Cheap flights from Chicago to Honolulu from $247

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Honolulu departing on 5/11. 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 Chicago to Honolulu

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:50 am - 5:32 pm
ORD
-
HNL
13h 42m
1 stop
Multiple Airlines Logo
11:59 pm - 7:52 pm
HNL
-
ORD
14h 53m
1 stop
$473Multiple Airlines
Mon, May 4 - Fri, May 8
Delta Logo
9:25 am - 9:01 pm
ORD
-
HNL
16h 36m
2 stops
Delta Logo
2:45 pm - 8:45 am
HNL
-
ORD
13h 00m
1 stop
$520Delta
Sun, May 10 - Wed, May 20
Delta Logo
9:25 am - 9:01 pm
ORD
-
HNL
16h 36m
2 stops
Delta Logo
4:06 pm - 1:01 pm
HNL
-
ORD
15h 55m
2 stops
$525Delta
Sun, May 10 - Wed, May 20
Delta Logo
9:22 am - 9:01 pm
MDW
-
HNL
16h 39m
2 stops
Delta Logo
1:50 pm - 8:42 am
HNL
-
MDW
13h 52m
2 stops
$525Delta
Sun, May 10 - Fri, May 15
Delta Logo
6:23 am - 9:01 pm
MDW
-
HNL
19h 38m
2 stops
Delta Logo
1:50 pm - 8:42 am
HNL
-
MDW
13h 52m
2 stops
$541Delta
Thu, May 7 - Tue, May 12
Multiple Airlines Logo
8:00 am - 10:29 pm
ORD
-
HNL
19h 29m
1 stop
Multiple Airlines Logo
9:00 pm - 6:50 pm
HNL
-
ORD
16h 50m
2 stops
$557Multiple Airlines
Tue, May 12 - Tue, May 26
Southwest Logo
9:45 pm - 9:50 am
MDW
-
HNL
17h 05m
1 stop
Southwest Logo
1:00 pm - 11:15 am
HNL
-
MDW
17h 15m
1 stop
$582Southwest
Mon, May 11 - Tue, May 26
Southwest Logo
10:10 am - 9:05 pm
MDW
-
HNL
15h 55m
1 stop
Southwest Logo
11:55 am - 6:00 am
HNL
-
MDW
13h 05m
1 stop
$590Southwest
Thu, May 7 - Tue, May 12
Southwest Logo
8:35 am - 9:05 pm
MDW
-
HNL
17h 30m
2 stops
Southwest Logo
8:15 am - 5:00 am
HNL
-
MDW
15h 45m
1 stop
$596Southwest
Thu, May 7 - Tue, May 12
Southwest Logo
9:45 pm - 9:50 am
MDW
-
HNL
17h 05m
1 stop
Southwest Logo
8:10 am - 4:35 am
HNL
-
MDW
15h 25m
1 stop
$599Southwest
Fri, May 8 - Wed, May 13

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Southwest flights from Chicago to Honolulu

Our best Southwest deals on Chicago to Honolulu flight tickets
Southwest
May 11
MDW9:45 pmChicago Midway
17h 05m
1 stop
HNL9:50 amHonolulu
May 26
HNL1:00 pmHonolulu
17h 15m
1 stop
MDW11:15 amChicago Midway
$582
Southwest
May 7
MDW10:10 amChicago Midway
15h 55m
1 stop
HNL9:05 pmHonolulu
May 12
HNL11:55 amHonolulu
13h 05m
1 stop
MDW6:00 amChicago Midway
$590
Southwest
May 7
MDW8:35 amChicago Midway
17h 30m
2 stops
HNL9:05 pmHonolulu
May 12
HNL8:15 amHonolulu
15h 45m
1 stop
MDW5:00 amChicago Midway
$596

