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Cheap flights from Chicago to Hawaii from $179

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 11/4. 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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0 bags

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Find the cheapest flights from Chicago to Hawaii

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
8:55 am - 1:53 pmORD-LIH
32h 58m1 stop
Alaska Airlines Logo
2:53 pm - 7:54 pmLIH-ORD
25h 01m1 stop
$379Alaska Airlines
Find Deal
mar., dic. 9 - lun., dic. 15
Alaska Airlines Logo
8:55 am - 4:00 pmORD-KOA
11h 05m1 stop
Alaska Airlines Logo
2:20 pm - 11:50 pmKOA-ORD
29h 30m1 stop
$380Alaska Airlines
Find Deal
mié., dic. 10 - lun., dic. 15
American Airlines Logo
7:00 am - 2:54 pmORD-KOA
11h 54m1 stop
American Airlines Logo
6:30 pm - 11:03 amKOA-ORD
12h 33m1 stop
$423American Airlines
Find Deal
mié., feb. 11 - mié., feb. 18
Delta Logo
7:30 am - 6:55 pmORD-KOA
15h 25m1 stop
Delta Logo
9:55 pm - 1:25 pmKOA-ORD
11h 30m1 stop
$424Delta
Find Deal
dom., ene. 18 - dom., feb. 1
Delta Logo
7:37 am - 7:53 pmORD-KOA
16h 16m2 stops
Delta Logo
8:30 pm - 1:34 pmKOA-ORD
13h 04m1 stop
$429Delta
Find Deal
mié., nov. 5 - mié., nov. 12
United Airlines Logo
7:00 am - 5:07 pmORD-LIH
14h 07m1 stop
United Airlines Logo
1:55 pm - 6:30 amLIH-ORD
12h 35m1 stop
$450United Airlines
Find Deal
mar., ene. 13 - sáb., ene. 17
American Airlines Logo
6:00 am - 2:54 pmORD-KOA
12h 54m1 stop
American Airlines Logo
10:11 pm - 12:35 pmKOA-ORD
10h 24m1 stop
$453American Airlines
Find Deal
jue., ene. 15 - dom., ene. 25
Southwest Logo
6:10 am - 3:10 pmMDW-HNL
13h 00m1 stop
Southwest Logo
12:30 pm - 5:05 amHNL-MDW
12h 35m2 stops
$476Southwest
Find Deal
mar., feb. 3 - mar., feb. 10
Southwest Logo
5:05 am - 6:15 pmMDW-LIH
17h 10m2 stops
Southwest Logo
7:05 pm - 12:35 pmLIH-MDW
13h 30m2 stops
$479Southwest
Find Deal
mar., ene. 6 - mar., ene. 13
United Airlines Logo
9:30 am - 2:57 pmORD-HNL
9h 27mnonstop
United Airlines Logo
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
$532United Airlines
Find Deal
lun., ene. 12 - dom., ene. 18

Delta flights from Chicago to Hawaii

Our best Delta deals on Chicago to Hawaii flight tickets
Delta
Jan 18
ORD7:30 amChicago O'Hare Intl
15h 25m
1 stop
KOA6:55 pmKona Intl
Feb 1
KOA9:55 pmKona Intl
11h 30m
1 stop
ORD1:25 pmChicago O'Hare Intl
$424
Find similar
Delta
Nov 5
ORD7:37 amChicago O'Hare Intl
16h 16m
2 stops
KOA7:53 pmKona Intl
Nov 12
KOA8:30 pmKona Intl
13h 04m
1 stop
ORD1:34 pmChicago O'Hare Intl
$429
Find similar
Delta
Nov 5
ORD7:37 amChicago O'Hare Intl
16h 16m
2 stops
KOA7:53 pmKona Intl
Nov 12
KOA9:30 pmKona Intl
15h 48m
2 stops
ORD5:18 pmChicago O'Hare Intl
$434
Find similar

