What airlines fly to Hawaii?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Hawaii from Chicago according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Hawaii. Keep in mind that there are 5 different airlines that fly to Hawaii on a routine basis, so you have a few additional options to choose from.

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

As of November 2026, there are 4 flights per day flying from Chicago to Hawaii. The most common time of day flights depart is 9:00AM, with 81% of flights taking off at noon.

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

33 flights are operational weekly from Chicago to Hawaii as of November 2026. The most popular departure day for this route is Sat, with 18% of flights per week taking off on this day.

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

Alaska Airlines, United Airlines, and Delta are the most popular carriers operating from Chicago to Hawaii

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

Prices for flights from Chicago to Hawaii were last updated today.

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

The number of operators available for flights from Chicago to Hawaii is 5 as of November 2026.

How old do you have to be to fly from Chicago to Hawaii?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Hawaii.

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

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

$212 Cheap Flights from Chicago to Hawaii in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Hawaii

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:40 am - 5:03 pmORD Chicago O'Hare Intl-LIH Lihue

13h 23m1 stop San Diego

8:00 pm - 1:13 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 13m2 stops Honolulu Portland

$417Multiple Airlines

Tue, Feb 2 - Tue, Feb 9

7:40 am - 5:03 pmORD Chicago O'Hare Intl-LIH Lihue

13h 23m1 stop San Diego

6:04 pm - 1:13 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 09m2 stops Honolulu Portland

$417Multiple Airlines

Mon, Jan 25 - Sun, Jan 31

2:13 pm - 5:03 pmORD Chicago O'Hare Intl-LIH Lihue

30h 50m1 stop San Diego

10:30 am - 1:15 pmLIH Lihue-ORD Chicago O'Hare Intl

22h 45m1 stop San Diego

$423Alaska Airlines

Tue, Jan 12 - Sat, Jan 16

2:13 pm - 5:03 pmORD Chicago O'Hare Intl-LIH Lihue

30h 50m1 stop San Diego

10:30 am - 1:15 pmLIH Lihue-ORD Chicago O'Hare Intl

22h 45m1 stop San Diego

$423Alaska Airlines

Tue, Jan 19 - Tue, Feb 2

7:00 am - 5:04 pmORD Chicago O'Hare Intl-LIH Lihue

14h 04m1 stop Denver Intl

1:50 pm - 5:36 amLIH Lihue-ORD Chicago O'Hare Intl

11h 46m1 stop San Francisco

$424United Airlines

Wed, Feb 3 - Wed, Feb 10

8:40 am - 4:55 pmORD Chicago O'Hare Intl-LIH Lihue

12h 15m1 stop Denver Intl

2:03 pm - 5:58 amLIH Lihue-ORD Chicago O'Hare Intl

11h 55m1 stop Los Angeles

$424United Airlines

Wed, Nov 18 - Sun, Nov 22

7:20 am - 4:01 pmORD Chicago O'Hare Intl-LIH Lihue

12h 41m1 stop Phoenix Sky Harbor Intl

10:35 pm - 2:36 pmLIH Lihue-ORD Chicago O'Hare Intl

12h 01m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Tue, Jan 19 - Tue, Feb 2

5:30 am - 1:22 pmORD Chicago O'Hare Intl-LIH Lihue

11h 52m1 stop Los Angeles

9:19 pm - 1:52 pmLIH Lihue-ORD Chicago O'Hare Intl

12h 33m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Mon, Dec 7 - Sat, Dec 19

12:58 pm - 8:20 pmORD Chicago O'Hare Intl-LIH Lihue

11h 22m1 stop Seattle/Tacoma Intl

9:44 pm - 4:50 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 06m1 stop Seattle/Tacoma Intl

$424Delta

Thu, Nov 26 - Thu, Dec 3

7:35 am - 5:20 pmORD Chicago O'Hare Intl-LIH Lihue

14h 45m1 stop Los Angeles

9:26 pm - 1:47 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 21m1 stop Los Angeles

$424Delta

Thu, Apr 8 - Wed, Apr 21

Cheap last minute flights

Enter your travel dates to find the best prices.

