ORD
15h 20m2 stops
$916Delta
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Sat, Sep 27 - Mon, Sep 29
Delta Logo
2:25 pm - 2:11 pmORD-ITO
28h 46m2 stops
Delta Logo
12:20 pm - 12:16 pmITO-ORD
18h 56m2 stops
$968Delta
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
August
Cheapest • 34% 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: $1,213
Alaska Airlines
Thu 12/4Mon 12/8
ORD - ITO • 2 stops
Cheapest one-way
$296
Multiple Airlines
Sun 2/8
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 August, where tickets cost $622 (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 seasonNovember
Cheapest flight$296
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 30% 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 $296 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?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago O'Hare Airport and Hilo, with SkyTeam 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 $878 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 $763 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 10000 reviews
7.0Entertainment
7.1Food
8.5Crew
7.8Comfort
8.1Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Aug 2025ORD - SEA
Read more Alaska Airlines reviews

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.

Terrible. Would never fly again. Took them several hours to prepare the plane and and reached my destination 4 hours late.

Our boarding was delayed due to two flat tires, but I appreciate the focus on safety. I also appreciated the additional offerings for drinks which never happened before except on Hawaiian Airlines. The hospitality is fantastic! Glad I upgraded to premium seats for the extra leg room as I was getting frustrated when the person in front of me was very restless and kept shifting. Otherwise, it was a fantastic experience.

Had to sit and wait to get off the plane for closeto a hour. My son also flying to a different destination that day also had like a 2.5 hr delay

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

Very nice as always. Not that it’s anyone’s fault really but for some reason the seat (16C) was really hard…. Not typical for your planes… dunno what or why… maybe it was just me ?, The flight was great otherwise

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

Could not check in online - had to get boarding passes at the ticket counter and our daughter got bumped off our connecting flight. NOT OK!

would have been nice for flight to not be delayed by 2 hours so that we had to pay $80 to get home since BART had shut down. i thought a 10pm arrival would leave enough time to account for delays but i was wrong.

I needed more space to sleep on an overnight flight.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

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

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