Delta flights from Chicago to Honolulu

Our best Delta deals on Chicago to Honolulu flight tickets
Delta
May 12
ORD7:45 amChicago O'Hare Intl
11h 32m
1 stop
HNL2:17 pmHonolulu
May 19
HNL1:50 pmHonolulu
13h 46m
2 stops
ORD8:36 amChicago O'Hare Intl
$520
Delta
May 12
ORD7:45 amChicago O'Hare Intl
13h 58m
2 stops
HNL4:43 pmHonolulu
May 19
HNL4:06 pmHonolulu
15h 55m
2 stops
ORD1:01 pmChicago O'Hare Intl
$525
Delta
May 7
ORD7:07 amChicago O'Hare Intl
18h 54m
2 stops
HNL9:01 pmHonolulu
May 12
HNL1:50 pmHonolulu
13h 46m
2 stops
ORD8:36 amChicago O'Hare Intl
$541

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Honolulu 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 April 21, 2026.
Use the filters below to find and compare flights from Chicago to Honolulu that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 5/4

8:50 am-5:32 pm

1 stop13h 42m

Honolulu

Fri 5/8

11:59 pm-7:52 pm

1 stop14h 53m

$473

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sun 5/10

9:25 am-9:01 pm

2 stops16h 36m

Honolulu

Wed 5/20

2:45 pm-8:45 am

1 stop13h 00m

$520

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sun 5/10

9:25 am-9:01 pm

2 stops16h 36m

Honolulu

Wed 5/20

4:06 pm-1:01 pm

2 stops15h 55m

$525

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 5/10

9:22 am-9:01 pm

2 stops16h 39m

Honolulu

Fri 5/15

1:50 pm-8:42 am

2 stops13h 52m

$525

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 5/7

6:23 am-9:01 pm

2 stops19h 38m

Honolulu

Tue 5/12

1:50 pm-8:42 am

2 stops13h 52m

$541

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 5/12

8:00 am-10:29 pm

1 stop19h 29m

Honolulu

Tue 5/26

9:00 pm-6:50 pm

2 stops16h 50m

$557

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 5/11

9:45 pm-9:50 am

1 stop17h 05m

Honolulu

Tue 5/26

1:00 pm-11:15 am

1 stop17h 15m

$582

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 5/7

10:10 am-9:05 pm

1 stop15h 55m

Honolulu

Tue 5/12

11:55 am-6:00 am

1 stop13h 05m

$590

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 5/7

8:35 am-9:05 pm

2 stops17h 30m

Honolulu

Tue 5/12

8:15 am-5:00 am

1 stop15h 45m

$596

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 5/8

9:45 pm-9:50 am

1 stop17h 05m

Honolulu

Wed 5/13

8:10 am-4:35 am

1 stop15h 25m

$599

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Honolulu from

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

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 January is, on average, the cheapest month to fly to Honolulu from Chicago, with most prices found around $591. If you’re not able to fly to Honolulu in January, then February is your next best option. Flight prices from Chicago to Honolulu during February average around $626.

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 $763. 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 $1,078.

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 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 $795 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 $665 on momondo.

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

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

You could potentially save up to 28% 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 April 2026, prices for Chicago to Honolulu flights are approximately 9% cheaper 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

$410

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 $410. The best round-trip flight deal from Chicago to Honolulu found on momondo in the last 72 hours is $670.
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).

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?

  • 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?

  • What is the most popular airline from Chicago to Honolulu?

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
DeltaPriceFrom $241Free CancellationRating
7.9
8,433 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $331Free CancellationRating
7.8
2,837 reviews
Search Hawaiian Airlines flights
United AirlinesPriceFrom $395Free CancellationRating
7.4
9,616 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $434Free CancellationRating
7.9
12,268 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $463Free CancellationRating
7.1
11,647 reviews
Search American Airlines flights
SouthwestPriceFrom $470Free CancellationRating
8.0
4,330 reviews
Search Southwest flights
  • United Airlines Flights From Chicago to Honolulu

    United Airlines operates around 7 flights from Chicago to Honolulu every week. The average price of these flights found in the last 72 hours has been $910, but momondo users have found United Airlines deals from Chicago to Honolulu from as low as $395 round-trip. United Airlines has been scored 7.4/10 in 9,616 reviews.

Traveling to a place near Honolulu?

Book flights to Honolulu if you plan to visit one of these locations
Kahuku
Kailua
Aiea

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.

An easier way to manage your Honolulu trip

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1 adult
Thu 5/21
Thu 5/28

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