What is the cheapest airline that flies from Chicago to Hilo Intl?

United Airlines, Southwest, and Delta are the most popular carriers operating from Chicago to Hilo Intl

What airlines fly to Hilo?

American Airlines, Alaska Airlines and United Airlines are the top three most popular airlines that fly to Hilo from Chicago according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Hilo. Keep in mind that there are 6 different airlines that fly to Hilo on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Hilo Intl Airport?

Prices for flights from Chicago to Hilo Intl Airport refresh daily.

How many operators does momondo search for flights from Chicago to Hilo Intl Airport?

As of February 2026, there is 1 operator available to choose from for flights from Chicago to Hilo Intl Airport.

How old do you have to be to fly from Chicago to Hilo Intl Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Hilo Intl Airport.

What documentation or ID do you need to fly to Hilo Intl Airport?

The necessary travel and health documents for your Hilo Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$209 Cheap Flights from Chicago to Hilo in 2026

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0 bags

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Find the cheapest flights from Chicago to Hilo

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 5:27 pm

ORD

ITO

16h 27m

2 stops

10:56 am - 6:40 am

ITO

ORD

14h 44m

2 stops

$504Multiple Airlines

Tue, Apr 21 - Wed, Apr 29

7:59 pm - 4:15 pm

ORD

ITO

25h 16m

2 stops

6:44 pm - 2:21 pm

ITO

ORD

14h 37m

2 stops

$531Multiple Airlines

Fri, Apr 17 - Mon, Apr 20

8:20 am - 8:28 pm

ORD

ITO

17h 08m

2 stops

5:57 pm - 2:21 pm

ITO

ORD

15h 24m

2 stops

$539Multiple Airlines

Mon, Apr 13 - Mon, Apr 20

12:40 pm - 9:33 pm

ORD

ITO

13h 53m

2 stops

7:44 pm - 1:15 pm

ITO

ORD

12h 31m

2 stops

$579United Airlines

Mon, May 4 - Mon, May 11

10:49 am - 9:33 pm

ORD

ITO

15h 44m

2 stops

7:44 pm - 1:15 pm

ITO

ORD

12h 31m

2 stops

$582United Airlines

Thu, May 7 - Mon, May 11

10:49 am - 9:33 pm

ORD

ITO

15h 44m

2 stops

7:44 pm - 2:23 pm

ITO

ORD

13h 39m

2 stops

$584United Airlines

Thu, May 7 - Mon, May 11

12:55 pm - 9:33 pm

ORD

ITO

13h 38m

2 stops

10:56 am - 6:20 am

ITO

ORD

14h 24m

2 stops

$591United Airlines

Thu, Apr 23 - Wed, May 6

5:10 am - 12:30 pm

MDW

ITO

12h 20m

1 stop

6:55 pm - 2:00 pm

ITO

MDW

14h 05m

2 stops

$660Southwest

Thu, Apr 9 - Tue, Apr 14

10:10 am - 9:45 pm

MDW

ITO

16h 35m

2 stops

6:55 pm - 2:00 pm

ITO

MDW

14h 05m

2 stops

$665Southwest

Thu, Apr 9 - Tue, Apr 14

7:20 pm - 5:27 pm

MDW

ITO

27h 07m

2 stops

1:46 pm - 8:53 am

ITO

MDW

14h 07m

2 stops

$922Delta

Mon, Mar 30 - Wed, Apr 1

United Airlines flights from Chicago to Hilo

Our best United Airlines deals on Chicago to Hilo flight tickets

United Airlines

May 4

ORD12:40 pmChicago O'Hare Intl

13h 53m

2 stops

ITO9:33 pmHilo Intl

May 11

ITO7:44 pmHilo Intl

12h 31m

2 stops

ORD1:15 pmChicago O'Hare Intl

$579

United Airlines

May 7

ORD10:49 amChicago O'Hare Intl

15h 44m

2 stops

ITO9:33 pmHilo Intl

May 11

ITO7:44 pmHilo Intl

12h 31m

2 stops

ORD1:15 pmChicago O'Hare Intl

$582

United Airlines

May 7

ORD10:49 amChicago O'Hare Intl

15h 44m

2 stops

ITO9:33 pmHilo Intl

May 11

ITO7:44 pmHilo Intl

13h 39m

2 stops

ORD2:23 pmChicago O'Hare Intl

$584

Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Apr 9

MDW5:10 amChicago Midway

12h 20m

1 stop

ITO12:30 pmHilo Intl

Apr 14

ITO6:55 pmHilo Intl

14h 05m

2 stops

MDW2:00 pmChicago Midway

$660

Southwest

Apr 9

MDW10:10 amChicago Midway

16h 35m

2 stops

ITO9:45 pmHilo Intl

Apr 14

ITO6:55 pmHilo Intl

14h 05m

2 stops

MDW2:00 pmChicago Midway

$665

Southwest

Aug 16

MDW6:10 amChicago Midway

13h 20m

2 stops

ITO2:30 pmHilo Intl

Aug 23

ITO3:30 pmHilo Intl

