What is the cheapest airline that flies from Hawaii to Chicago O'Hare Intl?

Southwest, Delta, and United Airlines are the most popular carriers operating from Hawaii to Chicago O'Hare Intl

How many flights depart from Hawaii to Chicago O'Hare Intl Airport on average per week?

As of March 2026, 41 flights take off from Hawaii and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Hawaii according to our data. United Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from Hawaii to Chicago O'Hare Intl Airport on average per day?

As of March 2026, 5 flights take off from Hawaii and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 5:00PM, with 66% of daily flights taking off in the afternoon.

How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 7h 52m to fly from Hawaii to Chicago O'Hare Intl Airport if you fly out of Kahului (the most popular airport in Hawaii) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Kailua-Kona and into Chicago O'Hare Intl Airport, then the flight time is around 8h 01m.

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?

The number of operators available for flights from Hawaii to Chicago O'Hare Intl Airport is 6 as of March 2026.

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.

$193 Cheap Flights from Hawaii to Chicago O'Hare Intl Airport in 2026

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Find the cheapest flights from Hawaii to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 pm - 12:30 pm

HNL

ORD

11h 30m

1 stop

1:58 pm - 7:48 pm

ORD

HNL

10h 50m

1 stop

$400United Airlines

Thu, Sep 17 - Mon, Sep 21

3:35 pm - 10:00 am

HNL

ORD

13h 25m

1 stop

12:40 pm - 7:21 pm

ORD

HNL

11h 41m

1 stop

$424Delta

Fri, Sep 18 - Mon, Sep 21

7:50 am - 11:59 pm

HNL

ORD

11h 09m

1 stop

9:20 am - 3:50 pm

ORD

HNL

11h 30m

1 stop

$470Multiple Airlines

Wed, Sep 2 - Wed, Sep 16

7:50 am - 11:59 pm

HNL

ORD

11h 09m

1 stop

9:20 am - 3:50 pm

ORD

HNL

11h 30m

1 stop

$473Multiple Airlines

Wed, Sep 2 - Wed, Sep 16

10:51 pm - 1:13 pm

OGG

ORD

33h 22m

1 stop

3:52 pm - 8:52 pm

ORD

OGG

34h 00m

1 stop

$500Alaska Airlines

Thu, Apr 23 - Mon, Apr 27

3:54 pm - 11:59 pm

HNL

ORD

27h 05m

1 stop

8:50 am - 5:32 pm

ORD

HNL

13h 42m

1 stop

$500Alaska Airlines

Mon, May 4 - Mon, May 11

9:30 pm - 5:41 pm

LIH

ORD

15h 11m

1 stop

6:00 am - 12:22 pm

ORD

LIH

11h 22m

1 stop

$512American Airlines

Mon, Apr 6 - Fri, Apr 10

2:12 pm - 5:47 am

LIH

ORD

10h 35m

1 stop

6:00 am - 12:22 pm

ORD

LIH

11h 22m

1 stop

$528American Airlines

Fri, Apr 24 - Fri, May 1

8:25 pm - 1:55 pm

KOA

ORD

12h 30m

1 stop

6:15 am - 6:05 pm

ORD

KOA

16h 50m

2 stops

$564Southwest

Wed, Apr 22 - Wed, Apr 29

8:25 pm - 1:55 pm

KOA

ORD

12h 30m

1 stop

6:15 am - 2:30 pm

ORD

KOA

13h 15m

2 stops

$565Southwest

Mon, Apr 20 - Mon, Apr 27

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

Our best Alaska Airlines deals on Hawaii to Chicago O'Hare Intl Airport flight tickets

Alaska Airlines

May 4

HNL3:54 pmHonolulu

27h 05m

1 stop

ORD11:59 pmChicago O'Hare Intl

May 11

ORD8:50 amChicago O'Hare Intl

13h 42m

1 stop

HNL5:32 pmHonolulu

$500

Alaska Airlines

Apr 23

OGG10:51 pmKahului

33h 22m

1 stop

ORD1:13 pmChicago O'Hare Intl

Apr 27

ORD6:00 amChicago O'Hare Intl

14h 42m

1 stop

OGG3:42 pmKahului

$513

Alaska Airlines

May 14

OGG10:30 pmKahului

15h 20m

1 stop

ORD6:50 pmChicago O'Hare Intl

May 19

ORD2:10 pmChicago O'Hare Intl

12h 20m

1 stop

OGG9:30 pmKahului

$524

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

Our best United Airlines deals on Hawaii to Chicago O'Hare Intl Airport flight tickets

