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Cheap flights from Hawaii to Chicago from $179

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Chicago departing on 8/18. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Hawaii to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:15 pm - 5:00 pm
OGG
-
ORD
14h 45m
1 stop
Delta Logo
7:00 am - 5:52 pm
ORD
-
OGG
15h 52m
1 stop
$358Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
9:10 pm - 8:30 pm
OGG
-
ORD
18h 20m
2 stops
Delta Logo
7:00 am - 5:53 pm
ORD
-
OGG
15h 53m
1 stop
$364Delta
Tue, Sep 15 - Mon, Sep 21
American Airlines Logo
1:17 pm - 5:00 am
OGG
-
ORD
10h 43m
1 stop
American Airlines Logo
6:55 pm - 11:47 am
ORD
-
OGG
21h 52m
1 stop
$416American Airlines
Wed, Oct 14 - Sun, Oct 18
Multiple Airlines Logo
8:03 pm - 6:53 pm
LIH
-
ORD
17h 50m
2 stops
Multiple Airlines Logo
2:25 pm - 1:47 pm
ORD
-
LIH
27h 22m
1 stop
$429Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
United Airlines Logo
1:15 pm - 5:01 am
LIH
-
ORD
10h 46m
1 stop
United Airlines Logo
10:55 am - 7:44 pm
ORD
-
LIH
13h 49m
2 stops
$440United Airlines
Sun, Aug 30 - Sun, Sep 6
Multiple Airlines Logo
8:47 pm - 7:21 pm
OGG
-
ORD
17h 34m
2 stops
Multiple Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$440Multiple Airlines
Thu, Sep 3 - Tue, Sep 8
American Airlines Logo
9:00 pm - 12:44 pm
LIH
-
ORD
10h 44m
1 stop
American Airlines Logo
6:59 am - 2:55 pm
ORD
-
LIH
12h 56m
1 stop
$444American Airlines
Wed, Aug 19 - Wed, Aug 26
Alaska Airlines Logo
2:37 pm - 6:20 am
OGG
-
ORD
10h 43m
1 stop
Alaska Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$456Alaska Airlines
Fri, Sep 18 - Mon, Sep 21
Alaska Airlines Logo
7:00 am - 11:59 pm
OGG
-
ORD
11h 59m
1 stop
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
$494Alaska Airlines
Wed, Sep 9 - Tue, Sep 15
United Airlines Logo
11:11 am - 5:01 am
ITO
-
ORD
13h 50m
1 stop
United Airlines Logo
1:00 pm - 7:04 am
ORD
-
ITO
22h 04m
2 stops
$797United Airlines
Tue, Nov 3 - Wed, Nov 4

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American Airlines flights from Hawaii to Chicago O'Hare Intl Airport

Our best American Airlines deals on Hawaii to Chicago O'Hare Intl Airport flight tickets
American Airlines
Oct 14
OGG1:17 pmKahului
10h 43m
1 stop
ORD5:00 amChicago O'Hare Intl
Oct 18
ORD6:55 pmChicago O'Hare Intl
21h 52m
1 stop
OGG11:47 amKahului
$416
American Airlines
Aug 19
LIH9:00 pmLihue
10h 44m
1 stop
ORD12:44 pmChicago O'Hare Intl
Aug 26
ORD6:59 amChicago O'Hare Intl
12h 56m
1 stop
LIH2:55 pmLihue
$444
American Airlines
Aug 9
LIH9:00 pmLihue
20h 00m
1 stop
ORD10:00 pmChicago O'Hare Intl
Aug 13
ORD6:59 amChicago O'Hare Intl
12h 56m
1 stop
LIH2:55 pmLihue
$482

Delta flights from Hawaii to Chicago O'Hare Intl Airport

Our best Delta deals on Hawaii to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 25
OGG9:15 pmKahului
14h 45m
1 stop
ORD5:00 pmChicago O'Hare Intl
Sep 1
ORD7:00 amChicago O'Hare Intl
15h 52m
1 stop
OGG5:52 pmKahului
$358
Delta
Sep 15
OGG9:10 pmKahului
18h 20m
2 stops
ORD8:30 pmChicago O'Hare Intl
Sep 21
ORD7:00 amChicago O'Hare Intl
15h 53m
1 stop
OGG5:53 pmKahului
$364
Delta
Sep 23
LIH9:54 pmLihue
15h 07m
1 stop
ORD6:01 pmChicago O'Hare Intl
Sep 30
ORD12:50 pmChicago O'Hare Intl
11h 20m
1 stop
LIH7:10 pmLihue
$424

momondo Fare Finder

 
Customize your flight search to find flights from Hawaii 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 July 26, 2026.
Use the filters below to find and compare flights from Hawaii to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 8/25

