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 44% 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.

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

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 August 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.

$292 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.

7:00 am - 8:09 pmORD Chicago O'Hare Intl-ITO Hilo Intl

17h 09m2 stops Seattle/Tacoma Intl Honolulu

6:00 am - 11:49 pmITO Hilo Intl-ORD Chicago O'Hare Intl

13h 49m2 stops Honolulu San Diego

$579Multiple Airlines

Tue, Nov 10 - Wed, Nov 11

7:57 pm - 6:19 pmORD Chicago O'Hare Intl-ITO Hilo Intl

26h 22m2 stops San Diego Kahului

3:54 pm - 6:59 pmITO Hilo Intl-ORD Chicago O'Hare Intl

23h 05m2 stops Honolulu San Diego

$584Multiple Airlines

Mon, Nov 9 - Thu, Nov 12

7:20 am - 5:46 pmORD Chicago O'Hare Intl-ITO Hilo Intl

15h 26m2 stops San Diego Honolulu

6:00 am - 11:49 pmITO Hilo Intl-ORD Chicago O'Hare Intl

13h 49m2 stops Honolulu San Diego

$585Multiple Airlines

Mon, Oct 26 - Wed, Nov 4

7:00 am - 6:53 pmORD Chicago O'Hare Intl-ITO Hilo Intl

16h 53m2 stops Seattle/Tacoma Intl Honolulu

11:20 am - 5:40 amITO Hilo Intl-ORD Chicago O'Hare Intl

13h 20m2 stops Honolulu Seattle/Tacoma Intl

$585Multiple Airlines

Tue, Oct 27 - Fri, Oct 30

3:43 pm - 7:03 amORD Chicago O'Hare Intl-ITO Hilo Intl

20h 20m2 stops Seattle/Tacoma Intl Honolulu

6:00 am - 11:59 pmITO Hilo Intl-ORD Chicago O'Hare Intl

12h 59m2 stops Honolulu San Diego

$585Multiple Airlines

Wed, Sep 2 - Thu, Sep 10

9:00 am - 6:53 pmORD Chicago O'Hare Intl-ITO Hilo Intl

14h 53m2 stops Seattle/Tacoma Intl Honolulu

6:00 am - 11:49 pmITO Hilo Intl-ORD Chicago O'Hare Intl

13h 49m2 stops Honolulu San Diego

$585Multiple Airlines

Wed, Oct 28 - Tue, Nov 3

7:20 am - 4:19 pmORD Chicago O'Hare Intl-ITO Hilo Intl

13h 59m2 stops San Diego Honolulu

8:45 pm - 6:20 pmITO Hilo Intl-ORD Chicago O'Hare Intl

16h 35m2 stops Honolulu Seattle/Tacoma Intl

$585Multiple Airlines

Mon, Oct 26 - Fri, Oct 30

7:20 am - 4:19 pmORD Chicago O'Hare Intl-ITO Hilo Intl

13h 59m2 stops San Diego Honolulu

7:30 pm - 5:37 pmITO Hilo Intl-ORD Chicago O'Hare Intl

18h 07m2 stops Honolulu Seattle/Tacoma Intl

$585Multiple Airlines

Mon, Oct 26 - Tue, Nov 3

6:15 am - 2:30 pmMDW Chicago Midway-ITO Hilo Intl

13h 15m2 stops San Diego Honolulu

8:45 pm - 2:20 pmITO Hilo Intl-MDW Chicago Midway

12h 35m2 stops Las Vegas Harry Reid Intl Dallas Love Field

$610Southwest

Mon, Sep 14 - Fri, Sep 18

6:40 am - 12:35 pmMDW Chicago Midway-ITO Hilo Intl

10h 55m1 stop Las Vegas Harry Reid Intl

8:45 pm - 2:20 pmITO Hilo Intl-MDW Chicago Midway

12h 35m2 stops Las Vegas Harry Reid Intl Dallas Love Field

$620Southwest

Mon, Sep 14 - Fri, Sep 18

Cheap last minute flights

Enter your travel dates to find the best prices.