United Airlines

Sep 17

HNL8:00 pmHonolulu

11h 30m

1 stop

ORD12:30 pmChicago O'Hare Intl

Sep 21

ORD1:58 pmChicago O'Hare Intl

10h 50m

1 stop

HNL7:48 pmHonolulu

$400

United Airlines

Sep 1

HNL1:00 pmHonolulu

10h 45m

1 stop

ORD4:45 amChicago O'Hare Intl

Sep 8

ORD1:58 pmChicago O'Hare Intl

10h 50m

1 stop

HNL7:48 pmHonolulu

$448

United Airlines

Aug 12

HNL7:00 amHonolulu

11h 10m

1 stop

ORD11:10 pmChicago O'Hare Intl

Aug 18

ORD1:58 pmChicago O'Hare Intl

10h 50m

1 stop

HNL7:48 pmHonolulu

$522

momondo Fare Finder

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

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 9/17

8:00 pm-12:30 pm

1 stop11h 30m

Chicago O'Hare Intl

Mon 9/21

1:58 pm-7:48 pm

1 stop10h 50m

$400

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Fri 9/18

3:35 pm-10:00 am

1 stop13h 25m

Chicago O'Hare Intl

Mon 9/21

12:40 pm-7:21 pm

1 stop11h 41m

$424

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 9/2

7:50 am-11:59 pm

1 stop11h 09m

Chicago O'Hare Intl

Wed 9/16

9:20 am-3:50 pm

1 stop11h 30m

$470

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 9/2

7:50 am-11:59 pm

1 stop11h 09m

Chicago O'Hare Intl

Wed 9/16

9:20 am-3:50 pm

1 stop11h 30m

$473

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 4/23

10:51 pm-1:13 pm

1 stop33h 22m

Chicago O'Hare Intl

Mon 4/27

3:52 pm-8:52 pm

1 stop34h 00m

$500

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Mon 5/4

3:54 pm-11:59 pm

1 stop27h 05m

Chicago O'Hare Intl

Mon 5/11

8:50 am-5:32 pm

1 stop13h 42m

$500

LihueChicago

LIH - ORD

LIHORD

Lihue

Mon 4/6

9:30 pm-5:41 pm

1 stop15h 11m

Chicago O'Hare Intl

Fri 4/10

6:00 am-12:22 pm

1 stop11h 22m

$512

Quickest round-trip

LihueChicago

LIH - ORD

LIHORD

Lihue

Fri 4/24

2:12 pm-5:47 am

1 stop10h 35m

Chicago O'Hare Intl

Fri 5/1

6:00 am-12:22 pm

1 stop11h 22m

$528

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/22

8:25 pm-1:55 pm

1 stop12h 30m

Chicago O'Hare Intl

Wed 4/29

6:15 am-6:05 pm

2 stops16h 50m

$564

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Mon 4/20

8:25 pm-1:55 pm

1 stop12h 30m

Chicago O'Hare Intl

Mon 4/27

6:15 am-2:30 pm

2 stops13h 15m

$565

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 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

Prices

Airlines

Other information

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 $598.

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 $777. 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 $983.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $836 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $859. 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 Kahului to Chicago O'Hare Intl for the best Hawaii - Chicago O'Hare Intl flight prices

How far in advance should I book a flight 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 $772 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 $512 on momondo.

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

There are 4 cabin classes available to choose from on Hawaii to Chicago O'Hare Intl 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 36% 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	$313
Fastest flight time	7h 52m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Hawaii in the past 72 hours is $313. The best round-trip flight deal from Hawaii to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $649.

The fastest flight from Hawaii to Chicago O'Hare Intl Airport takes 7h 52m

Direct flights go from Hawaii to Chicago O'Hare Intl Airport every day.

Search flight deals

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?
The number of operators available for flights from Hawaii to Chicago O'Hare Intl Airport is 6 as of March 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Hawaii to Chicago O'Hare Intl Airport is Boeing 787-10 Dreamliner (39.32% of total bookings). The next most popular plane models are Boeing 787-8 Dreamliner (33.33%), Airbus A330 (5.98%), and Boeing 767-400 (5.98%).

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
Delta	PriceFrom $230	Free Cancellation	Rating 7.9 8,326 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $280	Free Cancellation	Rating 7.8 2,840 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $447	Free Cancellation	Rating 7.1 11,494 reviews	Search American Airlines flights
United Airlines	PriceFrom $447	Free Cancellation	Rating 7.4 9,477 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $467	Free Cancellation	Rating 7.9 12,111 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $679	Free Cancellation	Rating 8.0 4,333 reviews	Search Southwest flights

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Tinley Park

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Hawaii to Chicago from $193

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 8/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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

Our best Alaska Airlines deals on Hawaii to Chicago O'Hare Intl Airport flight tickets

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

Our best United Airlines deals on Hawaii to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Hawaii to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

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

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

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

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

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

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

What is the cheapest airline that flies from Hawaii to Chicago O'Hare Intl?

What airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Hawaii to Chicago O'Hare Intl Airport on average per day?

How many flights depart from Hawaii to Chicago O'Hare Intl Airport on average per week?

How long does it take to fly to Chicago O'Hare Intl Airport?

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

Fastest flight time

Direct flights

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

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago O'Hare Intl Airport trip

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According to popular flight searches on momondo this year

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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