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

Southwest and United Airlines 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 May 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.

$253 Cheap Flights from Chicago to Hilo in 2026

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:00 am - 3:13 pm

ORD

ITO

13h 13m

2 stops

8:28 am - 6:22 am

ITO

ORD

16h 54m

2 stops

$535Multiple Airlines

Wed, Sep 23 - Wed, Sep 30

7:00 am - 4:12 pm

ORD

ITO

14h 12m

2 stops

8:28 am - 6:22 am

ITO

ORD

16h 54m

2 stops

$555Multiple Airlines

Mon, Sep 28 - Tue, Sep 29

7:00 am - 5:26 pm

ORD

ITO

15h 26m

2 stops

7:44 pm - 2:54 pm

ITO

ORD

14h 10m

2 stops

$565Multiple Airlines

Mon, Sep 28 - Tue, Sep 29

7:00 am - 4:12 pm

ORD

ITO

14h 12m

2 stops

8:28 am - 6:22 am

ITO

ORD

16h 54m

2 stops

$575Multiple Airlines

Mon, Sep 28 - Tue, Sep 29

9:00 am - 6:17 pm

ORD

ITO

14h 17m

2 stops

6:00 am - 11:57 pm

ITO

ORD

12h 57m

2 stops

$605Multiple Airlines

Wed, Sep 16 - Wed, Sep 23

6:20 am - 9:59 pm

ORD

ITO

20h 39m

2 stops

8:45 pm - 11:41 pm

ITO

ORD

21h 56m

2 stops

$610Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

7:00 am - 5:26 pm

ORD

ITO

15h 26m

2 stops

5:58 pm - 2:54 pm

ITO

ORD

15h 56m

2 stops

$625Multiple Airlines

Tue, Sep 22 - Sat, Sep 26

8:02 am - 6:17 pm

ORD

ITO

15h 15m

2 stops

8:45 pm - 11:41 pm

ITO

ORD

21h 56m

2 stops

$630Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

6:40 am - 12:35 pm

MDW

ITO

10h 55m

1 stop

8:45 pm - 11:55 am

ITO

MDW

10h 10m

1 stop

$780Southwest

Mon, Aug 10 - Mon, Aug 17

6:40 am - 12:35 pm

MDW

ITO

10h 55m

1 stop

8:45 pm - 2:45 pm

ITO

MDW

13h 00m

2 stops

$786Southwest

Mon, Aug 10 - Mon, Aug 17

Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Aug 10

MDW6:40 amChicago Midway

10h 55m

1 stop

ITO12:35 pmHilo Intl

Aug 17

ITO8:45 pmHilo Intl

10h 10m

1 stop

MDW11:55 amChicago Midway

$780

Southwest

Aug 10

MDW6:40 amChicago Midway

10h 55m

1 stop

ITO12:35 pmHilo Intl

Aug 17

ITO8:45 pmHilo Intl

13h 00m

2 stops

MDW2:45 pmChicago Midway

$786

Southwest

Aug 10

MDW6:15 amChicago Midway

13h 15m

2 stops

ITO2:30 pmHilo Intl

Aug 17

ITO8:45 pmHilo Intl

13h 00m

2 stops

MDW2:45 pmChicago Midway

$856

United Airlines flights from Chicago to Hilo

Our best United Airlines deals on Chicago to Hilo flight tickets

United Airlines

Sep 28

ORD2:10 pmChicago O'Hare Intl

12h 44m

2 stops

ITO9:54 pmHilo Intl

Sep 29

ITO11:27 amHilo Intl

12h 37m

1 stop

ORD5:04 amChicago O'Hare Intl

$873

United Airlines

Sep 28

ORD2:10 pmChicago O'Hare Intl

21h 53m

2 stops

ITO7:03 amHilo Intl

Sep 29

ITO11:27 amHilo Intl

12h 37m

1 stop

ORD5:04 amChicago O'Hare Intl

$897

United Airlines

Aug 23

ORD9:30 amChicago O'Hare Intl

12h 28m

1 stop

ITO4:58 pmHilo Intl

Aug 28

ITO11:27 amHilo Intl

12h 18m

2 stops

ORD4:45 amChicago O'Hare Intl

$903

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 9/23

7:00 am-3:13 pm

2 stops13h 13m

Hilo Intl

Wed 9/30

8:28 am-6:22 am

2 stops16h 54m

$535

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 9/28

7:00 am-4:12 pm

2 stops14h 12m

Hilo Intl

Tue 9/29

8:28 am-6:22 am

2 stops16h 54m

$555

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 9/28

7:00 am-5:26 pm

2 stops15h 26m

Hilo Intl

Tue 9/29

7:44 pm-2:54 pm

2 stops14h 10m

$565

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 9/28

7:00 am-4:12 pm

2 stops14h 12m

Hilo Intl

Tue 9/29

8:28 am-6:22 am

2 stops16h 54m

$575

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 9/16

9:00 am-6:17 pm

2 stops14h 17m

Hilo Intl

Wed 9/23

6:00 am-11:57 pm

2 stops12h 57m

$605

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 8/12

6:20 am-9:59 pm

2 stops20h 39m

Hilo Intl

Thu 8/20

8:45 pm-11:41 pm

2 stops21h 56m

$610

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 9/22

7:00 am-5:26 pm

2 stops15h 26m

Hilo Intl

Sat 9/26

5:58 pm-2:54 pm

2 stops15h 56m

$625

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 8/12

8:02 am-6:17 pm

2 stops15h 15m

Hilo Intl

Thu 8/20

8:45 pm-11:41 pm

2 stops21h 56m

$630

Quickest round-trip

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 8/10

6:40 am-12:35 pm

1 stop10h 55m

Hilo Intl

Mon 8/17

8:45 pm-11:55 am

1 stop10h 10m

$780

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 8/10

6:40 am-12:35 pm

1 stop10h 55m

Hilo Intl

Mon 8/17

8:45 pm-2:45 pm

2 stops13h 00m

$786

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

What is the cheapest month to fly to Hilo?

The month of May is, on average, the cheapest month to fly to Hilo from Chicago, with most prices found around $0. If you’re not able to fly to Hilo in May, then December is your next best option. Flight prices from Chicago to Hilo during December average around $437.

Can stopping save me money on Chicago to Hilo flights?

You could potentially save up to 59% 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 13m
Direct flights	None

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

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

Search flight deals

Frequently asked questions about flying from Chicago to Hilo

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 13m.
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 May 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 7.9 12,350 reviews		Search Alaska Airlines flights

Mountain View

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.