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Cheap flights from Hilo to Chicago from $483

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Hilo to Chicago departing on 9/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Hilo to Chicago (ITO-ORD)

Cheap round-trip flights

Alaska Airlines Logo
9:00 pm - 10:07 pmITO-ORD
20h 07m2 stops
Alaska Airlines Logo
1:01 pm - 10:17 pmORD-ITO
14h 16m2 stops
$483Alaska Airlines
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Mon, Sep 22 - Tue, Sep 30
Alaska Airlines Logo
9:00 pm - 10:07 pmITO-ORD
20h 07m2 stops
Alaska Airlines Logo
1:01 pm - 10:17 pmORD-ITO
14h 16m2 stops
$508Alaska Airlines
Find Deal
Fri, Sep 26 - Tue, Sep 30
Alaska Airlines Logo
9:00 pm - 12:03 amITO-ORD
22h 03m2 stops
Alaska Airlines Logo
1:01 pm - 10:17 pmORD-ITO
14h 16m2 stops
$511Alaska Airlines
Find Deal
Thu, Sep 25 - Tue, Sep 30
Alaska Airlines Logo
9:00 pm - 10:07 pmITO-ORD
20h 07m2 stops
Alaska Airlines Logo
8:00 am - 5:39 pmORD-ITO
14h 39m2 stops
$528Alaska Airlines
Find Deal
Mon, Sep 22 - Mon, Sep 29
Alaska Airlines Logo
9:00 pm - 12:03 amITO-ORD
22h 03m2 stops
Alaska Airlines Logo
1:01 pm - 10:17 pmORD-ITO
14h 16m2 stops
$537Alaska Airlines
Find Deal
Wed, Sep 24 - Tue, Sep 30
Alaska Airlines Logo
9:00 pm - 10:07 pmITO-ORD
20h 07m2 stops
Alaska Airlines Logo
6:00 am - 10:19 pmORD-ITO
21h 19m2 stops
$538Alaska Airlines
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Mon, Sep 22 - Sat, Oct 4
United Airlines Logo
8:36 am - 6:15 amITO-ORD
16h 39m2 stops
United Airlines Logo
8:50 am - 8:07 amORD-ITO
28h 17m2 stops
$792United Airlines
Find Deal
Tue, Sep 23 - Thu, Oct 2
United Airlines Logo
7:47 am - 5:01 amITO-ORD
16h 14m2 stops
United Airlines Logo
8:50 am - 8:07 amORD-ITO
28h 17m2 stops
$801United Airlines
Find Deal
Sun, Sep 21 - Thu, Oct 2
United Airlines Logo
8:36 am - 6:15 amITO-ORD
16h 39m2 stops
United Airlines Logo
7:10 am - 5:39 pmORD-ITO
15h 29m2 stops
$804United Airlines
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Wed, Sep 24 - Sun, Sep 28
Delta Logo
9:43 am - 8:40 amITO-ORD
17h 57m2 stops
Delta Logo
6:10 pm - 5:44 pmORD-ITO
28h 34m2 stops
$1,055Delta
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Mon, Sep 22 - Fri, Oct 3

Alaska Airlines flights from Hilo to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Hilo to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Sep 22
ITO9:00 pmHilo Intl
20h 07m
2 stops
ORD10:07 pmChicago O'Hare Intl
Sep 30
ORD1:01 pmChicago O'Hare Intl
14h 16m
2 stops
ITO10:17 pmHilo Intl
$483
Find similar
Alaska Airlines
Sep 26
ITO9:00 pmHilo Intl
20h 07m
2 stops
ORD10:07 pmChicago O'Hare Intl
Sep 30
ORD1:01 pmChicago O'Hare Intl
14h 16m
2 stops
ITO10:17 pmHilo Intl
$508
Find similar
Alaska Airlines
Sep 25
ITO9:00 pmHilo Intl
22h 03m
2 stops
ORD12:03 amChicago O'Hare Intl
Sep 30
ORD1:01 pmChicago O'Hare Intl
14h 16m
2 stops
ITO10:17 pmHilo Intl
$511
Find similar

United Airlines flights from Hilo to Chicago O'Hare Intl Airport

Our best United Airlines deals on Hilo to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 23
ITO8:36 amHilo Intl
16h 39m
2 stops
ORD6:15 amChicago O'Hare Intl
Oct 2
ORD8:50 amChicago O'Hare Intl
28h 17m
2 stops
ITO8:07 amHilo Intl
$792
Find similar
United Airlines
Sep 21
ITO7:47 amHilo Intl
16h 14m
2 stops
ORD5:01 amChicago O'Hare Intl
Oct 2
ORD8:50 amChicago O'Hare Intl
28h 17m
2 stops
ITO8:07 amHilo Intl
$801
Find similar
United Airlines
Sep 24
ITO8:36 amHilo Intl
16h 39m
2 stops
ORD6:15 amChicago O'Hare Intl
Sep 28
ORD7:10 amChicago O'Hare Intl
15h 29m
2 stops
ITO5:39 pmHilo Intl
$804
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilo to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from Hilo to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 9/22

9:00 pm-10:07 pm

2 stops20h 07m

Chicago O'Hare Intl

Tue 9/30

1:01 pm-10:17 pm

2 stops14h 16m

$483

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Fri 9/26

9:00 pm-10:07 pm

2 stops20h 07m

Chicago O'Hare Intl

Tue 9/30

1:01 pm-10:17 pm

2 stops14h 16m

$508

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 9/25

9:00 pm-12:03 am

2 stops22h 03m

Chicago O'Hare Intl

Tue 9/30

1:01 pm-10:17 pm

2 stops14h 16m

$511

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 9/22

9:00 pm-10:07 pm

2 stops20h 07m

Chicago O'Hare Intl

Mon 9/29

8:00 am-5:39 pm

2 stops14h 39m

$528

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 9/24

9:00 pm-12:03 am

2 stops22h 03m

Chicago O'Hare Intl

Tue 9/30

1:01 pm-10:17 pm

2 stops14h 16m

$537

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 9/22

9:00 pm-10:07 pm

2 stops20h 07m

Chicago O'Hare Intl

Sat 10/4

6:00 am-10:19 pm

2 stops21h 19m

$538

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 9/23

8:36 am-6:15 am

2 stops16h 39m

Chicago O'Hare Intl

Thu 10/2

8:50 am-8:07 am

2 stops28h 17m

$792

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sun 9/21

7:47 am-5:01 am

2 stops16h 14m

Chicago O'Hare Intl

Thu 10/2

8:50 am-8:07 am

2 stops28h 17m

$801

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 9/24

8:36 am-6:15 am

2 stops16h 39m

Chicago O'Hare Intl

Sun 9/28

7:10 am-5:39 pm

2 stops15h 29m

$804

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 9/22

9:43 am-8:40 am

2 stops17h 57m

Chicago O'Hare Intl

Fri 10/3

6:10 pm-5:44 pm

2 stops28h 34m

$1,055

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Hilo to Chicago O'Hare Intl Airport

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

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Monday when prices can be found for as low as $969. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Hilo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,333.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Hilo in the morning is the least expensive time of day to depart. momondo users have found prices as low as $801 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $1,333. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Hilo to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Hilo to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hilo to Chicago O'Hare Intl Airport (ITO to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilo to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Hilo to Chicago O'Hare Intl Airport. There are no popular flight routes from Hilo to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Hilo Intl to Chicago O'Hare Intl by plane?

    The straight-line distance from Hilo Intl to Chicago O'Hare Intl is 4155.9 mi. Flights usually cover this in 13h 11m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Hilo Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Hilo Intl Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Hilo Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Hilo Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilo Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Hilo to Chicago O'Hare Intl Airport?

Best airlines flying from Hilo to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Hilo to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $555Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $693Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $757Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Merrillville
Gurnee
Naperville
Rosemont
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New Buffalo
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Racine
Hammond
Tinley Park
Orland Park
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Aurora
Janesville
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Hilo to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hilo to Chicago for you.

Can I find flights from Hilo to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Hilo to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Hilo to Chicago?

Once all potential Hilo to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Hilo to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Hilo are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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