9:15 pm-5:00 pm

1 stop14h 45m

Chicago O'Hare Intl

Tue 9/1

7:00 am-5:52 pm

1 stop15h 52m

$358

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 9/15

9:10 pm-8:30 pm

2 stops18h 20m

Chicago O'Hare Intl

Mon 9/21

7:00 am-5:53 pm

1 stop15h 53m

$364

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 10/14

1:17 pm-5:00 am

1 stop10h 43m

Chicago O'Hare Intl

Sun 10/18

6:55 pm-11:47 am

1 stop21h 52m

$416

LihueChicago

LIH - ORD

LIHORD

Lihue

Thu 10/29

8:03 pm-6:53 pm

2 stops17h 50m

Chicago O'Hare Intl

Mon 11/2

2:25 pm-1:47 pm

1 stop27h 22m

$429

LihueChicago

LIH - ORD

LIHORD

Lihue

Sun 8/30

1:15 pm-5:01 am

1 stop10h 46m

Chicago O'Hare Intl

Sun 9/6

10:55 am-7:44 pm

2 stops13h 49m

$440

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 9/3

8:47 pm-7:21 pm

2 stops17h 34m

Chicago O'Hare Intl

Tue 9/8

7:20 am-9:37 pm

1 stop19h 17m

$440
Quickest round-trip

LihueChicago

LIH - ORD

LIHORD

Lihue

Wed 8/19

9:00 pm-12:44 pm

1 stop10h 44m

Chicago O'Hare Intl

Wed 8/26

6:59 am-2:55 pm

1 stop12h 56m

$444

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 9/18

2:37 pm-6:20 am

1 stop10h 43m

Chicago O'Hare Intl

Mon 9/21

7:20 am-9:37 pm

1 stop19h 17m

$456

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 9/9

7:00 am-11:59 pm

1 stop11h 59m

Chicago O'Hare Intl

Tue 9/15

2:18 pm-9:37 pm

1 stop12h 19m

$494

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 11/3

11:11 am-5:01 am

1 stop13h 50m

Chicago O'Hare Intl

Wed 11/4

1:00 pm-7:04 am

2 stops22h 04m

$797

Flights are sorted by cheapest round-trip flights first.

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

How to get the cheapest flight ticket from Hawaii 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 month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Hawaii averaging around $674.

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 Wednesday when prices can be found for as low as $752. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Hawaii because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,085.

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 Hawaii in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $819 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $827. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Hawaii to Chicago O'Hare Intl flight route?

Fly from Kona Intl to Chicago O'Hare Intl for the best Hawaii - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Hawaii to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Hawaii when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $822 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Hawaii for as low as $580 on momondo.

What cabin class options are available on Hawaii to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Hawaii to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hawaii to Chicago O'Hare Intl Airport flights?

You could potentially save up to 58% on your flight if you consider stops on a Hawaii to Chicago O'Hare Intl Airport flight.

Cheap Hawaii to Chicago O'Hare Intl Airport flight deals and tips

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

Best Price Found

$380

Fastest flight time

8h 00m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Hawaii in the past 72 hours is $380. The best round-trip flight deal from Hawaii to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $702.
The fastest flight from Hawaii to Chicago O'Hare Intl Airport takes 8h 00m
Direct flights go from Hawaii to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Hawaii to Chicago O'Hare Intl Airport

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

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

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

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

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

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Hawaii to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Hawaii to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $230Free CancellationRating
7.8
8,486 reviews
Search Delta flights
American AirlinesPriceFrom $422Free CancellationRating
7.1
11,844 reviews
Search American Airlines flights
United AirlinesPriceFrom $447Free CancellationRating
7.4
10,037 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $473Free CancellationRating
7.9
12,714 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Merrillville
Rockford
Gurnee
Rosemont
Orland Park
Oak Brook
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Hawaii to Chicago. momondo saves you time and could save you money on your trip.

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

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

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

Once you have performed a search for Hawaii to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Hawaii 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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