5:30 am - 1:16 pmORD Chicago O'Hare Intl-LIH Lihue

11h 46m1 stop Los Angeles

10:35 pm - 1:34 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 59m1 stop Phoenix Sky Harbor Intl

$454American Airlines

Sat, Nov 14 - Sat, Nov 21

9:30 am - 6:41 pmORD Chicago O'Hare Intl-LIH Lihue

13h 11m1 stop Los Angeles

9:45 pm - 1:37 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 52m1 stop Seattle/Tacoma Intl

$454Delta

Sat, Nov 14 - Sat, Nov 21

7:05 am - 8:07 pmORD Chicago O'Hare Intl-LIH Lihue

17h 02m2 stops Salt Lake City Seattle/Tacoma Intl

9:45 pm - 1:37 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 52m1 stop Seattle/Tacoma Intl

$460Delta

Sat, Nov 14 - Sat, Nov 21

1:00 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 30m2 stops Denver Intl San Francisco

8:30 pm - 11:19 amLIH Lihue-ORD Chicago O'Hare Intl

10h 49m1 stop Denver Intl

$470United Airlines

Sat, Nov 14 - Sat, Nov 21

1:30 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 00m1 stop San Francisco

2:03 pm - 5:20 amLIH Lihue-ORD Chicago O'Hare Intl

11h 17m1 stop Los Angeles

$484United Airlines

Thu, Nov 12 - Thu, Nov 19

5:30 am - 1:16 pmORD Chicago O'Hare Intl-LIH Lihue

11h 46m1 stop Los Angeles

10:35 pm - 1:34 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 59m1 stop Phoenix Sky Harbor Intl

$484American Airlines

Thu, Nov 12 - Wed, Nov 18

5:50 am - 1:15 pmMDW Chicago Midway-LIH Lihue

11h 25m1 stop Las Vegas Harry Reid Intl

9:05 pm - 3:00 pmLIH Lihue-MDW Chicago Midway

13h 55m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl

$550Southwest

Tue, Nov 10 - Tue, Nov 17

7:00 am - 3:51 pmORD Chicago O'Hare Intl-LIH Lihue

12h 51m1 stop Seattle/Tacoma Intl

12:40 pm - 1:18 pmLIH Lihue-ORD Chicago O'Hare Intl

20h 38m1 stop San Diego

$554Multiple Airlines

Sat, Nov 14 - Sat, Nov 21

7:00 am - 8:13 pmORD Chicago O'Hare Intl-LIH Lihue

17h 13m2 stops Seattle/Tacoma Intl Honolulu

12:40 pm - 1:18 pmLIH Lihue-ORD Chicago O'Hare Intl

20h 38m1 stop San Diego

$560Multiple Airlines

Sat, Nov 14 - Sat, Nov 21

10:10 am - 9:10 pmMDW Chicago Midway-HNL Honolulu

15h 00m1 stop San Jose

11:15 pm - 5:25 pmHNL Honolulu-MDW Chicago Midway

14h 10m1 stop San Diego

$607Southwest

Fri, Nov 13 - Tue, Nov 17

Cheap direct flights

Enter your travel dates to find the best prices.

11:10 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 38mnonstop

6:40 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 20mnonstop

$554American Airlines

Sun, Dec 6 - Mon, Dec 21

11:10 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 38mnonstop

6:40 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 20mnonstop

$555American Airlines

Sun, Dec 6 - Mon, Dec 21

11:10 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 38mnonstop

6:40 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 20mnonstop

$556American Airlines

Sun, Dec 6 - Mon, Dec 21

11:50 am - 5:16 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 26mnonstop

6:45 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 15mnonstop

$562American Airlines

Wed, Mar 3 - Tue, Mar 9

12:45 pm - 6:13 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 28mnonstop

4:50 pm - 5:01 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 11mnonstop

$567United Airlines

Mon, Jan 4 - Mon, Jan 25

9:30 am - 2:58 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 28mnonstop

4:50 pm - 5:01 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 11mnonstop

$567United Airlines

Tue, Jan 5 - Wed, Jan 27

11:50 am - 5:16 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 26mnonstop

6:45 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 15mnonstop

$567American Airlines

Mon, Feb 15 - Mon, Feb 22

10:00 am - 3:20 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 20mnonstop

6:41 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 19mnonstop

$567American Airlines

Wed, Feb 3 - Tue, Feb 9

10:00 am - 3:20 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 20mnonstop

6:41 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 19mnonstop

$567American Airlines

Tue, Jan 26 - Wed, Feb 3

11:10 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 38mnonstop

6:40 pm - 7:00 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 20mnonstop

$567American Airlines

Mon, Dec 7 - Mon, Dec 21

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Southwest flights from Chicago to Hawaii

