Which layover airport has the shortest travel time from Honolulu to Chicago?

Flights connecting via San Diego (SAN) have the shortest average one-way travel time: 10h 20m.

How many flights depart from Honolulu to Chicago on average per day?

As of October 2025, there are 1 flights per day flying from Honolulu to Chicago. The most common time of day flights depart is 6:00PM, with 51% of flights taking off in the evening.

Which layover airport has the shortest connection time from Honolulu to Chicago?

Portland (PDX) has the shortest average layover time for this route: 0h 50m.

Which layover airport offers the lowest fares from Honolulu to Chicago?

Flights via San Diego (SAN) offer the lowest average round-trip price of $418.

What is the cheapest airline that flies from Honolulu to Chicago?

Southwest, Delta, and American Airlines are the most popular carriers operating from Honolulu to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from Honolulu according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Honolulu and Chicago?

Portland (PDX) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Honolulu to Chicago on average per week?

The number of flights available between Honolulu and Chicago is 13 per week as of October 2025. The most frequent departure day is Thu, with 38% of weekly flights leaving on this day.

When did momondo last update prices for flights from Honolulu Airport to Chicago?

Prices for flights from Honolulu Airport to Chicago refresh daily.

How many operators does momondo search for flights from Honolulu Airport to Chicago?

As of October 2025, there are 6 operators available to choose from for flights from Honolulu Airport to Chicago.

How old do you have to be to fly from Honolulu 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 Honolulu Airport to Chicago.

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

The travel and health documents required for your trip to Chicago 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. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$269 Cheap Flights from Honolulu to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Honolulu and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $531 to $843. The lowest price recently found on this route was $418.

