ITO - ORD

$216 Find Cheap Flights from Hilo to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilo to O'Hare Intl departing on 2/17. 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 Chicago O'Hare Intl Airport

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

Cheapest round-trip
$474
Multiple Airlines
Thu 2/12Thu 2/19
ITO - ORD • 2 stops
Cheapest one-way
$216
Multiple Airlines
Tue 2/17
ITO - ORD • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilo to O'Hare Intl 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 Hilo to O'Hare Intl

Thu, Feb 12 - Thu, Feb 19
Multiple Airlines Logo
7:41 pm - 2:58 pm
ITO
-
ORD
15h 17m2 stops
Multiple Airlines Logo
8:20 am - 9:24 pm
ORD
-
ITO
17h 04m2 stops
$474Multiple Airlines
Sat, Feb 14 - Thu, Feb 19
Multiple Airlines Logo
6:00 am - 11:59 pm
ITO
-
ORD
13h 59m2 stops
Multiple Airlines Logo
8:20 am - 9:24 pm
ORD
-
ITO
17h 04m2 stops
$496Multiple Airlines
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
7:44 pm - 11:37 pm
ITO
-
ORD
23h 53m2 stops
Multiple Airlines Logo
9:00 am - 5:45 pm
ORD
-
ITO
36h 45m2 stops
$510Multiple Airlines
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
8:30 pm - 2:29 pm
ITO
-
ORD
13h 59m2 stops
Multiple Airlines Logo
9:00 am - 5:45 pm
ORD
-
ITO
36h 45m2 stops
$576Multiple Airlines
Tue, Apr 14 - Thu, May 14
Multiple Airlines Logo
8:38 am - 1:59 pm
ITO
-
ORD
24h 21m2 stops
Multiple Airlines Logo
2:54 pm - 3:23 pm
ORD
-
ITO
29h 29m2 stops
$721Multiple Airlines
Thu, Jan 15 - Mon, Jan 19
United Airlines Logo
8:24 am - 5:24 am
ITO
-
ORD
17h 00m1 stop
United Airlines Logo
9:30 am - 7:04 pm
ORD
-
ITO
13h 34m1 stop
$780United Airlines
Thu, Jan 15 - Mon, Jan 19
United Airlines Logo
7:44 pm - 9:40 am
ITO
-
ORD
33h 56m2 stops
United Airlines Logo
9:30 am - 7:04 pm
ORD
-
ITO
13h 34m1 stop
$790United Airlines
Thu, Feb 12 - Thu, Feb 19
United Airlines Logo
7:42 am - 6:14 am
ITO
-
ORD
18h 32m1 stop
United Airlines Logo
9:20 am - 5:41 pm
ORD
-
ITO
12h 21m1 stop
$792United Airlines
Thu, Feb 12 - Thu, Feb 19
United Airlines Logo
7:42 am - 6:14 am
ITO
-
ORD
18h 32m1 stop
United Airlines Logo
6:25 am - 7:59 pm
ORD
-
ITO
17h 34m2 stops
$793United Airlines
Sat, Feb 14 - Thu, Feb 19
United Airlines Logo
7:41 pm - 2:45 pm
ITO
-
ORD
15h 04m2 stops
United Airlines Logo
9:20 am - 5:41 pm
ORD
-
ITO
12h 21m1 stop
$844United Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Hilo to O'Hare Intl 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 Hilo to Chicago?

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

If your flying dates are flexible, you should consider flying to Chicago on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Hilo to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Saturdays for the best deals.

Good to know

Low seasonSeptember
Cheapest flight$216
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly and prices are also 42% lower on average.
Flight from Hilo to Chicago

When to book flights from Hilo to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Hilo to O'Hare Intl 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 Hilo to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Hilo to Chicago O'Hare Intl Airport was $216 for a one-way ticket and $474 for a round-trip.

  • Do I need a passport to fly between Hilo and Chicago?

    No

  • Which aircraft models fly most regularly from Hilo to Chicago?

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

  • Which airline alliances offer flights from Hilo to Chicago?

    oneworld is the only airline alliance operating flights between Hilo and Chicago.

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

    The two airlines most popular with KAYAK users for flights from Hilo to Chicago are Alaska Airlines and Southwest. With an average price for the route of $979 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 7.9.

  • How does KAYAK find such low prices on flights from Hilo to Chicago?

    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 Hilo to Chicago.

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

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

    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 Chicago with an airline and back to Hilo with another airline. Booking your flights between Hilo and ORD 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 Hilo to Chicago?

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

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

 
See real verified KAYAK customer reviews for airlines flying from Hilo to Chicago. 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 Hilo to O'Hare Intl? 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 11472 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.1Food
7.0Entertainment
Airline reviews

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

10.0 ExcellentDouglas, Dec 2025
HNL - LIH
Read more Alaska Airlines reviews

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

I love the flight ✈️ Hawaiian Airlines. All stuffs are fantastic members ♡ sweet hearts and families warm welcome 🙏 I have milage of Hawaiian Airlines members so get points .also I booked kayak agent got cheap price ! I satisfied flight with Hawaiian Airlines ♡ thank you

Good, but because I fly internationally I found the food and service lousy compared to European standards. You should include a regular small mean (and not a lousy sandwich) and ear phones. People who travel from Europe are not aware of limited services.

Confusing now Hawaiian and Alaskan have merged, hard to check in - they need to uncomplicated things.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.

It was the most expensive Alaska Airlines ticket I’ve ever purchased. I had a middle seat with no legroom or space compared to any other middle seat I’ve hadThere was a silver box under the seat that took up 70% of my legroom on the most narrow 737 max the crew flat out would not help they would not help with bags they would not help with garbage there was no coffee,It was definitely not one of my better experiences on Alaska.

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.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

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

Information on your arrival and departure airports