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

Southwest is the most popular carrier 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 45% of people opting to fly with this airline when traveling to Hilo. Keep in mind that there are 4 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 June 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.

$247 Cheap Flights from Chicago to Hilo in 2026

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.

6:01 am - 5:26 pm

ORD

ITO

16h 25m

2 stops

6:49 pm - 7:21 pm

ITO

ORD

19h 32m

2 stops

$515Multiple Airlines

Mon, Aug 31 - Tue, Sep 15

6:00 am - 7:12 pm

ORD

ITO

18h 12m

2 stops

6:00 am - 11:59 pm

ITO

ORD

12h 59m

2 stops

$529Multiple Airlines

Tue, Oct 27 - Wed, Oct 28

6:00 am - 7:12 pm

ORD

ITO

18h 12m

2 stops

6:00 am - 11:59 pm

ITO

ORD

12h 59m

2 stops

$559Multiple Airlines

Tue, Oct 27 - Wed, Oct 28

7:16 pm - 2:27 pm

ORD

ITO

24h 11m

2 stops

6:00 am - 11:49 pm

ITO

ORD

13h 49m

2 stops

$573Multiple Airlines

Tue, Oct 20 - Mon, Nov 2

6:00 am - 6:17 pm

ORD

ITO

17h 17m

2 stops

6:49 pm - 7:21 pm

ITO

ORD

19h 32m

2 stops

$580Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

9:00 am - 9:55 pm

ORD

ITO

17h 55m

2 stops

7:44 pm - 6:20 pm

ITO

ORD

17h 36m

2 stops

$582Multiple Airlines

Wed, Oct 21 - Wed, Oct 28

6:20 am - 6:17 pm

ORD

ITO

16h 57m

2 stops

6:00 am - 11:59 pm

ITO

ORD

12h 59m

2 stops

$590Multiple Airlines

Mon, Aug 17 - Thu, Aug 20

8:20 pm - 12:35 pm

MDW

ITO

21h 15m

2 stops

8:45 pm - 11:55 am

ITO

MDW

10h 10m

1 stop

$595Southwest

Wed, Aug 19 - Mon, Aug 24

6:00 am - 6:17 pm

ORD

ITO

17h 17m

2 stops

8:45 pm - 11:59 pm

ITO

ORD

22h 14m

2 stops

$595Multiple Airlines

Thu, Jul 30 - Tue, Oct 6

8:20 pm - 12:35 pm

MDW

ITO

21h 15m

2 stops

6:55 pm - 11:55 am

ITO

MDW

12h 00m

2 stops

$600Southwest

Wed, Aug 19 - Mon, Aug 24

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Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Aug 19

MDW8:20 pmChicago Midway

21h 15m

2 stops

ITO12:35 pmHilo Intl

Aug 24

ITO8:45 pmHilo Intl

10h 10m

1 stop

MDW11:55 amChicago Midway

$595

Southwest

Aug 19

MDW8:20 pmChicago Midway

21h 15m

2 stops

ITO12:35 pmHilo Intl

Aug 24

ITO6:55 pmHilo Intl

12h 00m

2 stops

MDW11:55 amChicago Midway

$600

Southwest

Aug 10

MDW6:40 amChicago Midway

10h 55m

1 stop

ITO12:35 pmHilo Intl

Aug 14

ITO8:45 pmHilo Intl

10h 20m

1 stop

MDW12:05 pmChicago Midway

$689

American Airlines flights from Chicago to Hilo

Our best American Airlines deals on Chicago to Hilo flight tickets

American Airlines

Jun 27

ORD5:00 amChicago O'Hare Intl

13h 14m

2 stops

ITO1:14 pmHilo Intl

Jun 29

ITO8:45 pmHilo Intl

15h 58m

2 stops

ORD5:43 pmChicago O'Hare Intl

$1,045

American Airlines

Jun 27

ORD5:00 amChicago O'Hare Intl

13h 14m

2 stops

ITO1:14 pmHilo Intl

Jun 28

ITO11:27 amHilo Intl

14h 48m

2 stops

ORD7:15 amChicago O'Hare Intl

$1,068

American Airlines

Jun 27

ORD5:00 amChicago O'Hare Intl

14h 27m

2 stops

ITO2:27 pmHilo Intl

Jun 30

ITO4:47 pmHilo Intl

18h 09m

2 stops

ORD3:56 pmChicago O'Hare Intl

$1,082

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 8/31

6:01 am-5:26 pm

2 stops16h 25m

Hilo Intl

Tue 9/15

6:49 pm-7:21 pm

2 stops19h 32m

$515

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 10/27

6:00 am-7:12 pm

2 stops18h 12m

Hilo Intl

Wed 10/28

6:00 am-11:59 pm

2 stops12h 59m

$529

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 10/27

6:00 am-7:12 pm

2 stops18h 12m

Hilo Intl

Wed 10/28

6:00 am-11:59 pm

2 stops12h 59m

$559

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 10/20

7:16 pm-2:27 pm

2 stops24h 11m

Hilo Intl

Mon 11/2

6:00 am-11:49 pm

2 stops13h 49m

$573

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 8/12

6:00 am-6:17 pm

2 stops17h 17m

Hilo Intl

Thu 8/20

6:49 pm-7:21 pm

2 stops19h 32m

$580

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 10/21

9:00 am-9:55 pm

2 stops17h 55m

Hilo Intl

Wed 10/28

7:44 pm-6:20 pm

2 stops17h 36m

$582

Quickest round-trip

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 8/17

6:20 am-6:17 pm

2 stops16h 57m

Hilo Intl

Thu 8/20

6:00 am-11:59 pm

2 stops12h 59m

$590

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 8/19

8:20 pm-12:35 pm

2 stops21h 15m

Hilo Intl

Mon 8/24

8:45 pm-11:55 am

1 stop10h 10m

$595

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 7/30

6:00 am-6:17 pm

2 stops17h 17m

Hilo Intl

Tue 10/6

8:45 pm-11:59 pm

2 stops22h 14m

$595

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 8/19

8:20 pm-12:35 pm

2 stops21h 15m

Hilo Intl

Mon 8/24

6:55 pm-11:55 am

2 stops12h 00m

$600

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 8% 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	10h 55m
Direct flights	None

The fastest flight from Chicago to Hilo takes 10h 55m

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 10h 55m.
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 June 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 $437	Free Cancellation	Rating 7.9 12,564 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.