Alaska Airlines flights from Chicago to Hawaii

Our best Alaska Airlines deals on Chicago to Hawaii flight tickets
Alaska Airlines
Dec 9
ORD8:55 amChicago O'Hare Intl
32h 58m
1 stop
LIH1:53 pmLihue
Dec 15
LIH2:53 pmLihue
25h 01m
1 stop
ORD7:54 pmChicago O'Hare Intl
$379
Find similar
Alaska Airlines
Dec 10
ORD8:55 amChicago O'Hare Intl
11h 05m
1 stop
KOA4:00 pmKona Intl
Dec 15
KOA2:20 pmKona Intl
29h 30m
1 stop
ORD11:50 pmChicago O'Hare Intl
$380
Find similar
Alaska Airlines
Jan 18
ORD9:00 amChicago O'Hare Intl
32h 50m
1 stop
LIH1:50 pmLihue
Jan 27
LIH10:50 amLihue
23h 39m
1 stop
ORD2:29 pmChicago O'Hare Intl
$381
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Hawaii 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 octubre 16, 2025.
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

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

mar. 12/9

8:55 am-1:53 pm

1 stop32h 58m

Lihue

lun. 12/15

2:53 pm-7:54 pm

1 stop25h 01m

$379

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mié. 12/10

8:55 am-4:00 pm

1 stop11h 05m

Kona Intl

lun. 12/15

2:20 pm-11:50 pm

1 stop29h 30m

$380

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mié. 2/11

7:00 am-2:54 pm

1 stop11h 54m

Kona Intl

mié. 2/18

6:30 pm-11:03 am

1 stop12h 33m

$423

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

dom. 1/18

7:30 am-6:55 pm

1 stop15h 25m

Kona Intl

dom. 2/1

9:55 pm-1:25 pm

1 stop11h 30m

$424

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mié. 11/5

7:37 am-7:53 pm

2 stops16h 16m

Kona Intl

mié. 11/12

8:30 pm-1:34 pm

1 stop13h 04m

$429

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

mar. 1/13

7:00 am-5:07 pm

1 stop14h 07m

Lihue

sáb. 1/17

1:55 pm-6:30 am

1 stop12h 35m

$450

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

jue. 1/15

6:00 am-2:54 pm

1 stop12h 54m

Kona Intl

dom. 1/25

10:11 pm-12:35 pm

1 stop10h 24m

$453

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

mar. 2/3

6:10 am-3:10 pm

1 stop13h 00m

Honolulu

mar. 2/10

12:30 pm-5:05 am

2 stops12h 35m

$476

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

mar. 1/6

5:05 am-6:15 pm

2 stops17h 10m

Lihue

mar. 1/13

7:05 pm-12:35 pm

2 stops13h 30m

$479

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

lun. 1/12

9:30 am-2:57 pm

Nonstop9h 27m

Honolulu

dom. 1/18

6:05 pm-6:16 am

Nonstop8h 11m

$532

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 October, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $636.

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 Thursday. momondo users have found tickets for Thursday departures for as low as $1,047. 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 $1,125. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago to Hawaii flights are usually those with departure times in the afternoon. Our users have found flights to Hawaii in the afternoon for as low as $631. Flights at noon are often more expensive with an average ticket price of $1,254.

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 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 $818 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 $728 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 23% 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

$380

Fastest flight time

8h 48m

Direct flights

Every day

Airports in Hawaii

3 airports
The best one-way flight to Hawaii from Chicago in the past 72 hours is $380. The best round-trip flight deal from Chicago to Hawaii found on momondo in the last 72 hours is $671.
The fastest flight from Chicago to Hawaii takes 8h 48m
Direct flights go from Chicago to Hawaii every day.
There are 3 airports near Hawaii: Honolulu (HNL), Kona Intl (KOA), Kahului (OGG)
Search flight deals

  • 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
Hawaiian AirlinesPriceFrom $231Free CancellationRating
7.8
2,781 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $305Free CancellationRating
7.9
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $379Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $402Free CancellationRating
8.0
11,102 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $424Free CancellationRating
8.0
4,241 reviews
Search Southwest flights
United AirlinesPriceFrom $425Free CancellationRating
7.4
8,982 reviews
Search United Airlines 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.

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sáb. 11/15
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