15h 35m

2 stops

MDW12:05 pmChicago Midway

$750

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 4/21

6:00 am-5:27 pm

2 stops16h 27m

Hilo Intl

Wed 4/29

10:56 am-6:40 am

2 stops14h 44m

$504

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 4/17

7:59 pm-4:15 pm

2 stops25h 16m

Hilo Intl

Mon 4/20

6:44 pm-2:21 pm

2 stops14h 37m

$531

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 4/13

8:20 am-8:28 pm

2 stops17h 08m

Hilo Intl

Mon 4/20

5:57 pm-2:21 pm

2 stops15h 24m

$539

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 5/4

12:40 pm-9:33 pm

2 stops13h 53m

Hilo Intl

Mon 5/11

7:44 pm-1:15 pm

2 stops12h 31m

$579

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 5/7

10:49 am-9:33 pm

2 stops15h 44m

Hilo Intl

Mon 5/11

7:44 pm-1:15 pm

2 stops12h 31m

$582

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 5/7

10:49 am-9:33 pm

2 stops15h 44m

Hilo Intl

Mon 5/11

7:44 pm-2:23 pm

2 stops13h 39m

$584

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 4/23

12:55 pm-9:33 pm

2 stops13h 38m

Hilo Intl

Wed 5/6

10:56 am-6:20 am

2 stops14h 24m

$591

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 4/9

5:10 am-12:30 pm

1 stop12h 20m

Hilo Intl

Tue 4/14

6:55 pm-2:00 pm

2 stops14h 05m

$660

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 4/9

10:10 am-9:45 pm

2 stops16h 35m

Hilo Intl

Tue 4/14

6:55 pm-2:00 pm

2 stops14h 05m

$665

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 3/30

7:20 pm-5:27 pm

2 stops27h 07m

Hilo Intl

Wed 4/1

1:46 pm-8:53 am

2 stops14h 07m

$922

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Hilo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Can stopping save me money on Chicago to Hilo flights?

You could potentially save up to 10% on your flight if you consider stops on a Chicago to Hilo flight.

When to book flights from Chicago to Hilo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Hilo according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Hilo (CHI to ITO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hilo

Fastest flight time	12h 20m
Direct flights	None

The fastest flight from Chicago to Hilo takes 12h 20m

There are no direct flights from Chicago to Hilo. There are no popular flight routes from Chicago to Hilo.

Search flight deals

How far is Chicago to Hilo Intl by plane?
Hilo Intl is 4170.2 mi away from Chicago. By plane, this route typically takes 12h 20m.
When did momondo last update prices for flights from Chicago to Hilo Intl Airport?
Prices for flights from Chicago to Hilo Intl Airport refresh daily.
How many operators does momondo search for flights from Chicago to Hilo Intl Airport?
As of February 2026, there is 1 operator available to choose from for flights from Chicago to Hilo Intl Airport.
How old do you have to be to fly from Chicago to Hilo Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Hilo Intl Airport.
What documentation or ID do you need to fly to Hilo Intl Airport?
The necessary travel and health documents for your Hilo Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Hilo

Compare and see reviews for airlines that fly from Chicago to Hilo with momondo

Airline	Rating	Free Cancellation	Price
Alaska Airlines	PriceFrom $572	Free Cancellation	Rating 8.0 11,959 reviews		Search Alaska Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hilo?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Hilo from Chicago.

Can I find flights from Chicago to Hilo with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Hilo from Chicago with this policy.

How can momondo help me find flights from Chicago to Hilo?

momondo helps you find the best flight between Chicago and Hilo by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Hilo right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Hilo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.