Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Hawaii from $212

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Hawaii

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:30 am - 1:16 pmORD  Chicago O'Hare Intl-LIH Lihue
11h 46m1 stop Los Angeles
American Airlines Logo
10:35 pm - 4:09 pmLIH  Lihue-ORD Chicago O'Hare Intl
13h 34m1 stop Phoenix Sky Harbor Intl
$419American Airlines
Fri, Dec 4 - Fri, Dec 4
Delta Logo
9:30 am - 6:36 pmORD  Chicago O'Hare Intl-LIH Lihue
13h 06m1 stop Los Angeles
Delta Logo
10:51 pm - 1:30 pmLIH  Lihue-ORD Chicago O'Hare Intl
10h 39m1 stop Seattle/Tacoma Intl
$419Delta
Sat, Nov 7 - Sat, Nov 7
Alaska Airlines Logo
2:13 pm - 3:35 pmORD  Chicago O'Hare Intl-LIH Lihue
29h 22m1 stop San Diego
Alaska Airlines Logo
10:32 am - 1:15 pmLIH  Lihue-ORD Chicago O'Hare Intl
22h 43m1 stop San Diego
$423Alaska Airlines
Tue, Jan 26 - Sun, Jan 31
Multiple Airlines Logo
7:20 am - 11:35 amORD  Chicago O'Hare Intl-LIH Lihue
33h 15m1 stop San Diego
Multiple Airlines Logo
11:07 am - 2:17 pmLIH  Lihue-ORD Chicago O'Hare Intl
22h 10m1 stop San Diego
$423Multiple Airlines
Wed, Oct 21 - Sat, Oct 31
Multiple Airlines Logo
2:11 pm - 12:44 pmORD  Chicago O'Hare Intl-LIH Lihue
26h 33m1 stop Portland
Multiple Airlines Logo
10:32 am - 1:15 pmLIH  Lihue-ORD Chicago O'Hare Intl
22h 43m1 stop San Diego
$423Multiple Airlines
Tue, Jan 26 - Sun, Jan 31
United Airlines Logo
1:30 pm - 9:30 pmORD  Chicago O'Hare Intl-LIH Lihue
13h 00m1 stop San Francisco
United Airlines Logo
8:30 pm - 11:19 amLIH  Lihue-ORD Chicago O'Hare Intl
10h 49m1 stop Denver Intl
$424United Airlines
Sat, Oct 31 - Sun, Nov 8
United Airlines Logo
12:40 pm - 7:44 pmORD  Chicago O'Hare Intl-LIH Lihue
12h 04m1 stop San Francisco
United Airlines Logo
12:46 pm - 5:04 amLIH  Lihue-ORD Chicago O'Hare Intl
11h 18m1 stop San Francisco
$424United Airlines
Sat, Oct 24 - Sat, Oct 31
Alaska Airlines Logo
6:00 am - 2:45 pmORD  Chicago O'Hare Intl-LIH Lihue
13h 45m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
11:29 pm - 3:00 pmLIH  Lihue-ORD Chicago O'Hare Intl
11h 31m1 stop Seattle/Tacoma Intl
$424Alaska Airlines
Mon, Oct 19 - Tue, Nov 3
American Airlines Logo
6:00 am - 12:25 pmORD  Chicago O'Hare Intl-LIH Lihue
11h 25m1 stop Los Angeles
American Airlines Logo
1:55 pm - 7:05 amLIH  Lihue-ORD Chicago O'Hare Intl
12h 10m1 stop Los Angeles
$424American Airlines
Sun, Oct 18 - Sat, Oct 31
Delta Logo
12:00 pm - 8:20 pmORD  Chicago O'Hare Intl-LIH Lihue
12h 20m1 stop Seattle/Tacoma Intl
Delta Logo
9:45 pm - 4:50 pmLIH  Lihue-ORD Chicago O'Hare Intl
15h 05m1 stop Seattle/Tacoma Intl
$424Delta
Sat, Dec 5 - Thu, Dec 10

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Chicago to Hawaii

Our best Delta deals on Chicago to Hawaii flight tickets
Delta
Nov 7
ORD9:30 amChicago O'Hare Intl
13h 06m
1 stop
LIH6:36 pmLihue
Nov 7
LIH10:51 pmLihue
10h 39m
1 stop
ORD1:30 pmChicago O'Hare Intl
$419
Delta
Oct 20
ORD12:50 pmChicago O'Hare Intl
11h 29m
1 stop
LIH7:19 pmLihue
Oct 26
LIH8:48 pmLihue
11h 50m
1 stop
ORD1:38 pmChicago O'Hare Intl
$424
Delta
Oct 6
ORD7:00 amChicago O'Hare Intl
17h 19m
2 stops
LIH7:19 pmLihue
Oct 13
LIH8:48 pmLihue
11h 50m
1 stop
ORD1:38 pmChicago O'Hare Intl
$430