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:11 pm - 6:05 amHNL-ORD

11h 54m1 stop

9:06 pm - 3:01 pmORD-HNL

21h 55m2 stops

$418Multiple Airlines

Find Deal

dom, dez 7 - qua, dez 10

4:06 pm - 12:13 amHNL-ORD

28h 07m1 stop

9:06 pm - 4:05 pmORD-HNL

22h 59m2 stops

$446Multiple Airlines

Find Deal

qui, dez 4 - qua, dez 10

12:10 pm - 1:59 pmHNL-ORD

21h 49m1 stop

2:59 pm - 12:25 pmORD-HNL

25h 26m1 stop

$470Alaska Airlines

Find Deal

qua, fev 18 - dom, fev 22

9:40 pm - 1:04 pmHNL-ORD

11h 24m1 stop

10:00 am - 7:40 pmORD-HNL

13h 40m1 stop

$471Hawaiian Airlines

Find Deal

dom, mar 1 - ter, mar 3

11:28 pm - 2:37 pmHNL-ORD

11h 09m1 stop

6:06 pm - 11:11 amORD-HNL

21h 05m1 stop

$490Alaska Airlines

Find Deal

ter, dez 23 - seg, jan 12

8:15 am - 11:44 pmHNL-ORD

11h 29m1 stop

7:30 am - 8:33 pmORD-HNL

17h 03m1 stop

$491Delta

Find Deal

dom, mar 1 - ter, mar 3

8:15 am - 11:44 pmHNL-ORD

11h 29m1 stop

7:15 am - 8:33 pmORD-HNL

17h 18m2 stops

$496Delta

Find Deal

dom, mar 1 - ter, mar 3

7:00 pm - 6:53 amHNL-ORD

7h 53mnonstop

9:45 am - 3:00 pmORD-HNL

9h 15mnonstop

$532American Airlines

Find Deal

qua, fev 18 - dom, fev 22

9:00 pm - 12:45 pmHNL-MDW

11h 45m1 stop

8:10 am - 3:45 pmMDW-HNL

11h 35m1 stop

$597Southwest

Find Deal

qui, dez 4 - qua, dez 10

9:30 pm - 12:35 pmHNL-MDW

11h 05m1 stop

8:15 am - 9:00 pmMDW-HNL

16h 45m1 stop

$712Southwest

Find Deal

qua, jan 7 - seg, jan 12

Alaska Airlines flights from Honolulu to Chicago

Our best Alaska Airlines deals on Honolulu to Chicago flight tickets

Alaska Airlines

Feb 18

HNL12:10 pmHonolulu

21h 49m

1 stop

ORD1:59 pmChicago O'Hare Intl

Feb 22

ORD2:59 pmChicago O'Hare Intl

25h 26m

1 stop

HNL12:25 pmHonolulu

$470

Find similar

Alaska Airlines

Dec 23

HNL11:28 pmHonolulu

11h 09m

1 stop

ORD2:37 pmChicago O'Hare Intl

Jan 12

ORD6:06 pmChicago O'Hare Intl

21h 05m

1 stop

HNL11:11 amHonolulu

$490

Find similar

Alaska Airlines

Dec 23

HNL11:28 pmHonolulu

11h 09m

1 stop

ORD2:37 pmChicago O'Hare Intl

Jan 12

ORD3:49 pmChicago O'Hare Intl

24h 59m

1 stop

HNL12:48 pmHonolulu

$499

Find similar

Hawaiian Airlines flights from Honolulu to Chicago

Our best Hawaiian Airlines deals on Honolulu to Chicago flight tickets

Hawaiian Airlines

Mar 1

HNL9:40 pmHonolulu

11h 24m

1 stop

ORD1:04 pmChicago O'Hare Intl

Mar 3

ORD10:00 amChicago O'Hare Intl

13h 40m

1 stop

HNL7:40 pmHonolulu

$471

Find similar

Hawaiian Airlines

Dec 4

HNL8:10 amHonolulu

25h 59m

1 stop

ORD2:09 pmChicago O'Hare Intl

Dec 10

ORD8:55 amChicago O'Hare Intl

16h 26m

1 stop

HNL9:21 pmHonolulu

$514

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

dom 12/7

2:11 pm-6:05 am

1 stop11h 54m

Chicago O'Hare Intl

qua 12/10

9:06 pm-3:01 pm

2 stops21h 55m

$418

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

qui 12/4

4:06 pm-12:13 am

1 stop28h 07m

Chicago O'Hare Intl

qua 12/10

9:06 pm-4:05 pm

2 stops22h 59m

$446

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

qua 2/18

12:10 pm-1:59 pm

1 stop21h 49m

Chicago O'Hare Intl

dom 2/22

2:59 pm-12:25 pm

1 stop25h 26m

$470

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

dom 3/1

9:40 pm-1:04 pm

1 stop11h 24m

Chicago O'Hare Intl

ter 3/3

10:00 am-7:40 pm

1 stop13h 40m

$471

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

ter 12/23

11:28 pm-2:37 pm

1 stop11h 09m

Chicago O'Hare Intl

seg 1/12

6:06 pm-11:11 am

1 stop21h 05m

$490

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

dom 3/1

8:15 am-11:44 pm

1 stop11h 29m

Chicago O'Hare Intl

ter 3/3

7:30 am-8:33 pm

1 stop17h 03m

$491

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

dom 3/1

8:15 am-11:44 pm

1 stop11h 29m

Chicago O'Hare Intl

ter 3/3

7:15 am-8:33 pm

2 stops17h 18m

$496

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

qua 2/18

7:00 pm-6:53 am

Nonstop7h 53m

Chicago O'Hare Intl

dom 2/22

9:45 am-3:00 pm

Nonstop9h 15m

$532

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

qui 12/4

9:00 pm-12:45 pm

1 stop11h 45m

Chicago Midway

qua 12/10

8:10 am-3:45 pm

1 stop11h 35m

$597

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

qua 1/7

9:30 pm-12:35 pm

1 stop11h 05m

Chicago Midway

seg 1/12

8:15 am-9:00 pm

1 stop16h 45m

$712

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How to get the cheapest flight ticket from Honolulu 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

Prices

Airlines

Layovers

Other information

What is the typical price of a round-trip flight between Honolulu and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Honolulu, with most prices found around $553. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Honolulu to Chicago during September average around $580.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $832. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Honolulu to Chicago for around $1,145.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Honolulu to Chicago during this time can be as low as $618. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $927.

What is the cheapest Honolulu to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Honolulu when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $784 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Honolulu for as low as $673 on momondo.

What cabin class options are available on Honolulu to Chicago flights?

There are 4 cabin classes available to choose from on Honolulu to Chicago 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 Honolulu to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Honolulu to Chicago flight.

How have Honolulu to Chicago flight prices changed over time?

As of October 2025, prices for Honolulu to Chicago flights are approximately 10% cheaper when compared to flights at the same time last year.

When to book flights from Honolulu to Chicago

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

Estimated round-trip price

Cheap Honolulu to Chicago (HNL to CHI) flight deals and tips

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

Best Price Found	$305
Fastest flight time	7h 51m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Honolulu in the past 72 hours is $305. The best round-trip flight deal from Honolulu to Chicago found on momondo in the last 72 hours is $647.

