ITO - ORD

$406 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 5/22. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$526
Multiple Airlines
Thu 9/10Sat 9/26
ITO - ORD • 2 stops
Cheapest one-way
$406
Multiple Airlines
Fri 5/22
ITO - ORD • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Hilo and O'Hare Intl. You'll need at least 2 connections.
Insights
Insights
Insights
Insights
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, Sep 10 - Sat, Sep 26
Multiple Airlines Logo
8:45 pm - 11:41 pm
ITO
-
ORD
21h 56m
2 stops
Multiple Airlines Logo
8:42 pm - 3:13 pm
ORD
-
ITO
23h 31m
2 stops
$526Multiple Airlines
Tue, Sep 1 - Wed, Sep 2
Multiple Airlines Logo
8:28 am - 6:22 am
ITO
-
ORD
16h 54m
2 stops
Multiple Airlines Logo
9:00 am - 8:13 pm
ORD
-
ITO
16h 13m
2 stops
$606Multiple Airlines
Wed, Aug 26 - Thu, Aug 27
Multiple Airlines Logo
9:26 am - 6:22 am
ITO
-
ORD
15h 56m
2 stops
Multiple Airlines Logo
9:00 am - 7:12 pm
ORD
-
ITO
15h 12m
2 stops
$679Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
6:00 am - 11:59 pm
ITO
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
9:20 am - 7:12 pm
ORD
-
ITO
13h 52m
2 stops
$685Multiple Airlines
Tue, Sep 1 - Wed, Sep 2
Multiple Airlines Logo
8:28 am - 6:22 am
ITO
-
ORD
16h 54m
2 stops
Multiple Airlines Logo
7:59 pm - 9:54 pm
ORD
-
ITO
30h 55m
2 stops
$739Multiple Airlines
Tue, Jul 14 - Fri, Jul 24
Multiple Airlines Logo
6:26 pm - 6:57 pm
ITO
-
ORD
19h 31m
2 stops
Multiple Airlines Logo
6:20 am - 9:59 pm
ORD
-
ITO
20h 39m
2 stops
$765Multiple Airlines
Wed, Jun 24 - Wed, Jul 8
Multiple Airlines Logo
6:26 pm - 6:57 pm
ITO
-
ORD
19h 31m
2 stops
Multiple Airlines Logo
6:20 am - 9:59 pm
ORD
-
ITO
20h 39m
2 stops
$785Multiple Airlines
Wed, Jun 24 - Wed, Jul 8
Multiple Airlines Logo
8:45 pm - 11:36 pm
ITO
-
ORD
21h 51m
2 stops
Multiple Airlines Logo
5:42 pm - 7:03 am
ORD
-
ITO
18h 21m
2 stops
$800Multiple Airlines
Mon, May 11 - Fri, May 15
Multiple Airlines Logo
10:56 am - 6:40 am
ITO
-
ORD
14h 44m
2 stops
Multiple Airlines Logo
7:49 pm - 1:14 pm
ORD
-
ITO
22h 25m
2 stops
$810Multiple Airlines
Fri, May 15 - Wed, May 20
Multiple Airlines Logo
8:45 pm - 4:56 pm
ITO
-
ORD
15h 11m
2 stops
Multiple Airlines Logo
7:40 am - 6:14 pm
ORD
-
ITO
15h 34m
2 stops
$826Multiple Airlines
Booking Insights

Good to know

Cheapest flight$406
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 $406 for a one-way ticket and $526 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.

  • 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 airline 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
SouthwestOverall score based on 4314 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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

Information on your arrival and departure airports