What airlines fly to Hilo?

American Airlines, United Airlines and Alaska 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 43% 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.

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

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

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 October 2025, 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.

$208 Cheap Flights from Chicago to Hilo in 2025/26

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Find the cheapest flights from Chicago to Hilo

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:25 pm - 5:29 pmORD-ITO

30h 04m2 stops

6:00 am - 11:37 pmITO-ORD

13h 37m2 stops

$394Alaska Airlines

Find Deal

Tue, Feb 3 - Tue, Feb 10

10:00 am - 10:22 pmORD-ITO

16h 22m2 stops

5:50 pm - 1:09 pmITO-ORD

15h 19m2 stops

$434Alaska Airlines

Find Deal

Wed, Nov 12 - Tue, Nov 18

6:00 am - 4:05 pmORD-ITO

14h 05m2 stops

7:44 pm - 7:54 pmITO-ORD

20h 10m2 stops

$435Alaska Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

7:00 am - 4:56 pmORD-ITO

14h 56m2 stops

7:43 pm - 4:30 pmITO-ORD

16h 47m2 stops

$446Alaska Airlines

Find Deal

Thu, Oct 30 - Tue, Nov 11

7:10 am - 6:10 pmMDW-ITO

16h 00m2 stops

6:55 pm - 12:35 pmITO-MDW

12h 40m2 stops

$630Southwest

Find Deal

Wed, Oct 22 - Wed, Oct 29

7:55 am - 9:40 pmMDW-ITO

17h 45m2 stops

6:55 pm - 12:40 pmITO-MDW

13h 45m2 stops

$674Southwest

Find Deal

Sun, Dec 7 - Sat, Dec 13

9:40 am - 6:51 pmORD-ITO

14h 11m1 stop

7:43 pm - 8:25 pmITO-ORD

20h 42m2 stops

$721United Airlines

Find Deal

Wed, Oct 29 - Mon, Nov 10

9:35 am - 7:01 pmORD-ITO

13h 26m1 stop

7:43 pm - 6:50 pmITO-ORD

19h 07m2 stops

$738United Airlines

Find Deal

Mon, Nov 3 - Thu, Nov 6

6:00 am - 8:18 pmMDW-ITO

19h 18m2 stops

1:25 pm - 8:50 amITO-MDW

14h 25m2 stops

$1,070Delta

Find Deal

Thu, Mar 12 - Tue, Mar 24

6:00 am - 7:20 pmMDW-ITO

18h 20m2 stops

12:32 pm - 9:40 amITO-MDW

16h 08m2 stops

$1,094Delta

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Thu, Oct 16 - Mon, Oct 20

Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Oct 22

MDW7:10 amChicago Midway

16h 00m

2 stops

ITO6:10 pmHilo Intl

Oct 29

ITO6:55 pmHilo Intl

12h 40m

2 stops

MDW12:35 pmChicago Midway

$630

Find similar

Southwest

Dec 7

MDW7:55 amChicago Midway

17h 45m

2 stops

ITO9:40 pmHilo Intl

Dec 13

ITO6:55 pmHilo Intl

13h 45m

2 stops

MDW12:40 pmChicago Midway

$674

Find similar

Southwest

Oct 8

ORD6:15 amChicago O'Hare Intl

20h 30m

2 stops

ITO9:45 pmHilo Intl

Nov 12

ITO3:25 pmHilo Intl

20h 00m

2 stops

ORD3:25 pmChicago O'Hare Intl

$814

Find similar

United Airlines flights from Chicago to Hilo

Our best United Airlines deals on Chicago to Hilo flight tickets

United Airlines

Oct 29

ORD9:40 amChicago O'Hare Intl

14h 11m

1 stop

ITO6:51 pmHilo Intl

Nov 10

ITO7:43 pmHilo Intl

20h 42m

2 stops

ORD8:25 pmChicago O'Hare Intl

$721

Find similar

United Airlines

Nov 3

ORD9:35 amChicago O'Hare Intl

13h 26m

1 stop

ITO7:01 pmHilo Intl

Nov 6

ITO7:43 pmHilo Intl

19h 07m

2 stops

ORD6:50 pmChicago O'Hare Intl

$738

Find similar

United Airlines

Dec 4

ORD3:46 pmChicago O'Hare Intl

31h 19m

2 stops

ITO7:05 pmHilo Intl

Dec 9

ITO7:44 pmHilo Intl

30h 24m

1 stop

ORD6:08 amChicago O'Hare Intl

$755

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 2/3

3:25 pm-5:29 pm

2 stops30h 04m

Hilo Intl

Tue 2/10

6:00 am-11:37 pm

2 stops13h 37m

$394

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 11/12

10:00 am-10:22 pm

2 stops16h 22m

Hilo Intl

Tue 11/18

5:50 pm-1:09 pm

2 stops15h 19m

$434

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 12/4

6:00 am-4:05 pm

2 stops14h 05m

Hilo Intl

Mon 12/8

7:44 pm-7:54 pm

2 stops20h 10m

$435

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 10/30

7:00 am-4:56 pm

2 stops14h 56m

Hilo Intl

Tue 11/11

7:43 pm-4:30 pm

2 stops16h 47m

$446

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 10/22

7:10 am-6:10 pm

2 stops16h 00m

Hilo Intl

Wed 10/29

6:55 pm-12:35 pm

2 stops12h 40m

$630

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sun 12/7

7:55 am-9:40 pm

2 stops17h 45m

Hilo Intl

Sat 12/13

6:55 pm-12:40 pm

2 stops13h 45m

$674

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 10/29

9:40 am-6:51 pm

1 stop14h 11m

Hilo Intl

Mon 11/10

7:43 pm-8:25 pm

2 stops20h 42m

$721

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 11/3

9:35 am-7:01 pm

1 stop13h 26m

Hilo Intl

Thu 11/6

7:43 pm-6:50 pm

2 stops19h 07m

$738

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 3/12

6:00 am-8:18 pm

2 stops19h 18m

Hilo Intl

Tue 3/24

1:25 pm-8:50 am

2 stops14h 25m

$1,070

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 10/16

6:00 am-7:20 pm

2 stops18h 20m

Hilo Intl

Mon 10/20

12:32 pm-9:40 am

2 stops16h 08m

$1,094

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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

What is the cheapest month to fly to Hilo?

The month of November is, on average, the cheapest month to fly to Hilo from Chicago, with most prices found around $558. If you’re not able to fly to Hilo in November, then September is your next best option. Flight prices from Chicago to Hilo during September average around $701.

What is the cheapest day to depart on your flight to Hilo?

The cheapest day to depart from Chicago to Hilo is on a Monday. Travelers who choose to depart for Hilo on a Monday will often find tickets for as low as $778. Flights from Chicago to Hilo on a Saturday will generally be more expensive and average around $1,059. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Hilo?

Our data shows that the cheapest Chicago to Hilo flights are usually those with departure times in the morning. Our users have found flights to Hilo in the morning for as low as $849. In contrast, the most expensive time of day to depart to Hilo is in the evening when prices are around $1,423.

Can stopping save me money on Chicago to Hilo flights?

You could potentially save up to 28% 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

Direct flights	None

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

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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 31m.
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 October 2025, 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 52% of the total bookings. Other popular airlines include Southwest with 48%.

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
United Airlines	PriceFrom $437	Free Cancellation	Rating 7.4 8,929 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $553	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $598	Free Cancellation	Rating 8.0 4,248 reviews	Search Southwest 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.