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Cheap flights from Hilo to Chicago from $393

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 7/6. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:45 pm - 11:59 pm
ITO
-
ORD
22h 14m
2 stops
Multiple Airlines Logo
7:56 pm - 6:20 pm
ORD
-
ITO
26h 24m
2 stops
$564Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
5:58 pm - 7:03 pm
ITO
-
ORD
20h 05m
2 stops
Multiple Airlines Logo
7:20 am - 7:12 pm
ORD
-
ITO
16h 52m
2 stops
$565Multiple Airlines
Wed, Sep 16 - Wed, Sep 30
Multiple Airlines Logo
9:26 am - 6:20 am
ITO
-
ORD
15h 54m
2 stops
Multiple Airlines Logo
2:22 pm - 3:13 pm
ORD
-
ITO
29h 51m
2 stops
$658Multiple Airlines
Tue, Sep 22 - Wed, Sep 23
Multiple Airlines Logo
6:49 pm - 6:57 pm
ITO
-
ORD
19h 08m
2 stops
Multiple Airlines Logo
7:20 am - 5:26 pm
ORD
-
ITO
15h 06m
2 stops
$675Multiple Airlines
Thu, Jul 2 - Tue, Sep 8
Multiple Airlines Logo
6:00 am - 5:00 am
ITO
-
ORD
18h 00m
2 stops
Multiple Airlines Logo
8:02 am - 8:13 pm
ORD
-
ITO
17h 11m
2 stops
$690Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
6:00 am - 11:36 pm
ITO
-
ORD
12h 36m
2 stops
Multiple Airlines Logo
6:20 am - 6:17 pm
ORD
-
ITO
16h 57m
2 stops
$720Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
7:35 am - 5:00 am
ITO
-
ORD
16h 25m
2 stops
Multiple Airlines Logo
8:02 am - 6:17 pm
ORD
-
ITO
15h 15m
2 stops
$750Multiple Airlines
Thu, Jun 25 - Tue, Jul 21
Multiple Airlines Logo
6:00 am - 11:36 pm
ITO
-
ORD
12h 36m
2 stops
Multiple Airlines Logo
7:20 am - 6:17 pm
ORD
-
ITO
15h 57m
3 stops
$762Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
6:00 am - 5:00 am
ITO
-
ORD
18h 00m
2 stops
Multiple Airlines Logo
7:20 am - 6:17 pm
ORD
-
ITO
15h 57m
3 stops
$777Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
8:30 am - 6:20 am
ITO
-
ORD
16h 50m
2 stops
Multiple Airlines Logo
8:02 am - 6:17 pm
ORD
-
ITO
15h 15m
2 stops
$790Multiple Airlines
Mon, Jun 15 - Sun, Jun 21

United Airlines flights from Hilo to Chicago

Our best United Airlines deals on Hilo to Chicago flight tickets
United Airlines
Oct 21
ITO11:27 amHilo Intl
12h 37m
2 stops
ORD5:04 amChicago O'Hare Intl
Oct 26
ORD9:30 amChicago O'Hare Intl
11h 45m
1 stop
ITO4:15 pmHilo Intl
$933
United Airlines
Sep 22
ITO9:26 amHilo Intl
14h 38m
1 stop
ORD5:04 amChicago O'Hare Intl
Sep 23
ORD1:00 pmChicago O'Hare Intl
13h 54m
2 stops
ITO9:54 pmHilo Intl
$940
United Airlines
Sep 16
ITO11:27 amHilo Intl
12h 37m
1 stop
ORD5:04 amChicago O'Hare Intl
Sep 30
ORD1:00 pmChicago O'Hare Intl
13h 54m
2 stops
ITO9:54 pmHilo Intl
$946

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 May 20, 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

Cheapest round-trip

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 10/26

8:45 pm-11:59 pm

2 stops22h 14m

Chicago O'Hare Intl

Mon 11/2

7:56 pm-6:20 pm

2 stops26h 24m

$564

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 9/16

5:58 pm-7:03 pm

2 stops20h 05m

Chicago O'Hare Intl

Wed 9/30

7:20 am-7:12 pm

2 stops16h 52m

$565

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 9/22

9:26 am-6:20 am

2 stops15h 54m

Chicago O'Hare Intl

Wed 9/23

2:22 pm-3:13 pm

2 stops29h 51m

$658

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 7/2

6:49 pm-6:57 pm

2 stops19h 08m

Chicago O'Hare Intl

Tue 9/8

7:20 am-5:26 pm

2 stops15h 06m

$675

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 8/13

6:00 am-5:00 am

2 stops18h 00m

Chicago O'Hare Intl

Sun 8/16

8:02 am-8:13 pm

2 stops17h 11m

$690

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 8/13

6:00 am-11:36 pm

2 stops12h 36m

Chicago O'Hare Intl

Sun 8/16

6:20 am-6:17 pm

2 stops16h 57m

$720

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 6/25

7:35 am-5:00 am

2 stops16h 25m

Chicago O'Hare Intl

Tue 7/21

8:02 am-6:17 pm

2 stops15h 15m

$750
Quickest round-trip

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 8/13

6:00 am-11:36 pm

2 stops12h 36m

Chicago O'Hare Intl

Sun 8/16

7:20 am-6:17 pm

3 stops15h 57m

$762

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 8/13

6:00 am-5:00 am

2 stops18h 00m

Chicago O'Hare Intl

Sun 8/16

7:20 am-6:17 pm

3 stops15h 57m

$777

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 6/15

8:30 am-6:20 am

2 stops16h 50m

Chicago O'Hare Intl

Sun 6/21

8:02 am-6:17 pm

2 stops15h 15m

$790

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

Can stopping save me money on Hilo to Chicago flights?

You could potentially save up to 43% on your flight if you consider stops on a Hilo to Chicago flight.

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

12h 36m

Direct flights

None
The fastest flight from Hilo to Chicago takes 12h 36m
There are no direct flights from Hilo to Chicago. There are no popular flight routes from Hilo to Chicago.
Search flight deals

Frequently asked questions about flying 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 12h 36m, 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
SouthwestPriceFrom $679Free CancellationRating
7.9
4,284 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport