Cheap flights from Hilo to Chicago from $217

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilo to Chicago departing on 3/5. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 am - 11:50 pm
ITO
-
ORD
13h 50m
2 stops
Multiple Airlines Logo
3:07 pm - 9:24 pm
ORD
-
ITO
34h 17m
2 stops
$465Multiple Airlines
mar., feb. 10 - mar., feb. 17
Multiple Airlines Logo
6:44 pm - 2:29 pm
ITO
-
ORD
15h 45m
2 stops
Multiple Airlines Logo
3:44 pm - 2:32 pm
ORD
-
ITO
26h 48m
2 stops
$584Multiple Airlines
jue., ene. 29 - lun., feb. 2
Multiple Airlines Logo
9:00 pm - 2:58 pm
ITO
-
ORD
13h 58m
2 stops
Multiple Airlines Logo
8:20 am - 9:24 pm
ORD
-
ITO
17h 04m
2 stops
$592Multiple Airlines
sáb., feb. 14 - jue., feb. 19
Multiple Airlines Logo
8:54 am - 2:58 pm
ITO
-
ORD
26h 04m
2 stops
Multiple Airlines Logo
8:20 am - 9:24 pm
ORD
-
ITO
17h 04m
2 stops
$623Multiple Airlines
sáb., feb. 14 - jue., feb. 19
Multiple Airlines Logo
8:30 pm - 2:29 pm
ITO
-
ORD
13h 59m
2 stops
Multiple Airlines Logo
9:00 am - 10:34 pm
ORD
-
ITO
17h 34m
2 stops
$692Multiple Airlines
mar., ene. 27 - sáb., ene. 31
Multiple Airlines Logo
8:30 pm - 2:29 pm
ITO
-
ORD
13h 59m
2 stops
Multiple Airlines Logo
2:06 pm - 12:56 pm
ORD
-
ITO
26h 50m
2 stops
$757Multiple Airlines
lun., ene. 26 - vie., ene. 30
United Airlines Logo
7:44 pm - 6:16 am
ITO
-
ORD
30h 32m
1 stop
United Airlines Logo
9:20 am - 5:41 pm
ORD
-
ITO
12h 21m
1 stop
$782United Airlines
mar., feb. 10 - mar., feb. 17
United Airlines Logo
8:24 am - 11:25 am
ITO
-
ORD
23h 01m
2 stops
United Airlines Logo
9:30 am - 7:59 pm
ORD
-
ITO
14h 29m
1 stop
$791United Airlines
mar., feb. 10 - mar., feb. 17
Multiple Airlines Logo
8:38 am - 6:20 am
ITO
-
ORD
16h 42m
2 stops
Multiple Airlines Logo
7:20 am - 3:41 pm
ORD
-
ITO
13h 21m
2 stops
$845Multiple Airlines
mié., jun. 24 - mié., jul. 8
United Airlines Logo
7:41 pm - 6:14 am
ITO
-
ORD
30h 33m
1 stop
United Airlines Logo
9:20 am - 5:41 pm
ORD
-
ITO
12h 21m
1 stop
$858United Airlines
sáb., feb. 14 - jue., feb. 19

United Airlines flights from Hilo to Chicago

Our best United Airlines deals on Hilo to Chicago flight tickets
United Airlines
Feb 10
ITO7:44 pmHilo Intl
30h 32m
1 stop
ORD6:16 amChicago O'Hare Intl
Feb 17
ORD9:20 amChicago O'Hare Intl
12h 21m
1 stop
ITO5:41 pmHilo Intl
$782
United Airlines
Feb 10
ITO8:24 amHilo Intl
23h 01m
2 stops
ORD11:25 amChicago O'Hare Intl
Feb 17
ORD9:30 amChicago O'Hare Intl
14h 29m
1 stop
ITO7:59 pmHilo Intl
$791
United Airlines
Feb 14
ITO7:41 pmHilo Intl
30h 33m
1 stop
ORD6:14 amChicago O'Hare Intl
Feb 19
ORD9:20 amChicago O'Hare Intl
12h 21m
1 stop
ITO5:41 pmHilo Intl
$858

momondo Fare Finder

 
Customize your flight search to find flights from Hilo to Chicago 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 enero 13, 2026.
Use the filters below to find and compare flights from Hilo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

mar. 2/10

6:00 am-11:50 pm

2 stops13h 50m

Chicago O'Hare Intl

mar. 2/17

3:07 pm-9:24 pm

2 stops34h 17m

$465

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

jue. 1/29

6:44 pm-2:29 pm

2 stops15h 45m

Chicago O'Hare Intl

lun. 2/2

3:44 pm-2:32 pm

2 stops26h 48m

$584

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

sáb. 2/14

9:00 pm-2:58 pm

2 stops13h 58m

Chicago O'Hare Intl

jue. 2/19

8:20 am-9:24 pm

2 stops17h 04m

$592

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

sáb. 2/14

8:54 am-2:58 pm

2 stops26h 04m

Chicago O'Hare Intl

jue. 2/19

8:20 am-9:24 pm

2 stops17h 04m

$623

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

mar. 1/27

8:30 pm-2:29 pm

2 stops13h 59m

Chicago O'Hare Intl

sáb. 1/31

9:00 am-10:34 pm

2 stops17h 34m

$692

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

lun. 1/26

8:30 pm-2:29 pm

2 stops13h 59m

Chicago O'Hare Intl

vie. 1/30

2:06 pm-12:56 pm

2 stops26h 50m

$757

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

mar. 2/10

7:44 pm-6:16 am

1 stop30h 32m

Chicago O'Hare Intl

mar. 2/17

9:20 am-5:41 pm

1 stop12h 21m

$782

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

mar. 2/10

8:24 am-11:25 am

2 stops23h 01m

Chicago O'Hare Intl

mar. 2/17

9:30 am-7:59 pm

1 stop14h 29m

$791

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

mié. 6/24

8:38 am-6:20 am

2 stops16h 42m

Chicago O'Hare Intl

mié. 7/8

7:20 am-3:41 pm

2 stops13h 21m

$845

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

sáb. 2/14

7:41 pm-6:14 am

1 stop30h 33m

Chicago O'Hare Intl

jue. 2/19

9:20 am-5:41 pm

1 stop12h 21m

$858

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Hilo to Chicago

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 airline that flies from Hilo Intl to Chicago?

United Airlines is the most popular carrier operating from Hilo Intl to Chicago

What airlines fly to Chicago?

American Airlines, Southwest and Alaska Airlines are the top three most popular airlines that fly to Chicago from Hilo according to our data. American Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Hilo to Chicago

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

Cheap Hilo to Chicago (ITO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilo to Chicago

Fastest flight time

13h 58m

Direct flights

None
The fastest flight from Hilo to Chicago takes 13h 58m
There are no direct flights from Hilo to Chicago. There are no popular flight routes from Hilo to Chicago.
  • How far is Hilo Intl to Chicago by plane?

    A flight from Hilo Intl to Chicago will travel around 4170.2 mi. Flights usually cover this in 13h 58m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Hilo Intl Airport to Chicago are updated daily.

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

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

    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.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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 Hilo to Chicago

Compare and see reviews for airlines that fly from Hilo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $555Free CancellationRating
7.9
11,701 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $693Free CancellationRating
8.0
4,257 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

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 Chicago from Hilo.

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?

momondo helps you find the best flight between Hilo and Chicago 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 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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1 adult
jue. 2/12
jue. 2/19

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago