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

Flights connecting via Salt Lake City (SLC) have the shortest average one-way travel time: 10h 48m.

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

Dallas (DFW) has the shortest average layover time for this route: 0h 53m.

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

2 flights are operational daily from Chicago to Honolulu as of May 2026. The most popular departure time for this route is 9:00AM, with 100% of flights per day taking off at noon.

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

Seattle (SEA) was the most common stop: 36% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Salt Lake City (SLC) offer the lowest average round-trip price of $463.

What is the most punctual flight time for Chicago to Honolulu flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How often are flights from Chicago to Honolulu delayed?

Historically, on average around 20% of flights between Chicago and Honolulu have experienced a delay on any given week. The average delay length over the past 12 months has been 192 minutes.

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

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

What airlines fly to Honolulu?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Honolulu from Chicago according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Honolulu. Keep in mind that there are 6 different airlines that fly to Honolulu on a routine basis, so you have a few additional options to choose from.

Which airline has the best punctuality record on Chicago to Honolulu flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 15% of their flights experiencing any sort of delay.

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

As of May 2026, 15 flights take off from Chicago and land in Honolulu each week. The most common flight departure day for this route is Thu, with 20% of weekly flights taking off on this day.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

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

Prices for flights from Chicago to Honolulu Airport are updated daily.

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

The number of operators available for flights from Chicago to Honolulu Airport is 6 as of May 2026.

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

What documentation or ID do you need to fly to Honolulu Airport?

The required travel and health documents for your Honolulu 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 Honolulu Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$277 Cheap Flights from Chicago to Honolulu in 2026

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Find the cheapest flights from Chicago to Honolulu