Our best Southwest deals on Chicago to Hawaii flight tickets

Southwest

Jan 26

MDW10:15 amChicago Midway

14h 15m

2 stops

LIH8:30 pmLihue

Feb 2

LIH9:30 pmLihue

14h 55m

1 stop

MDW4:25 pmChicago Midway

$490

Southwest

Jan 26

MDW10:15 amChicago Midway

14h 25m

2 stops

KOA8:40 pmKona Intl

Feb 2

KOA9:25 pmKona Intl

11h 05m

1 stop

MDW12:30 pmChicago Midway

$544

Southwest

Nov 10

MDW5:50 amChicago Midway

11h 25m

1 stop

LIH1:15 pmLihue

Nov 17

LIH9:05 pmLihue

13h 55m

2 stops

MDW3:00 pmChicago Midway

$550

Alaska Airlines flights from Chicago to Hawaii

Our best Alaska Airlines deals on Chicago to Hawaii flight tickets

Alaska Airlines

Jan 23

ORD2:13 pmChicago O'Hare Intl

30h 50m

1 stop

LIH5:03 pmLihue

Jan 29

LIH10:30 amLihue

22h 45m

1 stop

ORD1:15 pmChicago O'Hare Intl

$433

Alaska Airlines

Jan 23

ORD8:40 amChicago O'Hare Intl

12h 23m

1 stop

LIH5:03 pmLihue

Feb 2

LIH9:00 amLihue

10h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$434

Alaska Airlines

Jan 12

ORD7:40 amChicago O'Hare Intl

13h 23m

1 stop

LIH5:03 pmLihue

Jan 13

LIH9:00 amLihue

10h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$512

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 2/2

7:40 am-5:03 pm

1 stop13h 23m

Lihue

Tue 2/9

8:00 pm-1:13 pm

2 stops13h 13m

$417

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Mon 1/25

7:40 am-5:03 pm

1 stop13h 23m

Lihue

Sun 1/31

6:04 pm-1:13 pm

2 stops15h 09m

$417

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 1/12

2:13 pm-5:03 pm

1 stop30h 50m

Lihue

Sat 1/16

10:30 am-1:15 pm

1 stop22h 45m

$423

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 1/19

2:13 pm-5:03 pm

1 stop30h 50m

Lihue

Tue 2/2

10:30 am-1:15 pm

1 stop22h 45m

$423

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Wed 2/3

7:00 am-5:04 pm

1 stop14h 04m

Lihue

Wed 2/10

1:50 pm-5:36 am

1 stop11h 46m

$424

Quickest round-trip

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Wed 11/18

8:40 am-4:55 pm

1 stop12h 15m

Lihue

Sun 11/22

2:03 pm-5:58 am

1 stop11h 55m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 1/19

7:20 am-4:01 pm

1 stop12h 41m

Lihue

Tue 2/2

10:35 pm-2:36 pm

1 stop12h 01m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Mon 12/7

5:30 am-1:22 pm

1 stop11h 52m

Lihue

Sat 12/19

9:19 pm-1:52 pm

1 stop12h 33m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Thu 11/26

12:58 pm-8:20 pm

1 stop11h 22m

Lihue

Thu 12/3

9:44 pm-4:50 pm

1 stop15h 06m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Thu 4/8

7:35 am-5:20 pm

1 stop14h 45m

Lihue

Wed 4/21

9:26 pm-1:47 pm

1 stop11h 21m

$424

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 Chicago to Hawaii

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 Hawaii?

If you don’t want to visit Hawaii in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $653.

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

On average, the least expensive day to fly to Hawaii from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $724. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Hawaii on a Saturday will generally be more expensive and average around $1,057. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest Chicago to Hawaii flight route?

