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

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 49% 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 January 2026, there are 3 operators 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.

$234 Cheap Flights from Chicago to Hilo in 2026

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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.

9:00 am - 9:24 pm

ORD

ITO

16h 24m2 stops

8:30 pm - 2:58 pm

ITO

ORD

14h 28m2 stops

$371Multiple Airlines

Wed, Feb 4 - Wed, Feb 11

9:00 am - 9:24 pm

ORD

ITO

16h 24m2 stops

5:59 pm - 2:38 pm

ITO

ORD

16h 39m2 stops

$408Multiple Airlines

Mon, Jan 26 - Mon, Feb 2

9:00 am - 10:34 pm

ORD

ITO

17h 34m2 stops

9:00 pm - 2:29 pm

ITO

ORD

13h 29m2 stops

$455Multiple Airlines

Fri, Jan 30 - Fri, Feb 6

6:00 am - 9:33 pm

ORD

ITO

20h 33m2 stops

6:44 pm - 7:52 pm

ITO

ORD

20h 08m2 stops

$491Multiple Airlines

Thu, Apr 30 - Mon, May 4

5:10 am - 2:30 pm

MDW

ITO

14h 20m2 stops

3:30 pm - 12:35 pm

ITO

MDW

16h 05m2 stops

$624Southwest

Thu, Apr 30 - Wed, May 6

5:05 am - 2:40 pm

MDW

ITO

13h 35m2 stops

6:00 am - 12:25 am

ITO

MDW

14h 25m2 stops

$653Southwest

Fri, Jan 30 - Fri, Feb 6

5:10 am - 2:30 pm

MDW

ITO

14h 20m2 stops

6:55 pm - 1:10 pm

ITO

MDW

13h 15m2 stops

$785Southwest

Fri, Apr 24 - Wed, Apr 29

6:45 am - 5:45 pm

MDW

ITO

15h 00m2 stops

1:42 pm - 8:52 am

ITO

MDW

15h 10m2 stops

$869Delta

Sun, Jan 18 - Fri, Jan 30

6:00 am - 5:45 pm

MDW

ITO

15h 45m2 stops

1:42 pm - 9:53 am

ITO

MDW

16h 11m2 stops

$896Delta

Thu, Jan 22 - Wed, Jan 28

6:00 am - 7:59 pm

MDW

ITO

17h 59m2 stops

1:42 pm - 9:53 am

ITO

MDW

16h 11m2 stops

$898Delta

Mon, Jan 19 - Wed, Jan 28

Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Apr 30

MDW5:10 amChicago Midway

14h 20m

2 stops

ITO2:30 pmHilo Intl

May 6

ITO3:30 pmHilo Intl

16h 05m

2 stops

MDW12:35 pmChicago Midway

$624

Southwest

Jan 30

MDW5:05 amChicago Midway

13h 35m

2 stops

ITO2:40 pmHilo Intl

Feb 6

ITO6:00 amHilo Intl

14h 25m

2 stops

MDW12:25 amChicago Midway

$653

Southwest

Mar 20

ORD6:15 amChicago O'Hare Intl

16h 55m

2 stops

ITO6:10 pmHilo Intl

Mar 23

ITO3:30 pmHilo Intl

18h 30m

2 stops

ORD3:00 pmChicago O'Hare Intl

$780

United Airlines flights from Chicago to Hilo

Our best United Airlines deals on Chicago to Hilo flight tickets

United Airlines

Apr 24

ORD9:30 amChicago O'Hare Intl

11h 44m

1 stop

ITO4:14 pmHilo Intl

Apr 29

ITO10:56 amHilo Intl

14h 24m

2 stops

ORD6:20 amChicago O'Hare Intl

$709

United Airlines

Feb 4

ORD9:30 amChicago O'Hare Intl

14h 29m

1 stop

ITO7:59 pmHilo Intl

Feb 11

ITO3:02 pmHilo Intl

11h 14m

1 stop

ORD6:16 amChicago O'Hare Intl

$719

United Airlines

Apr 30

ORD6:25 amChicago O'Hare Intl

16h 14m

2 stops

ITO5:39 pmHilo Intl

May 4

ITO10:56 amHilo Intl

14h 20m

1 stop

ORD6:16 amChicago O'Hare Intl

$721

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 2/4

9:00 am-9:24 pm

2 stops16h 24m

Hilo Intl

Wed 2/11

8:30 pm-2:58 pm

2 stops14h 28m

$371

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 1/26

9:00 am-9:24 pm

2 stops16h 24m

Hilo Intl

Mon 2/2

5:59 pm-2:38 pm

2 stops16h 39m

$408

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 1/30

9:00 am-10:34 pm

2 stops17h 34m

Hilo Intl

Fri 2/6

9:00 pm-2:29 pm

2 stops13h 29m

$455

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 4/30

6:00 am-9:33 pm

2 stops20h 33m

Hilo Intl

Mon 5/4

6:44 pm-7:52 pm

2 stops20h 08m

$491

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 4/30

5:10 am-2:30 pm

2 stops14h 20m

Hilo Intl

Wed 5/6

3:30 pm-12:35 pm

2 stops16h 05m

$624

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 1/30

5:05 am-2:40 pm

2 stops13h 35m

Hilo Intl

Fri 2/6

6:00 am-12:25 am

2 stops14h 25m

$653

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 4/24

5:10 am-2:30 pm

2 stops14h 20m

Hilo Intl

Wed 4/29

6:55 pm-1:10 pm

2 stops13h 15m

$785

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sun 1/18

6:45 am-5:45 pm

2 stops15h 00m

Hilo Intl

Fri 1/30

1:42 pm-8:52 am

2 stops15h 10m

$869

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 1/22

6:00 am-5:45 pm

2 stops15h 45m

Hilo Intl

Wed 1/28

1:42 pm-9:53 am

2 stops16h 11m

$896

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 1/19

6:00 am-7:59 pm

2 stops17h 59m

Hilo Intl

Wed 1/28

1:42 pm-9:53 am

2 stops16h 11m

$898

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 23% 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	13h 35m
Direct flights	None

The fastest flight from Chicago to Hilo takes 13h 35m

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 13h 35m.
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 January 2026, there are 3 operators 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.
What is the most popular airline from Chicago to Hilo?
Based on momondo bookings for flights between Chicago and Hilo, the leading airline is Alaska Airlines, making up 100% of the total bookings.

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 $553	Free Cancellation	Rating 8.0 11,672 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $598	Free Cancellation	Rating 8.0 4,250 reviews	Search Southwest flights
United Airlines	PriceFrom $887	Free Cancellation	Rating 7.4 9,142 reviews	Search United 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.