7:20 am - 5:54 pmORD Chicago O'Hare Intl-ITO Hilo Intl

15h 34m2 stops Portland Honolulu

11:27 am - 12:07 pmITO Hilo Intl-ORD Chicago O'Hare Intl

19h 40m2 stops Honolulu Seattle/Tacoma Intl

$837Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

5:42 pm - 7:03 amORD Chicago O'Hare Intl-ITO Hilo Intl

18h 21m2 stops Seattle/Tacoma Intl Honolulu

11:27 am - 12:07 pmITO Hilo Intl-ORD Chicago O'Hare Intl

19h 40m2 stops Honolulu Seattle/Tacoma Intl

$837Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

6:00 am - 5:54 pmORD Chicago O'Hare Intl-ITO Hilo Intl

16h 54m3 stops Seattle/Tacoma Intl Lihue Honolulu

11:27 am - 12:07 pmITO Hilo Intl-ORD Chicago O'Hare Intl

19h 40m2 stops Honolulu Seattle/Tacoma Intl

$879Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

6:00 am - 5:54 pmORD Chicago O'Hare Intl-ITO Hilo Intl

16h 54m3 stops Seattle/Tacoma Intl Lihue Honolulu

11:27 am - 12:07 pmITO Hilo Intl-ORD Chicago O'Hare Intl

19h 40m2 stops Honolulu Seattle/Tacoma Intl

$882Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

7:20 am - 6:17 pmORD Chicago O'Hare Intl-ITO Hilo Intl

15h 57m3 stops Portland Honolulu Kahului

11:27 am - 12:07 pmITO Hilo Intl-ORD Chicago O'Hare Intl

19h 40m2 stops Honolulu Seattle/Tacoma Intl

$902Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

9:30 am - 3:13 pmORD Chicago O'Hare Intl-ITO Hilo Intl

10h 43m1 stop Honolulu

12:54 pm - 11:28 amITO Hilo Intl-ORD Chicago O'Hare Intl

17h 34m2 stops Honolulu Denver Intl

$1,159United Airlines

Wed, Aug 12 - Thu, Aug 20

9:30 am - 5:54 pmORD Chicago O'Hare Intl-ITO Hilo Intl

13h 24m1 stop Honolulu

7:44 pm - 2:36 pmITO Hilo Intl-ORD Chicago O'Hare Intl

13h 52m2 stops Honolulu Los Angeles

$1,159United Airlines

Wed, Aug 12 - Thu, Aug 20

9:30 am - 9:59 pmORD Chicago O'Hare Intl-ITO Hilo Intl

17h 29m1 stop Honolulu

11:27 am - 5:04 amITO Hilo Intl-ORD Chicago O'Hare Intl

12h 37m1 stop Honolulu

$1,195United Airlines

Wed, Aug 12 - Thu, Aug 20

9:30 am - 5:54 pmORD Chicago O'Hare Intl-ITO Hilo Intl

13h 24m1 stop Honolulu

7:44 pm - 5:04 amITO Hilo Intl-ORD Chicago O'Hare Intl

28h 20m1 stop Honolulu

$1,196United Airlines

Wed, Aug 12 - Thu, Aug 20

9:30 am - 9:59 pmORD Chicago O'Hare Intl-ITO Hilo Intl

17h 29m1 stop Honolulu

8:45 pm - 5:04 amITO Hilo Intl-ORD Chicago O'Hare Intl

27h 19m1 stop Honolulu

$1,196United Airlines

Wed, Aug 12 - Thu, Aug 20

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Southwest flights from Chicago to Hilo

