ITO - ORD

$201 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 3/30. 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
$685
Multiple Airlines
Thu 5/28Thu 9/10
ITO - ORD • 2 stops
Cheapest one-way
$217
Multiple Airlines
Mon 3/30
ITO - ORD • 3 stops
Top airlines
Cheapest • from $948 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Hilo and O'Hare Intl. You'll need at least 2 connections.
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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 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, May 28 - Thu, Sep 10
Multiple Airlines Logo
6:00 am - 11:59 pm
ITO
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
8:00 am - 7:23 pm
ORD
-
ITO
16h 23m
2 stops
$685Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
8:23 am - 7:02 pm
ITO
-
ORD
29h 39m
2 stops
Multiple Airlines Logo
6:00 am - 5:41 pm
ORD
-
ITO
16h 41m
2 stops
$705Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
8:23 am - 11:59 pm
ITO
-
ORD
34h 36m
2 stops
Multiple Airlines Logo
6:00 am - 4:15 pm
ORD
-
ITO
15h 15m
2 stops
$733Multiple Airlines
Mon, Apr 6 - Sun, Apr 12
Multiple Airlines Logo
8:23 am - 6:39 am
ITO
-
ORD
17h 16m
2 stops
Multiple Airlines Logo
8:20 am - 8:28 pm
ORD
-
ITO
17h 08m
2 stops
$734Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
8:23 am - 11:59 pm
ITO
-
ORD
34h 36m
2 stops
Multiple Airlines Logo
8:00 am - 5:41 pm
ORD
-
ITO
14h 41m
2 stops
$753Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
6:44 pm - 1:13 pm
ITO
-
ORD
13h 29m
2 stops
Multiple Airlines Logo
6:00 am - 5:41 pm
ORD
-
ITO
16h 41m
2 stops
$778Multiple Airlines
Tue, Apr 7 - Sun, Apr 12
Multiple Airlines Logo
8:23 am - 7:02 pm
ITO
-
ORD
29h 39m
2 stops
Multiple Airlines Logo
8:20 am - 8:28 pm
ORD
-
ITO
17h 08m
2 stops
$813Multiple Airlines
Mon, Apr 6 - Mon, Apr 13
Multiple Airlines Logo
8:57 am - 6:39 am
ITO
-
ORD
16h 42m
2 stops
Multiple Airlines Logo
8:20 am - 9:33 pm
ORD
-
ITO
18h 13m
2 stops
$818Multiple Airlines
Mon, Apr 6 - Sat, Apr 11
Multiple Airlines Logo
6:44 pm - 1:13 pm
ITO
-
ORD
13h 29m
2 stops
Multiple Airlines Logo
8:20 am - 8:28 pm
ORD
-
ITO
17h 08m
2 stops
$835Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
10:56 am - 6:39 am
ITO
-
ORD
14h 43m
2 stops
Multiple Airlines Logo
8:00 am - 5:41 pm
ORD
-
ITO
14h 41m
2 stops
$857Multiple Airlines
Booking Insights

Good to know

Cheapest flight$217
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 $217 for a one-way ticket and $599 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, Southwest or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Hilo to Chicago are Southwest and Alaska Airlines. With an average price for the route of $793 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $979 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.

  • Which airlines provide the cheapest flights from Hilo to Chicago?

    In the past 3 days, the cheapest round-trip tickets from Hilo to Chicago were found on Delta ($948) and United Airlines ($967).

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
SouthwestOverall score based on 4319 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

I'm not sure if you are going to ask me about the check in process. I could not get my boarding pass, so I had to stop at the American desk before security. I also had a difficult time downloading the app with the confirmation code for the two flights.

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

I paid for WiFi but it never really worked. That was frustrating.

Dropping off of the checked bags took way longer than it should have. The agent for the pre-tagged and ready to drop off line was gone and didn't come back for about 15 minutes. The other bag check lines were barely moving. Agents were standing around and not much was getting done. Everything else about the flight was great.

I flew Hawaiian Airlines three times during my trip. Each time, when we went to baggage claim, it took about 45 minutes to an hour to receive our luggage.

The kiosk was fast. I got in and got my baggage tag right away. There was a long lines at baggaged check in But it moved fast and checked my baggage with no problem. The flight was good. The flight attendants were very helpful, friendly and always smiling.

We were very late to take off, late exit plane, and luggage took a long time.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

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

Information on your arrival and departure airports