The fastest flight from Honolulu to Chicago takes 7h 51m

Direct flights go from Honolulu to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

How far is Honolulu to Chicago by plane?
The straight-line distance from Honolulu to Chicago is 4246.2 mi. By plane, this route typically takes 7h 53m.
When did momondo last update prices for flights from Honolulu Airport to Chicago?
Prices for flights from Honolulu Airport to Chicago refresh daily.
How many operators does momondo search for flights from Honolulu Airport to Chicago?
As of October 2025, there are 6 operators available to choose from for flights from Honolulu Airport to Chicago.
How old do you have to be to fly from Honolulu 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 Honolulu Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago 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. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Honolulu to Chicago?
Based on momondo bookings for flights between Honolulu and Chicago, the leading plane model is Boeing 787-10 Dreamliner, making up 40.35% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 21.05%, Airbus A330-200 with 8.77%, and Boeing 767-300 (winglets) with 7.89%.
What is the most popular airline from Honolulu to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Honolulu to Chicago is American Airlines (29% of total bookings). The next most popular airlines are United Airlines (24%), Alaska Airlines (16%), and Southwest (16%).

Best airlines flying from Honolulu to Chicago

Compare and see reviews for airlines that fly from Honolulu to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $218	Free Cancellation	Rating 7.9 7,993 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $335	Free Cancellation	Rating 7.8 2,797 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $442	Free Cancellation	Rating 7.2 11,030 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $467	Free Cancellation	Rating 8.0 11,214 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $516	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
United Airlines	PriceFrom $761	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights

Alaska Airlines Flights From Honolulu to Chicago
Alaska Airlines is one of the most popular airlines flying from Honolulu to Chicago, operating 2 flights/week on average for this route. A good Alaska Airlines flight deal for Honolulu to Chicago starts from $467 round-trip, up to an average price of $767. Our users have rated Alaska Airlines at 8.0/10.
United Airlines Flights From Honolulu to Chicago
The best United Airlines deal for Honolulu to Chicago flight tickets found on momondo in the last 72 hours was $761, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $1,073 round-trip. United Airlines operates 3 flights out of Honolulu into Chicago in an average week, so prices vary by time and availability. 8,998 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

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Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

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

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

All flight searches from Honolulu to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Honolulu to Chicago.

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

Price alerts on flights to Chicago from Honolulu 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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Cheap flights from Honolulu to Chicago from $269

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Honolulu to Chicago departing on 2/3. 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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Our best Hawaiian Airlines deals on Honolulu to Chicago flight tickets

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Use the filters below to find and compare flights from Honolulu to Chicago that are best for you.

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How to get the cheapest flight ticket from Honolulu 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 typical price of a round-trip flight between Honolulu and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Honolulu, with most prices found around $553. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Honolulu to Chicago during September average around $580.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Honolulu to Chicago during this time can be as low as $618. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $927.

What is the cheapest Honolulu to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

What cabin class options are available on Honolulu to Chicago flights?

There are 4 cabin classes available to choose from on Honolulu to Chicago 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 Honolulu to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Honolulu to Chicago flight.

How have Honolulu to Chicago flight prices changed over time?

As of October 2025, prices for Honolulu to Chicago flights are approximately 10% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Honolulu to Chicago?

Southwest, Delta, and American Airlines are the most popular carriers operating from Honolulu to Chicago

What airlines fly to Chicago?

Which airport is the most popular layover for flights between Honolulu and Chicago?

Portland (PDX) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Honolulu to Chicago?

Flights via San Diego (SAN) offer the lowest average round-trip price of $418.

Which layover airport has the shortest travel time from Honolulu to Chicago?

Flights connecting via San Diego (SAN) have the shortest average one-way travel time: 10h 20m.

Which layover airport has the shortest connection time from Honolulu to Chicago?

Portland (PDX) has the shortest average layover time for this route: 0h 50m.

How many flights depart from Honolulu to Chicago on average per day?

As of October 2025, there are 1 flights per day flying from Honolulu to Chicago. The most common time of day flights depart is 6:00PM, with 51% of flights taking off in the evening.

How many flights depart from Honolulu to Chicago on average per week?

The number of flights available between Honolulu and Chicago is 13 per week as of October 2025. The most frequent departure day is Thu, with 38% of weekly flights leaving on this day.

When to book flights from Honolulu to Chicago

Cheap Honolulu to Chicago (HNL to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Honolulu to Chicago by plane?

When did momondo last update prices for flights from Honolulu Airport to Chicago?

How many operators does momondo search for flights from Honolulu Airport to Chicago?

How old do you have to be to fly from Honolulu Airport to Chicago?

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

What is the most popular plane model from Honolulu to Chicago?

What is the most popular airline from Honolulu to Chicago?

Best airlines flying from Honolulu to Chicago

Compare and see reviews for airlines that fly from Honolulu to Chicago with momondo

Alaska Airlines Flights From Honolulu to Chicago

United Airlines Flights From Honolulu to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.