Our best Southwest deals on Chicago to Hilo flight tickets

Southwest

Nov 9

MDW5:45 amChicago Midway

11h 35m

1 stop

ITO1:20 pmHilo Intl

Nov 12

ITO9:25 pmHilo Intl

10h 25m

1 stop

MDW11:50 amChicago Midway

$434

Southwest

Nov 9

MDW5:45 amChicago Midway

11h 35m

1 stop

ITO1:20 pmHilo Intl

Nov 12

ITO11:35 amHilo Intl

14h 20m

2 stops

MDW5:55 amChicago Midway

$440

Southwest

Nov 9

MDW10:05 amChicago Midway

15h 45m

2 stops

ITO9:50 pmHilo Intl

Nov 12

ITO11:35 amHilo Intl

14h 20m

2 stops

MDW5:55 amChicago Midway

$565

American Airlines flights from Chicago to Hilo

Our best American Airlines deals on Chicago to Hilo flight tickets

American Airlines

Nov 9

ORD10:00 amChicago O'Hare Intl

11h 47m

1 stop

ITO5:47 pmHilo Intl

Nov 12

ITO4:59 pmHilo Intl

10h 26m

1 stop

ORD7:25 amChicago O'Hare Intl

$849

American Airlines

Oct 20

ORD1:50 pmChicago O'Hare Intl

13h 04m

2 stops

ITO9:54 pmHilo Intl

Nov 2

ITO4:59 pmHilo Intl

10h 26m

1 stop

ORD7:25 amChicago O'Hare Intl

$858

American Airlines

Nov 8

ORD10:00 amChicago O'Hare Intl

12h 53m

1 stop

ITO6:53 pmHilo Intl

Nov 12

ITO4:59 pmHilo Intl

10h 26m

1 stop

ORD7:25 amChicago O'Hare Intl

$879

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Tue 11/10

7:00 am-8:09 pm

2 stops17h 09m

Hilo Intl

Wed 11/11

6:00 am-11:49 pm

2 stops13h 49m

$579

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Mon 11/9

7:57 pm-6:19 pm

2 stops26h 22m

Hilo Intl

Thu 11/12

3:54 pm-6:59 pm

2 stops23h 05m

$584

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Mon 10/26

7:20 am-5:46 pm

2 stops15h 26m

Hilo Intl

Wed 11/4

6:00 am-11:49 pm

2 stops13h 49m

$585

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Tue 10/27

7:00 am-6:53 pm

2 stops16h 53m

Hilo Intl

Fri 10/30

11:20 am-5:40 am

2 stops13h 20m

$585

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Wed 9/2

3:43 pm-7:03 am

2 stops20h 20m

Hilo Intl

Thu 9/10

6:00 am-11:59 pm

2 stops12h 59m

$585

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Wed 10/28

9:00 am-6:53 pm

2 stops14h 53m

Hilo Intl

Tue 11/3

6:00 am-11:49 pm

2 stops13h 49m

$585

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Mon 10/26

7:20 am-4:19 pm

2 stops13h 59m

Hilo Intl

Fri 10/30

8:45 pm-6:20 pm

2 stops16h 35m

$585

ChicagoHilo

ORD Chicago O'Hare Intl - ITO Hilo Intl

ORDITO

Chicago O'Hare Intl

Mon 10/26

7:20 am-4:19 pm

2 stops13h 59m

Hilo Intl

Tue 11/3

7:30 pm-5:37 pm

2 stops18h 07m

$585

ChicagoHilo

MDW Chicago Midway - ITO Hilo Intl

MDWITO

Chicago Midway

Mon 9/14

6:15 am-2:30 pm

2 stops13h 15m

Hilo Intl

Fri 9/18

8:45 pm-2:20 pm

2 stops12h 35m

$610

Quickest round-trip

ChicagoHilo

MDW Chicago Midway - ITO Hilo Intl

MDWITO

Chicago Midway

Mon 9/14

6:40 am-12:35 pm

1 stop10h 55m

Hilo Intl

Fri 9/18

8:45 pm-2:20 pm

2 stops12h 35m

$620

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 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 August 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 12,794 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.