Southwest flights from Chicago to Hawaii

Our best Southwest deals on Chicago to Hawaii flight tickets
Southwest
Oct 21
MDW6:05 amChicago Midway
11h 30m
1 stop
LIH12:35 pmLihue
Oct 28
LIH12:15 pmLihue
12h 40m
1 stop
MDW5:55 amChicago Midway
$424
Southwest
Oct 27
MDW6:05 amChicago Midway
11h 30m
1 stop
LIH12:35 pmLihue
Nov 10
LIH11:50 amLihue
14h 05m
2 stops
MDW5:55 amChicago Midway
$430
Southwest
Oct 20
MDW6:05 amChicago Midway
11h 30m
1 stop
LIH12:35 pmLihue
Oct 21
LIH12:15 pmLihue
12h 40m
1 stop
MDW5:55 amChicago Midway
$473

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Fri 12/4

5:30 am-1:16 pm

1 stop11h 46m

Lihue

Fri 12/4

10:35 pm-4:09 pm

1 stop13h 34m

$419

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Sat 11/7

9:30 am-6:36 pm

1 stop13h 06m

Lihue

Sat 11/7

10:51 pm-1:30 pm

1 stop10h 39m

$419

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 1/26

2:13 pm-3:35 pm

1 stop29h 22m

Lihue

Sun 1/31

10:32 am-1:15 pm

1 stop22h 43m

$423

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Wed 10/21

7:20 am-11:35 am

1 stop33h 15m

Lihue

Sat 10/31

11:07 am-2:17 pm

1 stop22h 10m

$423

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Tue 1/26

2:11 pm-12:44 pm

1 stop26h 33m

Lihue

Sun 1/31

10:32 am-1:15 pm

1 stop22h 43m

$423

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Sat 10/31

1:30 pm-9:30 pm

1 stop13h 00m

Lihue

Sun 11/8

8:30 pm-11:19 am

1 stop10h 49m

$424
Quickest round-trip

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Sat 10/24

12:40 pm-7:44 pm

1 stop12h 04m

Lihue

Sat 10/31

12:46 pm-5:04 am

1 stop11h 18m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Mon 10/19

6:00 am-2:45 pm

1 stop13h 45m

Lihue

Tue 11/3

11:29 pm-3:00 pm

1 stop11h 31m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Sun 10/18

6:00 am-12:25 pm

1 stop11h 25m

Lihue

Sat 10/31

1:55 pm-7:05 am

1 stop12h 10m

$424

ChicagoLihue

ORD Chicago O'Hare Intl - LIH Lihue

ORDLIH

Chicago O'Hare Intl

Sat 12/5

12:00 pm-8:20 pm

1 stop12h 20m

Lihue

Thu 12/10

9:45 pm-4:50 pm

1 stop15h 05m

$424

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Hawaii from

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

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 $632.

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 $743. 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 $1,088. 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 $847 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 $664 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 36% 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 55m

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 $419.
The fastest flight from Chicago to Hawaii takes 8h 55m
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?

  • 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?

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 AirlinesPriceFrom $352Free CancellationRating
7.9
12,963 reviews
Search Alaska Airlines flights
DeltaPriceFrom $355Free CancellationRating
7.8
8,593 reviews
Search Delta flights
United AirlinesPriceFrom $394Free CancellationRating
7.4
10,233 reviews
Search United Airlines flights
American AirlinesPriceFrom $423Free CancellationRating
7.0
12,073 reviews
Search American Airlines flights
SouthwestPriceFrom $439Free CancellationRating
8.0
4,199 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
Sat 10/24
Sat 10/31
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Hawaii

Popular cities in Hawaii

Flights to New Yorkfrom $68
Flights to Los Angelesfrom $50
Flights to Orlandofrom $52
Flights to Miamifrom $79
Flights to San Franciscofrom $43
Flights to Chicagofrom $50
Flights to Las Vegasfrom $38
Flights to Washington, D.C.from $46
Flights to Fort Lauderdalefrom $60
Flights to Bostonfrom $105
Flights to Atlantafrom $43
Flights to Dallasfrom $59