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:05 am - 7:45 pm

MDW

HNL

13h 40m

1 stop

10:05 pm - 5:10 pm

HNL

MDW

15h 05m

1 stop

$584Southwest

Mon, Nov 2 - Tue, Nov 10

2:10 pm - 8:32 pm

ORD

HNL

11h 22m

1 stop

9:39 pm - 1:13 pm

HNL

ORD

10h 34m

1 stop

$585Multiple Airlines

Mon, Jun 8 - Mon, Jun 15

7:30 am - 9:10 pm

MDW

HNL

17h 40m

2 stops

10:05 pm - 5:10 pm

HNL

MDW

15h 05m

1 stop

$590Southwest

Mon, Nov 2 - Tue, Nov 10

6:15 am - 12:35 pm

MDW

HNL

11h 20m

1 stop

8:10 am - 4:30 am

HNL

MDW

15h 20m

1 stop

$592Southwest

Thu, Sep 10 - Thu, Sep 17

11:10 am - 9:20 pm

MDW

HNL

15h 10m

2 stops

8:15 am - 5:55 am

HNL

MDW

16h 40m

2 stops

$595Southwest

Tue, Sep 15 - Tue, Sep 22

10:15 am - 9:10 pm

MDW

HNL

15h 55m

1 stop

9:25 pm - 2:45 pm

HNL

MDW

12h 20m

2 stops

$598Southwest

Mon, Aug 17 - Mon, Aug 24

1:50 pm - 9:15 pm

MDW

HNL

12h 25m

2 stops

10:20 pm - 4:25 pm

HNL

MDW

13h 05m

2 stops

$603Southwest

Mon, Aug 17 - Mon, Aug 24

7:40 am - 7:19 pm

ORD

HNL

16h 39m

1 stop

8:53 am - 6:20 am

HNL

ORD

16h 27m

2 stops

$606Multiple Airlines

Tue, Jun 2 - Mon, Jun 8

6:00 am - 6:09 pm

ORD

HNL

17h 09m

2 stops

9:50 pm - 6:50 pm

HNL

ORD

16h 00m

1 stop

$609Multiple Airlines

Mon, Jun 1 - Thu, Jun 4

6:00 am - 8:47 pm

MDW

HNL

19h 47m

2 stops

4:05 pm - 3:27 pm

HNL

MDW

18h 22m

2 stops

$611Delta

Tue, Sep 1 - Wed, Sep 9

Delta flights from Chicago to Honolulu

Our best Delta deals on Chicago to Honolulu flight tickets

Delta

Sep 1

MDW6:00 amChicago Midway

19h 47m

2 stops

HNL8:47 pmHonolulu

Sep 9

HNL4:05 pmHonolulu

18h 22m

2 stops

MDW3:27 pmChicago Midway

$611

Delta

Oct 29

MDW6:00 amChicago Midway

13h 14m

1 stop

HNL2:14 pmHonolulu

Nov 2

HNL4:30 pmHonolulu

12h 15m

1 stop

MDW8:45 amChicago Midway

$630

Delta

Oct 29

MDW9:30 amChicago Midway

14h 54m

2 stops

HNL7:24 pmHonolulu

Nov 2

HNL4:30 pmHonolulu

12h 15m

1 stop

MDW8:45 amChicago Midway

$636

Southwest flights from Chicago to Honolulu

Our best Southwest deals on Chicago to Honolulu flight tickets

Southwest

Nov 2

MDW10:05 amChicago Midway

13h 40m

1 stop

HNL7:45 pmHonolulu

Nov 10

HNL10:05 pmHonolulu

15h 05m

1 stop

MDW5:10 pmChicago Midway

$584

Southwest

Nov 2

MDW7:30 amChicago Midway

17h 40m

2 stops

HNL9:10 pmHonolulu

Nov 10

HNL10:05 pmHonolulu

15h 05m

1 stop

MDW5:10 pmChicago Midway

$590

Southwest

Sep 10

MDW6:15 amChicago Midway

11h 20m

1 stop

HNL12:35 pmHonolulu

Sep 17

HNL8:10 amHonolulu

15h 20m

1 stop

MDW4:30 amChicago Midway

$592

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 11/2

10:05 am-7:45 pm

1 stop13h 40m

Honolulu

Tue 11/10

10:05 pm-5:10 pm

1 stop15h 05m

$584

Quickest round-trip

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 6/8

2:10 pm-8:32 pm

1 stop11h 22m

Honolulu

Mon 6/15

9:39 pm-1:13 pm

1 stop10h 34m

$585

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 11/2

7:30 am-9:10 pm

2 stops17h 40m

Honolulu

Tue 11/10

10:05 pm-5:10 pm

1 stop15h 05m

$590

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 9/10

6:15 am-12:35 pm

1 stop11h 20m

Honolulu

Thu 9/17

8:10 am-4:30 am

1 stop15h 20m

$592

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 9/15

11:10 am-9:20 pm

2 stops15h 10m

Honolulu

Tue 9/22

8:15 am-5:55 am

2 stops16h 40m

$595

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 8/17

10:15 am-9:10 pm

1 stop15h 55m

Honolulu

Mon 8/24

9:25 pm-2:45 pm

2 stops12h 20m

$598

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 8/17

1:50 pm-9:15 pm

2 stops12h 25m

Honolulu

Mon 8/24

10:20 pm-4:25 pm

2 stops13h 05m

$603

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 6/2

7:40 am-7:19 pm

1 stop16h 39m

Honolulu

Mon 6/8

8:53 am-6:20 am

2 stops16h 27m

$606

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 6/1

6:00 am-6:09 pm

2 stops17h 09m

Honolulu

Thu 6/4

9:50 pm-6:50 pm

1 stop16h 00m

$609

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 9/1

6:00 am-8:47 pm

2 stops19h 47m

Honolulu

Wed 9/9

4:05 pm-3:27 pm

2 stops18h 22m

$611

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Chicago to Honolulu

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

Delays

Layovers

Other information

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

What is the cheapest month to fly to Honolulu?

The month of September is, on average, the cheapest month to fly to Honolulu from Chicago, with most prices found around $232. If you’re not able to fly to Honolulu in September, then October is your next best option. Flight prices from Chicago to Honolulu during October average around $241.

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

Our data shows that Tuesday is the least expensive day to fly to Honolulu. Tickets to fly out on this day can be as low as $764. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Honolulu on Saturday is $1,071.

What is the cheapest Chicago to Honolulu flight route?

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

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

You are more likely to see cheaper flights to Honolulu from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Honolulu for around $800 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Honolulu from Chicago for as low as $657 on momondo.

Can stopping save me money on Chicago to Honolulu flights?

You could potentially save up to 36% on your flight if you consider stops on a Chicago to Honolulu flight.

How have Chicago to Honolulu flight prices changed over time?

As of May 2026, prices for Chicago to Honolulu flights are approximately 3% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Honolulu

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

Estimated round-trip price

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

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

Best Price Found	$312
Fastest flight time	8h 58m
Direct flights	Every day
Airports in Honolulu	1 airport

The best one-way flight to Honolulu from Chicago in the past 72 hours is $312. The best round-trip flight deal from Chicago to Honolulu found on momondo in the last 72 hours is $982.

The fastest flight from Chicago to Honolulu takes 8h 58m

Direct flights go from Chicago to Honolulu every day.

There is 1 airport in Honolulu. From Chicago there are direct flights to Honolulu (HNL).

Search flight deals

Frequently asked questions about flying from Chicago to Honolulu

How far is Chicago to Honolulu by plane?
A flight from Chicago to Honolulu will travel around 4246.2 mi. Typically, this will take 8h 58m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Honolulu Airport?
Prices for flights from Chicago to Honolulu Airport are updated daily.
How many operators does momondo search for flights from Chicago to Honolulu Airport?
The number of operators available for flights from Chicago to Honolulu Airport is 6 as of May 2026.
How old do you have to be to fly from Chicago to Honolulu 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 Chicago to Honolulu Airport.
What documentation or ID do you need to fly to Honolulu Airport?
The required travel and health documents for your Honolulu 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 Honolulu 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 Chicago to Honolulu?
Based on momondo bookings for flights between Chicago and Honolulu, the leading plane model is Boeing 787-10 Dreamliner, making up 67.38% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 30.95%, Boeing 777-300ER with 0.36%, and Boeing 757-300 with 0.36%.
What is the most popular airline from Chicago to Honolulu?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Honolulu is United Airlines (40% of total bookings). The next most popular airlines are American Airlines (24%), Alaska Airlines (17%), and Southwest (10%).

Best airlines flying from Chicago to Honolulu

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $241	Free Cancellation	Rating 7.9 8,452 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $331	Free Cancellation	Rating 7.8 2,837 reviews	Search Hawaiian Airlines flights
United Airlines	PriceFrom $394	Free Cancellation	Rating 7.4 9,717 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $428	Free Cancellation	Rating 7.9 12,366 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $465	Free Cancellation	Rating 7.1 11,662 reviews	Search American Airlines flights
Southwest	PriceFrom $470	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights

United Airlines Flights From Chicago to Honolulu
United Airlines operates around 8 flights from Chicago to Honolulu every week. The average price of these flights found in the last 72 hours has been $912, but momondo users have found United Airlines deals from Chicago to Honolulu from as low as $394 round-trip. United Airlines has been scored 7.4/10 in 9,717 reviews.

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Why use momondo?

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

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 Honolulu from Chicago.

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

Flights from Chicago to Honolulu with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Honolulu from Chicago.

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

Yes momondo offers price alerts on flights to Honolulu from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.