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

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

You are more likely to see cheaper flights to Hawaii from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Hawaii for around $840 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hawaii from Chicago for as low as $671 on momondo.

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

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

You could potentially save up to 48% on your flight if you consider stops on a Chicago to Hawaii flight.

Cheap Chicago to Hawaii flight deals and tips

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

Best Price Found	$212
Fastest flight time	8h 46m
Direct flights	Every day
Airports in Hawaii	40 airports

The best one-way flight to Hawaii from Chicago in the past 72 hours is $212. The best round-trip flight deal from Chicago to Hawaii found on momondo in the last 72 hours is $417.

The fastest flight from Chicago to Hawaii takes 8h 46m

Direct flights go from Chicago to Hawaii every day.

There are 40 airports in Hawaii. From Chicago there are direct flights to Honolulu (HNL), Kona Intl (KOA), Kahului (OGG).

Search flight deals

Frequently asked questions about flying from Chicago to Hawaii

When did momondo last update prices for flights from Chicago to Hawaii?
Prices for flights from Chicago to Hawaii were last updated today.
How many operators does momondo search for flights from Chicago to Hawaii?
The number of operators available for flights from Chicago to Hawaii is 5 as of November 2026.
How old do you have to be to fly from Chicago to Hawaii?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Hawaii.
What documentation or ID do you need to fly to Hawaii?
The travel and health documents required for your trip to Hawaii 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 Hawaii. 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 Chicago to Hawaii?
Based on momondo bookings for flights between Chicago and Hawaii, the leading plane model is Boeing 787-8 Dreamliner, making up 52.18% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 43.82%, Boeing 787 Dreamliner with 1.48%, and Boeing 737-800 with 1.33%.

Best airlines flying from Chicago to Hawaii

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

Airline	Rating	Free Cancellation	Price
Alaska Airlines	PriceFrom $222	Free Cancellation	Rating 7.9 13,155 reviews	Search Alaska Airlines flights
Delta	PriceFrom $355	Free Cancellation	Rating 7.8 8,702 reviews	Search Delta flights
United Airlines	PriceFrom $388	Free Cancellation	Rating 7.3 10,474 reviews	Search United Airlines flights
American Airlines	PriceFrom $424	Free Cancellation	Rating 7.0 12,232 reviews	Search American Airlines flights
Southwest	PriceFrom $536	Free Cancellation	Rating 8.0 4,214 reviews	Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hawaii for you.

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

Yes. All flights to Hawaii from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Hawaii flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to Hawaii flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Hawaii 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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Tue 12/8

Tue 12/15

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Hawaii

Popular cities

Other flights from Chicago

Other flights to Hawaii

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in Hawaii

Flights to New Yorkfrom $63

Flights to Los Angelesfrom $38

Flights to Orlandofrom $55

Flights to Miamifrom $38

Flights to San Franciscofrom $38

Flights to Chicagofrom $75

Flights to Las Vegasfrom $38

Flights to Washington, D.C.from $46

Flights to Fort Lauderdalefrom $38

Flights to Bostonfrom $81

Flights to Atlantafrom $46

Flights to Dallasfrom $38

Cheap flights from Chicago to Hawaii from $212

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 Hawaii departing on 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Hawaii

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Southwest flights from Chicago to Hawaii

Our best Southwest deals on Chicago to Hawaii flight tickets

Alaska Airlines flights from Chicago to Hawaii

Our best Alaska Airlines deals on Chicago to Hawaii flight tickets

momondo Fare Finder

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

See travel insights to Hawaii from

How to get the cheapest flight ticket from Chicago to Hawaii

What is the cheapest month to fly to Hawaii?

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

What is the cheapest Chicago to Hawaii flight route?

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

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

Can stopping save me money on Chicago to Hawaii flights?

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

What airlines fly to Hawaii?

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

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

Cheap Chicago to Hawaii flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Hawaii

Frequently asked questions about flying from Chicago to Hawaii

Best airlines flying from Chicago to Hawaii

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

Why use momondo?

An easier way to manage your Hawaii 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Hawaii

Popular cities in Hawaii

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Hawaii flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Hawaii

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Hawaii

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

Complete your trip to Hawaii

Explore popular destinations other users love

According to popular flight searches on momondo this year